Sissy Spitroast Stories

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Finally a Real Sissy

by Parasissy on May 7, 2019
Transgender & Crossdressers

I have to tell you about the experience I had with my wife the other night. But first a little background for context. I have been married to my wife for over 10 years, I told her a little about my "adventurous" side before we got married, and I've slowly revealed more as time has passed. She tries to accommodate my Sissy desires, but truthfully she is not...

Something New Something Old Ch. 03

by dorian87890 on Sep 25, 2017
Fetish

Ted's life had been turned upside down in the last five weeks. He was currently on his hands and knees in the bed of his neighbors' Josh and Nancy. A pair of pink panties were at his ankles and he was wearing a matching pink bra. His cock dangled between his legs trapped in a cage. Nancy was behind him with a strap-on. She was fucking Ted mercilessly. Josh...

Yet Another Story

by neoview on Nov 26, 2017
Transsexuals & Crossdressers

You're back? I guess my previous story was a hit. The comments stroked my ego enough to write this bullshit. Before I begin, shout out to: Anonymous user, Anonymous user and xploring96 for the feedback. If it wasn't for you guys I probably wouldn't even bother to continue this... I guess I should make it a series... Naaahhhh. Too confusing. Super narrator p...

From Her Ex-Boss to her Bitch Pt. 07

by His_fag_wife on Sep 25, 2017
Transsexuals & Crossdressers

Please do not read this story if fantasy is not your thing. This has scenes of outrageous levels of forced sissification, forced bi and gay scenes, watersports and general humiliation and degradation. It's just pure fantasy and includes some hypnosis. Some readers find these stories too full of fantasy, in which case please just don't read it. It had all st...

Candi's Conversion Ch. 03

by CandiCumminz on Oct 3, 2018
Transsexuals & Crossdressers

Please read Parts 1 & 2 first. - Candi has had a long night and tomorrow she begins her sissy life properly. First thing? Shopping of course! - I hadn't slept well. I'd gone to bed horny and frustrated, and Lucy's screams of ecstasy in the other room weren't helping. Just as I'd got to sleep, a few hours after I'd crawled into bed, a loud phone notif...

Kara's Party Ch. 03

by AlexGunther on Jul 20, 2020
Celebrities & Fan Fiction

In the last story, Alex and Kara had been fucking each other. The two sisters were screwing each other harder and deeper. Before long, Alex and Kara reached the point of no return. Alex was the first one to come. "I'm comiiinnnggg," she screamed as she pumped her load into Kara's bowels. The intense pleasure pushed Kara over the edge and she came next, whim...

In a Dual Free Use World

by thepcwizard0929 on Jan 4, 2020
Fantasy

Sex in this world is encouraged, you may 'use' anyone to accomplish any of the following: Strip Fondle Masturbate Cum on someone or something Kiss somebody Eat pussy Suck a cock Use a sex toy Have vaginal sex Have anal sex You may also finish anywhere you please, as that is your right. Even if it is on someone else's equipment.- - - - - - All rules are in...

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Emily's Slutty Experience (MMMF)

by JamieRB on Aug 27, 2019
Group Sex

Emily was feeling great as she stepped out of her client's offices. It was Friday, she had just finished with work and a free weekend stretched out in front of her. She had spent the week in Brighton on a work trip and her boss had allowed her to stay in the hotel paid for by the firm until Sunday. Emily's husband Chris was waiting for her back home in Londo...

Sub Librarian

by dump341 on Jul 11, 2020
Exhibitionist & Voyeur

First story, let me know what you think and if you notice any errors. Shea was new to Toron, a small town of a few thousand. It was relatively quaint and quiet, something Shea believed she needed after running a library in a bustling city of two million. It was a nice change with many large green lawns and towering hardwood trees draping their leaves over a...

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The Secret of the Island Pt. 04

by neoview on Oct 30, 2018
Sci-Fi & Fantasy

You thought the story had died but it was just my lazy ass refusing to continue. Also I was busy with my girlfriend so I couldn't really focus. Yes, I have a girlfriend now. Well "she" prefers to be called a girl even if she isn't. Without her I would finish this story much faster, but... she gave me some interesting ideas which were too good to ignore. ***...