Gay High School Stories

12,200 results
Orientation
Length
Source
Infinite Scroll

Playing Dressup Ch. 01

by mfs1390034 on Jan 21, 2020
Gay Male

"Sure. Why not?" I said and we went upstairs to his parents bedroom. My best friend and I had watched several YouTube videos about men who dressed up in women's clothing and, after helping ourselves to his parents liquor cabinet, we decided it would be fun to try on his mom's clothes. At first we tried on her wraps and coats and had fun drunkenly strutting...

"You Go First," Samantha Said

by donaldelliott11 on Jan 21, 2020
Gay Male

[Most authors love feedback. Please let me know how I did.] This is the third story in this series. You will want to have read the other two. https://www.literotica.com/s/you-go-first-01-jake-said https://www.literotica.com/s/you-go-first-02-john-said + + + + + + + + Jake phoned me Tuesday morning and told me to come visit him that afternoon. His paren...

Back-Door Medicine

by NickyNoxville on May 12, 2020
Gay Male

Euphrates Pharmaceuticals: Back-Door Medicine Nicky Noxville All my stories take place in a parallel world, very similar to our own, where STI's do not exist, so my stories are filled with practices that are highly unsafe in this world. I'm not going to say don't try this at home, but take care of yourself. All my characters are of legal age, and you shou...

Moving on Is an Uphill Battle

by andromedab on Aug 24, 2020
Gay Male

They could make me go out, but I'd be damned if they could make me have fun. I sulked in a shadowed corner, nursing a whiskey and soda. Medicine for a broken heart, but it would take a few more doses before it really kicked in. Hard to tell whether I'd be a lot more fun or a crying mess at that point, but I wasn't planning on thinking that far ahead. Juli...

Influencer to Sex Slave Ch. 01

by dreamymark9 on Apr 17, 2019
Gay Male

Author's note: This is erotic fantasy and completely fictional. The main character, Jack, is a fictional, generic social media star / influencer, and is not a real person. As always, would love to get feedback in comments and messages. ***** "Hey everyone out there on the interwebs. It's Jack here, back with another video!" Jack is sitting in the Airbnb i...

Big Dick at the Party

by FeyScribe on May 6, 2019
Gay Male

I had finally gotten home from work after what felt like the longest 12 hour shift ever. My feet ached and all I wanted to do was sit and wallow in a beer while watching reruns of 90's sitcoms. Then my phone rang. A picture of my ex girlfriend Gabriella popped up along with her name. After our breakup a few years back we had gone through a period of months w...

Pleasure Cruise Ch. 01

by NRMathis on Nov 18, 2019
Gay Male

Jesse felt both out of place and excited when he walked into the men's locker room. To celebrate his 20th birthday, his parents splurged on a cruise for the three of them. Okay, it was heavily discounted and his parents also had wanted to go on a cruise for a while, but the gesture was definitely there. It was his first cruise ever, and he could tell that...

Bathhouse Recollections

by glory_first on Nov 12, 2019
Gay Male

Since that first extraordinary visit to a bathhouse, following decades of fantasizing about what happens there, I have fallen in love with having sex in a nearby male only sauna. There are still fantasies not fulfilled, but the actual experiences continue to be deliciously surprising - and extremely enticing. The baths are a place of freedom, starting with t...

Dick - The Teen Gym Stud Ch. 01

by dominanceaddict1 on Oct 22, 2019
Gay Male

I had just joined a new gym near our apartment. My wife of 2 years and I thought it would be a good idea to help relieve some stress I'd had at the office lately. Plus it couldn't hurt to trim down a bit. At 31, I wasn't fat, but I certainly wasn't as trim as I had been 10 years prior. Growing up as a teenager and even into college I had always been very s...

A Dancer Reborn Ch. 01

by Tagmus2 on Oct 6, 2020
Gay Male

Austin felt the wind brushing past him as he sprinted down the field with the ball in his hands. Sweat dripped from his brow as he reached the goal line and slammed the football into the ground gaining the points necessary for his team to win. As he slowed down and eventually stopped he heard his teammates roar. Austin was by far the quickest of the players...