Bimbo Sissy Stories

10,300 results
Orientation
Length
Source
Infinite Scroll

Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

The Sissy and the Pet

by Detailed_Dominant on Sep 18, 2018
BDSM

I sipped my drink and let my eyes dart back and forth between my phone and the entryway. I hadn't wanted to risk being late, so I tried to make sure to arrive 10 minutes early. Maybe I had just estimated the traffic wrong, maybe I had just been more eager for this meeting than I was prepared to admit to myself. I showed up almost 40 minutes ahead and schedul...

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....

Sex Change for a Cursed Exchange Ch. 02

by sucuminx on Sep 19, 2017
Transsexuals & Crossdressers

Brandon, my roommate in the dorm, was a good friend of mine when I first moved in. He and I go way back when we were freshman in college and spending time with each other daily trying to go out partying every chance we get. But things were about to change between us. He wasn't too bad looking for I would check him out at times, but he wasn't like football...

Growth-XX

by FlatCap90210 on May 20, 2019
Science Fiction

James felt as if he was going insane. It was summer, the sun was shining and he was at the beach ogling girls. Tits of all shapes and sizes surrounded him, wrapped in bikini tops, one pieces and other pieces of fabric of varying coverage. James' heartbeat pounded in his ears and throbbed in his crotch, digging a furrow in the sand beneath him. He was lying o...

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Big U Pride Ch. 03: The Squad Forms

by latinarita4 on Jul 27, 2020
Transgender & Crossdressers

Remember to check on parts 1 and 2 before you read this! Also, please rate and review my stories! I love hearing feedback from readers! If you have suggestions, just send them right along! Maybe your suggestion will be featured in a future chapter... ________________ Most days at the campus health center were typically light affairs. Usually it's the rout...

Girl's Night Pt. 03

by DifferentBreed on Sep 14, 2017
Fetish

Fisher climbed the stairs slowly, wary of the quiet that hung over the upstairs. As he hit the landing a soft moan emanated from the bedroom and his heart raced as he entered the doorway. There, framed in the soft light of the bedroom lamps, was Sophie kissing another woman. Her crisp white shirt was unbuttoned, exposing the top of her supple breasts, and gi...

Luke's Field Trip

by LucyAnn51 on Sep 16, 2017
Transsexuals & Crossdressers

All characters in this story are over 18 years old. This is a work of fiction and any similarity to other works or real people is simply coincidental. Hope you enjoy, love you dolls! Xoxo ------------------------------------------------- Luke was a sissy. The kids at school called him mean names and threw things at him. They played keepaway with his book...

Touched By Magic

by HighGrove on Jan 19, 2020
Fantasy

Throughout history, man has been driven by two primal goals: Getting Something for Nothing and Having Sex with Everything. Every great advancement in human civilization, from fire to philosophy to the electric guitar, can be understood as some combination of trying to fleece or fuck one's fellow man. And no single pursuit has more perfectly encapsulated the...

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Pillow Fight

by AmberFemXD on Sep 16, 2017
Transsexuals & Crossdressers

Five little Sissies laughing and giggling like goofy teenage girls exchanging recipes, sharing makeup tips, Omigawshing about everything, and who knows what else. Wandering around in the gossip garden . . . Planting new seeds, indeed. A night, tonight together. Funzies. Sissies only. No! Men! Allowed! Grrrrrrrrr. Purrrrrrrrr. SPLAT! And the slumber party b...