Spanking Boys Stories

77,376 results
Orientation
Length
Source
Infinite Scroll

Sensitivity Training Can Mean a Lot Ch. 09

by JimAner on Apr 25, 2018
BDSM

Introduction: This can be read as a stand alone story, but if you want to understand the Island, you should read Chapter 8 at least. It is probably best to read the entire tale, but it is not necessary. For those of you who are following the series, Beercan is not in this chapter, but he will be in all of the following ones. ***** A Week in Femdom Villa...

New Management Ch. 02: Wedding Date Set

by DonBrown on Sep 11, 2018
BDSM

The whole house was excited about the news of the double engagement right from the new scullery maid, Kitty, to the Master of the house. Joe rang PaPa, "Excuse me for ringing Sir, could we all please make an appointment to discuss wedding dates and venue with you all." Hi Joe, how does tomorrow afternoon at 4.30 fit into both your schedules?" "Fine Sir, a...

Sarah and Emily's Adventure

by Sarahcheer on Sep 14, 2017
BDSM

Chapter 1: Sarah and Emily meet Mike and Brad It all started one Friday afternoon, when Sarah returned home from her college classes. Her roommate, Emily, has been Sarah's best friend since they had met each other during freshman orientation. It was sheer luck that Sarah and she were roommates alone their freshman year. Normally, the dorms had 4 girls in th...

Moving On 09: Maintenance 1 Week

by DonBrown on Sep 12, 2018
BDSM

MaMa sent the girls one of her usual notes. Dearest Cherubs Breakfast for three has been ordered for 8.30 tomorrow, please allow 2 hours from your busy diaries to attend. Love and Kisses MaMa. "Its a spanking breakfast then Abi." "For sure, suppose we are both well overdue really and she can tell, just as PaPa could." "Shall I send a funny reply Abi."...

Spanked By Thy Neighbors Wife

by Sampson Burns on Sep 12, 2017
BDSM

Jason, a 36-year-old male, walked nervously around the living room of his next-door neighbor's house. He had every right to be nervous as he waited on the appearance of his beautiful 24-year-old blue-eyed blonde neighbor Carolyn Swanson. Once Carolyn appeared from upstairs, he knew he was going to be soundly spanked by her. Carolyn and her husband Robbie ha...

Spanking Headmaster

by BostonDom55 on Sep 14, 2017
Fetish

Please note, all parties involved are over 18. * You are a student at the age of consent, dressed in a white blouse, lacy white bra, pleated short skirt, no panties, and white socks. You have been called in to my office because you have been under suspicion of smoking and even worse, of possible sexual activities, with boys and girls. I am the Headmaster...

My Daughter's Friends

by TheSparkZone on Sep 26, 2017
Exhibitionist & Voyeur

I experienced car trouble one afternoon, which forced me to leave my car at a service station. Luckily one of the attendants was nice enough to drive me home. Of course the fact that I was wearing a short tennis skirt may have had something to do with it, but I've never been afraid to use my good looks to get what I need. I'm a thirty-four year old single m...

Game People Play Round 02

by Ashson on Sep 13, 2017
First Time

Four young ladies had decided that as they were all of age, it was time to lose their virginity. They have gathered together for a wicked weekend, playing sexual games. After a morning of rather intense activity each of the girls had yielded up their virginity in a pleasurable manner. Due to Denise failing to correctly identify the person who thoroughly dri...

Miss Pepperidge Ch. 01

by StoryPal on Sep 15, 2017
Exhibitionist & Voyeur

This is the tale of the adventures of Miss Mandy Pepperidge. The true title of the tale isn't the abbreviated "Miss Pepperidge" shown in the wrapper. Rather, it is "The Adventures and Explorations of Miss Mandy Pepperidge and Her Loyal Companion." The adventurous duo inhabits the world of Templeton College, as described so well and with such charm by author...

Asking For It

by Ashson on Sep 13, 2017
Erotic Couplings

About once a month the school where I work has a casual clothes day. There are rules about what the students can and can't wear. The rules are stricter for the girls than the boys but that's the way things are. It may not be politically correct, but it is common sense. Notwithstanding these rules, and the rather strict way the Headmistress interprets them,...