College Sissy Stories

78,474 results
Orientation
Length
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Infinite Scroll

Forced To Get Dumped

by footcucknerd on Sep 16, 2017
Transsexuals & Crossdressers

James looked at himself in the mirror and shuddered, wiping another tear from his eye. He had to refrain from crying today, it would only make everything worse. Crying would ruin his make up and earn him a stern punishment before bed. Not to mention, his Mother would probably make good on her threats if he didn't perform perfectly today, and there was no way...

A Natural Sissy Ch. 05

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman turning a man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you like the idea, read on, and don't forget to vote and leave a comment. More will be added if comments from readers justify it. Ch. 05 Stacy's Interlude "Hi, guys. I'm Stacy, and I guess you know...

Sabbatical or Continuous Gang Bang?

by TonyaTV69 on Sep 12, 2017
Transsexuals & Crossdressers

My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My parents were fine with fine me taking a short break but adam...

Rebound Sissy

by Sissyhalo1 on Jun 1, 2020
Transgender & Crossdressers

John had broken up with Angie, his girlfriend after what was like three years. They dated their first year of college then they moved in together and were serious for three years. And none of our friend circle saw the break up coming. And we sort of rallied around John as he tried to pick up his life. Which included going out and getting him to go out wit...

Sissy/Cock Sucker Dictionary

by silkstockingslover on Jun 12, 2019
Reviews & Essays

Summary: A list of terms to aid in understanding the activities and nature of sissies and cock suckers. Note 1: The author's source material isn't Webster's Dictionary or anything similar, but is drawn from many years of interest in matters sexual and countless conversations, both spoken and online, with other perverts. Note 2: Thanks to Tex Beethoven and...

Steve's Maid

by Mixedwritings1993 on Sep 13, 2017
Fetish

Steve always had a thing for maids. He doesn't know what actually turns him on, their uniform or really the person inside the dress, but when there is a maid around; Steve can never keep his eyes away from her. Back at states when he was with his parents, he had an older lady as their house maid around her late thirties. Steve can't even count the number of...

Sammi Gets Adventurous

by Sissy_Sammi_ on Dec 3, 2017
Transsexuals & Crossdressers

Sammi has been doing cam shows and posting photos online for a few months now. She's gotten into a steady rhythm with it, and loving every second of it. She has never felt so alive as when she's fully dressed up and putting on a show for some perverts online. And the money that she brings in from her shows certainly doesn't hurt either. Over the time she's...

Jock Princess Ch. 04

by Sissyhalo on Sep 15, 2017
Transsexuals & Crossdressers

Logan carries me down the hall of his place like i'm some little feather making me feel definitely thrilled and small but he's a really huge guy honestly like one of those guys that was big in high school but he really worked out and got bigger still in college. I like the way that all feels. I like that he carries me all the way into his bedroom and sets...

Transforming Brent

by sissymissyct on Jul 9, 2019
Loving Wives

Katherine decides she wants to live with her lover Wendy. They come up with a plan to slowly change Wendy's husband, Brent, into their girly sissy maid full time. Will his resistance be broken? I put it in loving wives but it fits multiple categories. Will he will learn to love his new role in life? Yes, The narration switches between characters. If this bo...

Simone

by Sissyhalo1 on May 11, 2020
Transgender & Crossdressers

I'm so sick and tired of my life. It was like I'm cursed. I wasn't a great looking guy in high school with bad skin and bad grades because well... I was poor. My old man was a night watchman and mom was a stay at home mom because she was poor and had no real education past junior high when she started popping us out. So everything was tight and for the m...