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SissySoar 61M
4 posts
4/26/2024 9:19 am
Mistress


Oh no. I completely forgot I was even wearing the lipstick. My face had drained white and I would have looked like a ghost at that point.

"Having a bit of fun experimenting with your feminine side, are we sissy boi?" Carla said as she winked at me.

I had nothing to say. I had no logical response. Here I was standing Infront of my wife with a deep red lipstick on and it was my choice, she didn't even ask me. She knew I wanted this, I could see it in her eyes.

"I thought I'd play the part given how I was dressed" was all I could muster up.

"Well, it really does suit you, I mean it "Diana"."

Carla took a few steps towards me and came in for a hug. I took her embrace and held her tightly.

"I just wanted to say I am sorry for this morning. I didn't want to be too aggressive with you. I don't know what came over me. I hope you can forgive me honey."

I hugged her tightly and told her that it was okay.

"By the way honey, you look so sexy in that outfit. You've been such a good gurl today, I want to make it up to you" Carla said.

She dragged me to the bedroom and pushed me playfully down onto the bed with. My back laying down whilst she towered over me.

"You have been a good gurl today and I think you deserve a reward. Now, I want you to lay down and just enjoy this moment with me. Do you trust me "Diana"?"

What choice did I have? I trusted Carla with my life at this point. She has been so accepting of me exploring my feminine submissive side and has not been judgmental whatsoever, even with my love for bondage.

"I trust you Mistress" I responded.

Carla placed a blindfold over my eyes. I could hear some shifting around the room whilst I laid down in the bed. I felt her grab my arms and place something around each wrist of mine. I heard the infamous clicking sound of what I only assume could be a lock. I was about to say something to her, but then I remembered that I gave her my trust so I should just enjoy the moment as she said.

Next, she did the same with my legs. I felt a strap around each leg followed by the same clicking sound. As I tried to move, I realize that I was tied down to the bed. Over the last few weeks, I have come to release that I enjoy being submissive. and obedient. This only fed into that enjoyment. I could not see anything or move my arms or legs.

I could feel Carla hiking up my skirt and pulling my pink panties down. She had freed my tiny erection. As I felt her get onto the bed, I waited in anticipation. What was she going to do?

"Diana, just relax, you deserve this" Carla whispered.

What I felt next was what I could only assume to be her warm mouth. She began by kissing and licking the tip of my little cock and it was heavenly. She took my whole cock into her mouth and sucked away. Carla was amazing at giving blow jobs, sometimes it was almost better than the sex. She sucked as if her life depended on it, and I was getting closer and closer to cumming by the second.

What came next is something that will change the course of our lives forever. A cold, wet, finger made its way to the entrance of my boi pussy. I let out a soft gasp.

I opened my mouth and said "Ca..."

"Shhh, honey. Just enjoy it. Be a good gurl, you trust me right?" said Carla.

I just froze and let her have her way with me. She slowly inserted one of her fingers with little resistance. She must have used a lot of lube. She continued to suck like her life depended on it, but now she had started to gyrate her finger around inside me. I could only describe the feeling as a pressure building deep inside me that I have never felt before. It felt amazing. I didn't even realise until Carla brought it to my attention but I was pushing onto her finger to get it deeper inside of me. What was I doing, fucking her finger, like a gurl? It felt so great but so taboo at the same time. She won't think I am much of a real man anymore. All these thoughts and feelings so hard to reconcile in my bimbo mind.

I let the pleasure take over. Carla began to gyrate and finger me harder whilst sucking my little hardon. I could not handle it anymore. I squealed like a little girl.

"Carla, I'm going to cum!" I screeched.

"Cum for me baby, be a good gurl and cum for me" Carla yelled.

That was all I needed. For some reason, being called a good gurl really turned me on. I came, small rope after small rope of cum shooting into her mouth whilst she kept gyrating her finger inside me. I could feel my boi pussy sphincter pulse on her finger while she moved it in and out of me effortlessly.

As my orgasm subsided, I felt Carla withdraw her finger. I was panting. I could bareley breathe. That was the most amazing experience in my life. To my surprise, I felt the bed shift and Carla crawl closer to me. She gave me a big passionate kiss, with the added surprise of forcing my delicious cum into my mouth from hers. So aroused and confused about the whole situation, I took my cum and swallowed it all whilst kissing her. I was in heaven.

I felt the bed shift again. At this point I was too exhausted to even move so I just laid there catching my breath. I heard Carla rummaging around in one of her draws. I assumed she was trying to find the keys to the straps on my arms and legs.

Again, I felt the bed shift. Carla grabbed my now tiny flaccid penis. It was very sensitive, and I flinched. I felt her put some sort of ring around my penis, followed by what I could only explain felt like a steel cage. That's when I heard the same clicking sound of the lock. Confused, I asked Carla what she was doing.

"Honey, I want you to trust me, and I think this is going to help you explore yourself."

She took off my blindfold and I immediately looked down at my clitty.

"Before you say anything honey, this is a chastity device. It is used on sissies to stop them from getting erections. It helps bois stay faithful to their women, but it has another use." Carla said.

Still getting my thoughts together, Carla went on.

"It will help you feel more feminine and enjoy who you really are. I know that you are enjoying this honey. The clothes, the heels, the submissiveness, and the femininity. I want to help you, and I feel that this is one of the best ways. Besides, women do not have bulges in their skirts, so it will help you feel more comfortable when you're dressed up like this."

Carla was right. I was loving this but I was having trouble admitting it to her. Looking down to see a tent in my skirt wasn't a good look, and it would look much nicer to have it flat and feminine.

"How long does this chastity cage stay on for?" I meekly responded.

"Because you've been such a good gurl for me, I have decided that I will let you have the keys. But honey, I want you to know that this is your choice how long it stays on for. I bought you a little box that has a timer lock on it so you can put the keys in there and lock it for however long you want to."

I was intrigued. She gave me the option? This means that if this was truly something that I wanted, I would have to lock the keys away which not only tells Carla that this is what I want but reaffirms to myself that this is indeed what I want.

"That being said honey, I do want you to at least see what it's like to not have to think about your tiny clitty, and just bask in the world of femininity" Carla said.

With that, I saw her go to the bedside drawer, open it up and retrieve a little box. She placed the keys in the box and pressed a few buttons. I heard some beeping and then a small motor sound.

"I will only set this timer once, and that will be today. I have set the timer for 30 days so that means you will be free in 30 days if you want to be. It will be your choice after the first 30 days, sissy boi" Carla said with a smirk on her face.

I honestly did not know what to think. How was I going to pee? How was I going to shave? All these thoughts came rushing to my head. Carla make her way over to me and laid next to me. I was still tied up in the straps so I couldn't move much if at all.

"Did you enjoy that honey? Did you like my finger inside youe boi pussy?" Carla whispered into my ear.

I couldn't lie to her. The way my body reacted and the amount of cum that I shot into her mouth only for me to eat it after was like never before.

"It was the most intense orgasm I have ever had. You really knew how to push my buttons" I replied.

"Oh honey, you could have lied and I still would have known. The way you kept pushing back onto my finger told me that you loved it even if you were afraid to admit it." said Carla.

We lay there resting for a few minutes before Carla got up and went to the wardrobe. I heard her rummaging around in the wardrobe whilst I almost fell asleep in exhaustion. She emerged from the wardrobe. As my eyes made my way up her legs starting at her black stilettoes and black seamed stockings, I noticed that she was also wearing the same houndstooth skirt.

She was shirtless with no bra and her pert breasts on full display. My limp clitty twitched and tried to get hard, but the small cage was stopping it. It felt odd, but somewhat intoxicating.

Unable to get hard whilst staring at my lovely wife whilst I'm bound to the bed wearing stockings, locked in heels, wearing a skirt and a pink blouse. Who would have thought that I'd be aroused by any of this. I was completely and utterly vulnerable and at her mercy

"Now faggot, we're not done just yet. I'm glad you're still tied up for this" Carla said.

Puzzled by what she meant, she took one hand and lifted her skirt slowly. My jaw dropped when I saw her huge strapon!

________________________________

tiusup 67M/67F  
512 posts
4/27/2024 1:28 am

i would love to do that to you slut


All4TheMistress 55M  
1558 posts
4/27/2024 7:24 am

I am sure you are enjoying wearing the cage!



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