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 listed by date.

9.3
145 Votes

Birthday surprise

Story by Wood worker

18 Apr 2021 7858 Readers comments 9 Min Read

On his 18th birthday, Ethan seduces his boss.

Topics: First Time, Daddy, Twink, Age Difference, Boss

9.6
65 Votes

My New Boss (ch. 3)

Story by MacMac

26 Mar 2021 5482 Readers comments 5 Min Read

Ryan graciously helps out his boss during a particularly difficult meeting.

Topics: Piss, Hairy men, Humiliation, Oral & Blowjobs, Master & Slave, Domination, Boss

9.5
67 Votes

My New Boss (ch. 2)

Story by MacMac

24 Mar 2021 5641 Readers comments 6 Min Read

Mr. Mitchell makes sure that Ryan knows what his duties going forward will entail.

Topics: Hairy men, Humiliation, Feet, Socks, Master & Slave, Domination, Submission, Boss, Facial

9.4
67 Votes

Polar Bear Boss

Story by Thormand1963

24 Jan 2021 3968 Readers comments 7 Min Read

Employee finally gets it on with his Polar Bear Boss

Topics: Anal Sex, Hairy men, Feet, Daddy, Boss

9.1
110 Votes

My New Boss

Story by MacMac

23 Jan 2021 8551 Readers comments 8 Min Read

Ryan gets a new job in the city, but can he figure out how to cope with his new demanding (and incredibly attractive) boss?

Topics: Spanking, Hairy men, Humiliation, Feet, Underwear, Master & Slave, Domination, Boss

9.6
54 Votes

Getting My Boss (ch. 8)

Story by Greg Stevens

12 Jan 2021 4693 Readers comments 13 Min Read

“Did you enjoy talking to me like that boy? Did it make you feel important?” I asked grabbing him by the tie and pulling him hard towards me. “Sir, no sir” Charley said softly a look anticipation on his face.

Topics: Armpits, Co-worker, Sex, Master & Slave, Boss

7.2
12 Votes

The Mistake I Made And how My Boss Reacted

Story by SapphireRose

11 Dec 2020 690 Readers comments 10 Min Read

This is my first story I'm writing i intend it to be a few chapters please tell me What you think its about friendships and relationships. as well as heartache and family drama

Topics: Romance, Friends, Relationship, Boss

9.6
100 Votes

The Dadfuckers Club (ch. 2)

Story by Bill Drake

7 Dec 2020 5657 Readers comments 36 Min Read

George McDonough falls in major lust with his married boss.

Topics: Straight Men, Daddy, Oral & Blowjobs, Sex, Age Difference, Young Top, Married, Boss, Fucking

9.1
48 Votes

A whore's life (ch. 13)

Story by Holden

2 Nov 2020 4493 Readers comments 3 Min Read

“So, this is what happens to some Bronx Science graduates!” I turned around and it was Adam! His sexy sneer oozed contempt. He was with Ira! I hadn’t seen them since they gang-fucked me at Adam’s party in June. Blond Adam and black-haired Ira were so hot in their shorts and T-shirts.

Topics: Big Dick, Group Sex, Prostitution, Twink, Oral & Blowjobs, Sex, Blond, Rentboy, Boss, Fucking

8.8
8 Votes

The Scandalous Son

Story by KJam

5 Sep 2020 1399 Readers comments 8 Min Read

The sequel to "Every thug needs a bottom" (lovewanted305), "The thug and the bottom that loves him" (lovewanted305), and "The bottom and his thug" (Kjam)

Topics: Anal Sex, Underwear, Oral & Blowjobs, Boss

9.2
35 Votes

Bobby and The Boss (ch. 2)

Story by TallyMans

31 Aug 2020 5346 Readers comments 15 Min Read

“I want to fuck you, boy.” Boss says.

Topics: Piss, Rimming, Humiliation, Sex, Age Difference, Boss, Fucking

9.3
7 Votes

Rusty and Brian (ch. 8)

Story by Rusty Redman

26 Aug 2020 370 Readers comments 6 Min Read

Rusty, Dan and Stefan have a three way. Will it be Dan's dream come true and one of the things on his bucket list to be double penetrated?

Topics: Daddy, Oral & Blowjobs, Sex, Master & Slave, Boss, Fucking

9.7
9 Votes

Rusty and Brian (ch. 7)

Story by Rusty Redman

25 Aug 2020 348 Readers comments 6 Min Read

The bus returns to the office and there is one more sexual encounter for Brian as he tries to figure out what do with his family.

Topics: Big Dick, Jock, Oral & Blowjobs, Master & Slave, Boss, Love

9.6
11 Votes

Rusty and Brian (ch. 6)

Story by Rusty Redman

23 Aug 2020 335 Readers comments 7 Min Read

Taking Cialis means that Dan may get too pumped up during the meeting. What happens with the constant friction of hugs in a meeting? Let's blow everyone.

Topics: Romance, Oral & Blowjobs, Master & Slave, Domination, Boss, Love

8.7
69 Votes

Bobby and The Boss

Story by TallyMans

18 Aug 2020 5464 Readers comments 13 Min Read

Barely into the room, he is hastily unzipping his dirt and grime-encrusted Levi dungarees while he slings the bag from his shoulder onto one of the double-sized beds. The one nearest the bathroom. As he walks into the bathroom, his cock dangles from his unzipped-zipper and unbuttoned jeans. He waves it so the kid can see it. He wants the kid to see it.

Topics: Daddy, Oral & Blowjobs, Boss

9.5
7 Votes

The Temp Job (ch. 8)

Story by Ozzmann65

4 Jul 2020 541 Readers comments 9 Min Read

This Story is a fictional tale of a Temp Job I took once to make extra money. It includes some men that I had the pleasure to work with and how hot they were. This of course does not fortell their sexual preference in any way as it it a tale of fictional desire. I just hope you will enjoy my little tale...

Topics: Cum Dump, Bareback, Co-worker, Boss

9.3
5 Votes

The Temp Job (ch. 7)

Story by Ozzmann65

24 Jun 2020 460 Readers comments 6 Min Read

This Story is an totally fictional tale of a Temp Job I took once to make extra money. This story includes some men that i had the pleasure to work with , and how hot they were and how much I wanted to have each one. I just hope you will enjoy my little tale...

Topics: Threesome, Co-worker, Sex, Boss

9.7
7 Votes

The Temp Job (ch. 6)

Story by Ozzmann65

23 Jun 2020 483 Readers comments 6 Min Read

This Story is an totally fictional tale of a Temp Job I took once to make extra money. This story includes some men that I had the pleasure to work with, and how hot they were and how much I wanted to have each one. This of course does not fortell their sexual preference in any way as it it a tale of fictional desire. I just hope you will enjoy my little tale...

Topics: Anal Sex, Threesome, Co-worker, Boss

9.0
12 Votes

Voodoo Doll Testing (ch. 2)

Story by Oddballs

10 Jun 2020 3545 Readers comments 19 Min Read

Not only does Vincent prove his voodoo doll works, he has a little fun at Jordan's expense.

Topics: Spanking, Stripping, Humiliation, Exhibitionism, Humour, Mind Control, Control, Boss, Magic

8.8
14 Votes

Voodoo Doll Testing

Story by Oddballs

3 Jun 2020 5696 Readers comments 13 Min Read

Vincent tries pitching a working voodoo doll to his very skeptical boss.

Topics: Humiliation, Hypnotized, Humour, Mind Control, Farting, Control, Boss, Magic

9.2
95 Votes

Construction Boss

Story by Thormand1963

27 May 2020 7845 Readers comments 5 Min Read

Man stalks and catches a construction daddy

Topics: Anal Sex, Construction Worker, Daddy, Breath Play, Underwear, Oral & Blowjobs, Control, Boss

9.7
55 Votes

Getting My Boss (ch. 7)

Story by Greg Stevens

8 May 2020 4445 Readers comments 15 Min Read

I looked down at Charley as the effects of the orgasm on my body subsided. He did not move as the thick creamy pools of cum oozed down his body. He did not try to talk or try to clean himself up. He sat quietly watching me.

Topics: Anal Sex, Leather, Spanking, Creampie, Cum, Sweat, Armpits, Master & Slave, Boss

9.6
57 Votes

Getting My Boss (ch. 6)

Story by Greg Stevens

30 Apr 2020 3737 Readers comments 13 Min Read

I created the note for Charley; "Remove your shoes and socks when you arrive. Keep the jacket zipped to your neck. Come into the bedroom without making a sound, then stand in front of me and await further instructions." I left the note on the table and went to get ready.

Topics: Dildo, Spanking, Oral & Blowjobs, Master & Slave, Boss

9.7
64 Votes

Getting My Boss (ch. 5)

Story by Greg Stevens

24 Apr 2020 4470 Readers comments 13 Min Read

I laid in bed looking at the pictures, thinking about the events that led me to where I was, and the thoughts made my dick hard. I had to admit I enjoyed it, but what was next? Ideas flashed in my mind on how to humiliate him, how to use him and how to break him even more.

Topics: Anal Sex, Humiliation, Cum, Role Play, Oral & Blowjobs, Master & Slave, Boss

9.6
84 Votes

Getting My Boss (ch. 4)

Story by Greg Stevens

16 Apr 2020 4705 Readers comments 12 Min Read

I wanted to get ready for my plans to use Charley. I really enjoyed putting him through his paces and humiliating him, but I did have to admit that I thought there was something very hot about him.

Topics: Anal Sex, Oral & Blowjobs, Master & Slave, Boss

9.6
79 Votes

Getting My Boss (ch. 3)

Story by Greg Stevens

20 Mar 2020 5970 Readers comments 6 Min Read

I left the office and rode home the image of controlling him stuck in my head. I was never much into the whole dominance thing but there was something about controlling my boss that excited me.

Topics: Boss

9.5
99 Votes

Getting My Boss (ch. 2)

Story by Greg Stevens

17 Mar 2020 7823 Readers comments 9 Min Read

I left the office, got on my bike and rode home. The cool night air felt good on my body. Images of Charley on his knees kept playing over and over in my head. Thinking of him naked jerking off to my orders sent a thrill through my body.

Topics: Masturbation, Punishment, Face Fuck, Oral & Blowjobs, Boss