Stories Of Crossdressers Given First Blowjobs Stories

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Halloween Cross-Dressing Bash Ch. 08

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

She looked down and saw that he had an erection. "All you guys are the same," she said shooting him a cold stare. "Here I am pouring out my heart to you about what my ex-husband did to me and you have an erection." "Sorry." "Do you realize how humiliated I am to find out that I blew every man in my community? Then, to find out that I blew my husband's fo...

Tell Me what You were Thinking Ch. 03

by trixie_leigh on Dec 17, 2017
Transsexuals & Crossdressers

I'm on my knees. It's Halloween. We're at a party. I'm dressed like a slut. Which, I guess I am, since I'm on my knees. Giving blowjobs. It was only supposed to be one. You said a friend of yours from work would help me live out "my fantasy". Really, it's your fantasy for me. My fantasy is much simpler. You let me dress in panties and sleep in lingerie. And...

Connie at an Adult Bookstore Ch. 02

by cmorehead on Sep 13, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. * In the previous chapter, I described my first adventure to an Adult Bookstore as...

Sammi Starts Camming

by Sissy_Sammi_ on Dec 3, 2017
Transsexuals & Crossdressers

Sam had always been rather small and feminine. As a guy puberty seemed to have missed him which left him in the rather uncomfortable position of being very girly. He was only about 5'8" with a womanly rounded face, smaller waist, and slightly larger hips. He had brunette hair, which for a guy was on the longer end. His lightly tanned white skin pieced with...

Unknown Waifish Model Ch. 02

by Couture on Sep 12, 2017
Transsexuals & Crossdressers

Please do not read if under 18 years of age or offended by sexually explicit stories and situations. (c) 2003 Couture *********** I blinked away the tears welling in my eyes and looked at the cute brunette in front of me critically. She wore white. White heels, white stockings, white g-string panties, white lace corset. The corset was tight and gave her...

Jamie the Gloryhole Slut

by jr0777 on Sep 16, 2017
Transsexuals & Crossdressers

I am a cocksucking gloryhole slut. It all started a few years back when I first discovered gloryholes. An adult bookstore in my town had some video booths in the back that it took me quite a long time to get the courage to go into. Eventually I did, and for a long time I was very happy putting my cock through the hole to get serviced by some mouth slut on t...

Marion Turns Me Round Ch. 01

by jomar on Sep 14, 2017
Transsexuals & Crossdressers

I put this story in the crossdressers category though it doesn't involve anything much different from the other stories in the Marion series. And, for the record and fair warning, it does involve male on male. Consider this not a continuation or the official beginning, but a variation, a version that could have been. I hope you enjoy the kink, baby. *****...

How I Really Got My BA In College

by Traceytrans on Sep 16, 2017
Transsexuals & Crossdressers

I was living in an off-campus apartment building two months into my first semester of a two year BA program. I lived on the 22nd floor and my three friends Ray,Jim and Dan lived together on the 13th. As it was Friday night I threw a couple loads of laundry into the wash and went downstairs to cadge a few beers until the clothes were ready for the dryer. They...

What is Going On?

by dontholdyourbreath on Sep 13, 2017
Transsexuals & Crossdressers

This story is dedicated to Ms. Karen-Anne Brown and all the amazing Nifty transgender writers who wrote mind control stories back in the 90's. I grew up reading Nifty stories and always loved the mind control category so I felt compelled to try my hand at it. I hope I did all the great writers who have come before me a little justice. Please also check out m...

Connie Throws a Party

by cmorehead on Sep 16, 2017
Transsexuals & Crossdressers

Disclaimer: The following story is not intended for minors. If you are offended by sexually explicit material or it is not legal in your place of residence, please close the document now. If not, I hope you enjoy my attempt at entertaining you with stories of my adventures. In a previous story, I described some of the kinky activities enjoyed by my boyfrie...