Spanking Boy Stories Stories

153,655 results
Orientation
Length
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Infinite Scroll

The Disciplinarian Ch. 01

by TruthAndLove on Sep 11, 2017
BDSM

My name is Soo May. My best friends are Angie and Jennie. I am 22 years old and of Chinese descent. Jennie, my apartment mate, is 24. Angie is 29 and married. Angie is taller than average, thin, long-legged, with straight, brown hair that falls to the middle of her back. She was a model until she got married and she is still beautiful. One of her grandpare...

The Woman Rancher

by gspanker051 on Sep 17, 2017
BDSM

All stories are copyrighted, 2009-2012. No reproduction or copying by any means is allowed, unless by permission. All characters and places are fictional. This story involves female domination and abuse of a male plus very graphic content. If this offends you please do not read Please help me to improve with helpful feedback if the story is poor tell me wha...

Three Days...with a Spanking Virgin

by naughtychanteusez on Sep 17, 2017
Fetish

Three Days At times caution can keep you alive, but it can also prevent you from taking chances beyond a reasonable comfort zone. That's exactly what I did recently, threw caution to the wind and stepped out of my comfort zone to meet a woman I got to know on Literotica, an internet web site. From the start, one of the things that made this different was ou...

Anja’s Wild Years Ch. 01

by Hollunder on Sep 16, 2017
BDSM

Special thanks to Erosite for editing this story. Summary: The story is about Anja, a chubby young woman who describes some of her sexual adventures and experiences during her student years. Bored by her boyfriend, who only varies foreplay but always plays the same role – the role of a gentle Romeo – she looks for variety. Perhaps inspired by stories, pictu...

Kelly's Quest Ch. 01

by The_Technician on Sep 19, 2017
BDSM

This is a story I wrote a few years back. It is about a woman who is addicted to pain and knows that it can destroy her, but still seeks the blissful "golden cocoon" that lies on the other side of the pain and humiliation. Her addiction controls her, but she finds help from an unexpected source- her Uncle Jack and her sister Tracey. She also finds out that s...

Writer's Block

by iraussieguy on Sep 17, 2017
BDSM

I write for a living. I don't have any great pretensions to be famous, I know my place in literature and it's not near the top of the tree. I write spanking stories for magazines like Paddles, Blush, Cane and Red Cheeks. Not exactly mind bending stuff but I enjoy spanking and I enjoy writing about spanking. I'm happy doing what I'm doing. I live by the sea...

The Disciplinarian Ch. 05

by TruthAndLove on Sep 11, 2017
BDSM

Please read the earlier chapters before you read this one. Otherwise, it won't make much sense. Also you'll find it a lot more erotic if you first understand who these characters are and where they are, physically and emotionally. Instructions and Inspections The next day, Jennie and I rode in her car to Angie's. We arrived just as her husband was pulling...

All in the Family Pt. 02

by medic45 on Sep 25, 2017
BDSM

This is a continuation of the story "All in the family part 1". It will make more sense if you start from the beginning. ***** "Hey mom," Jodi said as we entered Mrs. B's kitchen. "What's for dinner?" Mrs. B was Jodi's mother. She was in her late fifties and had recently lost her husband to cancer. She was having a hard time adjusting to living alone afte...

Becoming a Cuck Ch. 01

by MistressHollyscuck on Sep 17, 2017
BDSM

How it all Started After my wife left me, I got on a vanilla dating site due to the loneliness I was experiencing. I saw someone's profile that interested me. She was not only pretty but seemed to reveal a personality that attracted me as well. I sent her a message and the chatting began. She worked everyday, while I, being laid off, spent most of my day on...

Pinky has no pants on!

by Guromancer on Apr 22, 2025

"What, WHOA!" Natalie paused, then flinched back. Then freezed. She saw a thing. It was a butt. Pinky's butt. It took her a moment to recognize his frame, head and clothes from behind. "... Pinky?" Pinky reflexively twitched, his left buttock then his right slightly clenching in turns as his feet shuffled. Didn't he hear her walking? She...

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