Small Chastity Stories

236,351 results
Orientation
Length
Source
Infinite Scroll

Wendy Owns My Fantasy

by bleedndkn on Sep 24, 2019
Fetish

I met my girlfriend, Wendy a few months ago at the library where she worked while I was doing research with historical primary sources. We hit it off right away. I asked her to coffee and we were thrilled by each other's company. Later that night she invited me back to her place and we began having amazing sex as often as possible from the first exhilarating...

Helping Jess Pt. 03

by mski on Sep 18, 2017
BDSM

Sometime in the morning I woke up with Jess on top of me giving me a good morning kiss. 'Wakey wakey sleepy head!' she said with a huge smile. I grinned back, it was a nice way to be woken and she looked as gorgeous as ever in her red silk chemise. I started to get aroused but my penis was always going to lose the fight against the chastity belt. I grimac...

Neighbours in the Time of COVID-19 Pt. 06

by Rondeevu on Sep 28, 2020
BDSM

Last episode In Part 5 of this story Dianne had (reluctantly) agreed to stay locked up in a chastity belt for at least three days. She expected that after these days of torment she would be rewarded with the orgasm she desperately craved. I had conditioned her with only one session to enjoy the intense sexual release that is the result of only a pain/pleasu...

Secrets of the Deep Ch. 06

by Lady Malachite on Sep 15, 2017
Sci-Fi & Fantasy

Lena dropped out of the helicopter and glided down and into the crowd, landing softly, despite dropping some thirty meters, though her large bare breasts whacked her in the face as she crouched to dissipate the momentum. Everywhere around, there were piles of flesh and blood, the likes of which were rarely seen outside the most brutal of televised massacres...

A Virgin locked in Chastity

by ronron1818 on Mar 3, 2020
Fetish

I was 18 when I moved in with Ruth. Ruth was my new land lady, I moved in with her for my university studies time frame. She had a big house and leased a room. Ruth was 56, in great shape, she was about 170 cm tall and about 50 kg with small breasts and a very nice figure. I was very excited to move, I loved the idea of sharing a house with a woman. I imag...

Helping a Friend's Loneliness Ch. 03

by Bibliophile on Dec 2, 2019
BDSM

Author Note: I think the basic dynamics are already set for this plot line of the non-climaxing girl and the side-girl she insists on because of it - with the side-girl in chastity, but I had to go one more installment in order to put Miss X / paingirl / chastity-girl/princess into an actual (and probably expensive and not-very-functional) chastity belt inst...

The Roommate Pt. 12 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Chastened, Josh/Lori nursed her wounds for days, and little was said between her and Miranda, except when the dominant asked how Lori had opened her chastity when with Cassie. "I bought a master key on the Internet," answered Lori brightly. "Actually, my penis is getting a little irritated by the plastic over such a long time." "Give me the key. It obvious...

Lucky Me Ch. 01

by live2beloved on Sep 15, 2017
BDSM

Please... Mistress... Please it's... been... so many... days... please let... me... cum... and again I was smothered by her pussy. I was breathless, my balls were aching and my cock wanted to break through that chastity. I was never aroused so much in my life, I was helpless and the bondage was cutting through my veins, I just wanted to cum. I wanted to cum...

Chastity Ch. 02

by wishfulthinking on Sep 18, 2017
Romance

Kinlee woke with a glorious smile, her arms slowly stretching. Snuggling deeper beneath the blankets, her mind drifted. Suddenly, she sat up in the enormous bed, one hand holding the sheet to her bare breasts. Her mane tumbled in disarray around her shoulders in a golden halo. Rising panic flooded her. He couldn't have. He wouldn't have. Kinlee forced he...

Win a Cock Cage, a Contest

by JrBlueBalls on Jul 31, 2019
BDSM

The following short stories were written as submissions to a contest run by the company that sold my wife our first cock cage. I was excited to write of our experience, until I saw the contest rules that would allow them to use our likenesses in any of the advertising or promotional materials. While we really enjoy their product, I didn't like the contest ru...