Sissy Schoolgirl Chastity Stories

1,000 results
Orientation
Length
Category
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Infinite Scroll

The Business Trip

by OOAA on May 11, 2020
Fetish

My wife and I had been married for about 3 years when I first developed an interest in enforced male chastity. I had always had a very kinky and active fantasy life to fuel my almost daily masturbation habit. I was a 22-year-old virgin when I met Irene and I was looking to resolve that problem. Irene seemed like an exciting 20-year-old girl and I thought tha...

Rubber Doll at the Girls Party

by MiOtroYo on Sep 15, 2017
BDSM

Mel always liked the fetish porn – girls in those crazy latex outfits were performing the weirdest things ever... Add to that insane piercings, multi-colored tattoos and such – and you can cum in no time when watching. He was somehow skipping the idea of trying stuff like that himself, but his new girlfriend resulted to be an exact person for some fetish fun...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

Master and Four Subs

by totk6432 on Apr 17, 2018
Fetish

This is a fantasy written by myself for fun. It contains spanking, humiliation and fetish; if this bothers you please seek other authors. All characters are 25 years old or older. ======= The rule is simple: I ring the doorbell and let myself into Master Daddy's house. Susan, my 25 year old personal assistant, is with me. She is in charge of me at work. Sh...

Christian College Sex Comedy Ch. 12

by FinalStand on Sep 25, 2017
Group Sex

*Wakefulness is a race we cannot not win; Sleep is remorseless as all salvation should be* (Once more, to Frontma for coming through for me) (Yes, this tale is supposed to be somewhat humorous and outrageous too. While not always comedic I'd like to think it is mostly a good-natured romp.) I woke up to every heterosexual teenage boy's second favorite dr...

Bettering Their Marriage Ch. 02

by 49greg on Sep 26, 2017
Fetish

This is a continuation of "Bettering Their Marriage", and that story should be read first to fully understand this story. This is a FANTASY, not real life, it is fiction. It deals with female domination and a feminized man. There are explicit sexual acts and language. If you don't like this type of story, don't read it. If you are not of age, don't read it....

Rene and Gene

by Bakeboss on Sep 16, 2017
Novels and Novellas

Part l My first Friday as Jean: Although I work at home, I still took the day off to make sure all the housework was done. Rene called on her lunch hour and said she bought a surprise for me, that she felt naughty and wanted us to spend the weekend doing naughty things. I was hard at the word naughty; my beautiful wife is such a tease and enjoys role-playi...

Aphrodite's Curse Ch. 055

by Gaius8666 on Sep 13, 2017
BDSM

Back on Ephesus, Lydia was very pleased by the final contestants. The games had gone on for over a month, and hundreds had participated, all being the best shots or most accurate animal trackers in their village or town. Now, to add to the excitement of the prior thrilling weeks of competition, the strongest and most handsome men in all of Greece stood naked...

The Choices of Evelyn Ch. 16-18

by angiquesophie on Oct 30, 2018
BDSM

Chapter Sixteen – Angel. There still were days when the sun gathered its waning powers to dissolve the creeping mists. Days when it could incite the surrounding hills, turning its sides into a splendor of gold and orange. But more often, like now, the winds thrashed the windowpanes, thunderous rainstorms shaking the building. Autumn had come to the house...

Arabian Femdom and Her Pet

by somewhere251 on Mar 11, 2019
BDSM

NOTE: This is a story from real life recollection. Names and identities have been changed but the actions in this story are from real life recollections. Personally I hope you will enjoy the set of short stories in this. Also I would like to thank HeyAll for helping me edit the story. CHAPTER ONE: A RELATIONAL FOUNDATION The story starts in the dusty a...