Transgender & Crossdressers Stories

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Infinite Scroll

End of the Beginning Ch. 02-03

by Celticfae on Sep 16, 2017
Transsexuals & Crossdressers

The relieved pair headed to the shower. Matthew leaned over to turn on the water. Jamie realized she would have to remove her wig or it would be ruined. Matthew looked over at her inquisitively. “It’s a wig; I have to take it off.” Jamie answered to the unspoken question. “I hope you don’t mind, my hair is still growing back.” “I figured as much. It’s ok, I...

An Unexpected Encounter Ch. 03

by perna on Sep 14, 2017
Transsexuals & Crossdressers

Michelle didn't stop until she was balls deep. As the head of her six inch penis hit Phil's prostate, he moaned with pleasure. Michelle stayed there for a moment, pulling his hips as close to hers as she possibly could. "For a second, I wasn't sure I was going to get in he's so tight," she told the group once she was able to control her breathing. Carol's g...

Blind Man's Bluff

by griffin57 on Sep 16, 2017
Transsexuals & Crossdressers

This is dedicated to 'Sugar and Salt'. Hope there is enough sex in this for you, sweetheart. lol I finally sold my first book, but it would be a while before I would get royalties. So I had to stay, living in the same old apartment building, for a while longer. How old is it? It still has the little door to slip a block of ice in to keep the ice box col...

The Limit

by mastercap on Sep 16, 2017
Transsexuals & Crossdressers

This is a work of pure fiction and comes from within my personal fantasy ideas. I strongly dislike and disapprove the reading, showing or suggesting this information to persons of of incorrect age or those who can't stomach this type of material. By reading further you acknowledge and release all responsibility and liability directed towards the writer. As...

An Arse To Die For

by adoration on Sep 12, 2017
Transsexuals & Crossdressers

I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept like a log and after breakfast thought about walking down to Wa...

I Turned the Tables Last Night!

by AJQuick on Sep 19, 2017
Transsexuals & Crossdressers

Matt, I know you are traveling today. I'm pretty sure you are halfway to Japan on your business trip but I just want to thank you for all your ideas. It finally happened last night! You are the best gay friend a girl could ever ask for. I owe you a shopping day! Last night, I turned the tables. I slicked back my long black hair and pulled it into a tight b...

Betrayed Ch. 03

by AngelCherysse on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 3: The Players Take The Field There are, perhaps, a half-dozen places in the city to get a really good "big piece of meat" – at least, of the gastronomic variety. Morton's on North State Street is one of those, and a great place to see and be seen by everyone who is anyone. We valet-ed the Mercedes, then made our way inside. There was a moment at th...

My Valentine

by sexyctcd on Sep 15, 2017
Transsexuals & Crossdressers

It had been about a month since my first experience with Eric, my next door neighbor. We had met about a dozen times since then for some kind of sex. We were getting comfortable in our boundaries and meetings. I had been shopping online and had slightly increased my clothing, makeup etc. and Eric had offered his shop as a delivery location. He got packages t...

A Picture Perfect Sissy

by meeah sue on Sep 16, 2017
Transsexuals & Crossdressers

"Holly, hold your breasts up. That's it honey. Squeeze the nipples between your fingers. Make them hard for me, sweetie." Jason lifted and pushed his soft breasts together, squeezed the small dark nipples, and hurriedly looked up to see if what he was doing was okay. He really wanted what he was doing to be okay. It was dreadfully important to be okay. Kare...

The Trade Show Pt. 04

by GeorgiaD on Sep 16, 2017
Transsexuals & Crossdressers

Due to my uncertainty about whether Cindy was planning to get me into the sack with a guy that she knew I postponed our next meeting several times. In my head I think I was really scared, and yet also excited and a thousand other emotions too. Cindy had been patient with me and clearly knew that I was delaying our meeting on purpose. My excuses were wearin...