Sissy Blowjob Stories

38,451 results
Orientation
Length
Source
Infinite Scroll

Sissy Chantel, New Reality Ch. 09

by Sissy_Chantel on Sep 15, 2017
Transsexuals & Crossdressers

Chapter Nine: It's Friday, I Have a Full Shift to Pull Today and Tonight. At 7:00am sharp we are all waken up. This is our daily wake up call and soon sissy Traci as our dorm room's head sissy maid has us all up and ready to go to our morning routine which will be a group enema, group shower, shave face and when need be the rest of our body hair then to do...

Meating Terry

by andyorlando on Sep 16, 2017
Transsexuals & Crossdressers

It all began about 12 years ago. I'd broken up with my latest girlfriend and I was on the prowl for another lady friend. I'd met some prospects, even been out on a couple of "dates" but nothing was really taking off at that point.. Then came Terry, and Terry was a guy, but to be honest not at all a masculine kind of guy. I would see him around the apartmen...

Sissy Wife Adventures

by Maddylim on Apr 4, 2016
Transsexual

You open your eyes and turn to the alam clock on your bedside. "Seven a.m.," you whisper to yourself as you stretch your arms out wide. You pull down your blankets to reveal your slender and smooth body wrapped up in a very cute pink babydoll that barely covers your privates, which themselves are covered by a sexy pink thong. Your long bpack hair l...

Open in Reader

To the Manor Bound Ch. 03

by Nikki258 on Sep 26, 2017
Transsexuals & Crossdressers

[So I finally got around to finishing chapter three, apologies for the delay. As with the other two chapters this includes forced feminisation, BDSM, and non-con, so it might not be your cup of tea. Regardless do comment and email me to let me know what you think, or just to say hello!] ***** Chapter 3 -- Three Weeks after Transformation "Now it is ver...

Sex therapist

by qaz on Sep 1, 2016
Miscellaneous

Who do we follow?What's next? A boy A girl What's next? A boy A girl...

Open in Reader

Mistress Sylvia Pt. 02

by corduroysissy on Dec 19, 2018
Transgender & Crossdressers

Having gotten a good look at what would be his future living quarters, Debbie followed Mistress Sylvia through a doorway and down a second corridor of bedrooms. She explained that the rooms were where the fags did their whoring, and the door at the far end of the hallway was the client's entrance. Just before the end of the hall was a set of double doors on...

Online Fantasy Leads to Real

by puzziboi on Jan 20, 2020
Transgender & Crossdressers

Gabrielle McBeth had a good life. She and her husband, Antonio, were 28 years old and had been married for six years. They had an eight year-old son named Aiden Antonio and a five year-old daughter named Ava Gabrielle. Her husband was an industrious fellow who flipped houses for a living earning just over six figures a year. She was able to be a stay-at-home...

Desiree's Cock Quest

by desireethtttv on Sep 16, 2017
Transsexuals & Crossdressers

It had only been a month or so since Suzie discovered my secret stash of letters between my alter ego Desiree and another transvestite. In them she read how we both love to suck big black cocks and our bragging on the longest cock we'd ever sucked. Needless to say, it put quite the strain on our marriage. With the fact my love for long hard cocks was all o...

A Slut's Triangle Pt. 04

by Kantarii on Sep 19, 2017
Transsexuals & Crossdressers

I sit at the bar talking to Brenda until it's past closing time. The crowd inside the Chamber has scattered and disappeared into the night, leaving us alone. Although there were a lot of guys at the bar tonight, not many of them hit on me. The ones that did make a pass ditched me once they were able to score some pussy from one of the women, leaving me feeli...

Sissy Wants Her Wife's Boyfriend Ch. 02

by SissyArlene on Aug 21, 2018
Transsexuals & Crossdressers

I recently discovered that, just because I am a transitioning sissy husband, I don't have to be docile in the sex department. I am a transgender woman, and I've learned that trans-women have a lot more power over men than most people think. Most people think that trans-women are all submissive, and have no control over their sex life. I have learned diffe...