Emily Osment Stories

4,701 results
Orientation
Length
Source
Infinite Scroll

Emma's First Day

by Tundra54123 on Sep 16, 2017
BDSM

Emily removed her compact mirror from her bag and checked her makeup. Her taxi was just driving through the large bronze gates into the grounds of the Academy and she wanted to make sure she still looked her best. She coiffed her ginger hair so the long curls bounced and pushed it from her eyes. Her mascara and eyeliner were still fine from the morning but s...

Nerd Sex

by danbowski on Aug 31, 2017
Erotic Couplings

Dave Haverchuck was a pretty normal guy, at age 28 he looked normal weighing in at 185 lbs at 6'2". He was single but not because he had to be, he had dated a lot but had decided it was easier to have one-night stand type relationships. He had a normal job as a video game programmer, to all who saw him he seemed pretty boring. But that didn't last long, thre...

Collared

by Sarahcheer on Sep 19, 2017
BDSM

"Are you sure this is what you want, my lovely roommate?" Emily sat in her shared dorm room, looking down on the naked body of her roommate, Sarah. Both girls, having met during their first week at their new school, instantly fell in love with each other. But Emily had seen in her friend some interesting and thought provoking behaviors, and after a week, de...

Pleasing Juliette Ch. 02

by MTL17 on Sep 14, 2017
Celebrities & Fan Fiction

Emily had known that sleeping with Juliette would be a mistake, but she had no idea how big it was until the next day. If Juliette was cold before she was now at Arctic levels, barely even looking at Emily, let alone talking to her. And when she absolutely had to talk to her, it was nothing nice. Normally a whine or complaint about her current circumstances...

Roweena's Super Poop!

by Bizarre_Consent on Jan 6, 2018
Fetish

I'm not sure why Emily asked me to write this story down. It's just a funny, gross thing that happened to us a couple weeks back. My name's Roweena. I'm a college student in my mid-20s, a little older than most of my classmates. I can't afford the student housing, so I live at home and commute to campus every day. My best friend Emily lives at home, too. S...

Bitchin' Birthday Bash

by Hullo_nurse on Sep 17, 2017
Group Sex

"I'm so glad the day is almost over," sighed Emily as she sifted once more through the stack of paperwork on her desk. "That fucking invoice has to be here somewhere!" Emily glanced up from the clutter and saw her boss walk by the door. She hoped he didn't choose now to come in and talk about her complaint against a co-worker for sexual harassment. All Emi...

Rain

by Ha275 on Sep 13, 2017
First Time

Emily had to stay late to finish filing her boss's case and drive home late, so it was a lose-lose situation. But she was determined to do it. Being a strict Catholic and a virgin at 21 was difficult for her but living alone helped her with this predicament. "What a fucking mess" said Emily as she looked around the last pile of papers. After putting them in...

My Best Friend Emily Ch. 04

by FerdGerfel on Sep 26, 2017
Group Sex

Welcome to part four of this ongoing series. As promised, we are going to get back to the group sex motif. Any similarities to any persons, places, events, or anything you make have ever heard or imagined before is a complete accident. ***** It was quickly becoming the slowest week of my life. Everybody knows where I'm coming from, I'm sure. You have a fu...

Emily's First Taste Pt. 05

by Providence9142011 on Sep 13, 2017
BDSM

*****I wanted to take a moment to thank all of you that have followed this story from the beginning. It is the first story I ever written for here and it has gotten a mind of it's own. I really love hearing your feedback. Anon,public,private it doesn't matter. Good or bad as long as it is truly constructive, let me have it. I don't anticipate it will have...

Emily and Steve Ch. 04

by Travel_by_day on Sep 13, 2017
Transsexuals & Crossdressers

Emily and I were sitting on the couch watching TV. I flipped impatiently through all the channels, finding nothing on as usual. "Oh wait," Emily said, grabbing my arm. "Turn back to channel 53." I flipped the TV back to channel 53 to some TV show about horses. "I love horses," Emily said. "I grew up in the country, and we used to go riding all the time. I h...