Gay Undies Stories

431 results
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Robby and I

by Bi_Guy69 on Aug 31, 2017
Gay Male

Robby and I had known each other forever, we had grown up together and he was just always there. Our parents were friends and our birthdays were only a few weeks apart. He was like a brother to me. Having grown up together, we shared all of the typical youth experiences. When we were kids we did everything together; played in the woods, went fishing, played...

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...

Panties, Panties, Panties

by bjmichaels on Apr 3, 2019
Gay Male

Don't Call Me Pantyboy I couldn't believe my ears. I shouted at my roommate: "What are you saying? Are you accusing me of wearing women's panties? Are you saying I LIKE wearing women's panties? I wear MEN'S briefs -- and they're COTTON!!" He smirks and says, "You know, John, teenage girls wear red cotton panties too!" I am apoplectic. My face as red as...

Living a Lifelong Fantasy

by Buckdancer50 on Sep 16, 2017
Gay Male

A single, intense experience with another man in my early 20's fueled 40 plus years of lush fantasy's and countless orgasms, and with my 60th birthday just behind me, I had the perfect opportunity to have sex with another guy. Terry lived in Mesa, although we met in Tucson AZ at a classic car rally. He was selling his older but gorgeous Harley-Davidson, I wa...

Red Satin Panties

by timmywells on Sep 14, 2017
Gay Male

Kyle Bryce turned off the shower in the cheap motel room his new benefactor had gotten for them to stay in, and the teen had to admit that after a couple of days on the road it felt good to be fresh again. The shower was Mr. Wilbur's idea, although Kyle was going to take advantage of the facility anyway, because the way this cross-country trip was going he...

Dorm Fun

by standingstones on Oct 11, 2017
Gay Male

It was my first days after I got to college. I shared a dorm room with Paul. Luckily we seemed to get along with each other. Paul had dark hair and I guess you could say he was handsome as well. Normally I wear my briefs when I was sleeping. I had drifted off, but I guess wasn't in a deep sleep. I thought I heard a voice in the room. I looked over at Paul's...

Car Fun

by Harry_1973 on Aug 18, 2017
Gay Male

I defy anyone to say that anonymous cock is not great fun. From my experience I can say that the enjoyment by far outstrips the risk – but recognise that it is risky! This is a true telling of an episode that happened about 3 months ago. Although the website had a 'meet-today' option, it did not seem very set you for publicising meetings. I would tick the m...

First Time

by rEdSpoT on Aug 18, 2017
Gay Male

"Nick, over here!" Nick turned to see his friend Charles waving at him from across the courtyard. He jogged over quickly. "How's it going?" asked Charles. He was a 18 year old 5'5 with short brown hair. "Pretty good" said Nick, "Shall we go?" He said as the bell rang. He was going to stay the night at Cahrles' house. They were good friends. Nick himself w...

Me and MrE

by Aussie_Ton on Aug 18, 2017
Gay Male

After I finished high School I had no idea what to do. Thankfully my mate 'Jonno' had an elder brother named Phil, who managed a local theatre restaurant. It was called Mr-E's (as in mystery - get it?)And it ran whodunit style plays on Fridays and Saturdays, at 8pm. Phil was defiantly a hottie. I was unable to look at him without wondering if he wore boxer...

Bangkok Airport

by SomeOne_84 on Aug 18, 2017
Gay Male

Disclaimer: Read at your own risk. If you get caught by your local law enforcement agencies while doing it, well, you are one unlucky fellow. I was going to Malaysia and had a long stopover at Bangkok's Suvarnabhumi airport so instead of waiting at the airport I went to the city for a while. After I was back at the airport I was waiting for my turn at the...