Boy Sharing Apartment With Aunt Turn Into Sissification For College Literotica Stories

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Sissy RoomMate

by OathkeeperPath on Apr 22, 2025

Story on hiatus until the current released rough drafts are fully finished chapters, I'm also going back to only releasing fully finished chapters, I know alot of you liked how much quicker it moved the story along, but it hurt the overall quality as I tended to take along time to come back and finish them if they were already released. You finally did it, Y...

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The Naked Bleached Blonde "Sissy Barbie Bimbo"

by Crissy on Apr 22, 2025

Did You Know? According to a study conducted on 293 female college students at the State University of New York in Albany, exposure to semen can lower symptoms of depression. And it’s mighty healthy: One teaspoon of semen contains over 200 proteins and several helpful vitamins and minerals including vitamin C, calcium, chlorine, citric acid, fructose, lacti...

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Sissification Fad

by NaughtyEricka on Sep 30, 2019
Transsexual

Sissification hadn’t just become some sexual fad overnight it had actually become a practical way of life for numerous families across the country. The act of sissifying a male family member and using them as a family sex toy and also as an alternate source of income had started in China and Japan but had quickly spread to and across the US. Now 3 years late...

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Loud and Clear!

by ParisGreen on Sep 17, 2017
Loving Wives

An LW story from a non-participant's viewpoint. Inspired by another LW storyline that was so distasteful that throwing on a subsequent chapter did not resolve it. Prevention is the best cure! ---------------- "Oh mom, you gotta be kidding me! I just started my job, so this is no time for me to be asking for some vacation off! I need my job to get through c...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

Breeding Natalia

by sweetsatine on Jul 3, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** Nathaniel Geller had been a young, up-and-coming salesman at MedZ who'd shown great potential. In just a few years, he made his way from ambitious college graduate to savvy junior manager. Risky ventures that others were skeptical of luckily always seemed to turn out succes...

My Sissification Ch. 02

by sissy171 on Aug 31, 2020
BDSM

I had always planned to go to college, but I was already fairly secure in my business, so I entered college with no scholastic trepidation. My way bigger fear was that I was still sporting a bikini tan, which kept me conflicted; fearful of being discovered, constantly on a sexual edge, and woefully missing Beth. The bikini bra outline was her "brand" upon...

Becoming Cassie Ch. 11

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

On New Year's Day, I slept late, real late. I was still trying to process the month of December. It was clearly a month I would not forget. I did a lot of daydreaming that day and watched TV with the family. I was pretty zoned out. New Year's Day simply came and went. My cell phone rang early the next day and I was asked to price out 2 different painting j...

Punishment in the Shoes

by footboy23 on Aug 31, 2017
Fetish

(My Dear Literotica Readers...I am Alex now turned 21 and studying in College. I am an admirer of this mega-site where good stuff is giving free to its lovers. After reading many of the stories in this site, I also thinking of sharing my very special and highly confidential sexual life experience with my co-readers. As a beginner, I need your strong support...

I Betrayed Her

by capt13 on Sep 14, 2017
Mature

I feel a great level of guilt about my actions in this story, however I enjoyed myself in the moment. I hope that by sharing this story it may save a family. I would like to apologize to any young women who trusted an older more mature family friend and was betrayed by them. When I was younger my family was very close to another family in our church. My gra...