Old Boss Stories

188,080 results
Orientation
Length
Source
Infinite Scroll

DotCom Ch. 02

by mannytheman on Aug 19, 2017
Exhibitionist & Voyeur

When I woke up in the morning and remembered what I'd done last night, it took me a few minutes before I could sort everything out. I'd been in, like a trance or something driving home, and I'd undressed and fallen into my bed and immediately into a deep sleep. This morning, lying back on my pillows, knowing I had to get up and go to work, I took the time to...

The Clan Wars Pt. 06

by jimmy_james on Sep 19, 2017
Sci-Fi & Fantasy

Chapter 6 - Dayna The slate stones of the road were cold and slick with the slimy rain that steadily poured from the dark grey and purple clouds that filled Dayna's vision. The touch of the cool, goo-covered stone sent a shiver up her bare back. The elven mage bit her lip, wondering how it had come to this, as she raised and spread her legs, exposing her qu...

My Amazing Abby

by Raven_Darkwood on Dec 11, 2018
Erotic Couplings

This job sucks, I think to myself. I feel this way from 7-8 am every morning, though. Thankfully, my day always get better just before 8. That is when you arrive. Abby, you are my boss, my teasing tormenter, and, most importantly, my friend. Each morning, I suffer through the doldrums and monotony until your presence lights up my world. Knowing that you will...

Ann's Awakening Ch. 02

by Calandria on Dec 10, 2018
Exhibitionist & Voyeur

Ann's life had changed, and it had changed for the better. She had no sense of being a 'kept woman' even though Victor had provided her with her apartment. She paid him rent, and continued in her job – it was just that he took her out, and understood her urge to show her body off, to wear provocative clothing, and he wasn't jealous. Finding the right clothe...

Work Benefits

by justsomeguy41 on Apr 15, 2020
Anal

Note: Liked the idea of work benefits based free use stuff but got bored half way through so didn't go through with the original plan to slowly work up the mature corporate ladder. Lots of anal, ass to mouth and creampie swallowing like always. ~ The company was abuzz because of the new incentive plan HR had just rolled out. None of us had ever seen or h...

Growing Anticipation - The Secretary

by Bearclaw88 on May 12, 2020
Fetish

Note from the author This is a story based on expansion, growth and unrealistic body part sizes. I hope you enjoy this side story in the "Anticipation" series. This one is meant to be more of a stand-alone entry. If you are reading my stories for the first time thank you very much and I hope you like it. If you enjoy what I wrote please take a look at my ot...

A Mistress’s Unsuspecting Cuck

by nikisixx on Jul 13, 2020
Fetish

1 Savoring aromas of the morning "Gotta go! I'm already late," Alexa flustered, hurrying downstairs while still putting on her lipstick and rapidly gathering her papers and bag to leave. "Be a dear and put a laundry before you go. I have to run," bending her slender frame to give Sven a peck on his cheek, while he read the paper and had his morning coffee....

I Took A Memory To Lunch.

by Denham_Forrest on Sep 15, 2017
Loving Wives

When Jake invited me to join in his invitational this time. Oh he's invited me most every time and I've started a tale for them all. I just ain't too clever at finishing the damned things sometimes. This old mind of mine kind-a wanders off into pastures new; well, new stories anyway. Anyway this time - just to stop Jake form getting too crotchety with me - I...

My Wicked Ways Ch. 20

by SEVERUSMAX on Sep 18, 2017
Sci-Fi & Fantasy

I felt cool, minty breath on the back of my neck and hands pushing me closer to the stranger. Taking the hint, and not needing much of an excuse to ball an ebony babe like this, I slid into her pussy and began actively fucking her on the table ... bareback, too, as no one even mentioned condoms in this frenzy. The stranger reacted by making out feverishly wi...

Winners and Losers Ch. 01

by SamWarrens on Nov 23, 2017
Interracial Love

Marcus thrust into me once more and as I exploded into another massive orgasm, he ejaculated into me again and again and again. He filled me once more with his black seed. He paused and stayed inside me, as hard as when he started. He kept his virile seed trapped in my unprotected pussy. We lay together recovering from our love making exertions. After a...