Submitted by Joanne from Los Angeles, CA
I am a submissive crossdresser. My role, if that’s the right word, is of a mature, smartly dressed businesswoman: the sort of woman who the men in a meeting would be fantasizing about and mentally stripping. What they’d be fantasizing about is precisely what they’d find under my suit. Retro-style shape-wear, gartered stockings, properly put together and just oozing “sexy”!
Some years ago, I would attend a lunchtime “party” every other week at a dungeon in the Valley. I’m a great believer in punctuality, so would usually be first there. The head Domme asked me if I would be interested in…..sucking cocks. I had done so with sex toys there, and the Ladies found me to have an aptitude for it. We had built up a good relationship and indeed, there had evolved a standing joke that I was their “Mother”! I trusted them implicitly and was not concerned about the safety aspect, having been assured that a condom would be used. Being an adventurous sort, I readily agreed to give it a go.
So, we got things under way. As was normal, I ended up tied up in my undergarments, then had a ballgag strapped into my mouth. Today, I was also blindfolded, so couldn’t see what was going on. After a few minutes, I was walked across the room and put on my knees. I could hear the talk…..”This is our Mom, and she has a special treat for you”.
I felt the ballgag being loosened, and it was mere moments after it was removed that it was replaced by a hard, rubber-sheathed cock. I got to work on him: I honestly wasn’t sure how it would go, being my first time with the real thing, but I needn’t have worried. I had been gagged with an “anatomically-correct” phallus before, but this was the real deal. Becoming familiar with the feeling of a real cock in my mouth, I was enveloped in the feeling of submissive femininity I so craved. The tongue is one of the most sensitive organs of the body, and even though I couldn’t see a thing, I was building up a mental picture of his member. He was very respectful, letting me get the feel of things: tracing the vein, the throbbing head. I tightened my lips around him and begun to move. He was a good size: not too long or thick, so I was able to work his shaft well. I wasn’t in a hurry, and neither was he. It must have been several minutes before he began to tense, and I knew the moment was close. However, I continued to suck at the same pace, then I felt the involuntary spasms of his climax as the teat of the condom filled with his seed. Having that sort of power, even while strictly bound, is quite exhilarating.
I heard a “Very good, Mom”…..followed almost immediately by another cock in my mouth. He was a bit thicker, and felt utterly rampant. I adjusted my technique for him, using gentler teasing to begin with: I didn’t want to bring matters to a conclusion too quickly. I was able to get all the way to his hilt and could feel his full, heavy orbs on my chin. He was clearly in need of relief, and I was happy to give it to him. Surprisingly, although I had no track of time in my situation, it must have been several minutes before I sensed the tension and took him all the way into my mouth, clamping my lips down and sucking for all I was worth. Then, he exploded into the condom. His load felt HUGE! His spasms seemed to go on for an eternity. I don’t know if he wasn’t getting his needs met at home or if he was just one of those men who produce a lot of semen, but he clearly enjoyed the experience.
I was sort of expecting a third: I wasn’t disappointed. He was a younger fellow with great stamina, if you get my meaning. It took a while to get him to completion , but complete he did. Looking back, it didn’t seem to bother any of them one bit that I was a crossdresser: perhaps it’s that old “a blowjob’s a blowjob” thing.
I ended the day three for three, so to speak. My “daughters” rewarded me well, but that’s another story…
Submitted by listeners. These are not fantasies, but real stories from real people, but not using real names. Some have also submitted real pictures, available to our members. Have a confession? Tell us your secrets here.