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I stood in the playroom facing Madame with my head bowed, legs together and hands clasped in front of me. I was nervous but also a little excited in anticipation of what was about to happen. I had been lent out over the weekend to one of Madame’s mistress friends to serve and ‘be available’ at a select party she was holding at her smart suburban detached house. It had been a while since I had undertaken such a role without Madame to keep an eye on me and I had been a little apprehensive when she dropped me off at her friend’s house (having first insisted I was properly made up and dresse… Read more

As a kinky Fetish Slut who enjoys phone and cam sessions with guys who like OTT whores like me, I had planned a kink day where for the majority of that day I would have some kind of kink going on, building up to doing phone and cam later. Deciding that I wanted to buy some new slut items from a fetish shop in town, I decided to drive there in my normal clothes but with a pvc thong and studded cock ring on beneath them. This felt great and was giving me a nice tingle in the clit area. On the drive there I couldn’t help but give myself a sly rub and my clitty responded accordingly. On arriving n… Read more

The second sales associate I became friends with offered various new experiences. When I first came to her store, she asked if I was purchasing for myself or another person. I told her that everything was for me. She asked what style I like in dresses and lingerie. I told her I enjoyed lingerie more than dresses, so sexy lingerie was essential for me. She helped me select some items and told me to try them on. While I was trying on items in the changing room, she knocked on the door and offered help. I told her I thought that I was okay. Within a short time, I heard the knock again. She asked… Read more

I was checking various publications where I lived. I wanted a Mistress to sissify me, feminize me, and maybe humiliation. I found a Mistress who explored many sexual fantasies. We agreed to meet at her residence. She told me that I had to be dressed as a lady but willing to expose my clit to her before she would permit me to enter. She informed me that she had a dungeon that I might enjoy. I told her a few women had seen me wearing lingerie and dressed enfem. I told her that I had a tiny sissy clit which I wanted ribbons tied around my testicles and clit head. When she opened her door, I disc… Read more

My Mistress had used me in her dungeon on various occasions. I enjoyed being the center of attention as she used me, and others watched. My Mistress suggested we visit an exposition for Mistresses, Domontrix, and Masters. My Mistress told me to dress slutty for several days. My Mistress planned to display me at the expo in several different situations. My Mistress picked me up as planned. I wore a tight-fitting blouse with a contrasting bra, miniskirt, garter belt, stockings with the welt visible as I stood up, and CFM heels. I thought my wig and makeup were perfect for the drive. I never as… Read more

My spouse, our female companion, and I have traveled several times to an Adult Bookstore and Cinema. Since joining Xhamster, I have enjoyed videos of crossdressers and sissies in Adult Bookstore and cinema. Genetic women have always dressed me, pegged by women, and submissive to women. While in enfem, we went shopping, to restaurants, and cultural events. I always have a butt plug in place. My spouse or our female companion remotely controls some butt plugs. The butt plug vibrates or provides an electrical shock. We talked, and I felt that I might want to experience a situation where female… Read more

I travel a lot and visit ABS all over the US. One of the best I have been to is outside Joplin, MO, believe it or not. You pay a membership fee and then go into the viewing rooms. From there it is anything goes. This is the story about the night I got the nerve up to dress in my sluttiest lingerie and try out being a sissy slut. I was working in the area for a few weeks. Had visited this ABS a few times and had some success sucking guys off and getting sucked. I even was invited into the couple's theatre where 3 other guys and I gangbanged a guy’s wife while he watched. Anyway, one night I wa… Read more

Chapter One: Sissy Crossdressing Play Time. I'm sitting inside my car, it's late, a faint drizzle falls as the sound of the rain has me fade into a bit of a dream state... My mind is on the type of faggot, sissy slut I truly desire to be. I am in a lucid state of hunger for sissy humiliation and slut duty. It's almost d**g like... But a few hours ago I was merely preparing for where I am at this moment... Earlier tonight my pathetically horny life of crossdressing as either a faggot sissy slut or a prissy sissy maid saw me dressed with full makeup, wig, under garments, black sheer pantyhose… Read more

Daddy at the Truckstop I couldn't believe I agreed to this, but here I was. The truck stop is maybe an hour from my house, and I was pulling into it from the highway now, dressed in stockings, panties, and my schoolgirl skirt stuffed underneath the pants I was wearing. Right next to me was my sissy bag, with everything else I'd need today - however, it turned out. This would be my first time meeting 'Daddy' as I've been calling him, and the first time I'd be dressed in public. We'd been chatting for so long, and it was finally time for me to meet him. Coming here is what he required of me, w… Read more

Just been seeing these going around and want to save them for myself SISSY RULES Rule#1: A sissy does not have a cock. A sissy has a clitty Rule#2: A sissy wears a bra and panties Rule#3: A sissy loves cock Rule#4: A sissy loves cum Rule#5: A sissy takes it in the ass Rule#6: A sissy loves pink Rule#7: A sissy loves her toys Rule#8: A sissy dresses like a slut Rule#9: A sissy shares Rule#10: Sissies love facials Rule#11: A sissy must have a tight ass Rule#12: A sissy must have perfect bimbo makeup Rule#13: A sissy grows big fake tits Rule#14: A sissy is a pro c… Read more