Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Afro Stress Relief Ch. 03

by llts1970 on Apr 23, 2018
Transsexuals & Crossdressers

The morning arrived too early I hadn't had much sleep but got up, showered, shaved myself everywhere, should I have blue eyeshadow or green I wondered; I startled myself, I was going to do my main job not the other one, prostitute and black cock slut, this was all getting too confusing! With my ass cheeks and asshole still sore I went to work, once there I...

The Lost Boy Ch. 03

by DamienDeath20 on Sep 25, 2017
Transsexuals & Crossdressers

A.N. Helloooooooo friends, family, fappers x) This is a very special chapter because it marks my first ever written *spoiler alert* threesome! Lol I hope you guys like it, I had a loooot of fun writing it x3 The Following Contains: Femboy being fucked by two sexy chicks with dicks. A truly beautiful thing really. I hope you all enjoy! Give your cock a n...

Insatiable an Appetite

by AlinaX on Apr 25, 2018
Sci-Fi & Fantasy

Dear Cassandra, I leave you my grandmother's ring, an ancient heirloom passed down through generations. Your mother begged me to destroy it rather than leave it to you. She was sure that it is cursed, but I suspect it is cursed only by the fears of men, and not from some intrinsic evil - unless all witchcraft be so. I have never dared wear it myself, being...

L/J's (A One Week Chronicles Story)

by Louise69 on Oct 14, 2017
Transsexuals & Crossdressers

This may just be the most fun I've had when piecing together all the characters and seeing who could interplay with who; kind of like my own mini-Avengers! The winner of the Interview Part 1 and 2 is also in here and I hope you're not to upset with how I've handled it. I needed to set up the stage for Parts 7 and 8 of the One Week series and draw that story...

Stephanie

by Lovefreely1993 on Sep 17, 2017
Group Sex

Authors Note: I wanted to post this because I think it can stand alone. It is tied in with my story Desperation only it's not quite so farfetched. It's in the same universe and has the same characters only-I hope-I've worked out some of the kinks. I went back and read Desperation and I thought, 'wow I wrote this as a final draft?' I made a mistake saying tha...

Nightmerrogation

by Smokey125 on Sep 16, 2017
Fetish

SMOKEY SAGAS #15: "Nightmerrogation" *** Short intro. First off, as this story is immediately following what has undoubtedly become my most popular thus far ("Hooked"), I want to take the moment to thank everyone who liked "Hooked" (despite its original unintentional typos *ahem* MADE BY THE SITE *ahem ahem*) and told me so with your far too generous vote...

Don't Go Into The Woods

by LaurenWestley on Sep 15, 2017
Fetish

(Authoress Note: All disclaimers regarding characters, age appropriateness etc are in effect. This piece is about humiliation, degradation and other XXXX sexuality. I am sorry to those who wish me to write a love story and this is in no way meant to deride anyone's sexuality, gender preference. But, this is a very raw and hard piece. So, if you read it I hop...

Cuckquean - Brittany, The Patient

by QueanLeah on Sep 17, 2017
Humor & Satire

This one was definitely written with tongue firmly ensconced in cheek. Thanks to both my first draft readers for their valuable feedback, and to my editor who kept the brakes on, before I got TOO carried away. And thank you for all the kind comments and feedback on my first two stories. I hope you like this little adventure. -,-'-{{@ "Damn it, Allen! It's...

Life as a New Hire Ch. 21

by FinalStand on Sep 18, 2017
Sci-Fi & Fantasy

This story plays fast and loose with Ancient History and Linguistics; be warned. Birthed by stars, in immortal light, so why do we assume we pass into Darkness. Editing magic performed by KJ24 and Shyqash, plus contributions by the regular gang of brigands and neer-do-wells. ***** A maniac conducted the orchestra, while every section fought for dominance...

Indoctrination 03: Starlet

by cuck4Traci on Sep 25, 2017
Fetish

"Ya know," I said to my wife, "I'll bet this movie was a little controversial in its time. The premise of a woman sleeping with two separate men that knew about one another had to be pretty risqué back then." We were sitting on the sofa watching Paint Your Wagon, an old musical comedy in which two unlikely prospector partners share the same wife in a Califo...