Sissy Anal Stories

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Relaxing

by Sissy_Desire on Jul 15, 2020
Toys & Masturbation

**This short story contains elements of solo sissy anal play and cum eating. If you are not comfortable with that, please check out another wonderful story from a different creator. If you choose to stay and read, thank you. You're my kind of kinky slut.** I always enjoy swinging by the local adult toy shop. I've been there a couple of times before, and the...

Simon Sissy Slave Ch. 03

by Timewarp10 on Jul 30, 2019
BDSM

Mr Berne watched with satisfaction as the sissy paraded in the post room. Sissy walked gracefully in high heels. His ballet training made it easy. He knew how to walk like a woman. He had practiced, and he could walk with a book balanced on his head. It gave him poise, and the high heels gave elegance to his calves. The skirt was short enough to look slutty,...

Strangers in the Night

by WRJames on Sep 16, 2017
Anal

"Well," Tom sighed, "what other romantic songs do we have for Valentine's Day? More Dean Martin?" The little piano bar was more crowded than on some nights. It had been a shore day, St. Martin. No big production show tonight, just one of those juggling comedians that seem to find their way on to cruise ships. Washed up, like him, flotsam bobbing against the...

Locked down in a lockdown

by MrTwister5 on Oct 19, 2020
Fetish

Being a junior software developer, you were one of the first to be sent home when the first signs of the pandemic came up. While you thought that it’d be fun to hang out at the house while everyone else was at work, it soon became evident that everyone else would follow suite. By the end of the next two weeks, all five of you were working from home. At first...

Femboy Autocracy

by Azaylia on Mar 1, 2021
Science Fiction

In 2027, a mad horny scientist unleashed her diabolical weapons in an attempt to turn the world into her sexual paradise. She released two custom-made viruses. one that would affect men, and one women. They rapidly spread to the entire population, brining their effects with them to all but 0.00001% of the population. For women, the effects caused futaficatio...

My Husband, My Slave

by SubbyHubby27 on Sep 19, 2017
Fetish

My name is Candice, I am 26 years old, and I am writing and sharing this story because my darling husband, Ricky, is too shy to do so. It all started in 2010. We were on a trip with another young couple our age. My husband's best friend Trey and his girlfriend at the time, Amber, whom he is now married to, were quite the partiers. Drinking, smoking, and...

Das Leben als süßer Sissy Sklave

by Captain Simpel on Oct 30, 2020
Miscellaneous

Justus war ein durchschnittlicher Junge mit etwas längeren schwarzen Harren, der gerade zu übers Wochenende zu Marie wollte. Die beiden waren schon seit der fünften beste Freunde und unzertrennlich. Etwas beneidete er sie für den Reichtum ihrer Eltern, die ihr mit 18 ein Leben in einer eigenen Wohnung ermöglichten, obwohl sie im Moment nie viel verdiente. Al...

Familie mal anders

by Herrtobi27 on Aug 2, 2020
BDSM

"Hi, mein Name ist Tobias Schneider und bin 19 Jahre alt. Ich bin ein Einzelgänger, besser gesagt mache ich mir nicht sehr viel aus anderen Menschen. In meiner Freizeit gehe ich gern in den Park Joggen oder schraube an so manchen Dingen in der Garage. Körperlich bin ich sehr Fit und würde fast schon sagen Muskulös. Um ehrlich zu sein Sexuelle Erfahrunge...

Sissy Slave

by mikedoreilly1973 on Nov 24, 2018
Fetish

It was late friday night, and Mike had just gotten home from work, he was tired and filthy from work and decided to take a much needed shower, he went to the bathroom and noticed the door was slightly ajar, he peeked inside and saw his 18 year old daughter Samantha taking a shower. Samantha was his daughter from his previous marriage which had ended badly wh...

Sissy Surprise

by silkstockingslover on Jul 18, 2018
Interracial Love

Editor's note: this story contains scenes of gay male sexual content. Summary: Wife discovers her husband is a slut for BBC and... Note 1: This is a NUDE DAY 2018 Contest Story. Note 2: Thanks to Tex Beethoven, and MesaMan for editing this story. - SISSY SURPRISE My husband hadn't been the same since he returned from a six-month military tour. There w...