Olivia Holt Stories

2,109 results
Orientation
Length
Source
Infinite Scroll

Secretarial Services Pt. 02

by steve350 on Jun 5, 2018
Group Sex

And so began my lengthy affair with my boss, handsome Mr. Holt. We still managed to accomplish a fair amount of work each day, but several times a week we took time out for extra-curricular activities. He fucked me on the desk, he fucked me on the floor, and on occasion, when I felt especially horny, I would interrupt him at his work, open up his pants, and...

Journey to the Center of the Moon Ch. 02

by ElliottKillian on Dec 2, 2019
Sci-Fi & Fantasy

Please leave a comment on what you liked or didn't like about the story or writing. It helps. [Flight 1865: From Port-au-Prince to Miami] "We have now reached cruising altitude. Flight attendants will provide inflight service. Please relax, and we'll be in Miami before you know it." The captain said. An old woman in seat 2B complained about the heat and...

The Blind Date Ch. 03

by ret123 on Sep 15, 2017
Exhibitionist & Voyeur

I went to the door of Beverly's apartment to pick her up to go to the cocktail party for the faculty at the school where she was a teacher. Beverly answered the door wearing a black slip and a thin black sweater which was unbuttoned in the front. The slip looked like a sexy, short, tight black dress. The slip hit her about the middle of her thighs and was ti...

An Unfair Fight with a Known Quantity

by Malraux on Dec 1, 2017
Erotic Couplings

(Approximately 8400 Words) *Part 1: Abigail Gilliam and his daughter Abigail ran the only general store for more than a day's ride in all directions. It was profitable because there were new farms and ranches going up in the area, and the cattle trails were just a few miles to the east and west. Cowboys found little Expiation, Kansas, and it didn't take lo...

Recruiting of a Sissy Maid Ch. 08

by Sissy_Chantel on Oct 15, 2017
Transsexuals & Crossdressers

Chapter Eight: Chantel Moves Up at The Jade Maid Club. Six months now into Chantel's new life as a t-girl maid and slut at The Jade Maid Club has her progressing well. Hormones have aided in her feminization and she has proven to be a very good and docile enslaved sissy girl. Not perfect but impressive to see that Mr. Luftgrin, Mr. Jenkins in reviewing all...

Monica 31: Musical Chairs

by SZENSEI on Sep 12, 2017
Exhibitionist & Voyeur

Outside of classroom 312 Monica Gift fidgeted. Waiting with her were friends Thea King, Tamara White, and Amber Welch. However quiet suddenly Monica during their nerve racking wait questioned if her "Foursome" of Teachers promised by Dane Morrison had fallen through. She couldn't blame him if it did. Dane Morrison had planned on it only being Monica. Now...

Enslaved

by aimili_sage on Sep 14, 2017
Sci-Fi & Fantasy

“What you need is a man.” Taryn looked over at her cousin. “Really? Don’t you think Marius counts?” Lora waved her hand in dismissal. “I said a man, not a krod.” They neared the Market. “Maybe you could find a pleasurer here.” “We have need of strength, not pleasure.” They entered the building. “Good day, miladies. To what do we owe your visit to us toda...

My Only Regret Ch. 04

by BrokenGlass on Sep 25, 2017
Romance

Hello everyone, I have listened to your advice and got an editor. I was scared because the last one didn't work out so well but hopefully this one will make the difference the story and you all deserve. I realized I wasn't paying attention to the story as much as I needed to. So now I'm going to buckle down and make 'My only Regret' a truly worthy piece of...

Making Holly

by Sissyhalo on Sep 19, 2017
Transsexuals & Crossdressers

My name's Jamie and I moved back to my hometown. I had a lot of bad memories here and most of them stemmed from being bullied in high school and a lot of that came from Holt Thompson. A loud mouthed jock in school he was the center of the basketball team and really, really arrogant. I was a geek, a comic kid and dungeons and dragons kid and all that stuf...

Recruiting of a Sissy Maid Ch. 03

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Three: Training Done, Chantel is On Her Way. Waking up back in her cell, Chantel finds that her days being trained, orientated and broken off will here with the Burrows brothers are wrapping up. Mitch enters her cell and has her come back out and back into the house with him and Nate. Mitch says, "Well Chantel, time has come for us to part our ways...