College Chastity Stories

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Orientation
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Infinite Scroll

The Pantysissy Diaries Ch. 03

by JPantyboyVSL on Apr 23, 2019
Transgender & Crossdressers

This is a 3rd person fiction story about my fantasies of being a Pantysissy. All characters in this story are made up, and are all over the ages of 18. To better follow this story read The Pantysissy Diaries Chapters 1 and 2 before reading chapter 3. ***** It was nighttime in NYC, and Jaymie and her 6 Mistresses had just left their apartment to head to Vic...

She's Cheap, but Effective

by justincbenedict on Jul 30, 2019
BDSM

"So we gotta talk, Auberon." Yat-Pang said. He looked at Auberon over the table. It was a nice restaurant, and how cheap she looked! Auberon was popping her gum and her cleavage was almost falling out of her tight crop top. Yes, it was hot, but Yat-Pang's Mother had told him that he had to find someone new. "She is so vulgar, and Yat-Pang, you used to date...

The Abdominal Snowman

by Cashmere_Snow on Jun 1, 2020
Sci-Fi & Fantasy

This is the second story in The Erotic Adventures of Chastity Summers. It follows Romancing the Raptor. ** Chauncey Adams started the day with a light breakfast of coffee and toast, explicitly avoiding any added sugar or cream or condiment that might irritate his bowels on such an important day, but, with each exhausted, stumbling step through the darkness...

Jake Lied on his Resume

by Bobdog82 on May 15, 2019
Exhibitionist & Voyeur

There was this old, but well kept, building at the end of the block. Built back in the 1890's, brick building including the corner, windows and balconies wrapping around and continuing on down to the edge of the next building. It's a beautiful building. It was for sale for the longest time, till just recently. A corporation bought it, one of their companies...

Dominant Housekeeper

by justincbenedict on Sep 12, 2017
BDSM

The new housekeeper, Miss Spargrove landed the thick wooden Spencer paddle for the fiftieth time on Shawn Cirrito's reddened buttocks, and Shawn bit her tongue to keep from screaming. As the paddle, built with holes throughout to make swinging easier and more painful landed again on Shawn's ass, she wondered what Ross was doing. Miss Spargrove had had hi...

Master Squirrel

by justincbenedict on Jul 29, 2019
BDSM

Orson looked at Squirrel hopelessly. "I really need to get out of this thing, dude." Orson was standing in the middle of their living room, naked but for his chastity device, and looked really desperate. Squirrel snorted. How strange things had gotten in the past nine months. Squirrel was a bit of a geek, and had been kind of flattered when the most popular...

Letter from Annapolis

by justincbenedict on Sep 26, 2017
BDSM

Dear Shoeblossom: I've always known I was a bad boy. My Mother used to get so mad at me...she'd want me to spend time with my sisters, and help polish the silverware...she'd shake her head because I didn't want to play with paper dolls...I wanted to be like my macho father. Mother had strawberry blonde hair in a bouffant hairdo, and what they used to call...

College Ponygirls Ch. 01-02

by Sarahcheer on Sep 12, 2017
BDSM

Chapter 1: Arrival Sarah sat in the back of her parents' car as they drove down the rural highway towards a college that had accepted her, and given her a full ride scholarship. She thought back on the letter she had gotten from a college up the road they were now driving on. She hadn't applied for it, but the school had heard of her, and sent her an accept...

Chastity Morning Ch. 02

by jonhawks on Sep 15, 2017
BDSM

Morning wood wakes me at 5:30 yet again. I could almost set my watch by it. I momentarily have images of my cock imitating a green superhero undergoing massive body growth and ripping through clothing and anything that attempts to contain him with a roar of power. But alas, my cock possesses no super-human powers. The cock cage is my kryptonite and it keeps...

Chastity Resort Pt. 03

by handyrandy9 on Sep 25, 2017
Fetish

Anna slept for about an hour, exhausted from her explosive orgasm. I, on the other hand, was wide awake, thinking about my new found arrangement. It was a lot to take in; I still wasn't sure exactly how far Anna wanted to take this. I expected she would break by the end of the week and let me have some relief of my own. Anna showered quickly to freshen up,...