Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Cousin Pt. 01

by professorjames on Sep 12, 2017
BDSM

The afternoon was hot and humid, the air thick enough to cut with a knife, as Dan swung the last bale of hay from the pickup onto the stack for pulling up into the hayloft. At least he had it all in near the barn and now just had to get it up into the loft under shelter before it rained. He dropped out of the truck bed and started into the barn to drop the r...

My Education Ch. 03

by NicholasTemplar on Sep 18, 2017
Mature

Chapter 03 - Moving Out My thanks to a great editor whose help has strengthened this submission. My apologies for the delay, and my thanks for the emails and comments regarding the story. * * * * * * * * I got home that Sunday and managed to take a short nap before going out to dinner with my family. Fortunately, they just thought that Sarah had kept me s...

Seven Tails: Tail 05

by Justrex on Sep 15, 2017
BDSM

5-26-11 Reposted by request Seven Tails Tail Five: Breaking In (Belle and Chris) One I don't usually get out all that much, as you can probably guess. My duties back at the ranch kept my days pretty full and the entertainment for my idle moments was beyond compare. I just had neither the time nor the inclination for many extracurricular activities. As...

Cocoa Beach

by Hcstuds on Sep 13, 2017
Mature

I lived in Orlando but spent quite a bit of time in Cocoa Beach, so much so that I maintained an apartment there. I liked the name of the complex. It was called The Lovely Arms after a comic strip apartment complex in which Brenda Starr lived. I averaged spending a week a month there but sometimes the week would stretch into two or three weeks. The length of...

Watching the Detectives

by nikkiesilk on Sep 16, 2017
Transsexuals & Crossdressers

I live for feedback. ***** 1 Philippa For the umpteenth time I needed to move to get my circulation going again. I tried to stretch my legs but it's not easy in the front seat of my small car. Fuck, I thought as I snagged my tights against something beneath the steering wheel. If that was another pair ruined I would scream. I was parked facing a nondescri...

Becoming Jacqueline Pt. 02

by Jacqueline_Love on Oct 24, 2018
Transgender & Crossdressers

---------EARLY SUMMER---------- It was only mid-June, and yet my summer was progressing at a different pace and intensity than any summer I'd ever had. I had been out of school for only a week before Mrs. Russo had come to our house and hired me to do household chores for her and her husband, Mike. It has been slightly over three weeks since I began worki...

Born from a Wish

by SmithPortinoi on Sep 2, 2017
Erotic Horror

*** "Cause I need to watch things die From a good, safe distance Vicariously, I live While the whole world dies You all need it too, don't lie." MJK *** Travis Cole couldn't complain about his life. Being the only child of a wealthy family, he had a solid upbringing. The prosperous education allowed him to achieve enormous professional success; he wa...

The Office Boy Ch. 10

by Aussie Worm on Sep 25, 2017
BDSM

Three weeks had passed since Katrina and I got married. Our honeymoon went quick but we made the most of it. Everyday Katrina had me out of the chastity belt and made love with me, sometimes more. Although I wouldn't say it wasn't enjoyable to me, I just never had the opportunity to interact. The only time I could interact and pleasure her with at least my...

Perspectives Series: Martin

by D_Lynn on Aug 31, 2017
Exhibitionist & Voyeur

Author Notes: The Perspectives Series was created as a study of how our perception of people and events is largely influenced by our point of view. As you read the distinct stories of these characters, and become more invested in their lives, your perception of them and their situations will likely change. There are four novels in this collection, with th...

Flowers in the Heart

by JimBob44 on Sep 15, 2017
Transsexuals & Crossdressers

*Author's Note: Any and all persons engaging in any sexual activity are at least eighteen years of age. * Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up...