Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Power Over Men Ch. 04

by Aristotle_Writes on May 11, 2020
Sci-Fi & Fantasy

The man with the limbs that were too big for comfort climbed the tree with a speed too fast for comfort, and shouted words at me that did nothing to comfort. "Woman!" he shouted with those giant lips and, by the Goddess, with a huge, revolting, swollen tongue. "Need you! Will have you! Use you!" He shrieked, he laughed, he climbed that tree like some great...

Seven day Turn Around

by Red10Dog on Jul 6, 2020
Transgender & Crossdressers

Little about me, I just turn 30. I have had a few relationships in the past and dated a few beautiful women. Just broke up with my last girlfriend few weeks ago and that relationship was year and a half. I am 5'6 and weigh 140, so I am not a big guy and most women love taller guys. I found a classified that read "Male housekeeper needed at lake side cabin."...

Darcy's Doubts - Day 02

by Fenix89 on Oct 5, 2020
Transgender & Crossdressers

First off I'd like to thank everyone for their feedback! It's really encouraging to see so many people enjoying the story so far. The next "chapter" will take a little longer to write as it won't just take place over one day. We'll also get to spend some more time with Athena and Bibianna in the future. So stick with me till then, Thanks! Enjoy ----------...

The Nest is Empty!

by peyskip on Nov 16, 2020
Group Sex

Disclaimer-this is a work of fiction. Any resemblance of the characters to actual people is purely coincidental. Yes, group sex can lead to STD's and we should always practice safe sex, but this is fiction, not reality. This story includes group sex with male on male bisexual activity and wife sharing. If any of those things offend you, please keep looking f...

The Broussard Sisters Ch. 12

by JimBob44 on Sep 18, 2017
Group Sex

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. Chapter 106 "Baby, wake up," Cindy hissed into Paul's ear. "Huh?" Paul drunkenly grumbled. "Baby, please wake up," Cindy whimpered as another contraction stabbed at her insides. "Baby's coming?" Pam asked, wide awake. "I think so," Cindy whimpered....

Life at Last Ch. 04

by lance gt on Sep 17, 2017
BDSM

She didn't have to wait long until there was a knock at the door. "Why don't you answer that for me Katherine." "Okay." She said and got up and moved to the door. Chanelle and Julia could both see the door from where they sat and watched as Katherine opened the door. They could only imagine the look on her face as it opened and she saw Trisha standing...

Soul Sisters

by frezrevup on Sep 19, 2017
Transsexuals & Crossdressers

Novella Length ~ 35,000 words For those that can't wait: Ch.19 - First Date with black man Ch.20 - Sissy Sex Soul Sisters Chapter 1 Lori swept into our lives like the hot August winds of Tucson. My wife, Erin, and I moved there for the fall semester when I got a job as an assistant professor at the law school. Erin found a job at Lori's dad's small acc...

Expansion

by EroticMonster on Sep 19, 2017
First Time

Name have been changed and identifiable details omitted. ***** PART 1 - SNARED She was stunning. There was no other way to describe her. Seeing her in that tiny yellow and orange bikini caused my erection to grow painful. Water dribbled down her flawless tanned skin and slim body and over those beautiful small breasts. Her erect nipples poked through t...

Mitzi Seduces Mrs. Robinson

by Tcs1956 on Sep 13, 2017
Exhibitionist & Voyeur

***** I think it must have been some kind of temporary insanity. What other way is there to explain where I found myself that day? Driving in my car, naked from the waist down, not knowing exactly what was going to happen when I reached the address that was written on the paper lying on the seat between my bare legs. One thing I was sure about—the arousal...

Flames of Necessity Pt. 01

by Sputnik57 on Dec 17, 2017
BDSM

Prudence D'Orvell drew up outside The imposing entrance to Mannerly Hall in her Riley, the navy blue car covered with a fine layer of dust and bird lime, having been parked at the local rail station for the past few weeks, its driver having been on one of her regular jaunts on the boat-train to Europe. Prudence stepped out, a footman maintaining a look of st...