Olivia Holt Stories

2,109 results
Orientation
Length
Source
Infinite Scroll

Being Holly

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

Okay like right off I want to make it clear it's Holly now and forever. Holt's fucking dead and I'm killing anything that's left. And that's a damned good thing. See Holt was an asshole, I...he...that person I was...I was raised by an asshole. My dad and he wasn't a nice guy. He was a jock, he was a mean jock raised by worse my grand dad. Holt was part...

Celebrity Summer School Ch. 06

by DarkSwordsmanReturns on Apr 20, 2020
Celebrities & Fan Fiction

Friday, July 24th, 2020 Amy Adams opened the door to her Room 69K and stepped inside. The room was already half full, as it often was upon her arrival. Miss Adams had been teaching Anal 301 to her third year students since the start of the month, and it had taken the redheaded actress less than half a session to learn that her class of seniors were spilt i...

Recruiting of a Sissy Maid Ch. 04

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Four: Chantel, Fitting Into Her New Lifestyle. Master Holt says, as the two of them walk out from the elevator on the 2nd floor, "This will be the floor that you will begin your life in servitude to us Chantel. Lets go find your head maid Penny and then get you to your room." Chantel grows more and more resigned to this new life as she see's a very...

Vibrator Jack

by Egmont0409 on Sep 16, 2017
Romance

CHAPTER 1 Whenever he was bored, young Jack Holt didn't do what most young guys in their late teens or early twenties did, which was to look for a babe to mount. Like his parents he thought such behavior was disgusting, but so much for ignorance. Mankind has come a long way since the invention of the wheel and television and of course there was the woman wh...

Journey to the Center of the Moon Ch. 01

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

While making out, Andres opened the door to his room. Andres was of average height with broad shoulders. You could tell he went to the gym every day. His hair and skin were black. He wore a white polo shirt that was painted to his body. His hand moved to the woman's waist to her ass as he walked her into his room. Lilly was blonde with long legs. She had...

When Thunder Rolls Ch. 03

by YouDidWhut on Dec 11, 2018
Romance

November 9, 1865 Milledgeville, Georgia My train crawled to a stop as it entered the yard at the Milledgeville depot and I had never been so happy to gather my belongings and climb off an infernal contraption as I was on that day. The air outside was crisp, cool and a stark reminder that I had limited time to conduct my business at home before I returned...

Petsitting Ch. 01: Wednesday

by ChelseaShore on Sep 26, 2017
BDSM

It was a quiet little street in a quiet little neighborhood. Even the crickets seemed muted as they chirped in the blanketing darkness, which was interrupted only by the faintest traces of pink in the western sky. The houses stood in a neat row, a respectable distance from each other but still neighborly. The lawns were well-manicured and the trees were prim...

Recruiting of a Sissy Maid Ch. 07

by Sissy_Chantel on Oct 11, 2017
Transsexuals & Crossdressers

Chapter Seven: First Time Escorts, Chantel and Traci. Carl meeting with Barlow over morning coffee says, "So Barlow how did things go with Chantel and Traci in Montreal?" Barlow bites a muffin and swallows, saying, "Tony and Vic were very pleased with the girls. Chantel and Traci were great performers, the sex videos were very hard core and as normal with...

Lyla: Loose Lips

by dakotadanders on Nov 2, 2017
Erotic Couplings

"Ugh," she thought to herself as she reapplied some lips gloss. "Better get this over with." The band began to play a slow somber song as she entered the ballroom, people gently swayed on the dance floor. She soon found an empty table and made a beeline straight for it, the earlier convention had bored her to tears, if it wasn't for the love of her job she...

Webslut Madison Ch. 07

by Rockwellray0 on Sep 26, 2017
Exhibitionist & Voyeur

It had been a little over a month since Madison played the dice game. At first, it was exciting to her to be exposed as she had been. Over time, though, Madison found that she was no longer getting a rush out of just having her pictures posted on the web site. She remembered how it felt to roll those dice - the rush she got, the adrenaline, the pounding ches...