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.

Revenge on the new boss (ch. 2)

By Anon97 20 Jun 2025

Jordan introduces Ben to the other gay gang members as they all prepare their punishment for Joe.

9.4 (43) 2893 13 Min Comments

Revenge on the new boss

By Anon97 19 Jun 2025

When a manager for a woodworks company retires, his obnoxious 23 year old son Joe Ebsworth becomes the new boss. He abuses his position to make his new employee’s lives a misery. Frustrated, the employees look for a way to punish him.

8.9 (54) 4576 17 Min Comments

Sinful Summer (ch. 2)

By Twink_Sucker 20 May 2025

A shocked Alex offers to take Lee home, just to escape the barbeque. He has no idea what treats are on offer.

9.1 (34) 4201 11 Min Comments

Sinful Summer

By Twink_Sucker 19 May 2025

When Alex is surrounded by the scents and drunken behaviour of his male colleagues during a work barbeque in the heat, he cannot resist the tempting offer made to him on grindr. But who is that offer from? Will this be the best or worst decision he could make? How far is he willing to go to satisfy his lust for alpha men?

9.2 (47) 5969 13 Min Comments

The arena where I become a joke (slut) (ch. 2)

By Auto memory Ken 16 May 2025

I’m Takeshi, a badass construction boss turned cum-dripping slut on live TV, fucked raw in a twisted arena. One dumbass bet to save my family’s ass dragged my son Hiro into a shithole of shame. Now, we’re clawing through betrayal, bullies, and cum-soaked wreckage to rebuild our bond. Buckle up—this ride’s fucking brutal.

7.7 (13) 2228 6 Min Comments

Daddy Playdate (ch. 20)

By MazonJar 14 May 2025

Adam visited Captain Hogan and began their guys weekend with a special guest.

9.3 (24) 1510 12 Min Comments

Late Nights With My Hot Boss (ch. 9)

By StoriesByTroy 12 May 2025

Part 9: The Night With Mr. Maddox (Finale)

9.3 (53) 2393 5 Min Comments

Late Nights With My Hot Boss (ch. 7)

By StoriesByTroy 8 May 2025

Part 7: First Touch, First Hunger

9.2 (56) 2065 4 Min Comments

Late Nights With My Hot Boss (ch. 6)

By StoriesByTroy 6 May 2025

Part 6: The Dinner Date

9.5 (57) 2260 6 Min Comments

Late Nights With My Hot Boss (ch. 5)

By StoriesByTroy 4 May 2025

Part 5: The Invitation

9.5 (60) 2415 4 Min Comments

Late Nights With My Hot Boss (ch. 4)

By StoriesByTroy 3 May 2025

Part 4: The Drive That Changed Everything

9.5 (52) 2537 7 Min Comments

Late Nights With My Hot Boss (ch. 3)

By StoriesByTroy 30 Apr 2025

Late Nights & Takeout

9.1 (64) 2844 6 Min Comments

Power Shift (ch. 3)

By Julian Frost 26 Apr 2025

The Office Takeover where Graham returns to the office, only to find Juck's dominance now stretching into his professional world.

9.5 (22) 2338 3 Min Comments

Late Nights With My Hot Boss (ch. 2)

By StoriesByTroy 24 Apr 2025

Part 2: After Hours Assignment

9.2 (67) 3606 7 Min Comments

Late Nights With My Hot Boss

By StoriesByTroy 22 Apr 2025

Part 1: Meeting The Hot Boss

8.8 (85) 4928 6 Min Comments

Power Shift (ch. 2)

By Julian Frost 5 Apr 2025

Things went further at the Miami business trip — where Graham’s surrender deepens, and Juck fully takes control, with public teasing, hotel-room domination, and unrelenting pleasure over the course of the week:

9.2 (54) 3340 4 Min Comments

Power Shift

By Julian Frost 27 Mar 2025

An older, dominant-in-life boss who becomes submissive in bed to his younger, dominant, romantic worker.

9.0 (85) 6141 4 Min Comments

The Club Owner

By The gayest author 6 Feb 2025

A 30 year old chubby latino man works as a male stripper in a nightclub and he begins having an intense sexual relationship with his older italian boss.

8.8 (24) 1642 4 Min Comments

Dickhead

By Daniel Berasaluce 24 Jan 2025

Knowing that his boss is gonna fire him, Craig decides he will first enter his boss' office and jack off before him telling him what he thinks about him.

7.1 (39) 2563 4 Min Comments

The Young Chauffeur and the Boss (ch. 7)

By Shy Stuart 12 Jan 2025

With Mr Brown away Stuart is restless, he is craving cock and cum and sets about trying to suck his own cock. Mr Brown is also restless and engineers an argument with his wife so he can come back early. Mr Brown organises a little get together to test Stuarts obedience.

8.6 (33) 1931 8 Min Comments

The Young Chauffeur and the Boss (ch. 6)

By Shy Stuart 3 Jan 2025

Stuart has one last morning with Mr Brown before he goes off on holiday with his wife. Later Stuart bumps into a guy from his old school who tells him tales of sordid sex in public toilets.

8.8 (33) 2342 10 Min Comments

Himbo

By Andy C 2 Jan 2025

Men are not created equal. Even muscular jock boys know their purpose in life.

7.6 (59) 6088 4 Min Comments

The Young Chauffeur and the Boss (ch. 5)

By Shy Stuart 1 Jan 2025

Stuart stands on the doorstep nervously looking over at the man. He hardly knows the gentleman but his daddy, Mr Brown wants him to have sex with the guy. Stuart turns to Mr Brown for reassurance and is told to carry on.

9.3 (44) 2460 4 Min Comments

The Young Chauffeur and the Boss (ch. 4)

By Shy Stuart 30 Dec 2024

Stuart enjoys spending the night with Mr Brown, he gets to experience the joy of waking up with a hard cock against his bottom. However, Mr Brown has a surprise for Stuart that will push him to his limits. Will he rise to the challenge or will he run.

9.1 (44) 2656 6 Min Comments

The Young Chauffeur and the Boss (ch. 3)

By Shy Stuart 28 Dec 2024

Stuart is outed by his girlfriend after she catches him being fucked by Mr Brown. He has a crises of conscience but he finds his desire for cock to be stronger. Mr Brown knows how to handle young men like Stuart and gets him back on track with some hot gay porn.

9.2 (63) 3226 10 Min Comments

The Young Chauffeur and the Boss

By Shy Stuart 24 Dec 2024

Stuart decides to have a break before going to University. He needs some money but does not want a taxing job so gets one as a chauffeur for an older business man. The older man slowly seduces Stuart into becoming his little sex toy.

9.2 (93) 6685 8 Min Comments

Two Bitches and Their Boss

By Prettyboy 2 Dec 2024

Jackie is living with Jess now. Jackie has a femboy friend, Jimmy, and invites him over so he can enjoy Jess's 7". Jimmy is spit roasted as he sucks Jackie's cock while being fucked

8.3 (10) 2165 5 Min Comments

A sock-sub's journey to slavery

By Lowlifesocksub 28 Nov 2024

A sock-kink crush unexpectedly resurfaces after years, taking Tom on a journey from sub to fag to sissy slave, proving that a true sock-kink will do anything to get his hit, and that fantasy and reality don’t always match up.

9.6 (25) 6397 29 Min Comments

Laid By the Boss (ch. 3)

By Jackov Hardwick 2 Nov 2024

In the final chapter, Ethan loses his anal cherry to his boss, Jason. It is a ride he thoroughly ends up enjoying.

9.6 (78) 5351 9 Min Comments

Laid By the Boss (ch. 2)

By Jackov Hardwick 31 Oct 2024

Ethan continues down his path of man to man sex with Jason, his gay boss. Ethan sucks his first cock and Jason rewards him handsomely.

9.4 (60) 4191 7 Min Comments

Laid By the Boss

By Jackov Hardwick 29 Oct 2024

Ethan finds himself newly divorced and experiences his first man to man sex with Jason, his gay boss.

9.1 (120) 7327 5 Min Comments

The Job Interview: A Jake's Story (ch. 5)

By 138b 27 Sep 2024

Jake's stay in the Big City has gone from bad to worse.

8.6 (31) 2467 22 Min Comments

The Job Interview: A Jake's Story (ch. 4)

By 138b 22 Sep 2024

Jake's job interview in the "Big City has become a bit more complicated.

9.4 (31) 2274 16 Min Comments

The Big Boss Man

By Bigmac 10 Sep 2024

After moving away from home to start my freshman year of college, I take a job working at a restaurant and find myself taking on some overtime with my new manager.

8.9 (99) 7306 8 Min Comments

The Job Interview: A Jake's Story (ch. 3)

By 138b 31 Aug 2024

A job interview to a major "Big City" that has gone very wrong.

9.5 (37) 2739 18 Min Comments