Shemale Stories

1,331 results
Orientation
Length
Source
Infinite Scroll

Housewives

by cuteliz86 on Oct 11, 2017
Transsexuals & Crossdressers

Contrary to her name, Sandy had long, brunette hair. She was a little over 5 feet tall, and very skinny and petite. She lived in a pretty normal neighborhood, filled with traditional families with traditional parents and usually around 2 or 3 kids. There were a few singles in the neighborhood like her, but only a few. The moms in the neighborhood were pretty...

Office Punishment

by Chewiebon on Oct 15, 2017
BDSM

Contrary to her name, Sandy had long, brunette hair. She was a little over 5 feet tall, and very skinny and petite. She lived in a pretty normal neighborhood, filled with traditional families with traditional parents and usually around 2 or 3 kids. There were a few singles in the neighborhood like her, but only a few. The moms in the neighborhood were pretty...

My Seduction into CD'ing & Gay Sex

by pantycladlad on Sep 18, 2017
Transsexuals & Crossdressers

MY SEDUCTION INTO CROSSDRESSING & GAY SEX It all started out easily enough. Mr. and Mrs. Ferguson had been our neighbors for many years. Their backyard abutted our backyard, a bit at the side of the end, so contact was frequent but not too much so. They socialized with different friends, maybe because my parents were younger, but were certainly nice neighbo...

Cabin Fever

by mutterguffin2 on Sep 13, 2017
Illustrated

For the past few months I have been been having an incestuous relationship with my two older sisters Becky and Lisa. The last weekend with my sister Lisa left me with mixed emotions. We both confessed to having developed strong feelings for each other that went beyond normal sibling affection. It even went beyond the amazing physical connection that she and...

Young, beautiful, Nurse

by spitzharder on Sep 16, 2017
Transsexuals & Crossdressers

The light was blinding me, the masked figure moved into my eye line but he was just deep shadow, my mouth was open in a silent scream, I could taste the metal pliers that had wrenched the tooth from me but wouldn't give him the satisfaction of moaning, despite the pain. At nineteen I was not the sort to show fear, regardless of the blood pooling at the back...

What It Takes Ch. 01

by YKN4949 on Sep 25, 2017
NonHuman

Dear Reader: This is part 1 of a 4 part story. All four parts are written and will be posted sequentially. This is not one of my "normal" genres (check out my lesbian, shemale, and incest stories). I am not sure if I am cut out for non-human stories, but I wanted a change of pace in my writing. Let me know what you think. If you readers think I have a knack...

Debra and Tom

by murphy621 on Sep 19, 2017
Loving Wives

I was bent over the back of our sofa with my wife's strap on buried deep in my ass. I was screaming, "Yes, yes, fuck me Mistress, I am yours, I belong to you, I am your slave boy." She stood behind me, a big smile on her face as she pounded away, the other end of the dildo in her cunt and she commanded, "Cum, cum, slut boy, cum with me now." And we bo...

Transformed Into A Shemale

by girlboybootsie on Sep 13, 2017
Fetish

I was 18 when I first had sex with a man. This is the story.... I am a very hot looking guy. I say that knowing that some may consider me vain, or arrogant, but over the years I have had so many women and men tell me how fine I am, that I know it is true. I am 35, blond and blue eyed, 6'1," 180lbs, with a tan athletic body and a 7" beautiful cock. I have be...

Jemima's Tale Pt. 05

by jemimaheart on Sep 13, 2017
Transsexuals & Crossdressers

Part 1 - Jemima Needs a New Man Oh I really really REALLY missed having a boyfriend! All you girls out there know what I mean - nothing is ever quite the same once you've experienced what it's like to belong, sexually, to another man. Before Steve accidentally walked into my life, I'd spend endless hours fantasising about having a boyfriend of my very own,...

Young Sissy Ch. 01

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series. * I don't know how long I was under...days, weeks....