Jaclyn Glenn Sex Stories Stories

238,859 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Cassi: Three is the Magic Number

by BoredWifeFantasies on Jun 8, 2020
Group Sex

This story involves some of the same characters as an earlier story, "Cassi Can't Resist". However, it is not necessary to read that story to enjoy this one! It also contains limited recounting of man on man oral sex as well as pegging, so if that's not your cup of tea this is your warning. Otherwise, ENJOY!! The rushing water felt amazing as it cascaded d...

Jaclyn's Bitch Receives a Gift

by lusty Vamp on Sep 12, 2017
Transsexuals & Crossdressers

The big night had finally arrived and Greg was so excited he could hardly stand it. As he laid out Jaclyn's outfit for the evening he winced in pain as his little penis pulsed against the confines of his cruelly spiked chastity harness. "Damn this fucking thing." He said out loud as he grabbed it and tried unsuccessfully to make it at least a little comfor...

Things Change

by komrad1156 on May 13, 2020
Mature

Dillards department store. Beaufort, South Carolina. "Mama? Isn't that Jackie Frances or whatever her married name is?" Her mother stopped talking when her daughter grabbed her arm and looked. "Oh, my heavenly days! Yes, it is. I haven't seen her in ages!" "Same here, and just look at her! She's as beautiful as ever." "Let's go say 'hi', okay?" The two...

Streaking Ch. 01

by bartender333 on Sep 25, 2018
Erotic Couplings

{Text received 9:43pm} Mack: come outside in 3 minutes, I'm running by. {Text received 9:44pm} Mack: naked!! The second text got Mary's attention. She put a bookmark in Pride and Prejudice and slid out of her sheets. It wasn't too late, but she had already gotten in bed and was about a chapter into her 3-chapter routine before she went to sleep. It was als...

The Panties Ch. 02

by sweetliljac on Sep 19, 2017
Toys & Masturbation

Jaclyn drove up to the house and pulled in the driveway. She was a little tired and felt grungy after having just come straight home from basketball practice. She hopped out of her car and lazily made her way up to the front door. Right as she opened the door she was startled as Monica was standing directly in front of her; her friend Nick right behind her....

Jaclyn and Her Bitch Host Poker

by lusty Vamp on Sep 12, 2017
Transsexuals & Crossdressers

Greg scrambled to get everything just right. He set up the poker table his wife had recently bought for such an occasion as this. He made sure all the hors devours were cooking properly and he checked to see that all the drinks were chilled. Once that was all checked he hurried to Jaclyn's room to prepare her outfit for the evening. Jaclyn had been plannin...

A Desperate Wife

by NerdyRosie010109 on Jul 20, 2020
Loving Wives

Jaclyn's husband grunted as he came, his eyes squeezing shut. Jaclyn exhaled in relief as he rolled off of her, panting. "That was great," he told her, and she forced a smile onto her face. "Yeah, I thought so too," she lied. Within minutes, Rob was snoring. Jaclyn reached over onto the nightstand, grabbing her phone. She smiled to herself when she saw t...

White Pineapple Pt. 03-04

by All_These_Roadworks on Oct 22, 2019
BDSM

==== PART 3 ==== He was going to do it to her at work. "Please," Jaclyn begged in a whisper to the voice only she could hear. "Please, don't make me do it at work." But she knew there would be no mercy. The voice of her owner spoke in her ear. "Why don't we play a little game, Jaclyn?" She flinched, knowing what she was about to hear - and a moment l...

A Sissy Boy is Made

by lusty Vamp on Sep 12, 2017
Transsexuals & Crossdressers

Edited by goamz86 For those interested this is an in-depth background story of sissy boy Greta who was introduced in Chapter 8 of Black Mistress-White Bitch. Please, if this scenario offends you please find other material to read. * By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discove...

Bath of Blood

by Totzman on Sep 15, 2017
Illustrated

Illustrations by Ivy. * * * 1. Brother and Sister "You sure you want to do this?" Jaclyn Becket looked at the folder on the kitchen table in front of her, then at the .38 Special revolver resting in her brother's belt holster. "Of course I'm sure," Dylan said. Noticing his sister's fearful stare, he closed his jacket to conceal his newly purchased we...