Lost Bet Pegging Stories

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The Bet

by tdallyn on Sep 12, 2017
Toys & Masturbation

Barbara and I had just finished a leisurely late breakfast when I lost the bet. I don't even remember what we had gambled over, but I do remember that I promised that if she won she would get anything she wanted. "I want you to masturbate for me," Barbara said. "That's not a 'thing', that's an action," I protested. "You didn't specify when you made the...

Money Shot Pt. 02

by GavinIsaNuisance on Jul 27, 2020
Transgender & Crossdressers

This story is entirely fictitious. Any similarities to persons or things living or dead is purely coincidental and completely unintentional. All persons depicted in a naked/sexual nature are 18 and up. Tanya introduces a newly sissified Danny into the world of erotic photography which gets them into a hot offer they can't refuse. Author's Note: So, I establ...

Femdom Between Friends Ch. 01

by jack562004 on Sep 11, 2017
BDSM

Karen and I had worked together for a number of years and had developed a close office friendship, frequently lunching together and even traveling together to the half dozen yearly trade shows requiring a company presence. She was very pretty in that "girl next door" kind of way, with long strawberry blonde hair and a softly freckled face. I admired her sha...

The Vacation Pt. 06

by medic45 on Sep 19, 2017
BDSM

This story is a work of fiction. The Characters do not exist in real life. Be warned. It contains aspects of Female Domination that are consensual and non-consensual. As with most stories, starting in the middle doesn't make sense. Constructive comments welcomed. ***** The Vacation begins I spent Monday recuperating from the weekend. Barbara had shown me...

One Way To Spice Up A Marriage Pt. 03

by medic45 on Sep 16, 2017
BDSM

The Redskins had home field advantage for the first round of the playoffs. They were playing the Green bay Packers. The game was close going into half time but the Packers pulled away and won convincingly. The Redskins season was over and I had another CFNM party to attend. Jenn scheduled the party for the following Saturday night. After an early dinner she...

New Order of the Ages: Thanksgiving

by SEVERUSMAX on Mar 27, 2018
Sci-Fi & Fantasy

"So, if you don't mind passing me the cranberry sauce, babe, that would help," Dan Orsini asked his wife, Tanya, while Rachel sat on her lap and made out with both of them. "Of course, though I can see that Rachel here wants to add a sauce of her own," Tanya retorted with a giggle, truly enjoying this Thanksgiving feast of theirs. "Well, I still do have...

Exploring Sexuality: A Pegging

by silkstockingslover on Sep 25, 2017
Anal

Summary: Husband is pegged by sister-in-law with wife's permission Note 1: Thanks to Robert, goamz86 and Wayne for editing. Exploring Sexuality: A Pegging I was almost in the city when my cell rang. I glanced at it and saw it was my sister-in-law Sabrina. I sighed. I loved Sabrina, but since her divorce she had been as exciting as a Nicholas Sparks mov...

A Lost Lover, Changes for Melissa Pt. 01-02

by MadQuill on Feb 6, 2018
Transsexuals & Crossdressers

Please remember this is a copyrighted work and all legal disclaimers apply. I appreciate the editing assistance of Santacruzman. There is an inspiration for this tale and the character Thom in the film directed by Jean Negulesco: "How to Marry a Millionaire". I love the three women characters, Shatze, Pola and Loco and their manipulations. This tale does NO...

Pegging Suite

by rckplsky on Sep 13, 2017
Anal

They arrived in the order I told them to. Holly first. Zoey second. Riley third. We met in the bar/restaurant of the Hyatt. I had all ready set up the room earlier around check in time. That was at two it was now nearly eleven. I ensured all the amenities were there and that I closed the blinds. The room had a balcony, but I don't think we'd need it. Bu...

Bitch for a Day Pt. 01

by Here4u2get on Feb 3, 2020
Erotic Couplings

[***Note to Readers: This story is a prequel to my first story, "Creampies , Pegging and Intimacy." Reading "Creampies, Pegging and Intimacy" first may enhance this story, though it is not necessary. For all of the readers who enjoyed my first story, I hope this story, broken into two parts because of its length, is likewise enjoyable. Thanks for reading!***...