Transsexuals & Crossdressers Stories

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Gangbang: Daddy's Girl

by Fire22 on Sep 25, 2017
Transsexuals & Crossdressers

"Oh yeah...that's daddy's girl," my dad moaned as he massaged my enormous round sticky ass. I'm 18 and my sister was about 5 years older than me, so who knew how long this had been going on for, I thought to myself. At least I tried to think as I slowly closed my eyes and bit my bottom lip. "Ngghhh...," I whispered as I lowered my head fighting myself on w...

The 1950s Housewife

by Travel_by_day on Sep 18, 2017
Transsexuals & Crossdressers

Drew and Paul were roommates, friends from college who had only graduated less than a year ago. They both got jobs in downtown, and wanted to live close to the action. Rents were high, though, so sharing a place seemed a good idea. Drew and Paul were sitting at home on Superbowl Sunday, watching the pre-game show. The New England Patriots hadn't lost a game...

Peaches and Cream Ch. 02

by BiDrew42 on Sep 12, 2017
Transsexuals & Crossdressers

"Hi, Cream," I said, staring up at the goddess who had just entered the room. She had to be six feet tall, with long shapely legs. Her skin was jet black, and she had very large breasts. She was wearing only a white lace bra and matching panties, and I believe I already mentioned the large bulge in her panties. "You must be Mike the stalker," she said with...

March Madness Ch. 01

by jbirdman on Sep 13, 2017
Transsexuals & Crossdressers

This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offended, stop reading and do something else. The author retains all rights to this story. You may re-post the story un...

Taste of True Friendship Ch. 13

by Benny_Blank on Sep 15, 2017
Transsexuals & Crossdressers

It took the pizza guy about half an hour to get to Tanya's apartment. In the meantime, Tanya, Julie, and Irene had all gotten dressed. They were eager for the food to arrive for their exertions had left them starved. Tanya said that she would pay for the meal but the two girls argued against that. Finally Tanya said, "O.K. I'll pay for the food and we'll f...

Sissy Crissi Ch. 01

by sissycrissi on Sep 11, 2017
Transsexuals & Crossdressers

Chapter 1 -- One Dreamy Night Like most Friday nights, my roommate Erika would be gone tonight. She and her new boyfriend, Leroy, were taking off for a private weekend. Erika and I had met about two years prior, when we were introduced by a mutual friend. Being fresh off a divorce, I was in need of a place to stay, and Erika was in need of someone to help w...

Proud To Be A Sissy Ch. 05

by Kary_M on Sep 26, 2017
Transsexuals & Crossdressers

I awoke in almost total darkness, only a soft glow came into the hall from the kitchen. At first wondering where I was, my bed at home wasn't as soft as where someone, probably my new daddy had carried me after falling asleep on the floor. I shivered in delight remembering how my daddy had shared me with his two friends. It was wonderful having three very di...

Anal Sex with Stranger on a Train 03

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

On the way home from work, a man has anal sex on a train with a stranger. Without even turning around to look at him, she reached her hand around behind herself to touch him, to feel him, and to hold his cock in her warm hand. With her holding his cock in her hand while slowly stroking him, as if giving him a not so subtle sign, this sexy bitch was ready f...

Cunt! Ch. 04

by chandler831 on Sep 19, 2017
Transsexuals & Crossdressers

After our fun in the kitchen, Derek stayed and made himself breakfast and I headed upstairs to get ready for the day. I pulled out all of my clothes from duffel bag and laid them out on top of my comforter. I had so much new clothing! I decided on wearing a thong this time as I had yet to wear one out besides the brief moment trying it on when it arrived in...

Weekend at Alice's Cottage

by pantycladlad on Sep 19, 2017
Transsexuals & Crossdressers

We'd had our high school graduation ceremony on Wednesday and now the holiday weekend was here and summer could begin. Alice had been accepted to a college in Southern Ohio whereas I would be going away to a college near the Pennsylvania border. I wanted to be closer to her, but our relationship was so open it was okay. However, the upcoming weekend was goi...