Cross Dresser Blow Job Story Stories

242,093 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Planting Trees

by KaseyKlein on Sep 16, 2017
Transsexuals & Crossdressers

Author's introduction. I've not published to Literotia.com for long, with just two stories up. I'm pleased with the views, the hits my work gets. I'd like to see more comments. I've received some nice letters. I've been writing in open forums for about a decade, so I'm used to ignorant comments, somehow the reader mistaking my characters for me. I write s...

Bostonfictionwriter's Big Bash Ch. 02

by BOSTONFICTIONWRITER on Sep 13, 2017
Non-Erotic

Look at this, the ones from my story Beautiful Betty, who made the biggest stink about attending, are the first ones here. Do you believe it? "Hey, Betty, you look very beautiful, as always. Davis, thank you for coming, it's nice to see you." "Take your dirty paws off my woman, Freddie, or I'll deck you and stomp you to death, you hack!." "Listen here, Da...

Crossdresser's Open Room

by AtlantaCDslut on Sep 11, 2017
Transsexuals & Crossdressers

My name is Rebecca. I'm 23 and have been cross-dressing now for 11 yrs. All my stories are true. The only things that might be different are the names to protect those who don't want to be named. Unlike a lot of cross-dressers that like to be treated like ladies, I enjoy more to be treated like a porn slut. I love outdoor sex, along with semi-public/full pub...

Cross-Dressing, Gay & Lesbian Sex 01

by SusanJillParker on Sep 13, 2017
Transsexuals & Crossdressers

There are no underage characters in this story. All characters are over the age of 18-years-old. Cross-Dressing, Gay & Lesbian Sex 1 Sometimes wishing he was born a woman, Daniel struggled with his need to cross dress. With his hands resting on her dressing table and his body leaning in for a closer and more critical look at himself in his wife's lighted,...

Your Toy Story

by zeebiz on Aug 21, 2019
Erotic Couplings

It's our first night together. I've promised and said so much, but, your life experiences are so different... you've been hurt so many times. How can you be sure? As I step into the bathroom for my shower, you make the decision to go all in. Hurriedly, you slip into that sexy baby doll you bought... little more than lace and a promise... and then... Taki...

A Little Help for a Friend Pt. 02

by DrLit on Sep 15, 2017
Fetish

If you read my story, A Little Help for a Friend, you realize my wife and I used a three way to help a friend get back to having sex again after a tragedy. That friend, Julie, wanted to take us to Key West on a wild sexual adventure. All I needed to do was two expensive bikes for her; one a very expensive carbon fiber triathlon bike and the other nice road b...

Influential Factors! Ch. 03

by gummidurango60 on Sep 12, 2017
Transsexuals & Crossdressers

I awoke around 10am in the morning and fully clothed minus my shoes. I had to remove my make-up and take a shower before heading downstairs. I tried to remember last night but had only faint memories. I remembered hitting the bar, having a daiquiri, a double shot of something, and some guy wanting to dance with me. I remember we danced and drank... a lot o...

Influential Factors! Ch. 04

by gummidurango60 on Sep 16, 2017
Transsexuals & Crossdressers

The next morning I awoke wondering why I was still in my dress. I looked at my cell, which I also used as an alarm clock, and it was all ready eleven am. I thought for a second... and figured if I was still in my dress I was still in makeup. I got up, sat at my vanity and cleaned up my face then got up to go take a shower. My cell began to hum; it was a text...

Do You Know A Cross-dresser?

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

Trans-genderism: Cross-dressing I never considered writing a story about cross-dressing until I was confronted with it. I just recently found out that a friend of mine who I have known for several years is a cross-dresser. He's a good guy, a family man, is married with kids, and, by all accounts, appears normal. Whatever that means? Yet, what is normal? Am...

Silken Panties For Me

by Dayguy on Sep 16, 2017
Transsexuals & Crossdressers

It would be beneficial to read the previous chapters of this seemingly endless saga for it to make the most sense to you. Well, I guess that word of my and my talent was spreading, discreetly and confidentially, but spreading none the less. It was sitting at my desk enjoying the beginning of a wonderful Wednesday when my private office phone line rang. On...