Sissy Femboy Stories

6,661 results
Orientation
Length
Source
Infinite Scroll

Tales of Kirkjufell

by Alvae on Feb 23, 2019
Miscellaneous

"Hey, you are finally awake..." A strange creature speaks to you, sitting atop of pile of bones, and skulls, tapping on unbeknownst skull of what appeared to be a grey ogre, as there is only one eye "Let me bend your ear for a moment, and tell you stories about an Orcess who dared to defy the Gods, and has been exiled from their place, unright...

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Getting What You Want

by lowtouch on Apr 5, 2021
Transsexual

You don't know why they always pick on you, the guys who live in your building. You never give them any trouble when you pass by on your way out the front, where they like to stand in their sweats, either working out or hanging out, but they never let you go without something. Usually it's a just a comment, or blocking your path and making you shuffle around...

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The Midnight Archive

by CEOJeanne on Jan 28, 2019
Miscellaneous

“How many mundane advantages does it take to win a fight with a god? How much firepower, logistical fortitude, manpower, morale, diplomacy, and genius does it take to match up to omnipotence? Circe doesn’t know, and that is the issue. It may be impossible, it may not be worth trying, or perhaps it can be attained. The only way to know is through experimentat...

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Turning Tom

by DaddyAndrewG on Oct 6, 2020
Fetish

"She's sexy, isn't she?" I said to Tom, shifting my head towards Louise on the other sofa. Tom took a sip of the drink, clearly nervous at being invited over by this good-looking and clearly dark couple. Normally he wouldn't do something so bold, but lately he'd been feeling incredibly dissatisfied with his sex life, even though he'd be fucking a lot of wom...

The Auction Pt. 01

by phoenixcinders on Jun 5, 2019
Transgender & Crossdressers

Sorry I haven't posted in a while. I fell into a slump, but I'm back with a brand new story. All characters involved in sex are 18 or older. This story contains feminization, slavery, anal sex, transgender, sissy, blow job, cum swallowing and vampires. You have been warned. If you don't like the tags, don't read it and move on. Other than that, feel free to...

Black New World Order

by Wildone101 on Oct 14, 2018
Interracial

(Quick Disclaimer: This story will contain a lot of triggering fetishes. Things such as cuckoldry, raceplay, light BDSM, bisexuality, sexual domination, bimbos, racial superiority, and other things of the like. If any of those offend you, this may not be the story for you. Also, I'm not that good of a writer. I just want to get the outline out there for the...

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Virtual maze

by Sgtwolf on Dec 20, 2019
BDSM

It’s finally here! You scrimped and saved, and the most hyped technological breakthrough in years is finally yours! You open the package and pull out the black spandex full body suit, almost midnight in color except for the neon blue thick line running down the body and each limb. The Virtual Integrated Suit System, or VISS, claimed to be able to perfectly r...

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Letter to My Queen Ch. 02

by hyperpress on Mar 25, 2019
Transgender & Crossdressers

"Don't pretend," you said. "Tell me," you said again. "Fuck my mouth with your toe," saying it aloud to you made me dizzy. "Stroke your penis," you said. "Close your eyes and imagine a cock in your mouth." "Nod your head if you can see yourself." "As you pan the camera back, see yourself on your knees. Between a man's open legs, his feet resting on the f...

The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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Caught In the Act

by secretanon on Sep 12, 2017
Fetish

Please read the previous 2 stories before you read this if you want to know a bit about the characters! They follow similar adventures if you enjoyed this and the story flows better. Thank you! ***** Once I had developed a friendship with a fellow panty boy, things started to get fun. I don't have anyone else I can talk to about wearing panties. It felt ex...