Jackie Stories

2,424 results
Orientation
Length
Source
Infinite Scroll

49 1/2 Shades Ch. 05

by RockStarGod on Oct 12, 2017
BDSM

"Oh, my!" James heard a female voice exclaim. It was not his mistress' voice. It was 9pm on Saturday and Sarah's friend, Jackie, had arrived. The next voice he heard belonged to his wife, Sarah, his new mistress that had strapped him naked into the newly-built iron cross and put him on display for Jackie. "How do you like my new pet and new toys, Jackie?"...

Jackie Likes to Play

by Boudreaux1111 on Sep 17, 2017
Loving Wives

Jackie and I were married in 1968. We both had little experience with sex. We were not virgins but you could count the number of partners we had on one hand. We kind of learned to do the really erotic things together. I had never to that time eaten any pussy. So I learned with Jackie. She had tried to give head to a few of her former boyfriend at their reque...

Jackie and Laurie

by wfm1969 on Sep 1, 2017
Group Sex

Jackie and Laurie sat across the table. They chatted excitedly about something, but I couldn't quite make it out. Girl talk. Instead, I pretended to pay attention and played with my empty beer bottle. Jackie would catch my gaze from time to time and flash a quick smile. She had amazing blue eyes and perfect teeth. I contemplated getting another beer, but sa...

Jackie Meets Her Sister

by Sissy_Sammi_ on Mar 7, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** *All characters are 18+ So this is the 3rd part to this story, and yes it's been a bit of a break since I wrote the last one. Where the story has gone so far has made some people upset, but personally I think I like it the way it is. Though I am open to making an alternative vers...

Pet Ownership Ch. 06

by KY ridgerunner on Sep 19, 2017
Group Sex

Chapter 6: Playtime No one slept late the next morning. Everyone was too excited about our cook-out that afternoon with Dick and Jackie. That's the excuse we used for getting together even though we all knew it was going to be a mini orgy. What I didn't tell Dick and Jackie was about Pet. As far as Dick and Jackie knew they only expected Kathy and myself. O...

A Much-Needed Vacation...

by Well_hung_Well_off on Sep 19, 2017
Group Sex

Two weeks ago, I came home from work and announced to my beautiful wife of 12 years that if we didn't go on a vacation very soon, I was going to explode at my desk. She ignored me and continued about her business. But I wasn't kidding. Going back a little further, 4 months back to be precise; I was promoted to the position of Director of Operations for a ve...

It Cuts Both Ways

by LesLumens on Sep 14, 2017
Loving Wives

Jackie sighed and cast her blue eyes upward toward the ceiling. "Mom, I told you that Chris and I decided we're not going to have kids, and no matter how many times you ask, that's not changing." She rolled her eyes as her mother all but ignored the statement. "Okay, if I ever change my mind, you'll be the first to know. I need to get going to work. Bye, Mo...

Don't Mess with Jackie

by obiwun23 on Jun 1, 2020
BDSM

Audrey Wilson was a Teacher at Marshall High School. It was her last day. She had Gotten a new Job overseas. The Young 28 year old Teacher couldn't wait. Living overseas was always a dream of hers. She only had one Class left for the day. The bell rang and the students started walking in. Audrey had like every student she had except one. Her Name Was Jacki...

Journal of a Chastity Slave

by Sub_Leo on Sep 14, 2017
Fetish

To Jackie, who owns my mind, body and cock to this day. * The second my new coworker arrived at the center I was immediately interested. At 5 feet 4 inches, Jackie had dark hair, brown eyes and an unbelievably cute attitude that captured the attention of every person in the workspace. I had seen her around at my high school before but I've never had the o...

The Malaysia Option

by Transitional_Man on Sep 13, 2017
Erotic Couplings

I remember trying to read an endless spreadsheet printout. The paper roll was draped over my office windows and ran out the door into the hall. All the office was a buzz, everyone talking about the 'Malaysia option'. Thank heaven Jackie woke me. "Wake up sleepyhead, it's time to get ready for the party. ' I rub my eyes, squinting at the bright lights. Oh ye...