Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

The Missing Link 01: Steve

by angiquesophie on Sep 15, 2017
Loving Wives

"Just sex?" she asked. Her voice struggled for control. A grimace floated across her face. "Yes, Liza," I said. "Just sex. It was good, but it meant nothing ¬-- it was gymnastics. She had a great body -- lovely tits. A bit bigger than yours I'd say, and firmer, but then again, she was at least ten years younger. But other than that, just sex. Sweaty exercis...

Second Chances

by EnglishFella on Sep 16, 2017
Romance

~ ONE ~ "Don't worry about me Sally, I'm fine - really." I put the phone down on the desk. She worries too much - but she's my daughter and I know she loves me and wants me to be happy but I wish she wouldn't keep calling me every other day and asking me if I'm eating right, if I'm getting enough sleep - I'm an almost fifty year old man, I know how to take...

The Absurdity of Assumptions

by PayDay on Sep 16, 2017
Group Sex

Author's Note: This story is my story, I wrote it, stealing is lame. If you don't like it, don't read it (this means you). I chose to submit this whole story at once, since my only complaints to some of the better stories, is that I have to wait for the next chapter(s). The sex is at the end if you don't like the plot. This story has been re-submitted for m...

Finishing School for Shemales Ch. 03

by Imogen_TS_2020 on Sep 25, 2017
Transsexuals & Crossdressers

Please note, all characters portrayed in this story are over 18. * Davina stood outside Mistress K's study, her knees trembling as she tried to smooth down her wild auburn hair. She sniffed back tears and adjusted her short, pleated skirt, knowing all the time it was useless. Her tight white shirt was ripped at the front, giving anyone who glanced in her...

A Taste of Slavery Ch. 19

by Thors_Fist on Jul 10, 2019
Novels and Novellas

The last few days of Lisa's and Julia's slavery. This chapter contains oral sex, lesbian sex, regular intercourse, masturbation, double penetration, bondage, and spankings. As with all the other chapters of this story, STD's are not a concern. Ch 19 - The Final Few Days JULIA Master, Lisa and I all awoke around the same time, around 10:30 after approxima...

My New Neighbours

by csm1967 on Dec 12, 2018
Transgender & Crossdressers

The house next door had, for the past 15 years, been a rental property, mainly for members of the defence force. Neighbours stayed not more than 2 years and some seemed almost gone overnight. Tenants ranged from singles, to couples, to families with children. The place had been empty for a couple of months since the previous quiet couple, and their noisy dog...

Heartbreak in Paradise

by AspiringAuthor on Dec 2, 2019
Romance

Author's Preamble: This is a supplemental backstory in my generational Sims 3 romance/fan fiction blog. The main characters, Andy and Danae, are the main characters for my current generation. So that the context of the story is clear, I am listing the characters and a brief background for each: Danae Jones Murphy is the main protagonist, and Andy's wif...

Inquisitorial Interrogations

by EstebanMamono on Oct 19, 2020
NonHuman

It started as a monstergirl chronicle/encyclopedia and turned DID-Bondage-BDSM-Drowsploitation-Bisexual stuff. Sorry, my bad. Still, I intend to add more vanilla monstergirl sex later on. Enjoy, fuckers. - Esteban de Chucha ***** Inquisitorial report: Subject: Human male, age 28. Well educated, local clerk, locksmith and jeweler. Married, has no child,...

Mike & Karen Ch. 01

by BiscuitHammer on Jan 13, 2018
Erotic Couplings

Disclaimer: All characters are 18 years of age or older while actively engaging in sexual activity. This story is a prequel/sequel (sprequel?) to my other work, Alex & Alexa. Reviews are welcome; flames will be snickered at and deleted with extreme prejudice. Enjoy! Just a note -- there is an incest romance happening between an important secondary coupl...

Work Husband

by edrider73 on Mar 20, 2018
Loving Wives

My amazing editors knew I had written my last story, so this special project both caught them by surprise and gave them little time to work their wonders. I was accustomed to their talents, but they surprised and touched me by their loyalty, and I can't thank them enough. SueDanym suggested surgery, but I hesitated until a second opinion proved the good doc...