Ts Massage Stoied Stories

55,871 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Mommy 01: Drunken Sex

by hasnoalias on Sep 16, 2017
Transsexuals & Crossdressers

*Both parties are over the age of 18* ***** About a week after Aunt Lisa and Mommy enjoyed my body, Mommy called me up and ordered me over to her house. It was about 9pm, and she sounded a little tipsy. I was sitting at home relaxing after a long day. I answered the phone quickly, when I saw who was calling. Mommy cut right to the point, saying "MMM...get...

Dick Sucked by a Tranny Hooker

by newamba on Sep 16, 2017
Humor & Satire

I read in the newspaper that Craigslist closed their "erotic services" section, which made me sad, because I've used it a lot to find prostitutes. For some reason reading about this reminded me of a particular experience I had with a hooker from that site. There was one night, just before Thanksgiving, when I couldn't find any prostitutes in my price range...

A New Adventure... Ch. 04

by johnjinglez1 on Nov 19, 2018
Transgender & Crossdressers

This is the fourth installment of my "Sex Diary." For the better part of a year and a half I decided to try some new things in the world of CD / TS / Sissy boys. All stories are 100% real. After my last encounter with Mia things really started to cool down on the TS/CD front for me; I'd met a couple of girls who really interested me and were satisfying my s...

Hot Massage

by william125 on Sep 26, 2017
Transsexual

It's been a busy day at the spa. You decided to stay on working at the spa in your university town over the summer break rather than move back in with your parents. The spa offered an excellent training program for new starters and you found you were a natural. You quickly went from collecting used towels to massaging regular clients. As you wash the oil fro...

Open in Reader

Hot Summer Fantasy Fulfilled Ch. 01

by Clavicus on Sep 10, 2018
Erotic Couplings

Martin was away all weekend on a friend's stag-do and Olivia was coming to stay over with us on Saturday night. The long summer had been fantastic and it was still hovering around 30c every day and sunny right into early evening, so we'd definitely all be doing some sunbathing, with any luck. Olivia was meant to be coming over late afternoon as Juliette...

The Black Porn King

by Samuelx on Sep 14, 2020
Celebrities & Fan Fiction

"You know you want this," TS Madison said, smiling as she worked her long and thick ebony cock into Sean Michaels ass hole. In this motel located in Van Nuys, California, the action was heating up. The tall, dark and handsome African American porn king made quite a splash in the adult film industry when he went from fucking sexy women of all races to banging...

TS Madison Tops Brian Pumper!

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Lying on his back, legs spread, the African-American porn star and icon known as Brian Pumper was right where he was born to me. Smiling wickedly, TS Madison, also known as Big Dick Bitch, the world's most famous transsexual performer, was ready to give her biggest fan one helluva treat. Oh fuck, Brian Pumper said, moaning quite deeply as TS Madison pushed h...

TS Madison Simply Rocks!

by Samuelx on Sep 16, 2017
Celebrities & Fan Fiction

African-American porn legend, amateur Rapper, YouTube sensation and all-around brilliant entrepreneur Brian Pumper smiled smugly as he slid his long and thick ebony dick into Lethal Lipps tight butt hole. The big-bottomed, caramel-hued porn starlet with the infamously thick, luscious lips and ever-hungry pussy purred contentedly as Brian Pumper's big dick fi...

A New Adventure... Ch. 03

by johnjinglez1 on Jun 19, 2018
Transsexuals & Crossdressers

This is a continuation of my "Sex Diary." For the better part of a year and a half I decided to try some new things in the world of CD / TS / Sissy boys. All stories are 100% real. About a month had gone by since my last little encounter with a CD; I'd been on some dates and had some things lined up but nothing was looking too promising. One night while I w...

Mother's Secret

by pandsal on Sep 3, 2017
Erotic Couplings

Common sense, and eventually our own experience, tell us that even when we have become adults our parents are probably still having sex. Yet it remains uncomfortable to confront; on the whole we prefer not to think about it. That was certainly true in my case - until the day I came upon the clearest possible evidence of my mother’s very active sexual existen...