Gay Cheerleader Stories

230 results
Orientation
Length
Source
Infinite Scroll

Bar Star Ch. 02

by JKendallDane on Aug 18, 2017
Gay Male

"Learning More Each Day" 8====> Marc and I had an enjoyable meal in the dining room of the 120 year old Blennerhassett Hotel. (I kid you not...that is the name of it!) I was in the mood for their prime rib and he wanted the chicken cordon bleu they were famous for. Our conversation ran the gamut of a few business things I needed to get with him on, and als...

The Fight

by Transverse on Aug 21, 2019
Gay Male

"You're doing it again." Terry sits back against the wall and ignores my glare, or at least pretends to. Our table is in the corner of the bar and his stool is wedged into the corner so he'll have a place to lean when he passes out, which he always does. He takes a sip of his drink and pretends not to look at me. "I'm fine." "Tell that to your palm."...

Dumb Jocks Ch. 06

by dumbjocks on Aug 24, 2020
Gay Male

Having only cum the once on Tuesday with Hunter, I was raring to go on Wednesday, unfortunately, the same couldn't be said for my jocks. I sent all of them test papers hoping to deliberately low score them so that I had a reason to fuck them all again. However, it was football night and the seniors had a game of touch football with the freshers. While it w...

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

Boredom Leads to an Awakening

by Rheese on Aug 31, 2017
Gay Male

It was my senior year of high school. I was 19 year old (so I failed a few times...) I had finally stopped growing at 6' and about 215 pounds. I played football and wrestled. I had a girlfriend, but was still a virgin in just about every way. I was getting sick of hearing all the stories in the locker room about everyone's sexual encounters. I was home alon...

Discovery

by artmp3 on Sep 2, 2017
Gay Male

My name is Scott and my best friend Tommy and I, had just turned 18 and both still lived in the same houses that we grew up in. His was on the corner of the street, five houses down from mine. Growing up as a couple of geeky kids, neither of us were, let's say very popular with the ladies. As we began our senior year of high school, our "lady companion" choi...

Fagboy Finds His Alpha Straight Man

by motoskoota on Dec 3, 2019
Gay Male

The first time I saw Donnie, he was on line at the school cafeteria, and he was talking. It turns out, he likes the sound of his own voice; likes to be the center of attention. I was a few students behind him on line. "That bitch was hot." I heard him say, and I ventured a quick glance at him. I saw a slim, wiry young man, his auburn hair parted in the midd...

Two Southern Gentlemen Ch. 14

by htausten on May 4, 2020
Gay Male

Content/trigger warning: This series contains bullying, homophobic language, and non-consensual sexual acts, but they are integral to the plot and character development so please take them in context. * DUSTY I woke up this morning and for half a second my brain is mercifully empty, but then it's overflowing with the memory of everything that happened yes...

The BBC with Benefits Thing

by silkstockingslover on Mar 9, 2020
Gay Male

Summary: White friend discovers the joy of BBC while hanging out. Note: Thanks, as always to Tex Beethoven and Robert for editing this story. It was after a couple hours of shooting hoops on a Sunday afternoon that my sexual awakening began. Ben said, "Let's go back to my place and play some NBA2K." "I need to shower first," I demurred, dripping with...

Curious Guy Becomes Bi-curious Pt. 03

by walterio on Sep 14, 2017
Gay Male

Author's note: This story was requested by a young man who shared his experience with me and asked me to write about it. I chose not to post any more stories under the title Honoring Reader Requests. All characters in this story are at least 18 years old. I decided to break the story up in to chapters since it started to get a little too long. This is the fi...