Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Red Swallow Ch. 10

by BJGoodhead on Jun 15, 2020
Transgender & Crossdressers

After completing "The Diary of Jewel Delacroix" I was approached via E-mail by Rachael Ricci Swede and asked if I would consider writing a story idea she had. After a few emails I was intrigued by her idea and agreed to write it. While Chapters 5, 8, and 9 are largely collaborative and have developed into a full writing partnership with Rachael Ricci Swede,...

Birthday Party Pt. 03

by JamieMcKafee on Jan 27, 2020
Transgender & Crossdressers

**The finale! I hope you all enjoy part 3 of this wild ride. Heavy smut incoming! Tags include, but not limited to: futanari, futadom on male, femdom, futa on female, male on futa, male on female, male on futa, bondage, drugs, SPH, cumflation, lovey dovey, watersports, spanking, marking, threesome, sounding, anal, etc... All characters are over the age of...

I Fell in Love with a Ghost

by qhml1 on Sep 19, 2017
Romance

This is not a Halloween story. I just added the bit at the end in honor of the holiday. Hope you enjoy. ................................................ He just showed up one day, and the bar owner did everything but kiss his ass in front of everyone. He even set up a small table in the back near the restrooms, and no one was allowed to sit there except h...

A Ski Bunny is Born Ch. 05

by Nikki H on Sep 25, 2017
Fetish

Hi all you Ski Bunny fans! Here is the next chapter in our European tour. This one should have been entitled 'Ski Bunny does Berlin!' Sorry its taken sooo long but hey, a girl's gotta have a life too! Here we go, I really hope you all enjoy it... A huge rainstorm tainted our morning arrival in Berlin, and as the train pulled into Bahnhof Zoo station the...

Kate & Jim

by beagle9690 on Sep 12, 2017
Romance

June, 2011 Katherine once was an insufferable shrew of a wife married to a two-timing cheating wimp of a man for almost 16 years. Jim is a wrecking yard owner and scrap dealer. He comes from a long line of lawyers, doctors, and family members in the diplomatic corps. He has three brothers and one sister in those professions. Jim absolutely loves his work,...

New Girl in Town Pt. 13

by AuroraIncident on Jul 10, 2018
Novels and Novellas

All characters are over the age of 18 unless otherwise specified. Again I appreciate the patience in between chapters. I'm trying to go faster but also write better and that balance takes a little time. Those who were missing the football, it's back with a vengeance in this chapter and volleyball will make a showing in the next. Also, still heaping praise...

Mike & Karen Ch. 13

by BiscuitHammer on May 22, 2019
Romance

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. As always, many thanks and gratuitous panty shots from Freja and Jeanie to my long-suffering editor and beta-reader for their assistance in polishing up and improving this work. Rev...

Meagan's Story Ch. 01

by TX_Fun_Dr on Sep 19, 2017
Interracial Love

All characters are at least 18 years of age * Chapter 1 - Getting to Know You OR - Yes -- I am a Size Queen Cougar I guess introductions are in order. So Hello, I'm Meagan Swan, 32 years old, a highly accredited high school math teacher and well, I LOVE to fuck -- young hard HIUGE cocks to be precise. Guess that makes me a COUGAR and I'm ALWAYS on the pr...

Rock Solid

by MistyMorgan on Aug 17, 2017
Exhibitionist & Voyeur

Rock Solid Climb Safe! Climb On! James and I plan to take a trip to the Rocky Mountains this spring. We both have this avid love for nature and almost any activity outdoors. James is an excellent rock climber and he even teaches kids how to gain confidence through rock climbing and working with others for survival. He is wonderful at what he does. I howev...

Secrets of The New World Order Ch. 04

by bjmichaels on Sep 14, 2017
Sci-Fi & Fantasy

"Judith, you're awfully quiet tonight... is something wrong?" asked Mary. I heard her voice, but not the words. I was holding up a cute bra and panty set pretending to be admiring the sexy lingerie, when in reality my mind was a million - miles away. "I'm sorry - what did you say?" I asked my friend. "Sweetie, you've been distracted all night...your eyes...