Sissies Stories

1,006 results
Orientation
Length
Source
Infinite Scroll

A Sissy Saga Ch. 16

by Snurge on Sep 15, 2017
Novels and Novellas

It was after supper, but the evening sun still shone through the lofty windows of the gymnasium to catch dust particles floated weightlessly in its slanting streams of light. A naked young man who promoted the delicate aura of a fragile girl stood fumbling over his words before the seated figure of Miss Twist, groping helplessly for an excuse to explain the...

A Sissy Saga Ch. 11

by Snurge on Sep 15, 2017
Novels and Novellas

"Your financial accounting is abysmal, Miss Hancock." said the man from the Department of Inland Revenue. "Some of the necessary records are incomplete and others are totally missing. How can you hope to complete a Tax Return for your business without appropriate qualifying evidence?" Miriam Hancock eyed him with some malevolence as he poked the documents i...

Oh, Mr King! Pt. 03

by exaucer on Feb 6, 2018
Transsexuals & Crossdressers

Dear Reader, I mistakenly posted Parts 1 and 2 of this series in the Fetish category. Both chapters have now been placed in this category. In summary, the nineteen year old Julian becomes a willing victim of his deceiving older boss, Mr King. Julian has been slowly and cleverly seduced by this cunning older man, who has become obsessed by his beauty. Mr Kin...

Neighbourhood Terror to Sissy Pt. 06

by Fibaro on Apr 9, 2019
Transgender & Crossdressers

Mark's night ended up being a very restless one. The constant rubbing of his sheets against his nylon covered smooth legs as well as the feeling of the silky material of his panties all around his bottom and chest felt very sensual. He was embarrassed to admit it, but it actually turned him on. The worries combined with the horniness formed a potent combo to...

Savannah's Hypnotic Socks Pt. 20

by Fibaro on Dec 2, 2019
BDSM

Chapter 24 Savannah eventually pushed her roommate away and looked down under the table. She just stared at her roommate for a bit before asking. "What moisturiser do you use Roxy cause your skin simply shines." She loved how her roommate face turned red at her joke. She didn't really expect an answer either. She just did it because she loved messing with...

Lolita Cosplay Gone Bad

by Lucy_Dreams on Jan 7, 2020
Transgender & Crossdressers

Editor's note: this submission contains scenes of non-consensual or reluctant sexual situations. * One of the best things of having good friends with same interests is that you can share with them even your most secret pleasures. No judgment there, maybe a little tease, but that's ok after all; it's part of the fun! It was not long since I moved to the cit...

FMDM Inc - Jerry's Story

by satinmarabana on Sep 13, 2017
Transsexuals & Crossdressers

"I just want him to get what he needs without destroying my family or our marriage," said Mrs. Farrett quietly. She was sitting in a corporate office speaking to Amber Giles, a woman half her age and twice her breast size. Approaching this mysterious FMDM, Inc. had been her last resort to saving her marriage. "I understand, Mrs. Farrett," said the FMDM repr...

28 Days

by tinywhiteboi on Dec 2, 2019
Interracial Love

28 days. That's 4 weeks since my last orgasm. And I was so horny, to the point of constant distraction. It was all I could think about. My locked little penis was dripping into my panties, and my little balls were swollen. Six weeks ago my wife, Angie, caught me jerking off to interracial cuckold porn, a video with the cuck locked in chastity. She'd come ho...

Young Master Ch. 03

by smittysimon on Sep 19, 2017
Transsexuals & Crossdressers

"That's a good little, sissy. I told you that you could take the whole thing." I feel a sense of ashamed accomplishment as her smooth balls rest on my chin and I smell her intoxicating mix of pomegranate and a hint of musk as my nose crushes into her flawless, taut torso. This was the last time. It had to be. We couldn't keep sneaking around waiting for a ch...

WORLD OF SISSIES

by Emmza on Dec 4, 2020
Fetish

*You wake up in a daze, you do not know how long you have been passed out for, feels like ages, years even.. You finally come to your senses to see a blue elf about 5 feet away from you, going through some weapons in a chest, "Ah yes, this will do nicely" the elf says as she finds a bow and some arrows, you make a crackle with your chain, She looks...

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