Sissy Gangbang Stories

10,597 results
Orientation
Length
Source
Infinite Scroll

Ugly Duckling to Sissy Princess Ch. 04

by JHouston on Sep 18, 2017
Transsexuals & Crossdressers

(Continued from Chapter 3) Several nights had passed after the party at the mansion and kissing Ted. Bernice called me Saturday and Sunday, but, both nights I told her I could not come by to see her. On Saturday, my girlfriend went to a party thrown by the basketball team. I knew she would end up fucking one of them, he would use her like a piece of meat,...

After The GangBang

by Angelscuck on Sep 17, 2017
Loving Wives

I woke up about 8am. I was sore all over. My ass hurt and burned like hell and my jaw ached. Then it all came back to me. Angel's gangbang. Or should I say Angel and my gangbang. Sure, she was fucked in the ass, mouth and cunt by over twenty guys, but I took my share of cocks too. I was caked all over with dried cum. I felt her stir next to me. She was a...

I Learned My Lesson Well Ch. 03

by Angelscuck on Sep 2, 2017
Exhibitionist & Voyeur

Well the weekend had arrived. My Fiancé, Angel, had given me a complete makeover at the salon. I looked ridiculous in my maid's costume with full makeup, heels, stockings, garter belt and leach with collar. She looked amazing with her slutty makeup, hair worn up and completely naked under her trench coat. We were on our way to her gangbang. Her black maste...

My Wellhung (15"BBC) StepDad

by BibiBimbo on Apr 22, 2025

2 days after Bibi's 18th. birthday, the Sissys Mum brought her new NiggaMaster/Husbond-to-be with her home where Bibi was introduced to Rex, the WimpWuzz's next NiggaStepDad, who was 2m high, Wellbuild & Muschular weighing 125kg & Extremly Wellhung having 15" looong & 4½" thick Big Black NiggaCock.. He liked how the Bibi dressedUp as 'B...

Open in Reader

This is What I Want

by bisissystephenie on Jan 22, 2020
Fetish

My wife Pam has started going out for a "Girls Night Out" and this time she came back a little tipsy. And very late! She knows how I love to give oral sex to her and she hardly ever says "No". We went to the bedroom and she laid back on the bed. I got in my position, on my knees and between her legs. I started kissing her knees and going up. She stopped m...

Dickgirl Tyranny

by Lusc on Mar 28, 2018
Transsexual

In this medieval/victorian fantasy world, the physical differences between men and women(also known as dickgirls) are enormous. In comparison to their male counterparts, women are taller, stronger, and better endowed. On top of all this, a dickgirl's cum has a strange drug-like effect on males. This effect's severity is mild when applied to the skin, stronge...

Open in Reader

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...

Open in Reader

Pleasing Angel

by Angelscuck on Sep 13, 2017
Erotic Couplings

It had been about two weeks since Angel's gangbang. Her sexual appetite seemed to have increased since that fateful night. I was kept very busy spending a lot of time sucking her sweet pussy nightly which I loved to do. She had multiple orgasms but never seemed to quite get enough. Due to my erection difficulties from the radiation treatment of my prostate...

I Learned My Lesson Well Ch. 04

by Angelscuck on Sep 14, 2017
Exhibitionist & Voyeur

I couldn't believe what was happening to us. I had watched the woman I love dance naked in a sleazy strip club, publically spanked, force to eat another woman's cunt. I had been made to suck two cocks and been fucked up the ass and made to cum in my panties. This whole nightmare was being videoed and the main event, my fiancé's gangbang was about to happen...

Steph's Descent Ch. 09

by 62_goo on Aug 31, 2017
Fetish

Steph woke up and looked at the sleeping form next to her. Her first thought was of her husband, Phil. But a split second after that thought entered her head she realised that it was Amanda her girlfriend sleeping next to her. She thought about how much in love with Amanda she was and also of the situation she found herself in. It had started when she was f...