Gay Age Gap Stories

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A Welcum Meeting

by 11guy11 on Sep 14, 2017
Gay Male

Each participant in this story is also over the age of 18. ***** I had always been bi-curious, and that led me to do some "strange" things. Sometimes I would masturbate until I came all over my chest, right outside the shower, so I could just jump in and wash off. Soon that wasn't enough for me though. I began rubbing my fingers in the cum, sliding it all...

My First Ever Gay Date...

by Thenaughtypen on Jul 27, 2020
Gay Male

Here is the deal. Last week I went on my first ever date with another man and since that night I have just been bursting to tell someone, anyone about it. So, first about me. I am 48 and divorced. I was married for 15 years and although most of it was good (well, until she started sleeping with her boss) I always fantasised about being with a man. When I j...

Guy at the Pool

by GuyTraveler on Aug 18, 2017
Gay Male

It had been a very long week at work preparing to leave town for the conference. At least I was going to a nice resort hotel so I purposely set my flight early enough so that I would get a little pool time before the meetings began. As soon as I checked in, even though it was middle of the afternoon, I dropped my bags in my room and quickly began stripping...

Spanish Adventure Ch. 01

by brynthomas on Aug 31, 2017
Gay Male

Britain and Rain. Two words that go hand in hand, however whilst there is a certain charm about the continual self-depreciating humour people from my country demonstrate when talking about the weather, the persistent overcast skies and drizzle we are so accustomed to experiencing do tend to curtail many activities that we enjoy. Especially, if those activit...

Rushing into a Threesome

by glory_first on Aug 18, 2017
Gay Male

After finding more free time on a Wednesday, in part due to my wife having serious back pain, the opportunity to revisit a downtown porn booth/glory hole around lunchtime was impossible to resist. I first spent an hour or so working in the forest, drinking a cold pint of beer, then drove downtown. I was wearing jeans, a flannel shirt, and old down jacket fr...

The Boss's Pleasure

by Universal_Thirst on Aug 28, 2017
Gay Male

Being the boss doesn't come with as many advantages as people tend to think. Yes, I make the most of all my employees but I also work the most hours and do the most in those hours. I have to coordinate, train, exhort, hire and fire people all the time. And while I can hire or promote someone just for being hot, if I'm careful to have more work appropriate re...

Marshall

by DeclanWhindam on Aug 18, 2017
Gay Male

I waved down the waiter as I finished off my glass of wine. I asked for the check and scanned the room while I waited. The hotel restaurant looked bigger this early in the evening when it was relatively empty. Besides myself there were two other patrons, both male. One looked to be in his late forties. The man at the bar looked to be my age or younger. And h...

Opposites Attract Ch. 10

by theevilpeach on Sep 14, 2017
Gay Male

CHAPTER 10 KOEN Standing on the foot path outside Raul's apartment building Koen had to take a moment to catch his breath and roll his stiff shoulders, just letting the cool night air ruffle his clothing and loose mussed hair. He scented the air about him and picked up Rudi's familiar scent easily out of the many over powering ones around him. Her scent...

Gaytes Pt. 02

by Arrohhead on Nov 5, 2018
Gay Male

I woke up in the swimmers arm, my head rested on his massive chest. I watched his abs rise and fall with each of his breaths. We were both still naked from the night before. He didn't have the energy to go again. He stayed the night for morning shower sex. His flaccid cock was bigger than mine. I cupped his balls and dick, they barely fit in my hand. I ran...

Andrew and I

by flamingnico on Jan 23, 2019
Gay Male

To say that me and Andrew were only friends would have been a gross understatement. Lovers felt too sickly and no label inbetween seemed to recognise the nuances of our relationship. We'd met in our first year of University, both English students and both with a penchant for creative writing. There wasn't any more than a two month age gap between us but th...