Helluva Boss Stories

41,749 results
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Infinite Scroll

Masturbation Diaries: Office View

by Stephen7Redo on Sep 12, 2017
Toys & Masturbation

Rita Goodlow worked in the strategic plans department upstairs. For the last couple of weeks we had been on a team working a new project for our firm. She and I had always been very professional with one another from the first day although our office relationship soon became very friendly and okay, I admit I began a little mild flirting. She seemed to love t...

Giovanni

by shuttlepilot on Sep 15, 2017
Non-Erotic

all rights reserved, 2012 I knew who he was referring to... the guest of honor, Giovanni Marcello. We found the handsome, dark-haired man in the center of the room, surrounded by several of the company's chief officers, fawning over him, hoping for his signature on the contracts waiting back at the office. As we approached, the man's husky, deeply accent...

My Sweet Ashley and My Boss

by writemarksmith on Sep 12, 2017
Exhibitionist & Voyeur

If Ashley wasn't an easy drunk, I may have never got to date her in the first place, much less marry her. I met Ashley at a bar in the city five years ago. She was out with friends for a bachelorette party and they were on a 'scavenger hunt' for experiences. She needed a picture of a guy over six feet tall kissing her, and I fit the bill. I managed to get he...

She Tries To Forget Ch. 04

by D.C. Roi on Sep 16, 2017
Novels and Novellas

Passion in James County XVI Ann arrived at work and punched in. When she did, Toni Wicks, who was working at the service desk, looked at her. "Mr. Lewis wants to see you in the office before you start work," she said. "He said I should send you up as soon as you got here." Wondering what her boss wanted, Ann walked to the rear of the store where the manage...

Want to Play Ch. 03

by secrecy456 on Sep 25, 2017
Interracial Love

Sorry it's short, but I love to keep ya'll waiting, but don't worry the next installment of this story will be out soon probably right after this one. Thx for reading and thx for the feedback!!!! One month later Damn she thought as she walked up the sidewalk to the house he's here and I've barely recovered from last night! Erica glanced at the black and ch...

Beautiful Depravity Ep. 02

by DickThePimp on Feb 26, 2019
Celebrities & Fan Fiction

Beautifully Depraved Sex Parody "Good James... Ok Kendall, arch your back and lean back into James... Kylie, stand beside theme and be sexy." The photographer keeps the photo shoot running smoothly. My sisters in law Kendall and Kylie Jenner are doing a photoshoot with me for their new calendar. It takes me back to my modeling days. Kendall and Kylie both l...

Anal Alicia

by agent74 on Sep 11, 2017
Erotic Couplings

A few weeks ago, my wife Crystal and I had a business trip out of town. Well actually it was her trip I just tagged along. The planning all happened fairly quickly, I took a week holidays from work and on the following Monday we were off. We planned it so that after her meetings we could be tourists and sight see, have dinners and spend the evenings together...

Blakes Takes a Delivery

by adoration on Sep 17, 2017
Celebrities & Fan Fiction

It was a cold October night in Davenport, Iowa, the baseball season was well and truly over and I was making ends meet delivering pizza for a buddy. I did the night shift because I was still working out every day at the gym, sometimes twice. With all that work my slim six-foot frame was looking in great shape. I've got particularly good pectorals, great bun...

Love Thy Neighbor

by SevMax2 on Jul 6, 2020
Group Sex

I had to admit to myself that my neighbor Rick had a truly delightful wife. If one wanted a wife who was better than Jessica, one would be very hard-pressed to find her. It was something thrown up in my face plenty of times, in case I had any doubts on the matter. Granted, they could have been hiding something, but what would that possibly be? Of course, I'm...

Badge of Dishonor Ch. 21

by D.C. Roi on Sep 15, 2017
Novels and Novellas

Passion In James County X: Badge of Dishonor Chapter twenty-one Fifteen minutes after they got the phone call from Eileen Frenett, Tim and Heidi were in her motel room and she was telling them what happened. "It's too bad you took a bath," Tim said after the sobbing woman finished talking. "I understand why you did it, but it probably destroyed a lot of e...