Transsexuals & Crossdressers Stories

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Abandoned Parking Lot Pt. 01

by sissyscarlet on May 16, 2018
Transsexuals & Crossdressers

It begins... Well, I found out that Anne fucked that professor again. She came to my dorm drunk at 3am, fighting with me, calling me a little bitch and pussy, and she began slapping my face. I won't even get started on what she was on about. I tried calming her down, but whenever I said anything she just slapped me, or if I tried to stop her from drinking m...

My Fantastic Transformation

by Crimson_Spectre on Jul 31, 2018
Transsexuals & Crossdressers

My dream starts with me in a strange dressing room. Before me are a lovely pair of boots. They are lavender, with simple heels. They are only at ankle height. Seeing no one around, I decide these boots must be for me. I slip my feet inside and they are like a second skin around my feet. Heels were not made to be this comfortable, and yet they feel like they...

When the Balls Drop; A New Years Tale Ch. 08

by LuciousBi-Writes4U on Sep 16, 2017
Transsexuals & Crossdressers

Chapter Eight- A Night on the Town… While the two lay their sprawled on the couch trying to recuperate Veronica asked, "Now what will happen when next week comes, and your world goes back to normal?" In a half mocking question so she wouldn't sound too serious. "What do you mean—we'll date just like everyone else does …" Mason replied. "You won't be asha...

When the Balls Drop; A New Years Tale Ch. 03

by LuciousBi-Writes4U on Sep 16, 2017
Transsexuals & Crossdressers

As they chatted Veronica wiggled her hand over to Mason's leg. She began to stroke his thigh as they talked and drove. Before he knew it Veronica had worked her hand up under his seat belt and begun rubbing the front of his slacks. Mason quickly struggled out of his seat belt to allow her full access. "Mmm, A big boy too aren't you," Veronica giggled as sh...

Bambii's New World Ch. 03

by mikhaylacumme on Sep 14, 2017
Transsexuals & Crossdressers

I sat there for a second. I didn't know what to do. I was covered in cum. I was filled with cum. And I sat naked in a dark alley. I had to have a good 10-12 blocks still to cover to get to my pimp -- my owner. And here I was, used and abused and with no money to show for it. I scooped up some of the cum on my stomach and licked it. I did it a few more time...

Oh Fiona Ch. 02

by TheRainmaker on Sep 19, 2017
Transsexuals & Crossdressers

"Well honey?" she says after a few seconds of silence between us "briefs or thong?" She keeps a completely straight face, her voice not missing a beat. At this point the lump in my throat is so big I couldn't reply her even if I wanted to. I can feel the sweat in my palms as my nerves take a hold of me. And yet, I can feel my penis begin to rise to the oc...

Changes

by KinkyWriterxo on Sep 26, 2017
Transsexuals & Crossdressers

His head aches as he regains consciousness, cursing himself for drinking too much last night. He has trouble remembering anything, only that he was dancing in the club with this guy...and now he aches all over. What the hell happened? He opens his eyes, only to slam them shut immediately. There is a very bright light shining down at him, the kind dentists...

Dressing Up For My Wife

by dirtyjoe69 on Sep 13, 2017
Transsexuals & Crossdressers

My wife and I had a bet on the football game that pitted our two rival teams against each other. It was a horrendous day for my team and hers slaughtered mine 31-0. It was the same bet we always have with each other. It is a bet where no one really loses because it ends up with us having wild kinky sex. On earlier bets we have had, she has had to let me fuc...

Forced Into Submission

by lonejackman on Sep 16, 2017
Transsexuals & Crossdressers

Chapter 1 "Oh shit, fuck my black ass with that thick white cock you fucking tranny." He moaned. "Harder, rape my tight fucking ass baby." He screamed "Quit screaming like a bitch and take it like a man cock-whore." She exclaimed. He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that...

Friendly Neighborhood

by dani_boi on Sep 16, 2017
Transsexuals & Crossdressers

"Oh my God Katie, your ass is so fucking hot" I hear as the cock slides in and out of me. "Yeah baby, suck my cock" comes from the guy standing in front of me with his dick in my mouth. I'm on my knees with a cock in my ass and one in my mouth. These cocks belong to my neighbors that have known I was a cross dresser since I moved in. We were hanging out on...