Assistant Stories

18,780 results
Orientation
Length
Source
Infinite Scroll

Inventor of the Jackhammer

by thewordengine on Sep 15, 2017
Humor & Satire

A Tribute To The Inventor Of "The Jackhammer" James Logston For many, the sexual act is a means of sharing intimacy with a loved one. Many use sex to get to know strangers from bars, and many use sex as a cheap form of entertainment. However there are a small number of people who understand the sexual universe and the fantastic powers available to the true...

Open in Reader

How I Met My Assistant

by Antarctic on Sep 16, 2017
Exhibitionist & Voyeur

This is a story about my executive assistant, Alexa White. My name is Aaron Addison, I'm a successful hedge fund manager living in New York and while I imagine that sounds interesting believe me, the job is so amazingly boring that I rely on Miss White for more than I'm comfortable admitting. That's probably why I pay her more in annual salary than I pay mys...

Open in Reader

The Flat Earth

by Nils Huim on Feb 6, 2018
Transsexuals & Crossdressers

Sometime in the Distant Past, or Future "You have nice legs," the handsome assistant said, running his hand again over my black stockings. "Thank you." "And pretty feet. His Majesty would approve." He gave my stockinged toes a squeeze, curling them in the process, and added, "I don't think I'm admitting too much when I tell you His Majesty has something...

Open in Reader

Home Alone Ch. 02

by jenny4her on Sep 25, 2017
Toys & Masturbation

God, I had never cum so hard before, it took me a few minutes to get my breath back. I couldn't believe how good I felt. I couldn't wait to watch more of the DVD. I thought I would get myself a bit more comfortable before resuming the viewing. I had a quick shower just to refresh myself. I did find it hard resisting paying with myself, but I knew it would be...

Open in Reader

Late Night Shopping

by AgentAika on Sep 15, 2017
BDSM

As they lay naked in their bed, Stefanie turned to face her lover. "It is far too hot to sleep," she lazily remarked. Slowly opening her eyes, Caitlin softly asked what else she might have in mind. "Hmmm, how about a late night shopping trip?" Stefanie suggested; a knowing grin spreading across her face. Caitlin didn't need any more information than that...

Open in Reader

Diaper Bound

by StoneMaven on Jul 31, 2018
Fetish

Serena had heard about this place from a trusted girlfriend; during a long and tipsy happy hour, the friend had described this place as a "sex fantasy amusement park/spa." Her friend had given her a simple business card, with only a phone number on it. Serena brushed it off at the time, but after several weeks of wondering, she caved and gave the number a ca...

Open in Reader

Open Wide

by StackedAction on Sep 1, 2017
Group Sex

I walk through the lobby area to the exam room. The music on the office speakers is a little louder than usual...is that Prince? I walk around the corner and enter the exam room. I swear I just saw the Dentist take his hand off the assistant's ass as I walk in. "Welcome, welcome" the dentist says, smiling widely "Have a seat in the exam chair please!" I rai...

Open in Reader

Change Is As Good As A Rest

by trixiej on Sep 14, 2017
Erotic Couplings

Trying on some dresses when I was younger, for a ball-type thingi. Way back when, this was a reality… now I look for it to happen again but where have all the naughty girls gone…? I drew the curtain across and turned to the mirror, hanging up both dresses on the hook as I leant forward to wipe the lipstick smudge at the corner of my mouth. I unfastened the...

Open in Reader

Client Satisfaction: Anal Play

by HeyAll on Jun 19, 2018
Anal

It was the third and final interview for Vanessa Flores. If everything went well, and she had a great feeling it would, she would land a high-paying job as the personal secretary for the boss of Satisfaction. Sure, it was an adult club located on the top floor of a downtown commercial building, but with the sexual appetites that corporate men had, long-term...

Open in Reader

Amy and Her Dentist

by Control_Freak on Aug 28, 2018
NonConsent/Reluctance

The dentist guided Amy to a back room in the clinic. He was a handsome man in his mid 30s. His short blond hair was maturely styled and he wore smart looking glasses. His name tag read Dr Johnson. "I'm glad you chose to come and see us Amy. We'll try to make you as comfortable as possible," He smiled taking in her figure as he held open the door. Walking i...

Open in Reader