Blog : FIRST TIME SUB GIVES MILKING OPPORTUNITY

Blogs > Domin4nt4her > My Blog: Experiences & Tales

0 posts
2/8/2024 7:11 pm

FIRST TIME SUB GIVES MILKING OPPORTUNITY

I INTRODUCE A NEW SUB TO HER FIRST BDSM EXPERIENCE. SHE HAS TWO SPECIAL QUALITIES THAT I ENJOY TAKING ADVANTAGE OF

She was one of my earlier submissives, and first time for her. She'd decided she was ready for what she called the BDSM experience. A mother, 38 years old, she discovered BDSM when researching for her PhD on the wellbeing of female prostitutes.

For two years she toyed with the idea of a BDSM experience for herself and chatted with a lot of men and women on ALT.com, engaging with several Doms her wanted to take have her, narrowing the list down till eventually I was chosen to initiate her. But even then, she insisted that we email extensively for what turned out to be four more weeks of getting to know one another without actually meeting.

She wanted a Dom who would train her with frequent and regular sessions. The one problem she had was that she was attached to a vanilla partner who she couldn't bring herself to leave, even though her preference was to be monogamous with her Dom in a full 24/7 D/s relationship. I didn't want anything like that, and she realised she was on the back foot with her own domestic situation, so we agreed to just six sessions to see how we went.

In our emailing days, I'd asked her a lot of questions, often just with the aim of making her squirm and keeping sex on her mind. In one message, I wanted to know how easy it would be to induce her orgasm. She replied, "very. It wouldn’t be hard to make me cum, Sir" I asked what the best way to do that would be? She replied that if her mind was in the right space, which it nearly always was, there were a few physical manipulations that would make her orgasm quickly, a lot, and very intensely. "Should I tell you these or would you like to find out for yourself, Sir?" I left it there but several days later she volunteered me great detail on various ways to get her off and the different types of orgasm each produced.

To up the ante I asked her to send me a masturbation diary every couple of days, setting out the number of times and orgasms, the situations, the masturbatory methods, what she was thinking of as she led up to each climax, and the quality of the orgasms. She meticulously complied revealing a sexual hunger needing relief several times a day with multiple orgasms each session. Despite her voracious sexual appetite, she hadn’t had sex with anyone, including the partner she lived with who was also the father of one of her three , in over a year.

As we exchanged messages, I found her to be articulate, smart and determined, as the PhD would suggest. She drew up a long and detailed "sub-willingness" list, betraying a rich fantasy life and adventurous imagination with more than 100 kinks rating them out of 5 for how much of a turn on they were and how much she wanted to experience them. To that list she added dozens more romantic fantasy scenarios.

At one point she wrote how she felt about me: "to thoroughly answer your questions I have read and re-read your emails, and each time I have got to the sentence that reads, 'I would want you to feel utterly female, and would highlight, play on, and take liberties with our physical differences as male and female.' It has taken my breath away, Sir. Your words have hit the right spot and leave me wanting more."

She worked in employment law and loved the idea of a D/s contract. I drew up a long one full of legalese that placed her firmly in a subjugated and humiliating position. She was delighted with it, made a couple of minor suggestions that emphasised further her degraded status, signed it and sent it back. In her professional work she often dealt with contracts and told me that she'd be wriggling in her seat thinking of our D/s one and having to go to the bathroom to relieve the sexual tension so she could clear her head for the one she was meant to be thinking about. Another time she emailed me saying she was in a meeting with a , and she had a silent vibe taped over her clit, her geisha balls in, and no panties, and was squeezing her thighs together desperate for a break so she could "you know what." "I’m a very bad girl," she concluded.

After weeks of emailing, she suddenly became frantic to get to business time. Late one night she wrote that she had been unable to stop thinking about me and her thoughts had elicited profound arousal which led to relieving herself with no less than 11 orgasms and was still needing more. She said that she'd grown extremely wet again just from writing the email. "I need servicing so badly Sir" Next morning she wrote again, this time complaining, unfairly I should add, that I was putting her through hoops and deliberately delaying. She was certain that she was more than ready for BDSM action, desperate to start, and needed to know if I was going to do it with her as agreed, or should she pursue her other options? That day we finally managed to settle on a meeting date, time and place, which, ironically, she ended up having to rain-check at the last minute because of parental duties.

During our correspondence I’d discovered a lot about her. She was quirky and interesting in all sorts of ways, but the quirkiest thing about her I learnt only a week before our first meeting. She had a five-month-old baby that she was breast-feeding. An unusual time to enter the BDSM scene. When she told me, I had doubts about continuing with her. But we’d spent so long leading up to it, and she was so keen it seemed a waste not to at least try out together, even though my male view of her breasts as sexual playthings that were purely for my entertainment was confounded by the existence of this little person who truly owned them and was using them for more fundamental needs.

Our first session, when we eventually got there was held in a motel located a good hour and a half drive from each of our homes, discretion being essential for us both. I arrived early to set up and waited, I must confess nervously. Would she turn up? I was relieved but also surprised when I'd opened the door to her knock, which was 30 mins late. The surprise? I’d seen several photos of her but standing at the door in physical reality she seemed much bigger than those. The pregnancy weight must have been reluctant to leave her. But she was also wearing a huge coat. It was a freezing day.

I invited her in and after the greetings due our first in-person meeting I made her strip. She got down to a camisole and panties and then went all shy. Without her clothes she more closely resembled what I'd imagined. She was a bit chunkier but still sexy. "I’ll lose weight." she said. "I’m training for a half marathon." "You look very good to me as you are," I reassured her. I wanted her to feel exposed and uncomfortable naked, for sure, though not because of her weight problems, but because of the humiliation of it. I would remain fully clothed, while she was to have no covering at all. "This will probably get in the way," I said, pulling off her top. She turned to the wall and took off her panties, which gave me a nice view of her arse, pert despite or because of the extra weight. Slowly she turned back to me now completely naked with arms folded over her breasts.

I told her to stand in front of me, feet well apart and hands on her head and reiterated some of the rules. Never cover your tits, don’t ever have your legs closed or crossed, never speak unless spoken to, don’t look at me unless I tell you to, answer questions immediately, briefly and absolutely honestly, never touch yourself without direction, never cum without asking for permission, and obey everything without question or complaint. She agreed. We'd covered it in emails before and in the contract.

I took up her breasts cupping them in my hands and lifting them. They were heavy. She said, they’re too big, I know, Sir. I’ll get a reduction for you when I’ve finished breast feeding. For me? I thought. That’s a major commitment. I picked them up again this time by their hard nipples. I liked them just how they were and told her so. When I asked if there was anything I shouldn't to them because she was breast-feeding, she told me I could do anything I liked to them. She was trusting me with that permission, which was good, and she seemed relieved that I liked her just as she was.

We moved on to learning some sub-positions. I got her to kneel upright resting her arse on her heels, hands on her head. and with her knees spread well apart. I reached a hand under her to check the spread explaining that I should be able to easily get my hand on and in her cunt. Grazing her labia, I felt a welcome slickness. She was very wet. I slid my fingers between the lips and back several times before dallying at her clit, playing with it. Her eyes closed, she smiled, sighed and slowly lent forward to rest her head on my shoulder while I continued to gently work her little bean. In just a matter of seconds she shuddered and went very rigid all over for a moment. Sorry Sir I forgot to ask permission, she said with a giggle.

Her sub-willingness list had rated caning as 5 out of 5 meaning a total turn on and she’d also given it a NO to indicate she’d never experienced it. Perfect. I made her kneel with her face and breasts on the ground, arms forward, knees well spread, arse high and cunt pushed out as far as possible. I didn’t tell her what would happen to her, just that it was a punishment for cumming without permission. She said, "Sorry Sir I won’t do it again...please." I ignored her and got the cane, swishing it a couple of times near her, she turned her head slightly to see but I was behind her. I then touched her arse cheeks with it and asked her to repeat what the punishment was for. She did and I hit her straight away, but fairly gently. I wanted to start her off easily. After a few tame strokes she was rocking back to receive the next. "I'm going to leave marks on you now. Ok?" I said. She lived with the father of the baby so I thought I should check. "Yes, absolutely Sir, if that’s what I deserve. I think," She gave a nervous giggle. Warning that it would hurt I gave her ten strong cuts, leaving beautifully parallel stripes. She surprised me by not making a sound as the cane bit hard into her smooth rounded cheeks. When I said it was over, she got up on her hands and knees and reached back to feel her battered arse. I told her to get back into position and not move until I said so. "But you said that was all, Sir." She sounded a bit desperate. I reminded her about no arguments or complaints, and she did as she was told.

Back in the position, her cunt was beautifully presented, glistening wet in spite of, or maybe because of, the canning. I slid two fingers into her ramming quite hard and getting some vocal responses out of her. I moved to her anus and worked in my fingers that were slippery with her cunt juices. With my thumb on her clit I started play her arse and clit together. This time she remembered to ask permission. But I didn’t give it. I kept going. She asked again. Don’t, I told her. She said she couldn’t hold it any longer. I kept going warning her not to cum or it would be another hard canning. Sir Please I can't... I stopped and took my hand away. I left her on the edge, got her up on her feet and pushed her down to her knees in front of me. Pulling my cock out and grabbing her hair I shoved myself into her mouth and pulled her head up onto it all the way. I nearly came in her mouth. She had a tongue stud which she flicked over me as I thrust. She seemed well practiced. Just in time, I wanted to save myself, I pulled away and told her to stand facing the wall, while I got some stuff to use on her. Armed with thick hemp string, I turned her around and tied her tits as tightly as I could till they were taught and swollen. They looked amazing. I was going to flog them, but a dribble of milk started from one nipple. Fascinated, I changed tack and made her get on the table kneeling on all fours.

With a glass bowl from the motel kitchen underneath her I milked her. She mewled a little as I tugged at her nipples, getting a messy stream spattering the bowl. "What’s this for?" she said after the first tugs. "Do you want me to stop?" I said. "No Sir. Keep going... If you want to, I mean Sir. I like it…" "Remember you don’t actually get a say," I said. She shut up and after a few minutes of milking, which I got better at as I went, there was a good cupful. I poured it into a mug and showed her. She looked horrified but said, "are going to fuck me now., Sir? You’ve got me so wound up and ready for you with that" she said nodding at the milk. I got up on the table behind her and plunged straight into her reaching down to hold her swollen tits. After a few hard thrusts, she came, and I came with her. But she didn’t ask for permission again. Trainees can be such fun.

With her lying on the floor on her back spread eagled I stood over her with a multi-tail leather flogger. "This is to remind you to ask permission, and maybe calm that hungry cunt down." I whacked her just once dead centre. Her reaction was shock at the force of it as much as the pain. I whipped her cunt only five times. I could tell she was struggling in desperation trying to hold her back her cries against the pain. But she was new. I wanted her to come back next time, so I stopped and sat her on my knee. I was still clothed and she was naked of course. She snuggled in like it was a kind of daddy scene. Pushing her legs apart I stroked her whipped cunt and with my other hand played with one of her tits, still in their bonds. "That's nice, Sir," she said as she leaned back on me pushing her cunt forward into my hand as I fingered it. I gave her permission to cum at will. She grabbed my free hand and pressed it to her tit. I took hold of the erect nipple and pinched it hard not letting go with the other at her cunt. She seemed to blend into one long edging at the cusp of orgasm from where she had several climaxes each getting seeming a bit less intense.

We did lots more that first session and she proved her claim that it would be easy to get her to cum. She did more than 20 times in all..enough to lose count. And there were plenty of opportunities to beat her beautiful arse different ways in punishment for permission-errors and other infractions, or just because I wanted to. She was stoic during most of the whippings and spankings, though sometimes I noticed water in her eyes at the end. But she always confirmed she was alright and wanted to continue when I checked.

I offered her a shower at the end. I watched through the glass - no privacy for subs. When she turned, so the water first hit her cute arse, she let out a YEOW, as the warm jets stung the area that had been canned, paddled and spanked during the previous three hours. I don't know how I'm going to sit in the car for two hours driving home, she confessed with a laugh. As she was drying off, I grabbed her, pushed her against the wall, knelt down in front of her and rammed my fingers up hard and rapidly into her G spot. After a few seconds she squirted on my hand, I kept going harder and faster. The second squirt was a real sharp spat all over my arm and face. Sorry Sir, it's always harder when I cum at the same time, she said. "Don't apologise! It was obedient," I told her.

To finish the session, before I allowed her to get dressed, I made her make me a cup of tea whitened and sweetened with her own milk. She asked if she could take the rest of her milk home. She had a bottle for it in her bag. Perhaps she had expected this aspect of her first BDSM experience and came prepared for her milky breasts to perform on cue.

She was excited to confirm the next session with me before finally saying goodbye. We met three more times, not quite making our agreed six. She was keen and so was I, but baby came first in the end.


	Become a member to comment on this blog