Gay Blowjob Boss Stories

5,165 results
Orientation
Length
Source
Infinite Scroll

A New Summer Experience Ch. 02

by TxSmutWriter on Jan 7, 2019
Gay Male

I could barely contain my excitement. Lana was coming home! She had skipped the annual camping trip to spend some time with her boyfriend up north. She was almost exactly a year older than me, and my best friend on top of my sister. There were no secrets between us...I knew when she started smoking, and her fling with a female classmate. She knew all about...

The Best Job

by burgh173 on Sep 14, 2017
Gay Male

Richie hung up the phone. A huge smile formed on his face. He picked back up his phone, but paused, not sure who to call first. He couldn't believe he had won. Richie, a small-framed, brown-haired kid, who had just turned 19, tapped his mom's contact. "Mom, I won," Richie exclaimed. "I have the best job in the world!" Richie quickly jerked the phone away...

Perspectives Ch. 17-18

by keptbyfather on Apr 3, 2019
Gay Male

Part 17. I Guess You CAN Always Get What You Want (Or, Enduring A Character Assassination To Make Him Want You): Jason's Perspective I was angry. I was hurt. But, most of all, I started to wonder if John had a point. From his perspective, I'd just boned some guy a short time ago and now I was ready to get in his pants, too. I'd been so blinded by lust that...

The Cocky Coxswain Pt. 05

by somebody123 on Apr 14, 2020
Gay Male

After fucking my hot Italian teammate, I felt on top of the world. But since Dario was exhausted, I told him that it was fine to head back to the dorm and rest for a couple hours. I then joined my teammates for lunch before heading to our afternoon workouts. Today, everyone in the group was much nicer to me, and both Juan and Michael let me work out with th...

A Challenge Ch. 02

by drmweaver705 on Jun 15, 2020
Gay Male

All characters are over 18. ***** FRIDAY NIGHT "So, who won that challenge?" Anton asked Dylan. The challenge was simple. Anton, a very out gay man, had boasted of a recent conquest in which he made a nominally straight man shoot his load six times in one evening. The audience for Anton's story was his straight friend, Dylan. The younger man scoffed at A...

Third Dick, But First Daddy

by jasoncandor on Sep 14, 2017
Gay Male

This is a true story: I was at my day job when I received the call. It was my night job calling. "I just want to let you know that Hank took his life last night You don't have to come in if you don't want to." said my boss. "Oh... okay. Thanks." I replied, "I should be in still... maybe just late." I didn't know the guy. Not at all. He'd been working the...

Houseguest Humiliation

by BitchBoi69 on Jul 31, 2019
Gay Male

Cuckolded Right Under my Nose in my own Home I used to date this hot guy I worked with who kind of used me. It was a totally one sided relationship. I did everything for him, and he did nothing for me. I would buy him things and take him out to dinner and he never ever reciprocated. Even our sex life was one sided. All he had to do was snap his fingers an...

Turning the Racist Teacher

by XTALES on Jan 9, 2019
Gay Male

(Gay, Twinks/Males, Submission/Domination, Interracial, School) All characters are 18+ Years Old. This story contains sex between 5 Black teenage students and their racist teacher. The teenagers dominates the teacher. The N-word will be used fairly often but in context, as the main protagonist is a racist teacher member of the KKK, also the students will o...

Underwear Friends Ch. 02

by ramon25 on Sep 16, 2017
Gay Male

I couldn't stop thinking about my encounter with Mark. I was pretty sure I still liked girls, but I was so hot for Mark! I longed to kiss him, undress him, stroke his cock and slide it in my mouth again. And have him do the same for me. I got to see him four days a week in gym class, and loved watching him strip to his boxers and A-shirts. The rest of the g...

Room Serviced Pt. 05

by bigblue212 on Jul 6, 2020
Gay Male

The next day should have been awful. Luggage was heavier than ever, guests were rude and demanding. The heat was sweltering, his boss a total asshole. But Carson went about the day with a smile on his face, his footsteps light as a feather, elevated by one thought that kept reverberating through his mind: I sucked Mr. Armisen's dick. He had to keep telling...