Sissy Cheerleader Stories

12,762 results
Orientation
Length
Source
Infinite Scroll

No Holding Back Ch. 02

by drawandstrike on Sep 14, 2017
Erotic Couplings

The first thing that struck me about Vivid's offices was how big the building was compared to Arnie's small studio. It looked like a big brown warehouse type deal, and I later learned that there are 5 rather sizable rooms inside used as sets for the video shoots, along with editing facilities, and the shipping department, from which all of Vivid's tapes and...

Midlife Correction Ch. 01

by dr_mabeuse on Sep 19, 2017
BDSM

(Author's Note: This is a multi-part story of a BDSM affair.) Part One Julia stood on the snowy sidewalk for a long time looking at the whip in the shop window, wondering whether she had the courage to go in. This was silly. It was just a whip, a gag, a joke for her friend Lynn, and this was just a shop that sold leather goods along with its jewelry, not s...

Homecoming Dance

by blackrandl1958 on Oct 29, 2018
First Time

It was basketball homecoming, and Jolie was very excited. DaVaun had asked her to the dance and it was the first time she had a date for homecoming. She had never been asked to the dance before, and that DaVaun had asked her was very flattering. He was one of the best players on the team and all her girlfriends were jealous. Jolie really hadn't expected it....

Home Owner's Association

by mooboo2u on Oct 13, 2017
Loving Wives

I remember the look in Rose's eyes when she finally hit the crossroads. Before that, I never felt guilt. Only a subtle joy. I'll be brief, because you've probably met a woman like me, even if you didn't know it. My name is Helen, and I've been married to John since I was a senior in high school. Our wedding had a shotgun in tow. After I gave birth to boy n...

Pool Boy Ch. 30

by BigZeke13 on Sep 25, 2017
Group Sex

Alexis was so pissed off with Miranda when she found out she was likely using us to pad her porno site. She was half out of the car to go back to her studio to tell her off. I had a grip on her wrist and softly said, "Don't. She's got a whole classroom of pissed-off paying customers that are demanding their money back right now. Besides, God knows what photo...

Houseboat Blues

by Cat_photobuff on Sep 19, 2017
Group Sex

I had only been out of work for a week, and already I was getting bored. And that's a bad thing for me . . . to be bored. It's how I always get into trouble. Okay, it's one of the ways I get into trouble. So here I am, back home in the mountains of Tennessee, and I need something to do. It's beautiful here, and very secluded. I got back into hiking the t...

UCLA to Big D Ch. 04

by FifthEstate on Apr 17, 2018
Group Sex

This story is posted on the Literotica website and the author does not give permission for it to be reposted or reprinted anywhere else without consent. There are 18 chapters to this saga and I strongly encourage you to read them continuously (at least the first time around). I think you will find it fun and funny at times, but don't be misled; this is not a...

Mommy's Little HuCow Pt. 02

by ArtOfSilence on Sep 25, 2017
Fetish

CHAPTER FOUR -- MILKING WITH A FRIEND The beginner milking station is a simple affair. It's a row of low tables that can each support a little cow while the pulsators are attached to her teats. Marilee kneels, and a soft padded bar goes under her shoulders, for support. This leaves her hands free and her arms relaxed. The table can raise and lower, and even...

Love On the Run Pt. 01

by madam_noe on Sep 13, 2017
Novels and Novellas

Love On the Run © Nora Quick 2012 If you are viewing this story on any site other than noraquick.yolasite.com or literotica.com it has been copied and reprinted without permission and is in violation of copyright. Please email [email protected] to notify. SUMMARY: American Jessie Andrews shot and killed her stepfather in self defense 10 years ago....

An Auntie I'd Like To Fuck Ch. 03

by fuzzyb2 on Sep 18, 2017
Mature

This true story continues. Having discovered how much woman my aunt really is, and how often I can get it up for her, we go out on the town for a special night together, but there's a surprise to come. Enjoy. * After I made myself presentable for the finest of the city's restaurants, and to meet Suzanne's expectations (I must say myself that "I looked dam...