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Exposing Myself To A Group

"A new sissy is taken to a crossdressing group and fun ensues."

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1.5k words 1.5k words

Author's Notes

"Another in the Jennypout Series!"

Rachel decided it was time for me to come out to others more than I ever had. She did some research and found that a meeting for trannies was taking place at a motel just outside the city. She took a room and checked us in, then we had dinner and went to the meeting room. The room was in a large motel suite. We arrived early. Rachel had dressed me and I was definitely 'out'. I was wearing open-toe wedge sandals, my toes polished pink, a thin sundress with a short skirt mid-thigh, a soft white cami top under it, along with silky white panties. My hair, though not long, was permed and curly, my fingernails polished to match my toes, and she had made me up just a little with light lip gloss the main feature. I was feeling very girly!

There were a dozen chairs set in a circle in the middle of the large room, with some couches and chairs behind them, against the wall. Rachel sat on one of the couches and I took a seat on the opposite side of the circle so I could see her. Gradually the circle filled in until there were eight chairs occupied. Some of the men came in with women, and those women also took seats on the couches. One of the women took a seat just behind 'her man'. The men were in various stages of girly dress. The ages ranged from twenties to what looked like forties, the oldest perhaps fifty or so. They all looked pretty fit, though two were also chubs. The youngest one was in tight jeans and a top showing midriff, my usual femme outfit when I wasn't all girly. One was in full lady mode, complete with dress, heels, wig, Another was 'lady at the office', in a business suit, also stockings and heels. Others were inbetween, with mostly boy clothes but also a bracelet or other small signifier of their genderbent aspiration or status.

There was no official facilitator, it seemed. So when the start time arrived and folks seemed settled, I decided to start. "Hi, everyone," I said. "This is my first time here. So if I'm not supposed to talk first, just let me know and I'm glad to wait." No one said anything but I had their attention. I got a few smiles and one wave that said 'go on'. "My name - the one I like - is Jenny or Jennifer. And aside from being girly, I'm very submissive. So sometimes I'm 'little Jenny' or 'jennypout'. And I'm also bi. So I'm actually here with my boss or mommy, who's over there. I smiled and nodded at Rachel, who smiled back. Everyone turned to at least glance at her, then back to me.

I went on. I was nervous but also excited. I had started to have an erection from the time we arrived at the motel, just from contemplating the meeting and being open about my true nature. Every moment since, my arousal had deepened. Already, at this point, I could feel myself hard inside my panties. So I continued.

"I also have a strong thing for a woman's bare feet. When I'm around women and I can see their bare feet, even just toes in an open-toe shoe, or if she dangles a shoe off her foot, or especially if she's barefoot, I have to look, and I get aroused. What gets me really excited is the thought that somehow she would know this about me and deliberately tease me with her bare feet. That's how Rachel and I met, acrtually. She somehow knew that about me and used it to capture me." I smiled at her and she nodded.

"Not just looking," I said, "but imagining she touches me with her feet, on my body, or toes in my mouth, or at my groin. I imagine her making me come that way, and me spurting on her foot, and then me licking my cum off her foot. That's a really big turn-on for me. And even more exciting," I said, "is if she knows that I'm a little girly submissive. If she calls me Jenny, if she dresses me in girly clothes, like today. So if you can't tell already, I'm really hot right now!"

"I love to play with other sissies," I said. "And my foot thing is still a turn-on, then, for a nice sissy foot, touching me. If I'm with another sissy, I still like to be the sub one, thinking of myself as a fuckable cocksucking little slut." I looked around at the group. A few of the guys had their hands down between their legs, touching themselves through their clothes. Seeing this excited me more - I loved the effect I was having on them.

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"This is my first time at one of these, so I don't know how things are done, like how much we can do with each other, if you know what I mean. But I love being with a group like this. And I'm very turned on. So... " I looked up and smiled. "And if you guys are like me, I'm very interested. And having the other ladies here, watching us, that's a total turn-on for me. So... " I paused again, wondering what might happen next.

Hoping to start something, I played with my skirt, lifted it a bit and put my hand on my clitty, trailing a finger softly along it on my panties. Then I put my finger in my mouth and sucked on it. That was apparently enough to get one of the bolder guys moving. It was the younger guy, twenty-something, with the tight jeans and bare midriff. He was also in low open-toe heels. Girly! He came over to me, bent over and kissed me softly. I put my arms around him and kissed him back. "I'm Jamie," he said when we broke for air. He put one hand down between my legs under my skirt and gently squeezed my clit. I loved being touched like that and moaned a little into his mouth. He stood up and we both looked around at the others, I guess for a response. 

The guy whose woman was sitting right behind him looked around at her and actually asked for permission! "Can I, mommy?" he said. She nodded and he got right up and came over. The first thing he did was get on his knees, put his face down and licked my toes. I obviously wasn't the only one with 'a thing for feet'. I let him do that while turning back to my first friend. He turned back toward me and I unbuttoned his jeans. He was in panties of course, and he was hard. I pulled the panties out a bit and freed his cock. He moved closer to me and I took the tip of him into my mouth, licking him. 

The guy on the floor raised up a little, his face at butt level, and pulled down my guy's jeans to mid-thigh, then the panties, put his hands on the guy's buttcheeks, spreading them, then leaned in and began tonguing his hole. That caused him to thrust more into my mouth, and I soon was actively cocksucking, having my mouth fucked by a decently sized cock. This was already as good as I had imagined I would get, and I was very excited.

I was very willing to keep going until Jamie came in my mouth, but before that he pulled out, also turning so he lost the guy licking his butt. That guy leaned back on his knees and looked up at us. The guy's 'mommy' walked over and stood next to us. "Fuck him," she said, pointing to her thrall kneeling there. He heard her and immediately turned around, still kneeling, put his head down on his folded hands on the floor, and put his butt up, willing and ready. I wasn't that interested in being the top, but Jamie was. He crouched over the guy, still wet from my mouth on him, and began entering the guy.

At that point, I was just an observer but 'mommy' then stepped out of her high heels. She put one of her bare feet up on the chair between my legs, the same position in which Rachel had first 'taken' me. I had the same response, scooting forward until her foot was at my crotch, her toes touching me thru my panties, loving the feel of it, and her knowing how excited I was. I wondered for a second how Rachel would feel about me being submissive to another woman, but then lost myself in the sensations.

I was excited enough already that when I moved up and forward against her bare toes it only took a minute before I came, my juices spilling out through the thin material and onto her toes. She walked her foot up my chest to my mouth, and I licked my come off of her. As my arousal ebbed and I calmed down, I looked at Rachel, prepared for a scowl. But then I thought: Feeling unable to control myself in this kind of situation was really the whole point! 

 

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Written by jennypout
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