Pussy Caning Stories

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Length
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Infinite Scroll

A Complete Session with Her

by intofdom on Sep 12, 2017
BDSM

I have made this an interactive story because every reader has the capability to imagine his or her version of the fine details. So I have left some intimate parts for you to imagine. Hope you enjoy the new experience. *** Completely Naked with only leather cuffs on ankles and wrists. A tight collar choked around your neck. You wait with eyes focused on t...

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...

Moving On 10: Finale - Maintenance Day

by DonBrown on Sep 12, 2018
BDSM

Again, on the allotted day for Mr. Broadwood to issue their maintenance no one had much appetite but they all gathered for breakfast none the less at MaMa's. "I want you to both be very brave today for me and PaPa. I need to tell you both PaPa has altered Mr. Broadwood's instructions, we all three will be naked and he has permission to use any instrument he...

Wheals of Fortune Ch. 01

by Calandria on Sep 16, 2017
Novels and Novellas

Everyone who figures in this fantasy is over 18 – and so must you be, to read it! There is a website that offers cash to young women for caning – it isn't called 'Rear Wheals' – though that's a pity. * My finances, to put it mildly, were at a low ebb. I had foolishly invested in an apartment I thought I could afford, bought a car which w...

Losing My Manhood

by magic_tantra on Sep 13, 2017
BDSM

Once Mistress got used to using the razor strop it became her favorite way to discipline me. The strop hung in my bathroom proudly patiently waiting its time for Mistress to order me to take it down for another whipping. Mistress found was the strop did not break the skin yet left wide red marks that healed in less then a day. The punishment that the strop g...

Twelve Days a Slave Ch. 06

by The_Technician on Sep 14, 2017
BDSM

This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NOT prohibit slavery. They only LIMIT slavery to punishment for crimes. In other words, the Constitution...

Jolene's Momma Pt. 02

by ValoryG on Oct 6, 2020
Transgender & Crossdressers

After Brandi left, after I had willingly signed my privileged life away, I also had some nagging fears. Like, would Jolene be able to carry out her role, since she was usually so sweet and caring, and she usually gave in to what I wanted? Or would she take after her mom and become a merciless taskmaster and sadist whom I would hardly recognize? After we ha...

Twelve Days a Slave Ch. 10

by The_Technician on Sep 14, 2017
BDSM

This is the story of a young woman's conviction as a terrorist and what happens to her when she is sentenced to penal slavery. Penal slavery is not impossible. The Thirteenth and Fourteenth Amendments to the Constitution of the United States of America do NOT prohibit slavery. They only LIMIT slavery to punishment for crimes. In other words, the Constitution...

Letter from Oswego

by justincbenedict on Sep 16, 2017
BDSM

Dear Shoeblossom: One nigh I attached Carter's wrists to the ceiling hook in his basement, and separated his legs and locked them into a spreader bar. I whacked his cock to awaken it with my long cut rose switch...didn't bother to cut off the thorns! And then I brought out a thin steel knitting needle. "This little slit at the end of your cock is quite s...

Owned by my Mother-in-Law Ch. 15

by Sputnik57 on Sep 13, 2017
BDSM

The women sneered with satisfaction as Rose removed her skirt and displayed her beautifully plump thighs, wagging her finger with one hand, her soiled panties in the other. "You lick these clean first." I gratefully took the large size frilly panties from her and sniffed and licked at the generous and sticky gusset; the divine scent and aromas of her volupt...