Gay Boss Sex Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about men forced to have gay sex with their boss.

Own-Me! (ch. 3)

By I. Dusk 11 Apr 2023

Most of the morning, I was sporting a semi under the table as I kept remembering details of that hot session in the restroom stall. . . . We came into the spacious office, and Mr. Simmons just put the phone on the table and stood up to welcome us. I, however, stood frozen in my spot, staring at him with confusion. I knew that suit. I took it off him this morning!

9.5 (36) 3862 11 Min Comments

My New Personal Assistant (ch. 16)

By I. Dusk 6 Apr 2023

But that wasn’t the worst part. I hated the fact that I couldn’t even jerk off. I thought it would be fine, and at first, it was manageable, but then, once, in the shower, I couldn’t stand it and started fingering myself, remembering him fucking me after he waxed my ass. T

9.6 (35) 2930 11 Min Comments

Why Him, of All People

By I. Dusk 4 Apr 2023

“Hi, daddy.” “Hi… please don’t call me daddy.” I was nervous as it was. He was eyeing me shamelessly, and I felt extremely uncomfortable. Nevertheless, I let him pull me in. Checking anxiously if anyone was out there seeing us. “And how would you like me to call you?” “I am Sam. What is your name?” “You can call me boy.”

9.4 (40) 4980 10 Min Comments

Late-Night Snack

By Mister J 30 Mar 2023

After the last one quit, a closeted CEO hired a new personal driver. One night, while raiding the kitchen for a late-night snack, he ran into the hulking employee who offered him something to eat. Something huge with a special sauce. His wife upstairs can wake up at any time and catch them. Will he take the straight man's offer to satisfy his hunger of a different kind?

9.3 (111) 8214 18 Min Comments

Employee of the Month (ch. 2)

By Blackbottomboy 22 Mar 2023

Another fun story with my manager

8.3 (34) 2507 4 Min Comments

Acing the Interview

By BiII1t 20 Mar 2023

Carmichael sets out to get his very first job at a promising corporation. He has worked extremely hard to get where he is at. However, the way he derives his confidence could also be his downfall. So maybe he should get some extra support. Nevertheless, it's only up from here...

7.0 (23) 4947 4 Min Comments

Full-pledged Tribute to Cock & Ass

By Paul François 20 Mar 2023

Money makes the world go round, according to a song, but having the right guy at the right place guarantees full-blown virile fun.

8.5 (14) 724 7 Min Comments

Employee of the Month

By Blackbottomboy 15 Mar 2023

I was an freshly 18 year old senior in high school who loved doing “extra work” for the boss after hours

7.6 (45) 4633 2 Min Comments

William (ch. 6)

By jeff1 15 Mar 2023

I was still trying to get my head around the logistical dynamics here, as I sucked Anthony clean, and as Markus warmed up for the evening.

9.2 (29) 1854 5 Min Comments

My New Personal Assistant (ch. 13)

By I. Dusk 7 Mar 2023

"I would buy this whole shop just to be able to rip these clothes off of you and fuck you here." he blinked, hearing that, and the vein on his neck drew me closer. "That wouldn't be a good investment." "It would be worth it to me." "I think you are now letting your dick make the decisions. That's not wise."

9.6 (35) 2450 10 Min Comments

Fiance of my Ex-Boss (ch. 6)

By I. Dusk 5 Mar 2023

I moved without thinking, just drawn to his lips, watching his expression as he watched me get closer. He hadn’t moved an inch, he still had his hand on my thigh, and I finally reached his lips with mine. I softly parted them as I kissed him, and my hopes were answered when his mouth opened for me, and he kissed me back.

9.6 (44) 3612 10 Min Comments

Star Employee

By Sky Larkin 2 Mar 2023

(SHORT STORY) Wilson is a bad employee, livestreams erotic videos of himself in the bathroom on company time and gets caught doing so by his cranky boss. Fortunately, Wilson has the chance to turn things around, but he has to submit and give up his phat bubble butt to do so.

8.6 (29) 4472 6 Min Comments

The Office Slut (ch. 4)

By Baltcumcump 26 Feb 2023

Devin, the OnlyFans porn star tries to leave that life behind while working for a new firm. The only problem is he had too many fans that are willing to keep his secret, but only if he cooperates.

9.2 (33) 4014 7 Min Comments

Gypsy Passion (ch. 2)

By Stipa 20 Feb 2023

(This is Luka and Finn story. You can meet Luka i Gypsy Passion for a brief moment.) Finn just found out his boyfriend is cheating on him, and that their relationship was a lie. He turns to his Bodyguard Luka for some comfort.

9.2 (24) 1069 13 Min Comments

I Fell For The Director

By GG 18 Feb 2023

A cute new employee catches the eye of the black director at work - but there are limits to how far they can go.

9.3 (71) 3833 23 Min Comments

Yes Sir (ch. 4)

By LittleBuddy 5 Feb 2023

The door opened slowly, revealing the insides of the familiar house, the foyer beyond fairly dark. As the door opened further, he came into view, Mr. Gibson, Dennis, my boss, standing in a pair of big black boots, his thick muscled legs looking downright amazing as my eyes trailed up the bare flesh to a black leather jock housing the big package I was coming to sample.

9.6 (117) 9463 23 Min Comments

Foreman

By Phaggotry 1 Feb 2023

Jimmie Wright is up for the job of foreman on the loading docks. The thing that stands between him and his promotion is this whiny preppy mulatto named Gorham. Jimmie has a plan to get Gorham right in the head by making him his bitch, forcing him to use his tongue to suck his dick and to lick his boots clean.

8.4 (25) 2135 9 Min Comments

Donkey Cakes (ch. 2)

By Charlie Walker 22 Jan 2023

Latino jock keeps messing up at work - and to make up for it he's going to have to offer his big himbo bubble to get eaten by his pervy boss.

9.6 (80) 9932 26 Min Comments

My New Personal Assistant (ch. 9)

By I. Dusk 18 Jan 2023

I was sensitive, and my whole body was aching. The ropes were cutting my wrists, my legs were shaking from being high in one position, and my hole felt like it’d been ripped apart. Yet, the weirdest thing was that I liked it. How much I've missed this feeling. I buried this longing for thrill and pain deep, and now it surfaced more intensely than ever in my life! He leaned over me and kissed my lips tenderly.  "Breathe slowly, baby. ...

9.8 (49) 4181 17 Min Comments

My New Personal Assistant (ch. 8)

By I. Dusk 4 Jan 2023

I went to him and kissed him, trying to force him into the door frame when he yanked my hair down, and I, with a scream, knelt before him. "What the fuck?!" "Manners, baby." "You love it when I fight you." "Yes, I do. Still, I have different plans now, so turn off that hunter's attitude. You are now the prey. The sooner you accept it, the less it will hurt." "Maybe I like it to hurt."

9.8 (57) 5423 19 Min Comments

My New Personal Assistant (ch. 7)

By I. Dusk 26 Dec 2022

His eyes were like those of a lion's. Hunter, calm and relaxed, observing and stalking me as its prey. Now I knew. "Matt. I would destroy you. I told you I am not a gentle lover. I fuck. I fuck hard and ruthlessly. I let guys stronger than you are, leave in tears, and I don't think our professional relationship could withstand that." "What if exactly that is what I want?"

9.7 (60) 4650 16 Min Comments

Fiance of my Ex-Boss (ch. 2)

By I. Dusk 23 Dec 2022

The horny suit-bitch was Karl's fiance. This was just the best revenge I could think of. And no one can sue me for it! I looked at him the way I stare at my prey. His need to look at me was now stronger than his will. Check.

9.4 (93) 7156 8 Min Comments

First lick (ch. 4)

By lickme 21 Dec 2022

I was becoming his sex toy and I couldn't say no!

9.0 (34) 3082 2 Min Comments

Fucking With My Boss

By Prikz 17 Dec 2022

Working late in the office with my boss turned out to be pretty exciting

9.1 (73) 8179 12 Min Comments

You're Kind of a Shitty Person (ch. 3)

By James 15 Dec 2022

Five minutes into his new job and Daniel already has an attitude. Ralph warns him against being disobedient during his job orientation, but perhaps his warning was too harsh. He didn't mean to upset his new employee, but he did find Daniel's crying face kinda cute.

8.8 (10) 3616 6 Min Comments

My New Personal Assistant (ch. 5)

By I. Dusk 15 Dec 2022

"I think you know what I am trying to do, Thomas." He reached and touched the side of my neck. "Are you sure, Matt? I am not usually a gentle lover." He squeezed harder as if to give me a taste of what I was getting myself into. Fuck, my cock just leaked the first blob of precum into my briefs, and I was never more aware of it than I was just now!

9.7 (70) 6129 16 Min Comments

First lick (ch. 2)

By lickme 6 Dec 2022

Encountering an enormous cock for the first time has me mesmerized and opens up a whole new world of sexually fulfillment

9.0 (63) 4799 5 Min Comments

My New Personal Assistant (ch. 4)

By I. Dusk 6 Dec 2022

"Don't play with me, Thomas." I was getting tenser under his gaze. He had this soft smirk and stoic gaze that felt like it was ripping through my soul. "Am I playing with you?" "I think you may." I tried to get him to stop without explicitly telling him that the way he was staring at me was making me hard, and that made me uncomfortable. "Would you like that?" Would I? Fuck. Stop getting harder!

9.4 (63) 6176 12 Min Comments

First lick

By lickme 5 Dec 2022

A young naive heterosexual guy being led towards a whole new appreciation for cock

8.5 (100) 8226 6 Min Comments

My New Personal Assistant (ch. 3)

By I. Dusk 25 Nov 2022

There were a few moments when I remembered the time when I was jerking off to the idea of him watching me stroking my cock. That deep stern look he can give to a person sometimes. The memory of that thrill it gave me back then made me repeat that from time to time. I realized after a few days that my time in the shower often ended with this image in my head and my hand furiously jerking my dick.

9.3 (65) 6910 15 Min Comments

My New Personal Assistant (ch. 2)

By I. Dusk 15 Nov 2022

Natasha is not happy I finally found someone, but the first day with Thomas proved Dora was right. However... I don't know... There is just something about him that draws my attention every time he's near.

8.9 (68) 8268 13 Min Comments

Yes Sir (ch. 3)

By LittleBuddy 12 Nov 2022

I hesitated, realizing I was about to get fucked by my boss, right now, over his desk. He shoved forward, digging his cock into me, pushing me forward. I could feel the material of his dress pants against my thighs as he tried to pry his cock into me. “Open this tight little cunt for me boy. Daddy wants inside.”

9.6 (150) 11933 14 Min Comments

Donkey Cakes

By Charlie Walker 13 Oct 2022

Stacked jock Carlos needs a job. Luckily, the new bakery is hiring! Can Carlos deal with his unexpectedly pervy new boss? Carlos is going to find out exactly what his boss means by “eating cake”!

9.3 (126) 13946 26 Min Comments

Coercive Control (ch. 33)

By P.J. 20 Sep 2022

(RECAP INCLUDED) Grant wants to accept the job offer at the strip club but must figure out how he can make his schedule work, as he is already stretched so thin. He considers quitting his day job but worries that Matt will react poorly to the idea.

9.3 (26) 2125 15 Min Comments

The All-Nighter

By R.M. Ventes 31 Aug 2022

Hate and lust can come hand in hand and for Adryan, he is in a constant battle between the two thanks to his over zealous but insanely gorgeous boss Dimitry. After a month of stress and regret, Adryan finally musters the courage to get up and quit. However, on one Friday evening, a usual all-nighter becomes anything but and the two's relationship takes a surprising turn. One where lust wins out.

9.5 (26) 1397 35 Min Comments