First Time Lesbian Caned Sex Stories

360,597 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

White Lady Ruling Black Women

by Samuelx on Sep 12, 2017
Group Sex

Ah, another day at the West Falls Mansion in Buckhead, a suburb of Atlanta, Georgia. Mistress Stephanie Voltaire sat down on a couch, sipping her drink. She checked some of her stocks in her Blackberry and noticed with satisfaction that thanks to her clever investments in the international Asian market, she made three hundred grand without leaving her home....

Tiny Coercive Ch. 02

by Reavantwo on Sep 17, 2017
BDSM

Master's Bedroom. Sandra lit a lamp turning the wick to a soft glow and then lit two candles on the opposite wall, leaving the drapes closed before waking her master and madam. "How can I pleasure my master this morning?" She curtsied deeply smiling seductively and then presented her body, swaying her hips, flaunting her curvaceous full figure in the soft f...

Tiny Coercive

by Reavantwo on Sep 17, 2017
BDSM

I am using 'Coercive' in the title as a noun which apparently makes no sense, but it works for me. Story is set around 1875, with some literary license. A midget from an isolated village, where she'd suffered relentless teasing, is hired as a servant. She is coerced into lesbian sex by a loving black maid and her cane wielding midget madam (good cop bad cop...

Tiny Coercive Ch. 03

by Reavantwo on Sep 17, 2017
BDSM

The Pantry They comforted each other on the mattress, Sandra kissing Olivia's tears away. "Oh Sandra, I feel so good now." "You don't feel the pain." "Not when you hug and kiss me; it's strange my cheeks are burning but when you kiss me it goes away." "Well that what hugging does when you like the person you're with." "Like, is not the word Sandra." "...

Plantation Porn Ch. 03

by Samuelx on Sep 12, 2017
Group Sex

My name is Sharon Joseph. I'm a six-foot-tall, dark-skinned, big-bottomed and very voluptuous young Black woman living in the city of Ottawa, Ontario. I'm a third-year student at Carleton University, majoring in the field of Business Administration. Lately, I feel like I'm going nuts. Living a double life is starting to catch up to me. I'm gay, but my friend...

A Very Shameful Punishment Ch. 21

by lesliejones on Nov 5, 2018
Fetish

This story includes some fairly major disciplining, as well as bodily functions, so if that offends you, please read no further. All characters are over 18. ***** Eleanor brought her older sister Meredith back to the apartment shared with Sgts. Denise and Linda after the two had visited the ladies' room at The Lounge where Eleanor spanked and caned her sis...

A Lesson Learnt, But Horny Memories

by Johnandtilly on Jul 11, 2018
Group Sex

We originally met, me in my early 50's and Tilly 45 on the internet, both of us were married (unhappily and sexlessly) and using the web to arrange stranger meets for sex with our first meeting being for a stranger fuck in a motel by the M1 motorway - we both loved, and still do, anonymous sex with strangers! Initially we were just Fuck Buddies, then fell bi...

Earning those stripes

by JOHNKEY2222 on Jan 6, 2020
Loving Wives

I just found out old Bill Brown is mad about my sexy young wife Brianna. Well that's what she's telling me and she has my swollen manhood nestled in her soft warm hand, as she slowly strokes it. So it's just a lovely little tease but it's making my todger tingle like crazy. It's a good tale too, Bill Brown is a handsome older man, think of Christopher Lee i...

First Interlude

by tovesslithy on Sep 14, 2017
BDSM

24 First Interlude Helen Shagton was forty-two years old. Despite this very adult age, she was nursing a very recently and well-caned bottom. She was just returning home by car. However, she had felt, as she so often did, that she really needed a good, hard, school caning style punishment herself. The Headmaster, had, naturally, been very happy to oblige h...

Painful School Reunion

by djt_one on Sep 19, 2017
BDSM

It had been over 6 months since John and Sue had first been introduced to the painful pleasures of caning by the fraudulent Dr Hay. Whilst they realised that his methods would not help their chances of conceiving their first child, they had found another dimension to their sex life. John very much enjoyed caning his wife, and Sue enjoyed the sex afterwards!...