Helluva Boss Stories

41,749 results
Orientation
Length
Source
Infinite Scroll

Elysium Ch. 04

by divinedidi on Sep 16, 2017
Romance

"Doug, could you just..." Abi sighed as the object of her question purposefully ignored her and made his way out of the restaurant. Where was he going? The restaurant was absolutely heaving and it was all hands on deck but ever since Alex Walker had sent through the beautiful painting of the unnamed black woman with the title of "Beautiful" which had borne m...

Wash Day Cums Again & Again

by Rod Masters on Sep 14, 2017
Erotic Couplings

It started out to be the perfect Saturday. I had planned to wash and wax the car then head over to the local watering hole to watch the big game on their giant screen TV. Things didn't quite work out as I planned although I certainly didn't have any complaints about the outcome. Shortly after I got up it started to pour. Now I didn't mind that I didn't have...

Day at the Office

by Lazyninjas on Sep 15, 2017
Celebrities & Fan Fiction

Celebs: Kendall Jenner Codes: (FF, Cons. Oral, Exh,) Disclaimer: None of this has ever happened or ever will happen. ***** "Alyssa! Where is my latte?" Kendall barked as she held out her hand, waiting for her latte to be in her hand. I handed Kendall her latte and she took a sip. Kendall was my best friend, but she was also my boss. With Kendall's mod...

Twenty Four Hours

by JamieAndrews on Dec 16, 2017
Loving Wives

All of my stories are based around true events. Mostly I sexualise them for entertainment purposes but this one is about 95% genuine with only the sexual relationship with Karen made more of and I have simply changed the other people's names. In the late 90s I lived for a while with my best friend and his family in a flat in a tower block in a pretty run do...

Erica's African Schoolgirls' Party

by wunderboi on Dec 30, 2017
Interracial Love

Author's note: A continuation of the 4 part series: My Wife Expands Her Love Life. PLUS Erica Travels to Africa & Erica meets the African Executives * The President was getting ready for the schoolgirls and their mothers to arrive when Mark and Julie came early. Their stunning daughter, Rachel, was with them. Rachel was dressed for this event as all the...

In His Heart

by Feotakahari on Sep 16, 2017
Sci-Fi & Fantasy

I've been stuck on the next part of Eternal for a while now, so I figured I'd do something different. And by "different", I mean "yet another story about the dead coming back to life". Content warnings include: ghost girl, dream, orgasm denial, sex above the sheets, sex with the sheets, and quite possibly the first Yahiro Pochi reference on Literotica. * W...

Ink!

by OneWhoKnows on Sep 16, 2017
Romance

My name is Joe. I'm going to tell you a story. No, not about me, I'm just your "average Joe". But I have a friend who is really something else! His name is Leonard. His friends all call him Leo. Leo & I worked in the oil fields in south Texas. I'm a roustabout while he is a high rigger. I don't have any special talents, but Leo is an artist. Not a painter...

Cheyenne's Breakdown

by che on Sep 13, 2017
Exhibitionist & Voyeur

Cheyenne was running late and she knew it. Cheyenne's cheap company and cheaper boss would not pay for a plane ticket from San Francisco to Vegas for the convention and now she was forced to drive the company car which no one would even dare drive to work. Just out of college, her first job and already she was in danger of losing it by showing up late. It...

White Tie and Red Tail

by pocketrocket on Sep 17, 2017
BDSM

Author's note: This story occurs near the end of "Little" Sister. There is no intercourse. I leave it to you whether there is any sex. FemDom and spanking. White Tie and Red Tail Patricia "Trish" Warner was elated when the call came. She knew her references were good, but the Roosevelt was decidedly middle class. The interview was for the Plaza—Central P...

Some Problems Are Solved

by Bobdom69 on Sep 17, 2017
BDSM

Julie nervously lit a cigarette & sucked at it deeply as she stared at her living room clock. It showed 20 past 7 which meant another 10 minutes before she had to leave. Glancing down at her quivering hand before putting her cigarette quickly up to her lips again, she thought: "God, look at me! A 45 year old woman with three grown up children, sitting trem...