Sissy Plug Stories

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Anne and Tom Ch. 04: Vegas Pt. 03

by scojo14 on Sep 13, 2017
Loving Wives

Tom wanted me to recount the story of me picking up five guys at the bar after our trip to the swingers club. I will, but first I want to write something to everyone. I'm sure many of you think I'm just a slut and my husband is some kind of weak sissy. Unfortunately, you are wrong. At least about my husband. I can't describe the feelings I've had since we...

Cheaters

by puzziboi on Sep 16, 2017
Transsexuals & Crossdressers

"God yes," Lisette moaned as her husband flicked his tongue in and out of her hole. The five-foot-ten-inch brown-skinned beauty grabbed his head with both of her hands and pushed his face deeper into her ass crack. As he made love to her tranny pussy, her body, all one hundred and forty-five pounds of it, squirmed. She wiggled in every direction effectively...

Turning the Tables Ch. 01

by Domma on Sep 17, 2017
BDSM

For so long we had played the game – I was the dominant Master, and she was my little sub slut. She was very good at her part, and I was even better at mine. She loved being forced, being used, becoming a wet hole purely for the pleasure and use of her beloved Master. I loved the power of making her do slutty things, and even more importantly making her WANT...

Truth and Lies

by BigDaddy4u2 on Sep 16, 2017
Transsexuals & Crossdressers

It was early on a Saturday morning and it was such a great day. Spring; warm, that just right amount of warm, blue skies, and the faint scent of flowers blooming being carried on a gentle breeze. I was on my front porch, my laptop on my lap, sipping my coffee, perusing a few sites on landscaping, when I saw him walk by. He was a neighbor; I think he lived...

Confessions of a Tgirl Slut

by Sissypansyfairy on Sep 13, 2017
Transsexuals & Crossdressers

When the day started, I had no dates, no arrangements of any kind. But I was feeling horny. I needed cock. I'd gone over a week without sex and I am one cock hungry sissy slut. I'm getting on a bit but I know how to dress and do my makeup. I like to think I can embody a straight guy's fantasies and give him the sex his wife won't and dress in a way genetic w...

Anthony/Toni

by orvette1 on Sep 16, 2017
Transsexuals & Crossdressers

When I was 15 I was hanging out with some bad guys. We robbed a store, I got caught and went to jail for five years. Anthony, my brother, was only ten when this happened. When I got out of prison my parents told me to not come back to the house. So I moved out of town. Five years after getting out of prison things weren't going well for me. When you are an...

The Prize Ch. 01

by Holly2 on Sep 17, 2017
BDSM

After Jeff served them all tea and cookies in the nude, the women voted on who had succeeded in humiliating him the most during the course of the afternoon. The Twins who had invited their friend Mike over to help in his degradation were the unanimous winners. His ass was still sore from its first fucking, and the shame of then having to suck off that same c...

Master Walt's Homecoming

by tommibottom on Sep 15, 2017
Transsexuals & Crossdressers

Walt had been talking for months about taking me with him on one of his river trips. He was the skipper of a river tugboat and would be gone on trips for about a week at a time. When he finished a run, another captain would take his place and he would be home for a week. In the year and a half ,or so, that I had lived with Walt and Ellen, I lived as a femal...

Ben and Christine

by CMRsBabyDoll on Sep 14, 2017
Erotic Couplings

At the age of 16, I was never the type to commit to any relationship. Having a boyfriend who my parents hated certainly didn't help with that issue either. Upon graduation I broke up with him in order to pursue my college degree and have fun, even though it broke his heart. Five years later, I was married and considered a "trophy wife." To say that I left...

Stevie's Coming Out Ch. 02

by michaellajones on Sep 15, 2017
Transsexuals & Crossdressers

Chapter 2 - More small steps? The repair man was due in less than an hour, I checked myself in the mirror, my hair looked fine, make up needed some attention but after a few minutes I looked like any other fresh faced young girl. Lost in my own world as I sat in front of the mirror admiring myself, I could see how alike my sister and I really were. Being pa...