Lost Bet Spanking Stories

191,774 results
Orientation
Length
Source
Infinite Scroll

Mom's Bed Ch. 08

by JoeDreamer on Sep 12, 2017
BDSM

Author's Note: I wasn't sure if I was going to continue with this story for a few reasons, not the least of which is that it's a little outside of my comfort zone, but enough people have requested the next chapter that I felt I should. There are still plenty of chapters left to write if people continue to show interest. Please note that this story covers a...

A Bet With Girl Next Door

by Dark0007 on Jul 6, 2020
Exhibitionist & Voyeur

Hello my name is Josh. I live in New York. I am a game tester and mostly stay indoors. I have a huge crush on my neighbour. Katie Turquotte the girl next door lives with her sister Isabelle. I saw her first time when I moved in and it was love at first sight. Katie is a look alike of an actress Katrina kaif with only difference being her breast are bigger...

Mickie's Mine

by MTL17 on Sep 11, 2017
Celebrities & Fan Fiction

Author's note This story is co-written with another author called Vintage. *** After a two year absence Trish Stratus had returned to in ring action. It was a one night only deal, Trish had no intention of returning full-time, but for one night only it had been invigorating. To hear the crowd cheer for her one more time, to be in the very unique spotlight...

Stevie's Journey Ch. 02

by gbr2004 on Oct 7, 2019
Fetish

I sleep soundly but finally wake up and realize it's almost nine o'clock. I get up and take a shower. The hot water feels so good. I get dried off and go over to the dresser and open the top drawer and there are several pairs of panties in the drawer. I pick out a red pair and slip them up my legs. They feel so soft as I pull them up. I reach in and tuck my...

Barry and Diane, Encounter No. 13

by BarryandDiane on Sep 14, 2017
Erotic Couplings

Diane looked up at the video screen mounted high on the wall of the bar and frowned. She glanced down thru the reading glasses perched on the end of her nose and selected "4" on her keypad – fold. She had a four of hearts and a five of hearts in her hand, and the bet that was coming around was over a thousand bucks. The flop came down and revealed a six, eig...

A Spanking Good Time

by Quin on Sep 19, 2017
Fetish

I am a 36yr old housewife married for ten years and live in a quiet suburban area. This letter is about what happened just after I wed. I was very naïve about sex and had never done anything exciting although I seem to attract the attention of many men. I had then shoulder length blonde hair and a good figure with 36c bust which looked bigger because of my s...

A Spanking She Will Have

by alexcarr on Aug 18, 2017
Fetish

I wasn't expected at the mansion until late to give the Lord Antony an estimate for redecorating his house. I am his regular decorator so taking the liberty of walking straight in was standard. With no one downstairs I took a peek upstairs to see if the Lord was around. Then I heard a sort of swishing sound and not quite making out what is was I quietly o...

Little Miss Fifth Period

by Epithet on Sep 13, 2017
BDSM

Grading papers. Those damn kids. I could hate them all if the Council would let me. That would be the Concerned Catholic Parents and Teachers Council, of course. I have been a teacher at St. Peter's High School for three years. I was meant for greater things. "Go to a Catholic school," my friends told me, "Get to see all those little girls in their little sk...

Wear My Stockings or No Sex

by Back2egg on Mar 6, 2018
Fetish

NOTE: All characters are over 18 years of age. **************** I was unusually nervous as I pulled into Inkpen Close to pick-up Julie. She was a tall, leggy girl with small, ripe breasts, porcelain skin and sleek, styled, short hair. 'I'm not going to be serious,' I said to myself as Julie emerged from the soulless new estate house which still bore the si...

Neighbourhood Terror to Sissy Pt. 13

by Fibaro on Oct 7, 2019
Transgender & Crossdressers

Chapter 15 Only 10 minutes had passed since they left from the homeless shelter and they were already pulling up in front of CC's. Mark had had no time to process the humiliation he just experienced yet while he was already getting confronted by a whole new sense of dread creeping up to him. He knew Lisa meant well, but he was also sure she would get corrup...