Spanking Boy Stories Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Mr. One Fifty-Eight Ch. 02

by tazemebro on Sep 13, 2017
BDSM

WARNING: You will probably enjoy this story much more if you have already read the series Chris Donaldson, as well as Chapter 1 of Mr. One Fifty-Eight. The characters' back stories are revealed there. All characters depicted in this story are over 18. ***** Chris laid a ten dollar bill on the counter, trying to keep his hand steady. The portly, bald man...

Days of the Raj Ch. 04

by aaronburr on Jul 29, 2019
Exhibitionist & Voyeur

George Appplewhite lay on his sheet, on his metal framed bed with its chipped cream paint. Outside the Gangetic plain offered up its steamy heat and its swill and ordure. The ceiling fan droned and creaked, stirring the sluggish air. This was his junior teacher's bedroom- hardly bigger than a closet- where he had slept since his arrival in India to teach at...

Dairy bois

by cdbaby on Apr 29, 2025

Ezekiel Shaw hopped the fence that kept the cows from wandering off on his friend Eli’s family farm. The two families had been neighbors for five generations now, and as such not only were the boys friends but their parents were friends since childhood as well. So it wasn’t unusual that Zeke, as he preferred to be called, would go to his friend’s house after...

Moesha the Maid

by Hellball on Sep 16, 2017
Fetish

As the elevator doors opened, Moesha stole one last look over her shoulder at the mirrored wall. Nervous, brown eyes peered back from her round-cheeked face. Her hair was too short for dreadlocks right now, so she had (with great difficulty) managed to make it smooth and glossy. She hoped it looked professional - but, then again, was she supposed to look pro...

Rodney's Nude Humiliation Ch. 05

by aaronburr on Aug 29, 2017
Exhibitionist & Voyeur

America in 1956 seemed besotted with Peyton Place and the Kinsey Report and the boom in nudist colonies and the theories of Dr Freud. But schoolgirls in the Minnesota city of Brewer were homing in on their own sweet goal: seeing their male classmates stripped to the buff. Their male classmates nude. In their birthday suits. And more than that, nude- and hu...

A Stimulating Life Ch. 04

by spankednaked on May 19, 2020
BDSM

Slave training was degrading, physically painful and sometimes scary, however, I was assured that the harshness of my training was necessary in order to get me into the proper "slave mindset" before I was allowed to be sold at auction. Constant punishments had left me fearful of doing anything that might earn me additional spankings, whippings or other pena...

Nude Humiliation of Young Viking

by aaronburr on Mar 6, 2018
Exhibitionist & Voyeur

There are references in this to my earlier stories, Days of the Raj, Veronica Peeps and Nude and Erect. ***** Carl Harlson, the tall, tow-haired young Viking, was summoned for rehearsal by Miss Cuff, to be the only boy up on the stage with seven girls, for a particularly difficult scene in Cowgirls and Indian Braves. It was the scene where a lone brave, o...

To Have and To Cuckold Ch. 01

by Paul_Littlejohn on Sep 16, 2017
Loving Wives

A CAUTIONARY NOTE Having always loved the cuckold stories on Literotica I thought it was time to share our experiences with you – not just the sheer excitement that can come from this lifestyle but also, on my part, the frustration, humiliation and jealousy that can come from being a cuckold husband. Whilst I know many of the stories on here are mainly fant...

Schooling the Stepford Husband

by jane marwood on Sep 25, 2017
Fetish

Foreword This is not a story that will suit many of you. I therefore urge you not to read it, unless you are one of the very few people in the world who enjoy the extreme humiliation of young men at the hands of women. This story, along with others I have written, has no redeeming features for the uninitiated. So I beg you, don't read it. Don't vote and don...

Spending Time with My Mother-in-law

by fantaseeboy on Mar 2, 2020
Fetish

While my wife of fewer than 3 months, Julie, was away on business, I chose to spend the time with my new mother-in-law instead of staying in our home all alone. It was the first time I spent any time alone with my mother-in-law. She was tall like my wife, much taller than my meager 5'4" stature. She was full-figured and busty, even more so than my new bride....