Sissy Trap Stories

19,529 results
Orientation
Length
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Infinite Scroll

Big Black Bike Club Ch. 02

by ThePiperRai on Jan 29, 2020
Interracial Love

"You doing alright?" Flint asked with a harsh laugh. He ashed off the cigarette and walked over to me. I was still laying on in the dirt and leaves, playing absentmindedly with the cum pooling on my body. "Yeah..." I managed, still basking in the afterglow. I was trying to remain there. Remain in the moment. I knew that when it faded, when I returned to...

The Society Ch. 05

by Barno on Sep 19, 2017
Transsexuals & Crossdressers

"I don't think that I'm the right person for this. You need someone more experienced. What if I fuck this up? I'll get my balls snatched right out from under my cock!" I was more than a little nervous watching Serena and Corinna rifle through my closet. "Your balls were snipped off quite a while ago my dear and the woman who owns them has given you her orde...

My New Daddy Ch. 07

by sissytoy20 on Mar 21, 2018
Transsexuals & Crossdressers

After Boss zipped up his freshly cleaned cock, glistening with my spit, he took me up to the 30th floor. My brain was still buzzing with my anal orgasm when he took my arm and basically forced me to walk out of the elevator. I stumbled on my heels beside him, reaching back to finger my cum-filled asscunt. I dug out some of Boss' load and licked it off my fin...

My New Daddy Ch. 05

by sissytoy20 on Mar 6, 2018
Transsexuals & Crossdressers

I woke up to find that Daddy was no longer in the bed. I looked over at the clock and realized that I'd slept into the afternoon. I reached down and fingered my asscunt. Mmmmm. It ached so good. I loved feeling the results of my session with Daddy and Boss. I loved knowing that I'd pleased their cocks. I loved knowing that I was becoming the whore I always w...

Vivian's Best Kind of Girlfriend

by Eroticalover1968 on Sep 16, 2017
Transsexuals & Crossdressers

I feel that the age we live in is nothing short of remarkable. Sure, we can bemoan the demise of things past, like ground shaking muscle cars, public indoor smoking and the like but let's take a fresh look at the Internet. We sure wouldn't have a venue for things like this erotica site back then, not to mention all the unique people we share ideas with onlin...

The Slave Couple Ch. 03

by vvernbull on Dec 25, 2018
Fetish

Chapter 3- Gotcha and now you're mine. Dave Forsyth didn't know what the hell he was getting himself into. The fool practically walked into his own nightmare. He did this by being careless to the wrong person. A mistake that was to cost him very dearly. This is the story about a husband, his loving wife and dominant black man with a taste for sexual depravi...

Girdled Ch. 11

by goodsonformom on Apr 14, 2020
Transgender & Crossdressers

After many hugs and kisses, Daddy and I left Jane and Carly with a bag full of new clothes for me. I had a new bathing suit, and a lovely garter belt and stockings, which were among my favorite things. I was very excited to have a pair of fishnets. Daddy was very generous. I was exhausted after my earlier argument with Rene, and then all the very intense sex...

Letter from New Piedmont

by justincbenedict on Feb 7, 2018
BDSM

Dear Shoeblossom, I can still remember Rebecca's first comment: "You sure you want to do this, kid?" A full-figured ash blonde with brightly glossed lips...pure Jersey girl. "You really want to move in with me...the sessions aren't enough?" Sometimes the sessions were way too much, but I was lost without Mistress Rebecca. 46 to my twenty-three, she'd bee...

The Third Gender

by gizmo8096 on Feb 7, 2018
Transsexuals & Crossdressers

It was a typical Friday night for me; I was dressed to kill at a club trying to pick up guys. I was warning a cute pink sundress, without a bra, the smallest black thong I could find and a pair of super cute black and pink six-inch heels. I turned heads, I knew it, and that was my plan. My attire was working; I had guys buying me drinks and trying for flir...

Alex to Alice Ch. 01

by blasphemy_mixtur21 on Sep 13, 2017
Transsexuals & Crossdressers

Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite nicely. Her straight blonde hair flowed down to her well-shaped as...