Chastity School Stories

109,968 results
Orientation
Length
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Infinite Scroll

Chastised, Feminized, Sodomized

by Stefani on Sep 25, 2017
BDSM

My name is Kim Lee. I am half Korean and half Chinese. My first name got me teased quite a bit when I was in school. Nor did it help that I am a bit small and slender. Consequently I grew up rather shy and reserved. I never really had many girlfriends, as most women that I ever met seemed to prefer bigger, more macho guys. So I was not prepared at all when I...

Marigold Tells the Truth

by justincbenedict on Sep 14, 2017
BDSM

In the Attic Spenlow thought of beautiful Marigold, and how she'd run her pale pink nails all over his cock as he'd been tied down. She'd be in one of her snug powder blue T-shirts, and licking her lips, tossing her long hair behind her shoulder, and he'd squirm, but be completely in her power. I'd started out with them fucking like rabbits, and then she'd...

The Diary of Jewel Delacroix Ch. 24

by BJGoodhead on Jan 20, 2020
Transgender & Crossdressers

The following contains themes of forced feminization, reluctance, non-consent, and other adult topics, so before we begin here are the usual disclaimers. This is porn, you must be over 18 to read this. If not, go away and come back when you are old enough. If you are old enough and this style of erotica isn't to your liking, then go find some erotica that is...

New Marriage

by subservient_husband on Sep 17, 2017
BDSM

I woke up today at my usual 5:20am. I quickly got out of bed and reset the clock for the next morning. My wife did not give indication of noticing and continued to sleep undisturbed. It always gives me relief to get past this point in my morning. I do not like for her sleep to be interrupted. I made my way into the adjacent bathroom, removed my clothes, and...

Just a School Project Ch. 01

by johnemerson30 on Sep 25, 2017
BDSM

Sara could feel her heart beating faster and her pussy moisten as she listened to her professor speak in her college human sexuality class. The class began with a mixed crowd of both female and male students, but had slowly dwindled to a small group of female students as the course was in its final week. The professor was in her late 40's, very attractive...

Sissy Maid to Be... Ch. 01

by missjennymaid on Sep 5, 2018
Transsexuals & Crossdressers

Prolog I have always had the desire to dress like a girl. It started at a young age when my mother used to have me try on dresses to "see if they would fit my cousin." As I got older I still had the desire and it got strong enough that I started going out in public in college. I was lucky enough to meet and marry a woman who was accepting of my "hobby". Liz...

Please Fuck My Wife Ch. 01

by CuckedByJenn on Nov 25, 2017
Loving Wives

My wife Jenn is beautiful. I know I know that's what all men say about their wives. But in my case, it is an objective fact. She's 5'8, 115 lbs, long brown hair, with a tight stomach and cute b cup boobs. We are both in our late 20s and met in high school. We married after we graduated from college. It's been 5 wonderful years of marriage, but I have a secre...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Paige and Spalding

by justincbenedict on Jul 4, 2018
BDSM

Dear Mom, Thanks for the lemon bars. It'll help me stay awake during my property class. Tell Rylie that I'll bring back her mohair coat, don't have a cow. So you were asking me about how things are going with Spalding. I was so glad you and Dad liked him when you came up to school. I agree he's cute and has a good sense of humor, and Dad said Spal was obv...

Pleasing Princess

by JimmyHotpants on Sep 15, 2017
Fetish

Her fingers gently traced a path along my thigh and up, casually brushing the shaft of my small, hard cock. Princess paused her fingers at the head, brushed against the ring of my prince albert piercing and danced down the shaft. "I think you're all healed and better now, baby" she said, carefully lifting by balls and running her finger lightly over my vas...