Online Chastity Stories

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Orientation
Length
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Infinite Scroll

Sissy's sister

by acepmn on Nov 21, 2015
Bisexual

Anna had always seemed like a good girl. Our parents weren't suspecting anything bad about her, just like they didn't suspect I was spending a lot of nights dressed as a girl in my room. I had skirts, cute tops, slutty dresses, panties and sexy thongs, butt plugs, dildos, cockrings, vibrators... A whole panel of varied toys to play with while dressing up. I...

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Senselessly Gangbanged

by Freedomslut on Sep 19, 2017
Group Sex

I had been in the BDSM scene for only a year or so. My "booty call" at the time had gotten me into it and had made me his submissive slave. We weren't going out exactly. We used each other for sex. It was great fun without the hassle of commitment or such things. One day he texted me, "5pm cum 2 my house, wear sundress only no bra no panties." I got off...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

She Forces Me into Cuckoldry

by hismasterdivine on Sep 25, 2017
Loving Wives

This is my first fiction and features many aspects of cuckolding and BDSM. Forced feminization, spanking, body worship etc play a part in this tale, where a deluded subby boyfriend's thoughts run riot. If the story is a success, I might write a follow up, particularly due to its frustrating climax! ***** Dominant girlfriend wants a black lover, deluded b...

The Presentation

by zammzamm on Jun 9, 2020
Fetish

"Our next speaker has been helping couples reinvigorate their sex lives for more than ten years. She has written two books on the subject and today she is going to share with us some of her most successful techniques. Please welcome Amanda Holbrook," said a woman dressed professionally standing behind a podium on a stage in front of a few hundred people. T...

White Wife Cuckolds Black Husband

by Samuelx on Sep 16, 2017
Interracial Love

Jennifer Colley and James Colley have been married for over thirty years, and like most couples, they've had their ups and downs. When they met as students at the University of Florida in the 1980s, Jennifer was a five-foot-ten, red-haired and green-eyed, alabaster-skinned and delightfully trim newcomer to the Sunshine State by way of metropolitan Amarillo,...

Mistress Monique Pt. 02

by bleedndkn on Sep 25, 2017
Fetish

This wasn't even my fantasy, I thought as I purchased the clamps, butt plug, heels and maid dress online with expedited shipping. The next day I brought the items in a backpack to Mistress Monique's apartment while she was at work. I put everything on then placed the butt plug in my ass and tightened the nipple clamps painfully so they wouldn't fall off, th...

I Didn't Know I Wanted It Pt. 02

by richard3cm on Nov 6, 2017
Fetish

I Didn't Know What I Wanted Until I Got It-Part Two This is a work of fiction. All characters, events, and locations are made up. This is not about me or my wife. The tags for this story are cuckold, creampie, creampie eating, chastity, party, and mild bondage. On the advice of some kind commentators, I'm posting part two in Fetish and opening comments. Par...

Sailing Away Ch. 03

by Jasmyn_White on Jan 21, 2020
Fetish

Chapter 3 - the interview Lacy started reading a book she'd wanted to explore for a while, and I wanted a little time topside, so she allowed me to get dressed (shorts, t-shirt, lace thong underwear - can't have everything 'normal'). I sat on the foredeck for a bit, just looking at the maritime traffic, the coast, and enjoying the sun. Having had time in...

Caught Out, Made Over

by TanyaCc on Oct 5, 2020
Transgender & Crossdressers

It had finally happened. To be honest, I shouldn't have been that surprised. But here I was, dressed in my favourite sissy school gurl outfit, heels on, lipstick, wig and chastity cage in place, bent over the kitchen bench, getting reamed to the hilt by an 11 inch dildo on the end of my own fucking machine. I had cum dripping down my thighs, moans and groans...