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My Blog

Welcome to my blog!

Sissy Professor
Posted:Apr 27, 2024 5:47 am
Last Updated:Apr 27, 2024 6:28 am
18 Views

Returning to teaching in the fall semester, I had been nervous about possible repercussions from my student, Kelly, encountering me washing Luke's truck in my driveway wearing a tiny pink speedo and the cuckold horns T-shirt over the summer break. I checked the enrollment list and noticed that Kelly was indeed signed up for another one of my lecture classes, Male Masochism in Medieval Romances, a new class. I was surprised to see that the class was full; I had actually been concerned that it would be dropped due to low enrollment, but apparently six new students had signed up over the summer. On the opening day of class, I noticed Kelly sitting in the front row, dressed in short shorts and a tight T-shirt.

I saw her whispering to another female student sitting next to her who I didn't recognize, both of them smiling.

"Hi, Professor Rollins."

"Hi Kelly, I hope you had a good summer."

"I did. It was too short, as always. How about you? I hope you didn't lose any more bets." she said with a grin.

"No, I learned my lesson last time. No more betting on sports for me. It's great to have you back in my class. It's really a full one."

"Yes, I might have had something to do with that. I love your classes so much, I really talked you up to some of my friends."

"That's very nice of you. Thanks, Kelly,"

"Don't mention it. You've been losing weight, Professor Rollins. The tighter pants look good on you. I like the silk scarf, too." She smiled.

"Thanks." I quickly turned away. I'm sure I was blushing deeply. Brooke had picked out a purple silk scarf that she wrapped around my neck that morning. Also, even though Brooke and Master Luke had recently brought me a smaller steel chastity cage, I was still concerned that the outline of it was visible beneath my tighter pants. When I looked at myself in the mirror that morning, I could definitely see it, but I think one would have to be looking for it to really notice. But perhaps they were? I heard Kelly giggling with her classmates behind me.

There were a total of ten students in the class, seven female and three male. After I gave them an overview of the class and what they could expect in the coming weeks, I asked them if they had any questions.

One of the male students -- a tall, handsome, muscular junior who I had seen walking the halls of the English building but who had not been in any of my classes before -- said, "Professor, what are your qualifications for teaching this class?"

I thought to myself, what nerve this current generation has. Never in a million years would I have ever even thought of asking such a question of one of my professors at Yale. Looking down at my class list, I said, "Well, Mr. Betz, is it? I have been lecturing on medieval romantic literature for nearly a decade and have published..."

"Excuse me, Professor," he interrupted, "but I wasn't asking about your qualifications for teaching about medieval romantic literature. I was asking about your qualifications for teaching about male masochism. Do you have any first-hand experience?"

Kelly covered her mouth with her hand in an unsuccessful attempt to restrain her laugh. Several other students also smiled and started tittering.

I felt my face burning as I replied, "Well, it so happens that the book I'm currently working on is partly about male masochism, but one does not have to have first-hand experience with a subject to teach it. I have never been a knight before, after all, yet I teach about courtly love."

"Well, you see Professor, I'm a dominant male myself, so I was hoping to learn about masochism from a true expert in the field. And I've always found that there's really no substitute for first-hand experience. A sissy boi with his tiny clitty in chastity probably isn't the best teacher, right?"

I saw Kelly roll her eyes and and heard the girl next to her whisper to her, "I can't believe he just said that."

"Well, Mr. Betz, I'm sure that if you apply yourself, you will learn plenty about the subject. Class dismissed." I realized after I said it that there were still 15 minutes left of the class. I was visibly flustered.

I heard several students laughing, looking at my crotch, and whispering to one another as they left the classroom. Perhaps I was being paranoid, but it sure seemed to me that the class was full of Kelly's friends, who she no doubt had urged to enroll after catching me in the humiliating act of washing my wife's lover's truck. I had lost control of my class -- a place where I was usually in command, arguably the only place left where I was still in command -- before I even really started it, and I was now going to be in a position of weakness, a weak beta boi, from the get go. I guess there was something appropriate about that, given the subject matter. Mr. Betz and his classmates were, in fact, going to be taught by a true authority in the field. I felt my tiny cock throb within its cage. It was going to be a long, long, semester...

I should've taken my experience in class that morning as an omen for what was to come, as I was about to enter an increasingly public phase of my small penis humiliation. Master Luke was traveling on business, so that night Brooke and I dined alone and were able to talk more freely than when in his presence.

"Master Luke wants to meet some of our friends. He wants us to invite them over for dinner," said Brooke.

"You know I don't really have too many friends."

"He's heard us talk about Neil Lawson. He wants you to invite him."

"Brooke, you know Neil is my colleague. I can't have him knowing what goes on here. I'm having enough trouble at work as it is, thanks to Master Luke."

"What do you mean?"

"You know that girl, Kelly, the one who saw me in the driveway. She's in my new Male Masochism in Medieval Romances class. I thought they might drop my class because there were so few students enrolled, but I think she invited all of her friends and the class is now full. I think they're all coming to laugh at the sissy boi professor who washes his wife's lover's car in a speedo. A pink one. A very tiny one. While my tiny clitty is locked in a steel chastity cage!"

"Well, if that's the case, you owe Kelly a big thank you. When you think about it, you owe Master Luke a big thank you, too. If he didn't make you wash his truck, your class probably would've been canceled."

"I think I might've preferred that. It was so humiliating today."

"Don't be silly. You were super excited about your new class. It fits so well with the new book you're writing. You seem like you're having a little writer's block, so you need all the inspiration you can get. Master Luke is teaching you about masochism in ways reading old romantic poetry never could. You're indebted to him. In more ways than one, when you really think about it. He's a real man with a real big cock."

"First-hand experience," I laughed, somewhat bitterly.

"Exactly. No substitute."

I looked at her incredulously. It was almost almost as if she were conspiring with my obnoxious new student, but I knew that wasn't possible. Maybe they were both right. As usual, it was exceedingly difficult for me to prevail in an argument with Brooke.

"What about you? I assume you're going to invite Michelle. I haven't seen her in a while."

"Actually, Michelle and I haven't been talking for a few months. I think I'll invite my friend Laura from the restaurant instead."

"What do you mean you haven't been talking to Michelle? She's your oldest and best friend. What happened?"

"Look, Michelle and I have a complex relationship. We're good friends but we've always been highly competitive, too. She's always been jealous of me, because I almost always come out on top. Better grades, won more awards in school. Beat her consistently at tennis. I'm even a better chess player than her, although she's pretty good. The guys she was interested in usually went for me instead. So we go through these periods from time to time when she's pissed off with me and doesn't want to talk to me. I'm not worried about about it. She'll come crawling back. She always does."

"What set her off this time?"

"Master Luke, if you must know. She doesn't approve of me being with him again, even in the new arrangement we have between the three of us. She thinks it's bullshit. She says that I'm just asking for trouble. But I think the truth of the matter is that she's just jealous again. You see, she's the one who saw Luke for the first time when we were out together at a bar. She thought he was really hot and asked me to go over to him with her to chat him up, so that she could hook up with him. I was supposed to be her wingman, or wingwoman, I guess. Well, he ended up hooking up with me instead. And she was incredibly pissed off. She didn't speak to me for months that time. She didn't even attend our wedding. But she eventually got over it. Or, at least, I thought she had. But maybe she never truly did. I think that's what's really going on here. She's just jealous again."

"Wow, I had no idea."

"Our relationship is even more complicated than that. Back in high school, we both kind of experimented with each other, if you know what I mean."

"You mean kissing each other? That sort of thing."

"Yes, kissing and more. We went down on each other a few times. Or, I should say that she ate my hairless pussy several times. I tried it once on her, but I didn't really like it very much. I think she still resents me for that too, to be honest with you."

"You mean she resents that you didn't lick her pussy?"

"Yes, I think so. I thought she had gotten over that too. But maybe not. Anyhow, like I said, I'm not too worried about it. She'll be back. So you need to invite Neil for dinner next weekend, and I'll invite Laura."

"He can't humiliate me in front of my work colleague."

"Of course, he will. You know that."

"Oh, my God." I put my hands over my eyes.

"It won't be THAT bad. I've already talked to him about it. You're going to have to prepare the meal and dress as a sexy waitress, sort of like you did the first time Master Luke had dinner with us. You'll have to dress very sexy and feminine. You'll have to serve the food, but you can sit at the table with the rest of us."

"How generous of him."

"Hey, I advocated for you! It could be a lot worse."

She was right. It could. It probably would.

"Now, clean up the table like a good little sissy boi and meet me upstairs. I've been missing that tongue of yours."

Brooke and I really had a wonderful time together that night. It reminiscent of the best of the pre-Luke days. After I went down on her, she unlocked me -- after much teasing, pleading and foot kissing-- and gave me a hand job with her stocking-clad feet pressed up against my face. My pathetic poem aside, it was not the scent of her feet I found intoxicating, it was the flawless feet of my Mistress.

Afterwards, we gave each other a pedicure, cuddled and watched a movie before spooning in bed as we slept through the night.

Although we had had other nights like that when Master Luke was away for awhile, that one was particularly sweet. Looking back today, two years later, it almost seems like that night was the eye of the storm. When the back end of it hit, it hit fiercely, a category 5 hurricane. The only problem with my analogy is that it's still hitting at full force, leaving a growing path of destruction in its wake. Will this storm ever end?
1 comment
Diana the Gurl
Posted:Apr 26, 2024 8:45 am
Last Updated:Apr 27, 2024 6:28 am
275 Views

Another beta trait is the need to be submissive....especially in the presence of an alpha-male. You want him to know you'll be eager do what he commands, like a good little gurl/

"That's my gurl...cup your bra Diana...you love how pretty it is...how does it feel to know you'll aways be wearing one?...yes...like that...move those big tits up and down...I know a doctor who will make them larger through augmentation...yes we'll give you nice big breasts gurl...once and for all that will end any thought of you returning to being a boy...."

His words were turning Diana on making her feel quite submissive.

"Pull your panties down a little baby...let me see your hands near your chastity cage...yes that caged little gurlie cock...I bet its already started to happen...you've found it doesn't get hard all the time like it use to...see how I made just the small part of the pee-hole on the head stick out from the cage...it makes it look like a t-gurl clit....spread your legs push it forward I want some close-ups of that."

Her femininity had taken over Diana enjoyed posing like a woman.

"Aright spin around...show me that beautiful butt of yours...arch your back Diana...lift it up."

The back facing the camera on her knees Diana turned her head and put her chin near the shoulder...a coy come hither look ....Diana shook her hair pouted her lips letting the shimmering lipstick be highlighted. Reaching back the single hand undoing the hooks letting the bra fall to the bed.

"Good ...very good ...work with me baby...you're going to love having bigger tits" ...the camera kept flashing its lights.

..."bend at the waist ...lift that butt, use your fingers ...I want to see you sliding that plug in and out of your boi pussy...all that lube we know your wet...make like you're begging to be fucked....yes like that...now pull it out....look towards the headboard close your eyes and shake your ass."

A moment later Diana's head lifted off the pillow feeling the cock sliding in. Thick-fingered strong hands went to the slim waistline.

It was happening ...remember when we just spoke on the trappings off femininity ...those times when a transitioning t-gurl thinks on what it would be like to be taken by a real man.

Diana felt the power of a real man's cock...it seemed to touch all of the area inside her It slipped along at a steady pace...not too fast...not too slow. The head felt like some kind of spark activating new nerve endings. Once they were awakened they were begging to be touch again and again and again...and the only thing that could do it was Paul's huge hard cpck.

She was entering a new territory...a new world in fact...part of her was unsure of what she should do...the boy had always been the one doing the thrusting. Diana realized she wasn't supposed to 'do' anything...except be the gurl and take the fucking.

A quick glimpse she saw how her breasts were moving up and back. It made her feel so feminine. His hand reached out...to give a tweak to the luscious nipple. They'd become so sensitive to the touch. It was a revelation to go from men's nipples which can't take much of a squeeze without hurting to now have them quite malleable and squeezable.

The skin of her bubble butt rippling on every thrust inward...Diana absorbing it like any woman...his hand kept going back to caress her big breast. She like'd how the nipple could take every squeeze, every tweak. Suddenly she felt a new wetness. Looking down she watched as the precum dropped off her little clitty... spraying out...sending Diddy precum to the bedsheet.

Diana wasn't sure what to do so she stopped tweaking and just shook her big breasts. A quick glance back she saw Paul had his eyes closed so near to erupting. Closing her own eyes Diana concentrated on tightening the hole of her entryway every time Paul pulled the dick nearly out.

"Oh fuck gurl...damn you feel tight....yeah like that...keep it up."

The man's hand reached down...flicking the clit he heard Diana squealing...the warm cream giving a t-girl climax.

When Paul thrust the cock in as far as it would go he held it there and gave it a count...one Mississippi ...two Mississippi.

The 'three' Mississippi did it. The stud Master exploded his hot yummy semen spewing like some kind of volcano of hot lava-jazz.

It brought Diana's mind to a whole new place. She had just made a real man come inside her....and love the feel of wetness as much as any woman might.

Paul slapped her ass..."You did good Diana...you have a bright future as a transgendered woman honey."

The next daybreak Diana lay in bed. Next to the budding t-girl was Master Paul... the snoring sounding like he was sawing logs.

Reality has a way of bring one back to reality. Diana let her mind pull up her choices. She could slip out of the bedroom and somehow make her way back to the rectory where her Mercedes was. Yet another choice was more compelling. She could stay and fall further down the rabbit hole of her developing femininity.

Truth was the sex with the hung stud the night before was the best she ever had.... Yes she had taken on the role of a submissive trans-woman...yes she had welcomed a cock inside her for the first time ever....yes, thanks to the butt-plug she still had the cum from being bred like a woman still within her.

Yet the more she thought about it the idea of turning trans the more he felt it had a high appeal.

In just her panties she turned back to face the man feeling the way her big D-cups moved on his thin frame. Diana let her hand slide up the hairy chest until it reached the stud's face. When Paul opened his eyes he saw Diana staring back at him.

Diana put a kiss to his lips...."Bless me father...for I am about to sin."

A short chuckle from the real man, intelligent enough to be quick with a quip replied.

"Lead me not into temptation ...for I am sure to follow."

Letting Paul see her do it Diana put a fresh coat of lip-stick on. She slinked her way down the length of Paul's body before stopping at the crotch. Pulling the boxer-shorts off she flung them to the floor.

There it was... the beautiful sight of the man's huge hard cock. Her eyes widened as her hands began fondling the big ball-sac.

"Oh what a gorgeous cock Master." She whispered it quietly.

Diana's tongue slid out the tip running across the upper lip. Once more she opened her mouth as wide as she could make it. A moment later the lips slid down the hard dick.

With a deep masculine resonance Paul Grunted..."Ugggg....damn you were born to suck cock Diana."

A short time later, out of the shower Diana had discovered a room with a closet full of woman's clothing and lingerie was just down the hallway. It just felt natural to make the man breakfast after how he'd made her feel delightfully feminine.

A pair of shorty-shorts ...and the tres tres chic look of a vagabond in a peasant top of soft chiffon ...Diana padded her way to the kitchen. Her hair in a sloppy bun she kissed Paul on the cheek when he entered some 45 minutes later.

Putting the dirty breakfast dishes in the sink starting to clean them ...being domesticated was beginning to feel part of what being a gurl was about.

Paul spoke

"I have a vision for you."

It was something a minister might say as though dispensing the wisdom of the Devine.

"Living here in my home you'll act as a maid ...I want you to become thoroughly domesticated....one day you'll be the perfect gurl."'

"Yes Master Paul."

"I also want you as a part time receptionist at the business. You'll be interacting with people...men and women so we have a lot of work to do to sort you out into a proper passable gurl."

"I understand Sir....ummm...what about my job at the hardware store."

"What's your work email...your boss's?"

The man's fingers punched out loudly on the keyboard moving quickly like some journalist desperate to get his copy in the hands of his editor.

'Dear Fred...due to some personal matters I will need to take a leave of absence. Pardon the short notice...thank you for your consideration in this matter. Diana.'

Paul smiled ...'Now you're not working for him...you're learning how to be a women and a working-maid and a receptionist all the while obeying your new Master."

The man pulled Diana to sit on his lap....both smooth-shaven legs dangling on the side. Her weak arm across the shoulder she felt so girlish sitting like that.

A quick hit to the keyboard pulled up a page...'Fet-luv'...the worlds largest BDSM community site....over 10 million members.

Two more clicks had her looking....'Diana TG bottom....'relationships: single..D/s relationships: owned...orientation: trans-gurl evolving, men only please....active: live the lifestyle when possible...looking for: rope bondage, events, swingers and BDSM parties.

Master Paul had built a whole profile on the site. When he clicked the picture section it populated with images from a few when Diana was a man to the previous night. First at the office on her knees sucking the dick in heels, bra and panties to the photo-session of Diana in the bedroom that included a video of the fucking.

Being put on a social media site changes someone. Especially when they are being turned pretty-trans. Diana realized it was an open declaration of her status as a submissive t-gurl. Public access through free membership she understood anyone could see her.

"It will reinforce your feminine persona to know anybody can view you honey....you're just a gurl now."

Suddenly they heard a series of clicking sounds...."Hey look at that doll-face...you've only been up a short time and you're already getting views."

Paul paused before kissing her cheek..."I want you in a bikini...time to start working on your tan lines...nothing says I'm a woman quite like the tan lines on the skin from a bra bikini top and a tiny thong bottom piece."

It came out in a soft lilted voice and feminine manner..."Yes Master Paul, Sir"

Submissive and obedient, the way a gurl was meant to be!
1 comment
BBC for Gurls
Posted:Apr 23, 2024 2:31 am
Last Updated:Apr 27, 2024 6:28 am
1717 Views

Jessica smirked at the power she held over him. "Good gurl. Youll love living with me and your new job. We know you love 'em tall dark and handsome and this place is teeming with handsome black guys, you know why this place is called Spades right?" Diana shook his head no. "Oh you naive little gurl. Well, a spade is a sign of black ownership. Gurls who wear a spade are proudly saying they only like black men. Spades is a club that adheres strictly to that notion. You notice there are no white men here, no white sissy bois who want to be tied up and used?"

Realization hit him like a ton of bricks. Of course that's what this club was! He looked around and the only white people he saw were white women. A lot his age but some older as well. He even saw a few wedding rings on some women. He was at a black's only club, and now would be working at one! He remembered all the spade logos on the waitresses and remembered the tattoos on some of them. "Omg she wouldn't do that to me, would she???" Diana thought worriedly.

She pointedly looked over at Demarcus and his friends. "You seem to fit right in with Demarcus and his boys. Makes sense cause you WERE one of his bois hahahha how do you like being Demarcus's arm candy? Does it feel good to be ogled and desired by all these big strong black men? Tell me, Diana"

Jessica looked deep into Diana's eyes. Her strong blue eyes felt so dominating and powerful. He was so captivated by her domineering gaze that in his inebriated state he told the truth.

".... y-yes. It feels... good to be desired, and submissive to superior men" Diana practically whispered. He immediately felt shame as he realized what he said. He had just admitted, out loud, that he enjoyed being ogled and wanted and admired by men to his ex girlfriend. He should have denied it, wanted to deny it, but remembering the powerful and passionate looks Demarcus would give him made his stomach turn to butterflies. Feeling so small and obedient in his powerful arms.

But the humiliation from admitting that was too much for Diana. He adverted his gaze from Jessicas's dominant one, looking down at his feet. Or he would be looking at his feet if his huge DDs weren't in the way. More humiliation washed over him looking at his shiny tanned cleavage. "I shouldn't look like this. I shouldn't feel like this. I'm a man not gay or a gurl! Stop it Diana stop it!" Diana thought.

Jessica continued her dominant look for a moment, seeming to think for a moment, before erupting in laughter. "Hahahahaha omg it's only been a day and you're already turned! You little sissy slut! You like being a pretty piece of arm candy. Being watched as you wiggle and jiggle in front of a bunch of hungry horny men! You little fag hahahaha that's just precious honey! Don't worry, we'll make sure you're watched sweetheart." Jessica's wicked smile spread across her face as she came up with a plan. "When Demarcus comes over here, you're gunna plop that cute butt right in his lap and you're gunna give him a hand job right here on the couch."

Diana put his dainty manicured hand up to his mouth in feminine surprise at Jessica's order. There's no way he could do that! Even being forced to make Jamie's cock squirt, he was still coming to grips with what that meant. And he had basically been tied up and forced to do it, in the privacy of a room. Well, not technically private as the girls had been watching, but not dozens of people!

But Jessica made the decision for him "remember, sissy Diana. I own you now. I'll expose you to everyone here and then release allllll the videos and bondage pics I have of you. Confessing that you've been a closet sissy fag all along. All the dress up sessions. Walking practice. Your strip tease! You sucking Jamie's cock, twice btw! Your cum swapping make out with Candi. Your life as you know it will be over. So, be a good gurl and make your Daddy happy. Say it now, sissy. Say you'll be a good gurl for Mistress"

Jessica lightly stroked the side of Diana's face as she ordered him. Diana's hands were tied. He couldn't let all this get out. What will his friends and fellow students think? What would his family think??? Diana cringed thinking of his hard nosed, ex military father seeing him prancing around in lingerie professing he was a pretty sissy gurl. Dejectedly, Diana hung his head and said, "I'll be a good gurl for you Mistress"

"No, look at me when you say it. And put a smile on. Embellish a little. Make me proud" Jessica dug her nails into the soft flesh of Diana's thigh, causing him to wince.

Diana looked into Jessica's deep blue eyes and plastered a smile on his face. "I'll, like, totally be a good gurl for you Mistress! I'll make Daddy super happy and have all the real men wanting me soooooo bad!"

Diana practically gagged as he said it, but leaning into the ditzy bimbo role was the only thing keeping him sane. Jessica smiled at Diana's announcement.

"Perfect. Just perfect. Being an air headed bimbo is just perfect for you, Diana. Now, make sure Daddy is happy, be over the top and make him want it. Oh just in time, your boyfriend is coming over" Jessica said as Demarcus sauntered over. He looked at Diana the whole time, an easy smile on his face.

And he didn't walk, he more prowled like a panther through the jungle, unafraid and confident that nothing could hurt him as the alpha male. Diana watched with wide eyes, both incredibly fearful of what was coming... but also fascinated by his aura. He'd never looked at Demarcus this way in the past, he was just a buddy of his. But now he saw why girls were throwing themselves at him.

"Hey baby gurl. I see you're catching up with Jess. Mind if I join?"

"Remember your role. Ditzy pretty airhead. Make him want you." Diana thought.

"Of course, Daddy! You can sit right here!" Diana bounced up, making his huge titties jiggle before turning around and bending at the waist. "Oh shoot! There's a spot here. Let me clean it up first" Diana started wiping away imaginary dust, making sure his butt wiggled back and forth invitingly. Snapping back up at the waist making sure his hair went flying, Diana turned around with a big smile.

Demarcus grinned, loving the attention Diana gave to him as he sat. "Gurl's got it bad for me. I like that. She might not be the brightest but she's sweet and nice and my boys like her too. Plus she's a smoke show. Those big tits are amazing but nothing on her ass. Can't wait to get a piece of that." Demarcus thought before his thought was cut short by that very ass plopping down on Demarcus's knee.

"There's not enough room for all of us, but I'm sure you won't mind, will you Daddy?" Diana batted his fake lashes and lightly stroked Demarcus's defined pecs.

"No not at all baby gurl, not at all. What were you two talking about before I intruded?"

Jessica laughed but Diana kept stroking nervously along his chest. "Oh erm... uh nothing daddy. Just girl stuff! But YOU are much more interesting!" Diana felt like he had to change the topic so he gripped Demarcus's shirt and leaned in and kissed him. This was the first time Diana had initiated a kiss with a guy and he didn't necessarily like what that meant. But it was better than the alternative. So Diana kissed him with passion, rubbing his chest while wiggling his bubble butt into Demarcus's powerful thigh.

Demarcus was off kilter at the passionate kiss, taking a back role for the moment. But that didn't last long as he quickly took back control, kissing Diana back and dominating his mouth. He had one arm behind Diana's back and the other kneading and rubbing his thigh.

"Now or never. God, please don't let anyone see." Diana prayed as he took his delicate hand down Demarcus's strong rippling body to his crotch. The bulge in his crotch was semi hard but twitching and moving. Diana traced the outline through the pants with his fingernail, and kept tracing, and kept tracing, and kept tracing until finally he had traced the whole outline. "Holy fuck he's big! Please don't have him put that thing in me! I'll die!" Diana silently begged.

Feeling Diana's exploration down below, Demarcus laughed to himself. "Oh the little bitch is adventurous for sure. I'll play her game." Demarcus's hand slid up his thigh, tracing Diana's tight abdomen before coming to rest on his huge faux chest. As the big strong black hand rubbed his nipple, Diana gasped, opening his mouth wide inviting Demarcus's tongue in further.

Diana, ignited with passion, quickly undid Demarcus's fly and stuck his hand inside. Grasping the huge phallus through his boxers, Diana couldn't believe the size. He couldn't put his whole hand around it!

Demarcus pulled away from the kiss, kissing and nibbling up Diana's neck until he reached his ear. "Go on shawty. I know you like putting on a show. Let's give em a show. Pull out Daddy's cock baby gurl." Demarcus whispered before sticking his tongue in Diana's ear and pinching Diana's nipple.

The sudden pleasure made Diana moan loudly, enough for the couple next to them to take notice. They saw a tanned bimbo writhing in pleasure, her plump pink lips wide, eyes closed showing off her pretty pink eye shadow and fake lashes. Her body barely covered in clothing being man handled by a large black hand fondling her DDs through her "top". And her hand was snaking into her dates pants, very clearly doing some fondling of her own. The couple smirked at each other, the white girl biting her lip watching the scene unfold.

Diana was overcome with feelings, feminine feelings of submission and wanting to please, and his body moved on its own. He felt his hand pull down Demarcus's boxer briefs and unbutton his pants and let the monster free. Diana looked down through the pleasure his body was in and saw Demarcus's naked cock hard for the first time. His gasp of surprise was quickly turned into a moan as another electric shock flowed through his nipples.

Diana grabbed onto the naked appendage, watching his fake pink nails wrap around the beer can sized cock. The pink such a contrast to the dark skin underneath. Entranced, feeling like he was watching someone else do it, he slowly stroked his hand up and down the rigid cock. Slowly rising up and down, lips parted and panting, Diana felt like he was watching interracial porn. Diana felt Demarcus's hand snake under his top and bra and starting caressing his nipples directly. "Eeeeppp! Unnghhh! Omg! Omg! Omg! Mmmmmm" was all Diana could get out as he jerked off the cock faster.

"Mmmm that's right baby gurl, jerk my cock for me. It's all for your shawty. Look at your little white hand jerking it up and down" Diana looked and saw how tiny his hand looked against the thick veiny monster. "You love that don't you? Your white skin against my dark skin. You love being a little snow bunny, showing off how much you love big black cock to everyone. Say it, Diana. Say you're a slut for big black cock"

At that moment, while still playing with Diana's nipple, Demarcus other hand slid to the back of Diana's skirt and felt for the plug he saw earlier. He pressed hard on the plug through the skirt. "This bitch is kinky as hell, she loves this shit" Demarcus thought.

Diana was overcome with feelings, his nipples, his butt, all too much for him. Even his tiny cock in his cage was spasming wildly. He lustfully moaned out "mmmmmmmmMMMMMMM! Yesssss Daddy! I love big black cock! I'm a little snow bunny for big black mennnnnmmmm!!!" His last words melted into a moan as he jerked Demarcus off faster.

Suddenly, Demarcus stopped his toying of Diana and gently grabbed the hand that was jerking him off. "Good gurl. I know you love showing off. Look around and take a lot at the audience gurl."

Diana looked up, still panting from pleasure and saw at least a dozen people watching him. The couple next to him had taken a page from his book and the white girl was slowly tracing the outline of the guys cock through his pants as he leaned back and sipped his drink. Demarcus's boys were watching, giving dap ups to one another for their boy. Even the pro player from Boston was grinning ear to ear watching Diana jerk off Demarcus, the guy Diana looked up to as an idol. Shame courses through him, but he realized he didn't let go of Demarcus's huge hard cock.

He looked over and said Tiffany and Trixie cuddling up to Jamal and Chris. He heard Tiffany fake whisper "See! I told you she was one of us! Were gunna be besties!"

And there was Jamie, still sitting on that guys lap, her big DDs shoved in the guys face as he licked and kissed them. But her eyes were only on Diana, filled with fire and passion watching her former bully wrap his tiny hand around a black cock.

But the final humiliation was Jessica. Sitting right next to Diana, stirring her cocktail with a wry smile on her face. His ex girlfriend had just seen him "willingly" seduce his best friend and jerk him off. Her blue eyes bored into his soul, degrading him completely. She leaned over, her breasts threatening to spill out of her corset, and whispered to the two lovers.

"That was fucking hot! How about we go back to your place, Demarcus, and get this slutty girl tied up?"

Demarcus smiled, looking at the two scantily clad chicks with him, and nodded his head. Dread coursed through Diana's body as the three stood up. Out they walked, Demarcus in the middle with his arm around Jessica's bare shoulders and his hand directly on Diana's bubble butt. Diana gulped, dreading what was to come, but why was his little clitty trying to get hard, just the image of being tied up???
1 comment
TS Slut
Posted:Apr 22, 2024 7:22 am
Last Updated:Apr 27, 2024 6:28 am
1853 Views

He flirted with her and she encouraged him. He quizzed her about her dating history, subtly trying to work out her likes and she told him that she was very selective with men and liked to be treated like a normal gurl who was lucky enough to have something extra. She didn't tell him that she was a virgin. On his turn he explained how he is naturally dominant but found it difficult to find a gurl who can both allow him to take the lead but also be inventive and fun. Bimbos with no conversation and gurls with too many 'don'ts; were not what he was looking for.

While they chatted his eyes were constantly being drawn to her chest, probably wondering if they were real? Rebecca was pleased her plan was working. When he made a comment about her pretty bra she took her chance, putting down her glass she thrust out her modest bust and wiggled her bum to move close to him and give him a clearer look. He took his opportunity of their closeness and moved towards her, hand around the back of her neck pulling her lips to his, he was kissing her slowly, butterfly kisses and then gently nuzzling her neck, then back to her lips and she didn't resist. He was taking the lead and she was breathless, shocked at the reality of it all, her mind all in a blur but loving every second of her helpless femininity. Soon their lips were locked together, his tongue forcing its way into her mouth and she welcomed it, flicking back playfully with her own.

Enjoying the deep kiss immensely she moved to kiss him more passionately one hand on his cheek to hold him closer, crushing his lips to hers. Her first feel of a rough stubble chin, first smell of his masculine aftershave, his strong arm holding her tightly in the kiss and now his free hand softly resting on her pert breast. His fingers delicately massaged her nipple and even though it was protected by layers of flimsy lace and chiffon. The nipple obediently sprang to attention and he did not hesitate to squeeze, flick and tease his new toy. Rebecca loved her new breasts, loved how her nipples became erect as soon as she was aroused, and gasped with pleasure as he caressed them. Blissfully enjoying being his 'prey' she just concentrated on battling with his tongue as the deepest kisses continued. She was loving being in his control and knowing that he could overpower her at any moment and do whatever he wanted, being receptive to his moves so far and eagerly anticipating the next.

Lips still locked together his hand made its way slowly up her thigh, stroking gently but knowingly. His hand reached her bare thigh, inches from her own small gurl cock. She was passive, receptive, vulnerable, still, her breathing became faster as she waited expectantly for his next move. As his fingers found her pink thong she wriggled her bottom so that her thighs could part and make it easier for him to touch her - just what a slut would do. He murmured his approval when he found that her gurl cock was hard, twitching almost uncontrollably with excitement.

He stroked her tiny cock teasingly through the the lace of her panties. Rebecca moaned encouragement, and pushed her crotch upwards against his fingers desperate for a more forceful touch. At the same time she had one hand around his head kissing him passionately and lustily, deep tongue kisses interrupted by nibbling his neck and her whispered words of encouragement, his hard stubble pressing against her soft skin. He freed her little stiffy from the thong caressing it slowly and gently asking if she was enjoying the date so far. There was no flirtiness in her reply, muttered between her groans of delight and breathless moans,

"Yes,yes,yes..............baby, oh yes,................I'm all yours, yes................... stroke it........use it.........I love it baby,............... do whatever you want..............just dont stop baby..............oh take me baby please.................................make me your gurl".

Confirmation if it was needed that she was loving every minute.

Whilst he was stroking her and kissing her very deeply Rebecca's hand wandered into his lap and she could feel his huge erection through his trousers, it was very hard and very hard for her - she really did have the power! With one hand she blindly fumbled for the zipper so that she could touch it but her arm was trapped by him deeply kissing her and teasing her clitty, so she just rubbed her palm over his trouser bulge making sure he was staying hard for her.

He broke the embrace and looked her straight in the eyes, she was so turned on that she almost started to complain, she just wanted more.

"I think it's time for you to suck my cock Rebecca, we've all night and I don't want you cumming too soon, keeping you on the edge will be a lot of fun for me and I love to tease my gurls".

He was quite bossy - she made no objection. She was a cock sucker afterall.

Rebecca stood up and used her stilettos to push his feet apart then knelt between his legs, she really wanted this. He gave her a cushion from the sofa for her knees which she saw as a good sign, authoritative but considerate. She giggled as her long nails made her struggle with his belt, she started to tremble as she slowly pulled down his zip, she looked up at him as he slid his pants down to his knees freeing his beautiful, long and very thick cock.

It jumped out of his boxers, maybe nine inches and very wide, free at last his prick stood strong and tall in front of her pretty face. His cock was handsome she thought, balls shaved and its pink eye seeming to peek at her from behind his foreskin. It was a the perfect size, much bigger and much wider than her tiny clitty. She had thought that she didn't want anything that would hurt her on her first time but the more aroused she became she was beginning to change her mind about that, it was smooth and very very hard. She held it tightly at the base, it was warm and erect pointing straight up at his smiling face. He pulsed it and they both laughed, her red nails looking even more vampy against his pale skin.

Looking him straight in the eye she gently kissed the base allowing the shaft to stroke her face and the tip to nestle next to her nose. it smelled fresh and clean. She pulled his foreskin back fully and teasingly touched the tip with her tongue, he moaned, it twitched, she teased his ball sack with a sharp fingernail and masturbated his length with her other hand until she could resist no longer. Rebecca the seductress, the tease, the flirt, gave way to Rebecca the slut, desperate to suck cock, to please her man, for him to compliment her on her whorish talents, for him to use her with no thought for her own pleasure or feelings. This is exactly where a gurl belongs, on her knees serving a real man with a huge cock, life is perfect.

Rebecca had rehearsed this so many times on any object that looked remotely like an erect penis, fruit, perfumes bottles, dildos, vegetables had all been sampled but now for the real thing. She took his long cock in her warm cock sucking mouth deeply, feeling it hot against the roof of her mouth, her head bobbed up and down, slowly, quickly, the tempo directed by his moans and verbal encouragement. She slurped greedily, worked him firmly, dribbled saliva onto his helmet for lubrication just like she'd seen the starlets do in the porn films. He told her how dirty she was, what a naughty slut she was, how he was going to fuck her until she begged him to stop and she loved every second. She ran her sharp nails down his shaft as she licked his smooth balls, her teeth gently grazed his foreskin as she massaged his sack and her lips held his huge cock tightly.

She felt his hand on her cheek as he moved her long hair away from the action so that he could see his dirty slut suck his rock hard shaft. Their eyes met and she could see that he was enjoying the show, she grinned and just took him even deeper. Stopping for breath her hand continued to masturbate him as he tensed and a small amount of pre cum appeared on the tip, they both laughed. She was exhilarated, she had the power, she was a slut and then without any stimulation she felt a tiny leak of her own pre cum seep into her lace thong from her hard little clitty.

There was a pause, he watched her intently contemplating the next move. She stared back at him, then at the cum and paused before she curled her tongue around the tip of his cock and greedily took it into her mouth, putting on a show for him, loving the taste, craving more. Gurls need cum and become more feminine when they swallow delicious cum every day.

She worked harder on his cock just as he instructed. She was disappointed in her deep throat technique as she gagged a couple of times and had to come up for air once but even with her eyes watering she did not hold back, forcing his tool as deep down her throat to almost choke her, her head bouncing up and down as fast as she could for him.

Rebecca was in control now, his cock receiving all the attention, she looked up at him constantly, his eyes were beginning to roll. She moistened her index finger with the fluid flooding the base of his cock. Tilting his torso slightly upwards her finger found his bum hole. She carefully teased his opening feeding a red nailed finger slowly inside him. He gasped in appreciation manoeuvring his opening so her finger could access deeper, shuffling towards his love spot. She came up for air, licked another finger and continuing to put on a show she grinned at him as she opened him up and began to push both fingers in deeper, timing her thrusts perfectly to match her heads rhythmic bobbing movements on his beautiful tool. He moaned, excited she now increased her pace.

His breathing became faster, his body tensing, he began to meet her moves and thrust his cock into her mouth, faster, faster, his hand gripped the back of her head holding her tightly on to his cock while his bum was contracting on her fingers. He was cumming and she was on her knees in front of him, still fully dressed, her pink panties already soiled, lips working ferociously around his cock so that she could make him cum - a total slut.

He moaned, he tensed and she felt his first spurt on the roof of her mouth. She kept up the pace as three more shots hit the same spot and then she slowed as his body relaxed, still holding his cock in her mouth as more and more cum oozed onto her tongue, warm, thick, salty,........ gorgeous. She held his cock in her mouth until it softened a little. Then a move that she had fantasised about millions of times, the porn sluts ultimate last act in all her favourite films. She sat up, looked him in the eye and opened her mouth wide, showing him his cum that she was still holding there, paused, then swallowed it loudly, grinning whorishly and showing him that she was no way a boring bimbo.

She relaxed still holding his tool in her hand and congratulated herself on such a good job, her jaw ached, her wrist was sore but proud for being the gurl he wanted...............then panic..................what if he couldn't go again, was that it? She'd come so far and she desperately needed to be fucked and soon?

It was like he read her mind. "Don't worry you dirty dirty gurl, it will get hard again very soon and you need a reward for all you excellent work, so why don't you take me into your bedroom?"

They both smiled knowingly..........her boi pussy was going to be fucked.
1 comment
Training
Posted:Apr 20, 2024 10:18 am
Last Updated:Apr 27, 2024 6:28 am
3017 Views

I dodged raindrops as I entered my house. It had gotten very dark and I had to turn on some lights. I tried to watch TV as I waited for Tracy to text me.

About 5 pm she texted me.

"Be at my front door at 6:30, be nude. Plan on a fun time (for me ha ha)."

It was summer and it did not get dark until well past 9. I was lucky, if the rain continued it would be semi dark and the chance of someone being in their yard watching was minimal.

At 6:15 I was naked in my entryway except for my watch, counting down the minutes. It was still pouring rain. Right at 6:30 I took off my watch and tried to dash across the yard to her front porch. The grass was wet and slick and I almost fell down. I caught my balance and carefully went to her front door. I tried the storm door but it was locked so I rang the door bell. I stood in the cold rain, my erection had gone away. Suddenly the front porch lights went on. I felt like a 500,000 watt light was illuminating my nakedness to the world. After what seemed like and eternity but was probably only a few seconds the front door opened and Tracy invited me in.

She handed me a towel which I gratefully accepted and began to dry myself. Tracy outfit caused my erection to return at once. She was wearing a harness consisting of a number of leather straps. Two diamond shaped straps surrounded her perky breasts. Three straps went around her dancer flat stomach and straps went down to each thigh with straps around each thigh.

"Kneel," she commanded.

I knelt down and she came close. Her breasts were just about head high. She leaned over and pushed her right breast to my mouth. She sighed with pleasure as I gently licked and sucked her nipple. She repeated the action with her left breast. Eventually she walked across the living room and sat down on a victorian era couch.

"Come here," she ordered.

I crawled over to where she was sitting. She scooted down so her hips were at the edge of the couch and spread her legs wide. Responding to her silent invitation I licked from the start of her anus to the top of her pussy. After a couple of long strokes like that I nuzzled between her lips and licked at her now erect clit. A series of butterfly kisses on her clit left her moaning and her hips were wiggling beneath me. She reached out and pressed the back of my head forcing my lips harder into her pussy. I began to lick her clit with rough hard strokes. She lifted her hips and let out a scream. She then pushed me away.

"You have a talented tongue." she remarked.

"Thank you." I replied.

"Now for your punishment for your ungentlemanly conduct today at the salon."

She had me stand up and led me to the dining room. She made me lean over a chair and hold on to the legs. Behind her was an array of punishment implements.

She picked up a long whippy cane.

"Let's start with this."

She stood behind me and gently rubbed the cane over my butt. Then I felt nothing, heard a whoosh and my buns exploded in pain, like a line of bee stings all along my ass.

"That was nice." she remarked. " Let's try this next, spread your legs apart."

I did as she instructed. She walked in front of me holding a riding crop.

She walked behind me and rubbed the tip of the crop between my legs over my balls and against my small cock. She then did an upward stroke of the crop, the tip landing on my scrotum and eliciting a cry of pain from me.

"Nice, let's keep going."

She tried a hair brush, a paddle, a tawse and a flogger against my ass. The burn increased with each whack of an instrument. I was sobbing in pain but my little cock betrayed my excitement as it was still at full mast.

I then felt her rubbing a soothing lotion onto my bruised and battered back side. Delicious feelings ran from my bottom to my tiny cock as she lightly rubbed in the lotion. She then ran her fingers along my crack and I felt a finger enter my boi pussy. That was the first time I had ever had anything back there. It felt odd. I had never leaked precum like you read in porn stories but when she started to massage my prostate a stream of fluid came out of my clitty. Tracy scooped some of it up and forced it into my mouth. It was pretty yummy. She removed her finger and I felt something being pushed into my boi pussy. I felt my hole expand as she forced it into me. It then popped and settled into my butt.

"First plug?" she asked.

"First time for any of this." I answered.

She then told me it was time for a break. She helped me stand and walk to the kitchen. I felt a fullness that I had never felt before. She went to the refrigerator and took out a couple of beers. I sat gingerly on a kitchen chair, trying not to increase my discomfort. I asked her how she came about her sexual proclivities. She replied that when she was twelve she found a copy of Whips Incorporated by Angela Pearson in a box of books her father had bought at a garage sale. She found out that she really enjoyed the whippings and sex. She knew the basics but reading about doing 69 with a boy while the maids beat his butt made her wet. She found herself rubbing her slit and clit every night. When she was 13 she found a horny boy and talked him into taking off his clothes and masturbating for her. She really enjoyed spanking him after he came and was surprised when he had another stiffy when she was done. They played for almost a year and he became quite adept at giving her orgasms with his tongue, and she really enjoyed inflicting pain on his butt, cock and balls. She then asked me how I discovered my submissive proclivities. I told her Pearson was one of my favorite authors. Most of my sex life was fantasy and that I had never had any actual experience until I met her. We spent the next 20 minutes exchanging information about our mutual love of erotic literature, particularly femdom literature. She told me the bondage part of Pearson's books were kind of a turnon and the situations and vignettes were quite arousing. We went from Victorian classics to the great femdom books of the 60's to Anne Rice's output under various names.

After about 20 minutes she asked me if I was ready to continue our adventures. I replied in the affirmative. We stood up, she took hold of my little penis as used it to lead me upstairs and into her bedroom. Tracy attached fur lined leather cuffs to my wrists and ankles. She then had me lay down on my back and tied me spread out on my back on her bed.

She crawled up on the bed, reached under me and removed the butt plug. I noticed that it was quite small but it felt huge inside me. She crawled over me and straddled my middle with her body. She began to rub her slit over my hard little cock, back and forth. The friction with her clit was exciting her as was the friction with my clitty. I soon reached an edge and told her I was close to a big cum. She scooted up until her pussy was in front of my mouth. I gently tongued her opening and licked up and down her pussy tasting her sweet juices. She began to press harder against my lips as I focused on her clit. She began to moan and finally grunted with a loud uumph as she came on my face.

"That was nice." she commented as she rolled off of me. She reached out and ran her fingernails along my aching 3" clitty. Up and down she stroked, my clitty jumping with her touch.

She rolled back on top of me and positioned my little cock at her opening. With one push she sat down on my tiny cock, impaling it inside her. She began to rock back and forth. The friction was most exciting as I moved towards orgasm.

"You may come sissy boi." she remarked as I rushed to my finish. We came together. My hot seed painting her insides with my passion.

She crawled up my body until her pussy was on my face again. I licked up my offerings mixed with her juices and she began to respond by wiggling on my tongue. I again focused on her essence, licking her clit with long strokes of my tongue. She pushed hard against my mouth and let out a loud moan as she came one more time.

She rolled off me and snuggled up against me. We laid together for a short while.

"Time to get you home before it gets light and the whole neighborhood gets a good show."

I rolled out of her bed, my buns were still sore as I went down the stairs. The rain had stopped but it was still dark as I dashed from her front door to my house. I went upstairs and fell into bed. Sleep came almost at once.

I woke up a little after noon, took a shower and examined the damage. Dark red stripes across my buns reminded me of last night. She had kept the no blood rule but just barely.

The next week I was very busy, meeting with my advisor and giving a few presentations. After 10 days I received a text from Tracy.

"Dinner Saturday, casual dress 6:30 be there."

I replied that I was looking forward to it.

Saturday came and I was kind of excited waiting to go over to her place. At 6:30 I started to walk over to her house. There was a car in her driveway which left me a little disappointed.

I entered the house and she introduced me to Lisa. Lisa was a tall willowy blond. She was wearing a flowery summer dress with a lot of slender leg showing. Tracy explained that Lisa was an undergraduate at the same college I was at. Tracy was Lisa's advisor and it was obvious they were quite close. We exchanged small talk as we had a nice glass of wine. Dinner was a light repast of salad and salmon. After dinner Tracy shepherded us into the living room. Lisa sat on the victorian couch. Tracy came in with a flogger in her hands.

"I have been looking forward to trying my new flogger, take your clothes off sissy boy." I started to take off my shirt.

"I hope he is as good with his tongue as was advertised." Lisa remarked.

Lisa lifted her skirt and I was able to see her bare pussy. I removed the rest of my clothes. Tracy indicated for me to kneel.

"You know what to do." Tracy said.

I crawled over to Lisa. She spread her legs apart but her pussy was still closed. All I could see was the thin line between her two lips. As I reached her I stuck my tongue out and burrowed into her pussy. Using my tongue like a plow in soft dirt, I licked from the base to the top of her cunt, splitting her lips open. Lisa covered my head with her skirt leaving me with diminished vision. I licked softly along the top of her pussy until I felt the small bud of her clit. I then varied my licks, hard, soft, long short.

When the first blow of Tracy's flogger hit my bubble butt my whole body jerked forward pressing my face into Lisa's essence. I focused on Lisa's cunt. Her pussy was gushing her arousal as I continued my administrations. Licked up her girl honey as she ground on my face. Lisa started to issue a religious incantation repeating "Oh god" over and over. Tracy continued to beat and bruise my butt as I licked. LIsa squeezed my head between her lithe thighs as she lifted her hips and let out an impolite scream as she came hard on my face. Lisa started to shake and she pushed me off her pussy.

"So how was he?" Tracy asked.

"As good as advertised." Lisa replied.

"My turn," said Tracy.

Tracy had removed her dress, she sat down on the couch next to Lisa. She handed Lisa her flogger then commanded me to go to work. As i crawled between Tracy's thighs I noticed that her pussy was completely different than Lisas. Lisa had a closed narrow slit and I had to work to separate her lips. Tracy's was wide open. I could see her opening and her clit was prominent when she spread her legs apart. I began to lick her sweet pussy lips. I noticed that Lisa was not into the flogging scene as she barely smacked my bubble butt with the flogger as I attended to Tracy's needs. I gently inserted one finger into Tracy's cunt and began to push it in and out of her tight opening. I then inserted a second and third finger as my tongue focused on her clit. I must have hit her G spot as Tracy began to buck and thrash on my fingers. I sucked and licked harder on her clit and she responded with a wild orgasm. She screamed and I moved my fingers and tongue to gentle strokes. She grabbed my face pulled me to her and kissed me deeply.

We then took a break with Lisa and Tracy sitting comfortably as I poured them each a glass of wine. We talked about the school, the social scene and Lisa's schedule as if nothing sexual had happened.

"Time for Act 2." Tracy stood up and she and Lisa led me upstairs. We went through the bedroom to a large walk in shower. She ordered me to lay down on my back in the shower. The two women whispered together for a short while then Tracy stood over me straddling my head. She crouched down until her pussy was just an inch from my mouth.She spread her lips apart.

"Open," she commanded.

I opened my mouth and a thin stream of light yellow liquid entered my mouth.

"Be sure to swallow slave boi." Lisa remarked. Her golden nectar did not taste bad as I drank her pee.

When she was done she lowered her pussy to my face and I licked up the last drops.

"My turn," Lisa remarked. She took the same position over my face. Her pee bubbled out of her tight pussy lips and dribbled on my face. It took a while but eventually a strong stream of pee was coming from her and into my mouth. When she was done she also sat on my face as I licked her clean. Tracy picked up a shower hose and turned it on. I expected a cold shower but it was warm water. She had one of those instant on heaters for her master bath. She washed my head, hair and face with the hose. She then handed me a towel.

"Dry off then join us in the bedroom."

I dried off and entered the bedroom, naked and still fully erect. They arranged me on my back, spread my legs and attached each ankle to a spreader bar. They then lifted my legs up and curled me over until the tip of my small penis was just a few inches from my face. My butt was sticking straight up into the air. I felt a well lubricated latex cock pushing against my hole. Lisa started fucking my boi pussy with the artificial penis and Tracy started stroking my tiny cock. Their administrations had its intended effect as I was soon close to cumming.

"Open your mouth faggot." Tracy commanded.

I did as I was told. My first squirt was straight into my mouth and hit the back of my throat. It was one of the best orgasms I have ever had. Three more squirts soon coated my mouth with my cum.

"Swallow all of it sissy boi," Lisa commanded.

I swallowed my delicious cum like a real cock sucker, as commanded.

Lisa then removed the spreader bar on my legs and let me stand. I stood up and stretched. We then went downstairs where Lisa and Tracy put on their clothes. Lisa had to leave and Tracy showed me out and i walked back to my domicile. My new life as a sissy boi slave was just beginning, soon I would be serving real men with huge cocks. Lucky me!!!
3 Comments
TS Boss
Posted:Apr 19, 2024 8:53 am
Last Updated:Apr 27, 2024 6:28 am
2910 Views

"You better get up, Lari, or you're going to be late for work," My Mom said as she passed my bedroom.

I looked at the clock, it read 7:00 a.m., my summer job came rushing back into my head, along with my memory of Carol the day before. I wondered if I was secretly harboring some of the desires portrayed by the dream.

When I reached down I noticed that the front of my pink thong panties was wet.

"Jesus," I thought, "you had a wet dream about playing with gorgeous shemales?"

"My mind must have been conflicted after I sucked Carol's cock," I reasoned, "that's why I had the epic dream about becoming enslaved to Carol and her TS friends."

I got out of bed and walked to the shower. As the warm water ran over my smooth body, I thought about what today would be like with Carol. I wondered if it would be awkward after things got physical at the end of my first day at work.

My small cock grew hard as I remembered how she sucked my little cock and came in her mouth. I wondered if I could convince my tall, beautiful customer to let me fuck her as well. What an incredible thing it would be to get paid $8000 to paint a house and fuck the owner whenever I wanted. I made it my goal to make that happen.

After I showered, I rushed downstairs to grab a quick breakfast before I made the short drive to Carol's.

"How did your first day go Lari," Mommy asked, as she drank her morning coffee.

"It went well," I answered, "She's a very nice lady, thanks for helping me set this up, Mommy."

"Of course," Mommy replied, "it is a very convenient and lucrative summer job, isn't it."

"How is Carol as a boss?" Mommy asked, "she's always very polite to me."

"She's great, Mommy," I replied, "She's very professional but also very considerate; not overbearing."

"Tell her hello for me, and have a great day," Mommy said as I headed out the door.

"Will do mommy," I yelled back as I made my way to my truck.

Soon, I arrived in front of Carol's house. I wondered if our morning would be awkward after giving each other oral the night before.

"Good morning," I announced as I entered through the front door.

"Back here Lari," I heard Carol say from the kitchen.

When I entered the kitchen, I found Carol at the island drinking her coffee, sitting behind her laptop. From what I could see, it looked like she was wearing a bikini. I poured a cup of coffee and walked around the island; as I did, my bikini suspicion was confirmed.

Carol caught my gaze and said, "I went for a swim this morning, it's going to be a hot one."

"Yeah, highs in the mid-nineties with high humidity," I answered, "It'll be a little brutal painting out there today."

"Well feel free to take anything from the fridge you need to keep cool," Carol offered, "Take a break in the air-conditioning if needed."

"Thank you, Carol," I answered, "I might take you up on that."

"I'm going to be in and out today," Carol mentioned, "I have some appointments in the morning, but I'll be back by 1 p.m. or so, and working from home for the balance of the day."

"I'm hoping to make a lot of progress today," I said confidently, "I'm going to put my earbuds in and get in the zone."

"Awesome," Carol laughed, "can we talk about what happened yesterday for a minute?"

My face blushed. I was hoping we were just going to forget about it and move on.

"I think we both needed something, and we let our needs over-ride our logic," I said, hoping to nip the conversation in the bud.

"You're so right Lari," Carol agreed, "You're a very attractive young sissy boi, I shouldn't have let my desire invade our working relationship, I'm sorry."

"You're gorgeous, Carol," I said, smiling and blushing, "I could have stopped it too, but I didn't."

"You didn't tell anyone did you?" Carol asked, "I was so worried you might mention it to your mother, Betty."

"Betty is none the wiser," I laughed, "and I didn't tell anyone else either. I don't want people to think I took advantage of you."

"Don't be ridiculous," Carol said, "I was the spider who caught you in my web. I made the first move."

"Actually, when you put it that way, I do feel like I might have been sexually harassed," I said, smiling at my bikini clad customer.

"Oh really?" Carol said, "I bet you'd drop those shorts in two seconds if I asked you to. By the way, if you were harassed, then I was overpowered and taken against my will."

"So now you're asking me to drop my shorts as a condition of employment?" I said, feigning disbelief, "you are so brazen, Carol."

"A young sissy boi like you shouldn't play games like this with an older, more experienced, businesswoman," Carol warned with a sly grin, "I might call your bluff. In fact, I'll throw in an extra $500 if you drop your shorts and paint my house nude."

"Just today, or every day?" I asked for clarification, my cock starting to harden from the game that was being played.

"Why every day, of course," Carol replied, "I'm not paying an extra six percent for one day of fun."

"Make it $800," I said, smiling from ear to ear, "and I get the option to trade the $800 for something I want from you."

"I'm buying you for $800 faggot," Carol argued, "if you want to buy something from me, the price is much higher."

"We'll see about that," I replied confidently, "so we're agreeing on $800 then?"

"Yes," Carol agreed, "but you must leave your clothes in your car when you arrive each morning, there will be no safety net for you. I also have the right to touch you anytime I want."

"I guess I can agree to that," I acquiesced, "but I do feel a little cheap selling myself like this."

"You'd do it for free, smart ass," Carol said, looking at the growing small lump in my shorts, "Now drop those things so you can get to work."

I placed my thumbs under my waistband and lowered my shorts and panties in a single move. As I did, my hard little cock sprung out. I stepped out of my shorts, then picked them up and handed them to Carol.

"Looks like my painter is ready for action," Carol said, looking at my small hard cock.

She got off her stool and approached me, looking at my cock the entire time. She reached out and caressed the tiny end of my rigid member. As she did, I felt a million shock waves shoot through my thin body.

"It's going to be hard for you to concentrate on your work with this little thing sticking up like that isn't it," Carol said softly, looking up from my cock to my eyes, "We should probably take care of that, shouldn't we."

I stood and watched as she wrapped her fingers around my cock and then lowered herself to her knees. She looked up at me as she slowly stroked my cock that was now just inches from her face.

"Would you mind if your boss sucked your clitty for you?" Carol whispered, smiling a seductive smile, "after all, I paid for you so I kind of own you now."

I just nodded my head, trying hard not to fuck up what had become a dream-come-true situation. This was going to be an epic summer job.

Carol took me in her mouth and started to suck on just the small head. Her experienced tongue was focused on the most sensitive part, right underneath my glans. I felt like I was going to explode in thirty seconds. Carol pulled off, sensing my reaction.

"I bet a young sissy like you masturbates every day to keep these balls empty, doesn't he?" Carol said, taking me back in her mouth while she waited for an answer.

She kept my cock in her mouth as her hands moved back to remove her bikini top. My customer was now topless, sucking my clitty in her kitchen before I went to work for the day.

"God Carol, I'm very close," I sighed, "You've got me turned on to the limit."

Carol worked my shaft further into her mouth and then 3" deep into her mouth. She held her nose against my tummy as she sucked my clitty. I hadn't been sucked like that in a long while. It was driving me even closer to blowing my load. I was doing everything in my power to keep from exploding too quickly.

Carol pulled off and then licked me again and again. She knew I was close, and she was driving me crazy with her oral skill.

"Momma's hungry baby," Carol groaned, "Feed momma your college boi cum."

I loved her dirty talk; it was so dirty to call herself Momma. This woman was really getting into my head. Carol's hands reached around and grabbed my smooth, hairless cheeks. Then, she pulled me in, balls deep, over and over. I literally felt like I was being manhandled by my beautiful customer. I couldn't hold back any longer.

"Oh God, Carol!" I growled, "I'm cumming, oh God yes!"

My knees buckled as I fired rope after rope of thick semen into Carol's throat. My legs were shaking as I tried to stand while Carol sucked my soul out through my clitty.

"Mmm hmmm," Carol moaned as I filled her with my cum.

She held my butt cheeks to keep my clitty buried in her throat until she sensed my orgasm was past. Then she sucked on the tip to draw out any cum that was left in my shaft.

Carol let my small clitty fall from her mouth and sat back on her knees to look up at me.

"There. That must feel much better," Carol said smiling, "Now my painter can focus on his work."

"Holy shit, Carol," I said, "That was unbelievable, I need to sit down for a minute."

Carol picked her swimsuit top off the floor and sat next to me at the island.

"I think it's going to be fun having you around this summer Lari," Carol said, smiling, "You're going to go a good job for me, aren't you sissy boi?"

"Right now, I'm the most motivated employee you'll ever have," I said,

"Good, let's catch up at the end of the day," Carol said, "I'm going to go take a shower and get to work."

I watched Carol leave the kitchen, then I grabbed a bottle of water from the fridge and headed outside, nude, to the scaffold to get to work.

Working Hard Until Lunch

I headed back out to the scaffolding, put in my earbuds, and got to work. The morning flew by in a flash. I made great progress and was ready to take my lunch break. It was mid-day and the temperature had to be close to one-hundred degrees. Sweat was pouring off my nude thin body. So, I decided to head inside for lunch.

On my way back to the kitchen, I stopped for a dip in the pool to cool off. It felt great to have the cool water washing over my bare skin. I swam around for a minute or two before I stepped out of the pool and grabbed one of the towels in the basket Carol kept nearby. I dried myself off as I headed for the patio doors that led to the kitchen.

I slid the door open and headed inside. The cool air of the air conditioning caused a slight chill to race across my damp skin. I dropped the towel on the kitchen island chair and walked over to the fridge to get my lunch. I grabbed a can of RC out of the fridge and opened the freezer to fill my glass with ice. There on the fridge door I saw a bottle of vodka and tequila both chilling for convenience.

"Hmm, don't mind if I do," I said to myself, and took a long swig off the tequila bottle.

I grabbed some ice and sat down at the island. As I enjoyed my lunch in the air conditioning, I congratulated myself on landing the Cadillac of summer jobs. I was getting paid a fortune to paint a hot TS woman's house, and she was paying me extra to do it nude. To top it all off, I was now getting regular sexual favors from my as well.

I started wondering if I would get another blowjob during our end of the day meeting. Or better yet, maybe I could convince Carol to let me fuck her. As I daydreamed about my hot , my clitty started to grow underneath the countertop. It took every bit of willpower I had to keep from spanking my monkey right there in Carol's kitchen.

After lunch, I decided to take another swig of tequila before heading out to the scaffold. There's something fantastic about the taste of cold tequila on a hot summer day. With a mild buzz, I went back to work working on the east side of Carol's big, beautiful house.

The nice thing about painting is that it's not very mentally taxing. I spent the rest of the afternoon fantasizing about convincing Carol to do more than just blow me. I was hell bent on figuring out a way to convince her to let me fuck her boi pussy

I wondered if Carol even thought about sex that way. She was a very capable businesswoman who had a team of almost a dozen professionals working for her. Maybe she didn't get fucked, maybe she was the top in every relationship. I kept wondering how to find out, so I could formulate my strategy.

Soon, it was 3:30 p.m. and I heard Carol's car in the driveway at the front of the house. I figured I'd work another 30 minutes and then meet Carol by the pool for our end of the day meeting. I had planned to make certain I was rock hard at that meeting so she would feel the need to help me find a release.

It had been almost 4 hours since lunch and I was dripping with sweat after working in the hot sun all afternoon. A little before four, I climbed down from the scaffold and prepared to head to the pool to cool off before our meeting. I jacked myself to a raging hard on before walking to the pool and jumping in to cool off.

Carol was sitting next to the pool wearing red bikini bottoms, a big floppy hat, sunglasses, and nothing else. She was sipping a cocktail and reading her emails from the iPad in her lap. As I approached Carol, I couldn't help but secretly admire her pert tits before she realized I was there. She looked fantastic wearing only a tiny thong and that floppy hat. I had no problem maintaining my small erection.

"Mind if I take a quick dip before our meeting, Boss?" I asked, looking over at Carol.

Carol looked up from her iPad and quickly glanced at my cantilevered clitty.

"Have you even been working today? That thing looks exactly the way it did this morning," Carol commented with a smirk.

"I can't help it, Ma'am," I answered, "I guess I'm a closeted exhibitionist, I'm hard all the time since we agreed I'd work nude."

"Well maybe the cold pool water will help deflate your little cock," Carol laughed, "I'm not sure we can have a serious discussion with that tiny thing distracting us both."

I dove into the pool and swam down toward the bottom, enjoying the brisk pool water against my sunburned skin. By the time I surfaced, I had significantly cooled off but I was still sporting an undeniable hard on.

As I climbed out of the pool, Carol watched and commented, "I know what you're doing, you know."

"What are you talking about?" I asked, as I dried myself off with the same towel I had used earlier in the day.

"You think that I'm going to help you get rid of that hard-on, don't you?" Carol speculated.

"Actually, that would be great," I said, going for the presumptive close, "Should I relax in the chair again or do you want to bend over and let me take you from behind."

"Oh, so we've graduated from cock-sucking to anal, have we?" Carol laughed, "If you knew me well Lari, you would know that I'm more fuck-er than fuck-ee."

"That should probably be in the employee handbook, Boss," I said, smiling, "seems like a pretty important piece of information for our working relationship."

"I think we can work this out less formally," Carol proposed, "we'll just adapt as we go. For now, why don't you just jack off while sucking my B boobs so we can discuss your progress today without distraction."

This was a step in the right direction. Carol was proposing sex for a second time today and it was only day two on the job. I figured if I stayed patient, I could get what I wanted in the long run.

"I'd like that," I said, kneeling next to Carol's chair and reaching out to caress her left breast.

"You have nice hands sissy boi," Carol said as I softly caressed her, then pinched her nipple softly and pulled gently.

I could feel her quietly watching my eyes devour every inch of her B cup breasts while I readied my mouth to suck on her nipples. My hand was now on my throbbing clitty as I lowered my head to take her left nipple into my mouth. I sucked on her nipple and bit down gently. As I did, I heard Carol sigh. I sucked on her nipple again and let my tongue flicker across the very tip of her nipple hoping to excite the nerve endings there.

Carol's right hand slid down her stomach to her bikini bottoms. As I jacked my own clitty, I watched Carol pull her shaved cock out of her bikini bottoms and stroke it gently. Carol's cock started to grow as she stroked it. Soon it was just as hard as mine and extending past her navel. She had such a big cock for a hot TS gurl. Carols left hand was cradling my head as I nursed on her perfect breast. After a minute, I felt her hand start to push my head down.

"You're making me so hot Lari" Carol whispered as her hand directed me down toward her huge cock, "Please keep sucking."

I wasn't prepared for this turn of events. I had been hoping for a blow job from Carol and now she was expecting one from me. She lifted her cock off her stomach and pushed my head down until she was feeding me her cock with her right hand. I opened my mouth and let her in without protest.

"That's it sissy boi, suck Momma's cock," She whispered.

I was on my knees jacking myself off with my face in my new boss's crotch. I felt her hands on my shoulder rolling me off my knees and onto my back. I took the signal and waited for her to mount me into a 69 position on the pool deck with her on top. I felt Carol's mouth engulf my raging hard clitty as I took her huge cock back into my mouth.

Now on my back, I looked up to see Carol's balls hanging down onto my nose. Behind that I could see the perfect orbs of her bubble butt. I felt Carol working my clitty into her mouth as she started fucking my mouth at the same time. I was so turned on, after working nude all day, I knew I wasn't going to last long. I was lost in the lewdness of our public sexual display.

The backyard was silent except for the sounds of each of us sucking the others cock and the rippling sound of the fountains in the pool. I was getting very close and started to moan. Carol could sense I was close and started to take short strokes, focusing on just the sensitive head of my clitty. Then, after a few short strokes, she'd take me balls deep. She repeated that pattern a few more times.
1 comment
Three Sexy Gurls
Posted:Apr 18, 2024 8:32 am
Last Updated:Apr 27, 2024 6:28 am
2926 Views

Ms Tate, their neighbour, moved out so Simone bought her apartment and using their new found wealth converted both Kelly's and her apartment into one dwelling.

Now they had somewhere to relax and live, away from their 'day job', and the rooms in Kelly's apartment were converted purely to entertain .

Simone loved her new life, every time she opened her closet she smiled and ran her fingers through all her new wonderful gurl outfits, some she had chosen but many Kelly had picked.

Today Simone had to go into town, she got up early, dressed in a cute mini dress and looked at her shoes. There was one pair she hadn't dare wear yet, Kelly bought them for her, and they had a wicked 6 inch stripper heel. 'Today's the day' she thought.

Sliding her feminine stockinged feet into them she admired herself in the mirror, 'looking good gurl' she said out loud. She wobbled a little but then settled, she bumped into Kelly in the hallway.

Kelly smiled, 'so you finally decided to wear them' she smirked. Simone blew her a kiss and said 'just watch me.' With that her hips swayed, her bubble butt moved slowly, and Kelly whistled.

'Cya later' called Simone.

Kelly watched her go and sighed, she looked at their diary and hoped Simone would return before the first was due, it had been a busy week, and she was very tired.

Simone headed into town, her looks didn't go un-noticed. Her beautiful blond hair had grown long, so she no longer needed the wigs, except for , her pert breasts were responding to the hormones, so she look every inch a sexy gurl. Many heads turned and many smiles seen as she walked by.

After completing her business Simone was heading home when her heel caught a gap in the paving. Before she knew she was on the ground giving those close to her an eyeful of her tight little butt. 'Damn' she cried. Sitting in the dust she looked at her stockings, 'oh no, my best pair' as she saw the huge run in one leg.

Simone caught her breath and was trying to rise when she felt a hand curl round her waist, 'let me help you honey' said a mystery voice.

Simone was glad of the help, her heels clearly needed more practise. She looked at the hand around her, manicured nails, long slender fingers, Simone turned, and wobbled.

'Hey girl, you'd better take things easy for a while' said the mystery girl. 'I think so too' Simone replied.

They made their way to a café, sat outside and ordered coffee. 'Thank you for the help, I'm Simone.' 'Nice to meet you Simone, they call me Naomi,' came the reply.

They began to talk as they drank their coffee. Simone couldn't believe how striking Naomi was, tall, almost cropped hair, full lips, smooth ebony skin, beautiful looks and not afraid to show her sexy body off.

Naomi wore a very short silk dress, it had cut outs which gave a lovely view of her shimmering skin, her legs went on forever and she set them off perfectly with white, knee high boots.

Simone was having naughty thoughts, but knew she had to get back to Kelly. 'Must go Naomi, thanks for all your help,' said a grateful Simone. Naomi looked back at her 'before you go, do you know how I get to this place?' she handed Simone a business card.

Simone smiled, it was one of hers and Kelly's. 'Why are you looking for this place?' she asked. 'I'm looking for a job and I heard this place was well, different' Naomi told her.

Simone laughed, 'it's different alright, but the question is, are you?'

Naomi put her head to one side, 'well let's just say I have something extra to play with.' Simone giggled 'what a coincidence, so have I, you'd best come with me' taking Naomi by the hand.

They talked some more as they walked along, Naomi told Simone she had been a TS for quite a while and was hoping to find likeminded people and earn some money at the same time.

Simone looked her up and down, 'babe your gunna knock 'em dead with those pins.'

Naomi smiled thinking 'well it's not the only thing I have to knock them dead.'

Simone and Naomi arrived home, 'you live here?' quizzed Naomi. Simone laughed, 'yes honey, you're carrying our business card.'

Kelly heard the door open 'Hope you've got some energy, our last really wiped me out' she called.

Simone entered, 'got someone here who may be the answer to our prayers,' she cried

Kelly looked up, her jaw dropped. 'Kelly, may I introduce Naomi.' Naomi stood before Kelly, her skin shimmered in the sunlight. 'Hi' was all Kelly could muster.

Simone broke the silence, 'Naomi's looking for a job, and as we've been a little stretched lately, I thought she could start here.'

Kelly composed herself, 'well, erm, Naomi do you know what we do?' Naomi smiled, 'yes, when I saw your ad, I asked around and found many of your satisfied .'

'Think you're up to it?' Kelly asked. 'Why not try me' replied Naomi.

Kelly knew a challenge when she heard it and taking Naomi by the hand led her towards one of the playrooms. 'You mind the phone, Simone' she called. Simone pouted her lips mumbling 'some people get all the good jobs.'

Kelly was still wearing her outfit from her last . Naomi approved of her thigh boots, very short skirt, tight fitting bra and open crotch panties. 'Well, show me what you've got' whispered Kelly as she lay back on the bed and spread her legs.

Naomi stood before Kelly, her legs apart, stroking her thighs. 'You like my thighs?' she asked knowingly, Kelly nodded slowly 'MMMmmmm, very nice' she uttered.

Kelly could feel her little cock swell as Naomi slowly wiggled her hips and lifted her dress. 'OMG' Kelly cried as she caught a glimpse of Naomi's white panties. Kelly realised her open crotch exposed her butt to Naomi.

'No, no' crooned Naomi, her voice like warm syrup, 'that's just what I need.' She knelt between Kelly's thighs, stroked her huge cock and grinning she extracted strings of precum from Kelly's little cock. 'Perfect' whispered Naomi.

Naomi inserted her finger into Kelly's boi pussy, lubing the hot flesh. Kelly squirmed and moaned, she was loving Naomi's style.

Naomi bent over Kelly and slipped her dress over her head, Kelly swooned as she saw 2 perfectly formed breasts. Lazily her tongue circled Naomi's stiff nipple.

Naomi moaned softly, 'I've got something for you honey' and slipped her fingers inside her straining panties. 'Now let's see if you can take Naomi's prize.'

Kelly looked puzzled but was too busy sucking on Naomi's nipple to worry about anything else. She felt a hot tip brush against her hole, 'yessssssss' she whispered.

'You want?' asked Naomi as she increased the pressure and gently parting willing flesh.'

Without looking Kelly nodded and continued to feast on ebony breast and hard nipples. Naomi pressed harder.

Kelly's mouth opened, she went to scream but Naomi forced her nipple back into Kelly's open mouth. Kelly sucked hard as Naomi's huge cock split her wider.

Kelly couldn't speak, she could hardly breath, as Naomi forced her whole length into Kelly and began to slowly fuck her boi pussy. Naomi spoke softly, 'there baby, you just lay back and let Naomi take you, let's see if I measure up.'

Kelly's hole was stretched to its limit, she couldn't tell how long the monster within her was, but it was bigger than anything she had taken before.

Even though Naomi had a massive member she was slow and gentle, slowly Kelly began to enjoy the feeling and slutly rocked back and forth in rhythm with Naomi.

Simone, sitting alone whined, 'why should I be left out', she slowly opened the playroom door. Licking her soft lips, she watched as Naomi made love to her Mistress. She caught Kelly's eye, 'don't just stand there, you slut. PEG HER' Kelly gasped.

Simone smiled and approached. She lifted her dress and released a straining cock from her panties, Naomi had seen her come in and smiled.

Simone lifted Naomi's snow white thong to one side and gazed at her hole it looked small and tight. She ran her fingers over Kelly's leaking cock, 'noooooooo' gasped Kelly.

Naomi's tight ass looking so inviting, she moaned as Simones's cum covered fingers rimmed her and wet her hole. It was then Simone realised that Naomi was an anal virgin.

Simone introduced her stiff cock to Naomi's hole, she couldn't see but Naomi bit her lower lip as she felt her virgin flesh being parted for the first time.

Naomi rocked faster, Kelly had tears rolling down her face, Simone grunted as she fucked harder.

Beads of sweat covered Naomi, she felt Kelly wrap her boots around her body as Simone's thrusts were felt by them both.

Naomi was pinned, her cock barely moving inside Kelly, but she was so close. She groaned at the pounding her boi pussy was taking until she felt Simone's heat and tensed.

Simone screamed as she emptied her load, the feel of her hot cum forced Naomi to orgasm and she flooded Kelly. For Kelly it was too much, she cried out as she squirted all over her panties.

The three lay panting, locked within each other and pumping hard. Simone was first to recover and slowly eased her cock out of Naomi.

Naomi winced, then sighed as cum flowed from her hole, Simone's creamy, white jizz so visible on her dark thighs. Naomi slowly withdrew from Kelly, whose ass was flooded with her juice.

Breathless they all lay on the bed. 'W.w ... ell' Kelly finally spoke, 'I think she passes her audition, what about you Simone?'

Simone smiled, 'well Naomi, do you want the position?'

Naomi took a moment to compose herself 'do I get dental?' All three burst out laughing.
1 comment
Gurl + 3 studs
Posted:Apr 16, 2024 12:31 pm
Last Updated:Apr 27, 2024 6:28 am
3812 Views

This is it. This is my one shot to get everything I ever wanted. To finally be who I really am inside. One final look in the mirror to steel my resolve and take one last breath before it's past the point of no return. Wavy long blond wig, tight and flowing sultry like. Smooth waxed body glistening and sheerly covered in red toned lace corset. Small natural pseudo breasts with extra large nipples,filling out the cups. Garter attached to red sheer pantyhose, not to draw away from the steel chastity cage concealing my tiny penis and keeping it locked and submissive, like it should be.

This is it. It's not too late to back out now. Put away all this silly stuff and walk back to my dorm room as my unassuming and meek boi. But I had to be strong. This was my only chance to show everyone who I really am. I've been planning this for months. As I put on the last touch to my pink shade lip gloss and touched up my makeup one last time I procrastinated.

What if everyone laughs at me? What if a teacher gets called or worse is out in the hall? All this work will be for nothing if I only make it one step out of the door and I'm wiped away. No. This is going to work. I've planned this out. I just need to go out there and present myself. Present myself to my peers and bullies and nearly strangers. This is my one shot, I can do this, I'm a gurl.

Then I realized I forgot something. Feverishly looking around I couldn't find it. It was kind of quintessential to this whole thing. I can't believe I would have forgotten to bring it on this retreat. I swear I packed it first thing when I was getting everything together for the last away retreat of senior year. Just as I was about to panic I saw it. It had fallen to the floor. I picked it up and stood up and stared at myself as I brought it up and wrapped it around my neck. As I buckled it up I made sure it was tight but not too tight, just right. A thick leather collar with the bedazzled word in bold. SISSY. With that it was time.

I swung open the door and felt the cold air hit my near naked skin. Goosebumps ran up and down my spine. I could feel my nipples getting hard and my tiny penis jumping to get released from its tight steel confinement. I met the eye of the boy who must've been the one knocking on the door. The look of utter shock and bewilderment plastered his face. I saw him look me up and down. As I passed by him I ran a soft gentle hand under his chin to close his gaping mouth.

I stared down the hall and saw fewer people milling about and more and more eyes locked on me. I inhaled deeply and took my first real step into a new world. My heart was pounding so hard I thought I was going to pass out. I was doing it, I was actually doing it. I prided myself down the hall like I was a model at a runway. I made sure to swing my slim hips as naturally as I could.

As much as I tried to keep my eyes ahead of me, focused on getting to my room, I couldn't help but look at some of the shocked faces that I passed. I shot a wink and a smile. I could hear murmuring and whispering but I couldn't focus on any of it to hear anything. Just a lot of murmuring and pointing. At least no one was laughing. It was dead silent except for the clicking of my tall heels.

A made it to my door and just before I opened the door I looked back down the hall and for a second I saw everyone still staring at me but in unison all 30 or so bodies shamefully and quickly and conveniently remember they had something very important they should be doing. With a wry smile I looked down to insert the key into the lock and opened my door to step inside. Closing the door with both hands I just stood there at the door trying to realize what I just did.

I just publicly outed myself as a crossdressing sissy faggot to nearly half my class and im sure the rest will hear about it shortly. My life will never be the same again. I turned to lean my back against the door and I looked around my temporary dorm room for this weekend trip. I had candles lit all around the room and I left some soft jazz playing in the room.

I dont know how long i was just pacing my room for when i heard a knock on my door. I walked to the door and just as I was about to grab the knob, I hesitated. I knew if I opened this door now everything's about to change. But that was the point. I grabbed the knob and swung the door open. Standing at the door were 3 guys, Mark, Jason, and Jared. Jared. Captain of the wrestling team Jared. Tall, dark and handsome Jared. Bully Jared.

"Uh oh the goon squad." I chuckled while still holding the door.

Mark and Jason were speechless, but then again they never were good with wordy words. It was Jared that did all the talking.

"I always knew you were a faggot Lari, never thought youd have the stones to embrace it though." Jared said as he took a step into my room.

I put a hand on his chest to stop him and said, "I didn't say you could come in."

My heart was pounding. I really hoped he knew how much I was bluffing.

Jared pulled my hand away and said, "I wasn't asking, slut"

As he entered his two cronies followed. Behind them the door closed and I heard the lock being set.

Jared, without warning, ran a hand up the back of my head and I felt his long strong fingers weave into my wig and tighten. The wig wouldn't come off easily. I made sure to really set it in place.

"Hmm, nice hair. Surprised it doesn't just fall right off." Jared mocked.

"Well...what's the point of long hair if it can't be pulled.'' I challenged looking deeply into his eyes.

I tried to look for anything in his expression but he was hard to read. So it caught me by surprise when he brought his other hand to my throat and with both hands wrestled me down to the cold hard floor. My knees hit the floor and I gasped for air. A slight moan might have escaped as well. Jared was pulling my hair back forcing my look up at him and I saw he was struggling to undo his belt and zipper.

Not really knowing what I was doing I saw my own hands raise and gently start undoing his belt and pants and slid his pants down. Out jumped an enviously big, hard, beautiful cock. I bit my bottom lip and slowly wrapped my fingers around it. It jumped once which made me jump. I chuckled and really grasped it this time. It was so warm and hard. I started to stroke it as I looked from it up to jared. His hands had dropped from me.

"I'm so glad it was you that knocked on my door." I said in a low sultry voice.

"Let's see how glad you were once we were done with you." Jared said and I saw him wave to his two companions.

Quickly it felt like the walls were closing in around me as the two guys surrounded me and dropped their pants. Pointing at me were now 2 more hard cocks, one white one black but both large and in charge. I brought my free left hand up to grasp his and then looking to my right I grasped his and started stroking both. I looked back to center and Jared's unattended cock. Looking up at him I smiled and opened my mouth invitingly.

Jared stepped forward and with a hand on my head guided his cock into my warm mouth. I moaned and rolled my eyes as the thick, warm cock slid past my lips and over my tongue. This was it. I had not one but 3 real, hard, big cocks right here right now. It was finally happening.

I sucked jared's cock vigorously and hungrily. This was so much better than my dildos. I sucked hard as I popped Jared's cock out of my mouth. Looking up at him I could tell that he liked how I was doing. I then looked at Mark and Jason's cocks and took one into my mouth and brought that hand to Jared's cock to stroke. After sucking one i moved to the other and then back to Jared and round and round i went sucking and gagging and spitting. I could feel a drool dripping down my chin and onto my chest.

At some point jared stopped me and pulled me up. My knees were so sore it hurt to relieve the pressure. I stood on wobbly heels as I felt my head spinning. Just this was already a dream come true. Then Jared kissed me. It was strange at first but it really did feel like fireworks, like everyone says. Jared broke the kiss and I just stood there in his arms, our foreheads touching.

"Jared, i...i....i want you to fuck me Sir" I managed to stammer out.

Jared didn't say anything but he spun me around and pulled me tight against him as he kissed up and down my neck. I felt shivers running down my spine. I was in ecstasy trying to keep my knees from giving out on me as I heard noise around the room. Mark and Jason were clearing the floor and putting the twin mattress down on the floor. Once it was in place, Jared pushed me onto it.

I yelped in surprise but chuckled when I hit the mattress. Pushing myself up with my arms I felt a mass straddle my bubble butt and push me back down. Jared slapped his cock against my butt several times. My arms were tucked underneath me and I looked to one side as it dawned on me. I had an actual real man nude and real cock straddling me like a real gurl.

I waved my hips around seductively and I felt a hard smack landing on one cheek and then the other. I yelped and moaned. I really loved being spanked, causing me to moan and grid my steel chastity cage into the thin mattress. Then I felt something cold and wet dripping on my buttcrack. I raised up to look over my shoulder and saw Jared squeezing a bottle of lube over me and lathering his wonderful stiff pole of a cock. He looked at me and smiled devilishly.

I looked away as I felt his hand spread to my smooth, hairless cheeks. I felt the head of his cock pressing into me. I can't believe this is happening! I'm about to reach the point of no return and I don't want to stop. It's finally happening. Oh fuck oh fuck! His cock is so big! Why did it have to be so big?! OH MY GOD!

Jared's cock entered into me and slowly plunged deeper and deeper into me. I hadn't realized I was holding my breath this whole time that I was actually starting to get light headed. It wasn't until Jared pressed down on top of me and he was deep inside of me that I exhaled. He just held there and let me grip his cock, I was pulsing uncontrollably. I felt his breath on the back of my neck and he began to nibble my ear. I moaned.

"Ive been wanting to fuck you for so long bitch," Jared whispered in my ear. "Im going to fuck you for the entirety of this trip, you are going to go home limping. I'm going to breed your boi pussy so much you are going to think you actually are pregnant.
With one last hard bite he pushed himself up and pulled my hips with him so that I was on all fours. Never once did his cock leave my body. He pulled my hair back too hard. I really did think that it was going to come off. Then he started to pump into me. It hurt at first but as he began to pick up the pace, sawing in and out of me, I could feel the pleasure I desired.

"Oh yes jared! Fuck me Master! Fuck my boi pussy, please, please, PLEASE!" I begged and moaned.

I had completely forgotten about the other too until one of them stuffed his cock into my mouth. I didn't really have to do anything to suck them but keep my mouth open since jared was fucking me so hard. It didn't take long though for one of them to get impatient and a new cock was stuffed into my mouth. I was helplessly spit roasted between a hard cock in both ends.

When the first of them began to cum I was not prepared. Just all of a sudden a torrent of delicious semen erupted into the back of my throat. I gagged and coughed at first. Most of the cum flowed out of my mouth. Before I could even catalog that I had just taken my first cumshot another cock was stuffed into my mouth. Jared was pulsing between fast and hard and slow and deep thrusts.

I didn't even notice when my mouth was empty until I felt something wet hit my face. I moaned as I watched the cock in my face spray thick ropes of yummy cum all over my face. I really didn't know what to do. I had cum on my lips and cum dripping down my nose. This whole time I needed to keep both my hands firmly on the mattress because Jared was pounding so hard into me the whole time.

Every time I swallowed I tasted cum flowing down my throat. My tunnel vision and bimbo mind were interrupted when I felt Jared's hand on the back of my head, clearly trying to point me in a certain direction. Once I blinked several times and focused, I saw something that instantly made me panic.

Mark was kneeling down to me and he had his phone pointing in my face, my cum covered flushed face.

"Are you filming this??" I questioned.

Jared smacked my ass before saying, "it's your audition, tell me who you are."

My head bouncing all over the place made everything blurry but I was able to look directly into the camera and in steely resolve I declared myself.

"Im Lari and i love getting fucked in my boi pussy by real men."

Jared leaned closer to hold my head tightly as he pressed his thick cock as deep as he could physically go. My mouth gapped and my eyes rolled back.

"I'm a dirty sissy cumslut and I serve cock. Please give me more cock Sir!" I pleaded.

I moaned loudly as i Jared fucked me hard and fast and i heard him grunting. I knew what was going to happen. Jared was going to cum. He was going to cum inside of me. I was about to let another man cum inside of me like a real girl.

As Jared's shutters bucked into me I swear I could feel his perfect cock spray his load in me. With his last spurt he plunged as deep as he could and we both just held there holding our breaths.

After several heartbeats we both relaxed and he shoved me off and I collapsed onto the mattress. I curled up into the fetal position and just painted like a bitch in heat. My boi pussy was gaping and spasming. Cum was already drying out my face.

I heard what could've been high fives slapping and then I heard the lock on the door being fiddled with.

"Don't you worry bitch, we'll make sure everyone knows you are open for business." Jared said as he swung open the door.

I felt the rush of cold air washing over me. While I was too exhausted to move I could see the flashing of pictures being taken. I guess this would be considered 'mission accomplished' except that this was only going to be the start of my new life as a gurl
1 comment
Two Gurls
Posted:Apr 15, 2024 2:40 am
Last Updated:Apr 27, 2024 6:28 am
3680 Views

I went to a small bar downtown, where I met several people who would listen to my sorrow's only as far as their horniness would allow. Although, I didn't necessarily mind. A lot of them were really good at sex and I was all too happy to taste all of them. I found that I liked watching them cum, seeing the face of the bartender cum after a long shift, shooting his load all over my face or some other guy looking for a cute feminine gurl to relieve his pressure all over my cute bunnle butt was fun. Yet each night I still came back to the same.

Who am I now?

Am I Lari?

Am I Larry?

Am I both?

After some amount of time, I did learn how to let those questions stir without driving my bimbo brain crazy. I would have to brave the outside world as Lari. It started with taking small walks around the complex, then it got longer and longer. I slowly pushed myself to go further and further. It helped relieve the anxiety that would build up around me, slowly enveloping me.

One of those days, after grueling through final preparations (which were a week away), I pulled on a pair of jeans that hugged my thin legs, picked out a cute pink floral blouse to match, threw my hair into a bun and applied my usual make up and set out for the day's walk. I let my mind drift, not really taking any specific route. Before I realized that I found myself outside the door to the coffee shop where I had first met with James. Only a short time ago, but feeling like an eternity had passed since then. Like coming home after a long vacation.

I still don't entirely know why I did it, but once I was there, I entered. Normally, I would try to avoid social situations while dressed, especially since I had yet to master masking my voice. As I walked in, nothing really seemed to be different. It was quiet for being a coffee shop, not a single customer inside. Which come to think of it, it hadn't necessarily been a hub of people the last time either, but there had still been at least a few.

There wasn't anyone manning the counter either, which was almost a relief. I didn't want to stand there like an idiot trying to figure out how to order a coffee. I was about to turn around to leave when the barista came out of a door in the back of the room, carrying a brown box that said 'filters' on it. She gave me a smile as she noticed me, and my heart skipped a beat. I recognized her, it was the same barista as last time.

"I'll be right with you miss!" She called out in a cheery voice.

Miss. I blushed with a sense of pride. Which was odd sensation mixed with the confusion I had been fighting for so long. Nevertheless, I drew in closer to the counter as she put away the filters in haste before turning her attention back to me.

"What can I get you?" she asked.

I opened my mouth to speak but caught my voice in my throat. What did I want? I hadn't thought of it, but didn't want to look indecisive at the same time. She smiled patiently at me, waiting for my answer.

"Just a large hot Mocha please," I said finally, averting my gaze. My voice still sounded toooo deep. The barista either didn't notice or didn't care as she put my order in, I noticed her name tag was blank.

"Anything else, ma'am," she asked. I shook my head blushing.

I payed and she got to work on the drink. I sat patiently at a nearby table and just watched, wishing I had brought my phone to pass the time. Usually I wasn't out for too long before returning and I still hadn't managed to buy a purse, since my new outfits seemed to be missing pockets. Until she brought out the drink to me, not bothering with a name since I was the only one there.

I sipped on my drink and watched the world outside. Half expecting someone to come in each time I saw someone pass by, but no one did. The barista went about her daily duties cleaning the counters and tables, but there was only so much to clean. I lost track of the time as I watched the world outside, seeing face after face pass by the little shop. Being so close to the dorms, there were several faces I recognized. None paid mine or the shop any attention. I was snapped back by a tap on my shoulder.

"Is everything alright, miss?" It was the barista, she held a concerned look. I realized then that I hadn't touched my drink in quite some time.

"Oh," I said, caught off guard. "Yes, of course. Yes, my mind is just elsewhere."

"I can see that," the barista smiled. "I was about to close up, not enough business to justify staying open I'm afraid."

"Oh, I'm sorry," I said, clamoring to get up.

"Oh, no dear it's fine," she said holding out her hand. "Are you sure you're alright?"

"Yes, I'm fine, I just..." I trailed off, unsure of how to finish my response.

"If you don't mind me asking, aren't you James's friend?"

My face went white and I stiffened. So she had recognized me. Not that it would've been that difficult with my voice. Fear set in and I briefly debated darting towards the door, but I held my ground.

"Why?" I asked unable to hide the panic.

"I'm Vivian," she said, holding out her hand, but after I didn't take it she withdrew it. She didn't seem offended though. Her blue eyes held nothing but compassion and understanding in them. "Can I sit? You look like you need someone to talk to."

I nodded. Tom's voice ran through my head again. Someone to talk to. I was still unsure of what else to do but also comforted by her courage. She didn't seem to mind who I was at all, which put me at ease and she knew James, so it didn't seem like she was interested in outing that secret. She took her seat opposite of me, giving a comforting smile.

"What's your name?" she asked.

"Lari," I said after a moment's debate on who to introduce myself as, somehow, Lari felt right.

"Nice to meet you, Lari," Vivian smiled again. Each time she did, her eyes brightened as if the sun itself was behind them.

"Nice to meet you too," I said. "You know James, then."

Her smile flickered slightly.

"You could say that," Vivian answered. "He's a regular and he has helped me with things in the past. I haven't really talked to him in quite some time though."

"Yeah, me either," I frowned. "So I don't suppose you know where he is?"

"No, he hasn't even been in the shop in weeks," Vivian said. "Is he what's on your mind?"

"Sort of," I said. "He was supposed to call me, I think."

Vivian raised an eyebrow.

"Yeah, that does sound like him," Vivian said. "He can be a bit distant sometimes, but he's a good man. Most of the time."

"Most of the time?" I asked.

"He and I used to date," Vivian said simply. I was taken aback at how casual her statement was. "He's always been a busy man, and there would be times I wouldn't hear from him for a few days."

"I haven't heard from him in weeks," I said frowning. "Not since..."

I trailed off.

"Can I ask since what," Vivian said kindly.

"I.." I began, tears were welling up in my eyes. Weeks of emotion built up on the edge of being poured out to some stranger. "Why?"

"Why what?" Vivian asked.

"Why do you want to know?" I asked bluntly, although Vivian didn't seem to mind. Her sympathetic smile filled with understanding as she studied me. It was as if I had a window to my soul and she was keen on understanding it. I studied her back. She had wavy blonde hair, held up by a clip to keep her hair from her face. Her blue-green eyes piercing and bold. Her face showed compassion and kindness, yet a hint of weariness.

"I've been where you are, in a sense," She replied. "I recognize the look on your face. It's the same I saw on my own face, every time I looked in the mirror. If it hadn't been for a kind stranger or in my case, multiple kind strangers, I wouldn't have been able to be who I am today."

She smiled patiently as she finished. Giving me time to take in what she was saying. I felt the emotions on top again, ready to boil over. Vivian reached over a soft hand and placed it over mine. Suddenly, I couldn't hold them back anymore. In that moment, it could have been anyone, I would've said it all. With Vivian though, it was like fate. Someone to talk to, someone brave enough to approach me and ask.

"I don't know who I am, anymore," I said, tears beginning to well. "I discovered something earlier this year and at first it was fun. Now, I have all these questions and no answers."

"You discovered something," Vivian said. "What did you find?"

James? Tom? Sex? What had I found? More questions, but this time the answer seemed to jump out at me. As if it had been there all this time, trying to get my attention.

"I found...Lari, L A R I" I repeated.

"You found yourself?" Vivian asked, but there was no confusion. Her eyes that held understanding betrayed she remembered who I was initially. She remembered me as Max from that day. That was why she had approached, somehow she knew what I was feeling and knew what I would need.

"I...don't know..." I paused, but that wasn't true. I did know at that point. It was simple yet so complicated, enough to cause my head to swim. Lari was me, I was Lari.

"Don't you?" Vivian asked. "It seems to me that what's really happening is your fighting the answers, not the questions."

"I did," I said after a moments pause. "I found myself."

"Alright," Vivian said. "So you found yourself. You found something that made you a happy gutl."

"Yes," I said. "I did. I thought I was happy and then James..."

I trailed off. I didn't want to broach a potentially touchy subject, but Vivian waved that feeling off. She squeezed my hand comfortingly.

"James helped you find it," she finished the sentence for me. "He's done the same for many people, though I doubt he knows it."

I wanted to push for more details, but it didn't seem like the right moment. Instead I poured out all the questions that had been eating me up the last few weeks. All the emotions pooled up suddenly bursting from the seams. It felt amazing, finally letting it out in the open. It felt good having someone to talk to. Someone who seemed so stationary, in the moment. It was also a relief that she understood what I meant. James had helped me find that happiness.

We talked for hours about my experiences as Lari, the gurl. I told her the good and the bad, leaving out some of the more graphic details, but unable to hide the blush as I recounted them in my mind. I felt my own small cock stir as well, but a quick shift and it was hidden.

"Wait, the dean caught you in James's office?" Vivian said. "Damn gurl, your a brave soul."

"Yeah, well that's the last I heard from either of them." I said, indignantly. "He dropped me off back at my dorm apartment and he hasn't been back yet."

"Yeah, after an emotional experience like that, I would want to know what the hell was going on to," Vivian agreed. "This Tom fellow though, he seems nice. Have you tried talking to him?"

"I did," I replied. "I mean a little, he travels a lot for work. A lot of the time, even he's unavailable. I don't hold that against him, but it has made it a bit more lonely."

"You needed a friend," Vivian nodded. "Here, let me finish closing up and we'll go for a walk. We can keep answering those questions you have?"

"Oh, well, I don't want to impose..." I started but Vivian cut me off.

"Nonsense sweety," she said. "I'm enjoying myself and I don't really have much else to do tonight. I'd welcome the company."

"Alright," I said, unable to hide my excitement.

Vivian didn't take long to finish her closing procedures. Since I had been the only customer in all that time. Soon after and we were out into the parking lot. We walked around for a while, talking and sharing experiences. Vivian even opened up about dating James, which she had ended years ago.

"James is a good man, but I found out pretty quickly, it wasn't a serious relationship," Vivian sighed. "I loved spending time with him, and the sex as you probably know, was amazing. It just didn't go anywhere, in the end we agreed to be friends. He and I still hang out sometimes, he never mentions his dates, and I don't mention mine."

"Wow," I said.

I paused, a new question was forming in my mind. I was almost afraid to ask it, but I needed to know.

"You recognized me from that day, it didn't bother you?" I asked.

"No. Why would it bother me?" Vivian asked in turn.

"I don't know," I said truthfully. "For some reason, I've been afraid to let people see me. Afraid they won't accept me."

"It sounds like several people have accepted you already," she said. "Including me."

I felt my face burn red, once again, this time with pride and joy.

"The way I see it, the only person left to accept Lari, is you," Vivian said.

"But what about who I was before, what about being Larry, L A R R Y" I said.

"Larry, Lari, it doesn't matter what you call yourself," Vivian said. "What matters is who you are. They are both you. You aren't going to be any different just because you put on panties and a dress and go by Lari. You have to break that line of thought."

She was right. It all made sense now. I was the same person I'd always been, I just found out more about myself. I was Lari, I was Larry. Lari may be what made me happy now, but Max was never not going to be me. I laughed at my own silliness.

"I hate to break this short, but this is my place," Vivian said, taking me from my thoughts. We were standing outside a house, small but quaint and very well maintained. The failing sunlight dancing off the windows and illuminating a well kept garden in golden orange light.

"Oh, of course," I said. Vivian laughed.

"I mean to say, do you want to come in? I've got wine." She asked

I smiled.

"That does sound fun," I replied.

One glass of wine turned into to two, two turned into a bottle and soon we were swapping stories left and right. Sharing in embarrassing moments and happy memories. Vivian, as it turned out loved, talking sex. She spared no details as she told me about her times with James and the men and women after. James had been her first but it had always been casual with him and when she started harboring feelings for her friend, they saw less and less of each other.

"Her name was Sara," Vivian said, drinking from her glass. "She was gorgeous, funny, and one of the most kind people I had ever met. She was the one who helped me come to terms with myself."

"What happened?" I asked, feeling a confidence boost from the wine.

"Turns out she was married," Vivian frowned, suddenly interested in the stem of the wine glass. "She chose to stay with him."

There was a moment of silence as Vivian reminisced. I didn't say anything, but reached over and gripped her hand. The same way she had comforted me earlier that afternoon. Vivian sighed before flashing me a grateful smile.

"I've never met anyone I felt that way about since," she continued. "I just keep it casual now. Try to go with the flow. Her gift to me though, helping me through my stuff, that I try to pay forward."

"I'm sorry," I said sympathetically. "That sounds rough."

"It was, but that's all behind me now," she said. "How about you?"

"Me?" I giggled. "I've barely gotten into the game. Before there wasn't a lot of people lining up to date me. Until recently, that is. Since I met Tom, it's been a whole different game."

"I can see why." Vivian nodded. "You're feminine and smoking hot in that blouse."

I laughed.

"You think I'm smoking?" I said.

"I do," she replied simply. "I'd fuck you."

I felt the blush. My tiny cock stirred in my panties. It had been excited since we had started talking sex. I shifted, trying to get it to calm down.

"You would?" I asked. I hadn't considered the possibility but now that it was in my head, the idea turned into a kind of hoping she would. Vivian turned to me from her spot on her couch, her eyes sharp as ever. Somehow the blue green had deepened in color and intensity. Not a trace of hesitation in her face as she leaned forward and planted a soft kiss on my lips.

She pulled back but the kiss lingered and I took a moment to process it. As Vivian pulled back she seemed to glow in new light. A beautiful glow that showed a desire I was all too familiar with at this point. I wanted to sate that desire, I wanted her to devour me. The feeling hit me hard, even though it had been growing steadily. I pulled her back in, her mouth eagerly accepting mine.

Her kiss sent sparks flying in my mind, bleeding into my vision. I could see them even through closed eyes. Our hands grasped at each other hungrily, pulling us closer and closer. I felt her tongue press against my lips and I opened them, welcoming her warm breath against mine as out tongues dance with each other. My hands explored her body, finding her firm pert breasts which felt larger than I had anticipated. I continued exploring, her body shifting to help guide my hands where she wanted them to go.

I gasped, causing Vivian to pull back, concerned.

"Nothing...I...you..." I stammered. "It's huge."

"Is that an issue?" Vivian asked, grabbing my hand and placing it back on the big bulge that had popped up in her pants. I breathed shakily as I felt it's girth, it was by far one the biggest I had felt. Never would have I imagined her sporting such a massiveand beautiful cock, let alone one at all.

"No, it's just..." I breathed as Vivian pushed her hand towards my own pulsing bulge. "I wasn't expecting it, and it's so big, I love it!"

"Would you like to see it?" Vivian said. She was smiling amorously. I nodded eagerly. I needed to see how she was able to hide such a monster that I hadn't noticed it. Vivian stood and slowly removed her work slacks, revealing a pair of pink lace thong panties that barely covered half the long shaft. "Yes, yes OMG yes!"
2 Comments
Sissy Husband
Posted:Apr 14, 2024 5:56 am
Last Updated:Apr 27, 2024 6:28 am
3910 Views

So, let me back up. I've been married 20 years. But soon after our wedding, I realized that sex was not going to be quite like I expected because of a few reasons. First, my wife was never much into sex, but yet, she could get into it and do it often enough, and she definitely did great with her mouth. The main problem was my dick size. I could tell she was often frustrated and confused and looking for a better position. But all my life, I've know that I have a tiny one. I mean, out of all of my friends, mine was the smallest.

How do I know this? Because I've scoped out all of them at one point or another. Every single one has a real man dick. Mine is tiny, skinny, small head, and looks very underdeveloped. It's almost 3" at its largest. It's cute when hard, but tiny. Mine is smaller than every guy I've ever seen in the gym showers, or in the bathroom at the urinals. How do I know? Because I always look, even though you're not supposed to, and I'm always the wimpy one with a small wee wee. I can't believe it sometimes how much larger and manly these real men cocks look, with normal sized heads or sometimes huge ones. The head by itself is usually longer than my soft wee wee in its entirety.

Because of my small cock, plus I'm omly 5' 6", I feel like a little sissy husband.

I had always hoped that whoever I married wouldn't have been with many partners so that she wouldn't know exactly what she was missing. But it was just the opposite. About four years after we were married, and were struggling a lot with sex, she told me that her ex-husband was too big and that she would hurt the next day after sex! Too big? Oh my God! Too big, like 10" too big, OMG How humiliated it made me feel! That meant that she knew that I'm tiny! I would never be able to satisfy her.

She also asked me if men's dicks grow bigger as they get older! I knew why she was asking. And it was so humiliating. I felt like a total sissy husband. And I realized her ex was a real man. She even told me that when they were breaking up, he would come over and want to have sex. She didn't want to, but would give in and let him do it to her. And she said "It made me so mad because my body would betray me, my hairless pussy would be wet before he touched me" Oh my gosh. I knew what she meant! She would have orgasms without even wanting to! Whereas with me, even when she wanted to, it was difficult or impossible. How humiliating! How big could his have been? Way too big? Turned my sweet wife into a cock loving slut!

That was the day I decided that I needed to buy some panties and allow myself to feel like a gurly husband instead of a real man. I started shaving my lower half ever so often so that my panties would look good on me. I also thought that maybe with no hair over my tiny cock, it would look bigger. But I was wrong. It only made me look like a little boy down there. What a sissy!

At this point early in the marriage, the only sex we ever had was when she made a move on me, mostly just because she felt we "need" to do it. She was never much into sex, but could enjoy it well enough. But I never could come on to her because I knew that she didn't really love my little "clitty". So I couldn't get hard until she touched me and sucked me. So, that made me always wait for her to make the first move, which she got tired of and wondered why I never did it. It was because I felt like a wimp. And I started going limp during sex, knowing that it wasn't pleasing her much and feeling like a sissy husband. Sometimes I could stay hard if I imagined her previous husband really giving it to her, and her getting juicy and screaming in ecstasy. Wow. I've never been able to do that to anyone! And other times I would just go limp and we'd have to stop. What a sissy.

So, then began 9 years of no sex. I thought about it a lot, but always chickened out to make a move. And she stopped making the move altogether. So, no sex. Every week I'd get horny, and instead of just going to my wife to have sex, I'd run to play with my little clitty. I now like playing with my clitty more than having sex with a woman. I no longer feel like a real man, but only a sissy. I run to my computer and my little pocket vibrator, and I put my little clitty in the pocket and get myself hard, looking at sissy porn. Either shemales, or sissies with little dicks, or lesbian shemales, or sometimes guys touching dicks together, or guys sucking and humping. But always with cocks involved. I like cocks now better than pussy.

I've always been a dick watcher. Guys in the shower at football practice, or the gym, or even in bathrooms. Every time I go to a public restroom I look over at the guys peeing next to me to see how big they are. And guess what. They are always bigger than me! I have the tiniest wee wee every single time! It's so humiliating, as I remember that I'm just a little 140 pound sissy man. I even look at men's crotches out in public to see what they're packing. What a little cock loving faggot I turned out to be, right?

So, now, with no sex for so long, I just jack off like a little sissy boi. A lot of the time, I even rub it like a girl would, in circles, or up and down with palm down and two fingers. I've started even playing with my clitty while my wife sits next to me on the couch, about two feet over with my leg bent up a bit. I get horny and go put on my pink thong panties. Very discreetly so my wife doesn't see, I rub my little clitty like a girl for a while. Then I bring my hand up to my mouth and lick my hand to use my spit to rub myself, the whole time trying not to get caught.

The other day I got close to cumming and began to decide whether to leave the room so she wouldn't see me shaking or something. But then I thought, No, since I'm such a sissy husband, I deserve to sit here and cum on myself and clean myself up. I felt so embarrassed and humiliated. And when the time came, I came in my hand. And did the unthinkable. I brought my hand up very slowly to my mouth, with my wife sitting there watching TV, and I licked all the yummy cum out of my hand. I wiped some of the extra off my soft clitty and licked that too. And I just kept sitting there watching TV, knowing that I'm the opposite of a real man. A real man would have just made his wife have sex. But not me. I just played with myself and made myself feel so good.

About three months ago, my wife came onto me on the couch. I could tell she wanted to have sex, so I ran to the bathroom and took a little penis pill, which she doesn't know I have, so I could get it up with a woman without having to fight the mental side so hard. And we did it. We had sex twice that night on the couch, and afterward, she said "Wow, I'm proud of you. You got it up sissy boi." Oh my gosh. She's been thinking all these years that I can't get it up---that I'm a little weak wimp of a husband. How embarrassing.

Also, while we were making out, she rubbed my smooth butt and exclaimed, "You need to stop shaving your butt. Men are supposed to have hair." I responded, "I'm not shaving it." Because it's permanently smooth from the laser removal. She said, "Oh, I guess men lose their hair as they get older, because you used to have hair."

Did you catch that? I haven't had hair on my butt for 12 years, but she's not realized it. That's because she never touches me, doesn't look at me naked in the bathroom, and does not like my body.(I actually have a cute body: thin up top, short, but with really feminine legs---toned but skinny. My legs are so feminine that she makes fun of them. They look like girl legs, especially because they're smooth. From the waist down, I could pass for a girl, even with my little tiny clitty which fits perfectly inside my panties.

The other thing I realized that night is that a few days prior that same week, her ex-husband had called her for the first time in 20 years, to talk about some nonsense business matter. She avoided him for a day or two, but finally decided to answer. And that was that. However, think about it! Out of nine years, the week she comes on to me is two days after speaking with her ex-husband, the real man with the real man's dick! That's too coincidental. She was obviously stimulated by the memories of her ex, the real man who used to make her feel good all over.

And then there is me. I've turned into a total sissy boi. A gurl, really. I've been rubbing my little cock like a gurl clitty almost all the time. I've also been eating my own cum every time I play with it. Usually, I put my legs over my head and squirt onto my face and mostly in my mouth. In the past, I always thought about doing that but always chickened out after cumming. But now, I make myself do it because I'm so tiny and gay.

One time I bought a flesh-textured penis extension thinking I might sneak it on while making love to my wife, like a surprise. But then I decided that she'd feel it and would freak out. I chickened out. And then guess what I started doing with the dildo extender. Yep...using it on myself. I had first touched my boi pussy before I was married, and had enjoyed that for a while. But never a dildo. The first time I used it, I was pumping myself slowly, all lubed up. Then I did it faster and was feeling so good. But it got so intense that my little dick went limp. I got on my knees and sat on the dildo and bounced up and down. I started bouncing really hard and fast. My limp clitty was flopping all over while I was bouncing on the dick like a woman. All of a sudden I started feeling an orgasm coming. I wasn't even touching my clitty, but I was about to cum. I thought oh no, I'm about to cum like a girl, just from having a man's dick inside me! I kept riding hard and fast and bam! My totally limp sissy dick started spraying cum all over me and all over the room, flinging cum droplets everywhere, flopping limp and flinging sissy cum all over! I couldn't believe it. I came from only having a dick inside me. It made me feel like a total woman. I knew that no real man would ever have done that. And I loved it.

Afterwards, I looked online for limp dicks cumming like that and saw that there's a term for it---a analgasm. I had a analgasm!

I think now I want to be with a man. I want a real man to make love to me. I want him to hold me, kiss me on the lips, and rub his big man dick on my tiny little boi dick. I want us to hump each other standing up, bouncing our dicks on each other. I want to sleep with the man, all night, in bed, nude, holding each other. I want to be romantic with a man, looking at each other in the eyes, rubbing each other, rolling around the bed together. I want the man to put his big meat inside my little hole. I want to feel it. I want him to fuck me like I'm a gurl. I want him to put my legs up with my little wee wee pointing toward my face. It will be so hard. I always get so hard when a man is inside me. I will probably cum without touching myself. I'll cum like a little sissy just from having a man go in and out of me.

I want to then bounce up and down on the man's real man dick. I want to bounce and bounce and bounce like a woman, while my tiny clitty is flopping all over the place, having gone limp. My limp clitty will probably be flinging cum everywhere, flopping like a little tiny sissy limp dick while I ride the man. Then I hope he will come inside me so I can feel it. I want to be kissing him as he cums in me, really making love to him and making the man feel good like real men should feel. And he can cum all in me as we lay there kissing like lovers. That makes me gay. So gay. I want the cum to run down my legs after we get up. I want to remember that the real man has made me his gurlfriend. I want to go put my pink panties on now and refresh my makeup and lipstick, so the man can cuddle with me properly.

I can no longer get hard for women. Because I'm a faggot. I am totally gay now. I am about to cum in my pants now at work. My office door is locked. I'm totally nude except for my thong panties. I'm rubbing my clitty through my panties, in circles, and also with palm down and 2 fingers. And I plan to eat my own cum after I squirt my little boi load in my panties.

I am a real sissy husband. Right?
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