Sissy Gifs Stories

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Sissy for a Day

by silkstockingslover on Oct 16, 2018
Fetish

Summary: With his wife's help and support, a man becomes a sissy for black cock. Note 1: This is a Halloween 2018 Contest Story. Be warned: this story involves sissy sex, obsession over black cock and a bukkake. If this isn't your thing, please don't read any further. Note 2: This is dedicated to the real Paul who requested this story. Note 3: Thanks to:...

It's a Sissyful Life

by sliderx on Aug 23, 2015
Fetish

John sat in the basement, football on the TV, 4chan on his laptop. The game was pretty much a blowout, so he wasn't really paying attention. He was, however, greatly interested in the adult gifs (although 90% of the entries were webms) page he was on. There were a few threads that were catching his eye, girls playing with their asses, deep throat, but he was...

Sissy's sister

by acepmn on Nov 21, 2015
Bisexual

Anna had always seemed like a good girl. Our parents weren't suspecting anything bad about her, just like they didn't suspect I was spending a lot of nights dressed as a girl in my room. I had skirts, cute tops, slutty dresses, panties and sexy thongs, butt plugs, dildos, cockrings, vibrators... A whole panel of varied toys to play with while dressing up. I...

A Matter Of Attitude

by luvpsy on Sep 17, 2017
Loving Wives

My wife, Pat, is a wonderful and sexy woman. I love her dearly and if I wasn't sure before, I am sure now that she truly loves me and I will never need to feel insecure about our relationship again. Loving my wife as much as I do, I wanted her to have the best of sex. Unfortunately, I was born with only an average penis. I wasn't an athlete or a body build...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

The Flume at Falcon Rock

by KenNicottii on Sep 13, 2017
Erotic Couplings

* * * A Chance Encounter: My sister Erin glanced over as she eased her car from the arrivals curb at the Dallas-Fort Worth airport. "So how was your flight?" Actually, it was pretty shitty, now that you ask. She had just driven over a hundred miles to pick me up so I wouldn't be tormented by a three hour wait to take the next Greyhound bus home. I knew...

Amelia's Story

by GardenOfEarthlyDelights on Feb 6, 2018
BDSM

It was several years into their marriage when Amelia discovered her husband's fetish for vinyl and leather. They'd watch movies together, and every so often Michael would look at some villainess and say, "she's hot." It was a while before Amelia began to notice that all of these women were wearing latex, leather, or pvc. On a hunch, she went through his comp...

Finnegan's Awakening

by LetMeTypeInElvishDamnYou on Sep 13, 2017
Letters & Transcripts

She spent the better part of the hour running her fingers over the top of the envelope, feeling the rough edge scrape her fingers over and over.It was an envelope he'd licked; an envelope he'd stuffed just as surely as one day he would lick and stuff her. He'd eve promised to send her one of his manuscripts. Heart pounding, breath ragged, she could no longer...

Megan & Kasey - Job Training Ch. 04

by dlsloan on Sep 24, 2019
Exhibitionist & Voyeur

MEGAN & KASEY: ON THE JOB TRAINING (A Sequel to Megan's Summer Education) By DL Sloan CHAPTER 4: KNOW YOUR ROLE, GIRLS AUTHOR'S NOTE: Dear readers, as there are a number of characters, I thought it might be helpful to have a quick guide as a reminder: Walters: Geometry teacher, glasses, mustache, average height, 50s, beer belly but not fat....

Do It For Charity

by Zev95 on Sep 26, 2017
Celebrities & Fan Fiction

Peter Parker's apartment had schizophrenia. It wasn't his fault. Not that he'd done much to treat it, his sense of interior decorating having been stillborn. It was that his two roommates had such domineering personalities, yet divergent tastes—they clashed with each other so much, it was no wonder they were dating. Mary Jane Watson was an aspiring Broadway...