Helluva Boss Stories

41,749 results
Orientation
Length
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Infinite Scroll

Cammie at Work Ch.04

by Thadsgood on Nov 18, 2019
Erotic Couplings

{Part four of, "Cammie at Work." My ex-girlfriend had asked me to guide or lead her in fulfilling some kinky fantasy adventures regarding her workplace. She got "caught" by one of her co-workers, Ron and in order to satisfy his blackmail demands she has become his "go to" sex partner whenever the need strikes him. He was particularly rough the last time they...

The Sleaze King Ch. 01

by DickThePimp on Dec 2, 2019
Celebrities & Fan Fiction

Having a nice time on my flight home from Georgia. Making out with an old friend and fuck buddy Paula Deen while everybody watches. I love being watched. First class is about half full, so a bunch of prying eyes watching Paula jerk my seven inches while we tongue fuck, and while I molest her old titties through her white blouse. I unbutton it most of the way...

Astrid in Love Ch. 04

by FreeTheDancingLlamas on Dec 23, 2019
Sci-Fi & Fantasy

Chapter 4: Astrid in Heat ———— As soon as Caius entered the bedroom he knew something would be different tonight. The air felt charged with a repressive, almost suffocating electricity. It was then he realised it was the pack's power. Vanessa was using the pack's magic, spreading it through out the room, directing it towards him. "Thanks for finally...

My Two Girlfriends: Diaper Days

by Pissfan1234 on Dec 3, 2019
Fetish

It had been about four years after I met and moved in with my two girlfriends, Sasha and Kathy. Over that time, Kathy and I had graduated college, Sasha -- who had graduated a year before us -- landed an accounting job in the city financial district, I found a job as a 3D designer, and we all moved into a bigger house. The three of us are still just as tight...

Camelot Apartments Ch. 04

by BJB69 on Jul 14, 2020
Mature

By the time Candy turned thirty years old, she had been getting fucked by her old men for five years. It started with Ron Morgan when she asked him to stay on doing maintenance for her apartment complex after her Mother passed away. He quickly seduced the chubby young woman and then shared her with his three friends. He then shared her with the members of hi...

Ned and Camille Ch. 03

by thenotsogoodgirl on Aug 31, 2020
Exhibitionist & Voyeur

I sat in my office running over the progress report one last time before the Executive Review meeting. The last five days had been remarkably productive and if Mr. Yan from Studio K was as receptive as my own boss, Bob (Robert) McVoy, had been last night? Then the collaboration between Studio K and Megadyne was going to make the jump from prototype to full p...

Blood and Iron

by WarLordwrites on Sep 12, 2017
Sci-Fi & Fantasy

This is a work of fiction any similarities between the characters, events, or locations in this story and actual locations, events, or people are purely coincidental. © 2005 Warlord * "Buyin' time, they say, is a dangerous thing, you never know exactly what the time will bring, just move along, not too fast, try to make the good times last." "All T...

Capture of an Immortal Pt. 02

by vpotemkin on Sep 13, 2017
BDSM

Disclaimer: This story contains sex, violence, bondage, rape, and immortality. And a dungeon. =========================== Johnnie Jones bit his nails, waiting for an answer on the phone trapped against a sweaty ear. He tried not to stare through the booth at the babe across the street. The receiver finally clicked through. "Yeah," came a harsh voice over...

Deadlier than the Male

by Leedslad on Sep 17, 2017
BDSM

The Female is Deadlier than the Male Joe was just that, an average sort of Joe. No pretensions, hard working, not given much to thinking, and when he did think, it was mostly with what was in his trousers rather than what was between his ears. He woke up that morning feeling randy. But then he usually did. Patti was unresponsive. "Oh, come on Joe, not now...

The Boss's Secret

by VaSaint on Aug 30, 2017
Group Sex

Whether you choose to believe it or not the following is a true story. It happened while I was married to a woman who was sexually driven to a level I've never personally met before. We weren't always swingers. That evolved over the course of the relationship. I was the one who first got the idea to try sex with other people. As she recounted some of the sex...