Gay Flip Flops Stories

1,523 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

1st Strip Poker Game

by tryingitoutagain2 on Oct 13, 2017
Gay Male

This is a true story of the first time I swallowed a load of cum. I had just turned 18 and my neighbor, Tony, and I messed around a little bit. Tony was 3 years older than me but we were both living at home and going to college. He was in great shape with long hair and rugged, handsome features. We played around a little; mostly mutual jack offs and occasi...

Becoming a Gal Friday Pt. 02

by Showoff888 on Sep 14, 2017
Gay Male

Here I am a normal twenty year who had everything, living with this thirty year old babe who loves to be fuck, working at her law office, living with her. An ideal gig and then wham! She dumps me for some rich guy her own age. So things were getting desperate for me and I had to find a new job and place to live. That's how I came to be getting drunk, sitti...

Fucked in the Woods Ch. 02

by hungbottom on Aug 26, 2019
Gay Male

I smiled as I walked naked, in only flip-flops and shades, carrying my shorts and tank through the gathered group of horny men. I was still getting the applause and a few were rubbing and slapping my bare ass. Some were still jacking their hard cocks. I continued down a trail into the thicker part of the woods where a small pond was and turned to see a seve...

The Evan Fantasy

by SilkyDave on Oct 15, 2017
Gay Male

Years of Private Messages and e-mails where I always back down out of fear. My fantasies of a male to male encounter were often over powering. I finally worked up the courage to climb off the fence and take control of my fantasy. I contacted Evan and told him I would be at the mall in Braintree at noon, wearing jeans, flip flops, and a white button down shi...

Jacob's Little Sister Ch. 02

by EasyE42 on Sep 14, 2017
Gay Male

I started to panic realizing that I needed to get this cum off me and out of my outfit before my roommate came back from band practice. I crawl on my back to the side of the bed that was closest to my chest drawers. I open up the bottom drawer and got out an old t-shirt and started wiping the cum off my body and clothes. After a couple minutes I had most of...

Crossing The Line

by SilkyDave on Sep 14, 2017
Gay Male

I had been communicating online for years, wanting to take the step and do something about my desires but scared to lose everything, scared that I would not be able to stop, not wanting to hurt family by cheating. The desires had been with me since I was 13, always curious about what it would taste like, intense desire to submit to another guy and let him (o...

Bait a Hook Ch. 01

by VaRiverWriter on Sep 25, 2017
Gay Male

*Author's note: The two main characters are 18. This story takes a little while to develop, and for the two main characters to meet. I have most of it completed and will post chapters as often as I can. I hope you enjoy it. * Chapter 1: Relocation "I can't believe you are doing this to me!" I shouted as I stormed up the stairs to my room. My parents were s...

Rear Windows

by KenJames on Jun 4, 2019
Gay Male

Dave Burke scanned through his notes, then pushed the laptop aside and looked out the window over his desk, trying to think of an opening sentence. It was Wednesday afternoon and Dr. Hillier, his Freshman English instructor, had assigned a 500 word essay for Friday. He was renting one of the units in a two-story duplex. The bedrooms were on the second floor...

Lunch Break

by AdamPerry on Aug 18, 2017
Gay Male

I'm Owen, senior class Whitman High School. My 18th birthday was yesterday. I'm waiting, sitting on a stack of old gym mats in a disused commons room, top floor of oldest building on campus. Staci had given me one of the few the keys during morning history class. Lunch hour had just begun. I hear a key turning from outside in the deserted corridor. The doo...

Truck Stop Fuck Ch. 02

by hungbottom on Aug 30, 2017
Gay Male

After the hot fuck I just received from the trucker I thought I would just rest a bit and go back to my apartment. Sitting on the guard rail of the access road I watched as the squad car pulled up by me and stopped and both of the officers got out of the squad car and came over to me. Both of the officers were dressed in short sleeved uniforms that looked...