Gay First Time With Older Stories

22,803 results
Orientation
Length
Source
Infinite Scroll

Threesome in a Bath House

by Matt B. on Aug 18, 2017
Gay Male

Thank you for your comments about my first story. I was pleasantly surprised at the number of emails I received. This next story happened at the same Montreal bath house as the first, but almost 15 years later. I was 33 and still in good shape. I had travelled to Montreal for a weekend of sex. Montreal is a very gay-friendly city, with a large gay quarter c...

Nineteen - Looking for Older Man

by timmywells on Aug 30, 2017
Gay Male

As Ted Biondi looked at the young man through the peephole of the motel room he was staying in, the 57 year old salesman enjoyed the gawky kid's fidgeting as he seemed to be trying to summon up enough courage to knock on the door. He certainly looked like a geek, which was what Ted had him figured for when they spoke on the phone after Ted had read his ad o...

The Gents

by ThomasStevenson on Sep 23, 2019
Gay Male

The sole of Will's gleaming patent dress shoes crunched on some discarded condom wrappers in the parking lot. The elegantly dressed young pre-law student checked the message he got from that daddy last night. This had to be it, right? The best and oldest cruising stop in the area? A run-down truck stop with a busted sign, dingy yellow lights, with one or two...

Rudy's Romps Ch. 08

by CorvusTurrim777 on Sep 16, 2017
Gay Male

I wrote this story after receiving multiple requests from readers who read Part 1. In keeping with the theme of the first story, some controversial bits have been included here. If you cannot handle such topics, this story may not be suitable for you. ***** Ronnie Really Gets His! It was not a pleasant day on campus. The day before, little protests had be...

Vampire LaCour's 2nd Coming Ch. 11

by sr71plt on Apr 3, 2019
Gay Male

Emile LaCour, with his new chauffeur, Gage, in tow was gliding around the nighttime shadows of the docks along the banks of the Mississippi down river from New Orleans. It was in those brief hours between 1 and 4 A.M. when, for the most part, all activity was dead and the weak floodlights fought a losing battle with the morning fog to illuminate the bank-upo...

Bookstore Ch. 01

by LikesOlderMen18 on Sep 14, 2017
Gay Male

It was six months after my eighteenth birthday when I went to an adult bookstore for the first time; I'd wanted to go after I turned eighteen, but had always been too nervous. Being shy and a bit of a loner all through high school -- even though I'd had a girlfriend -- I'd yet to have sex, and since I was getting bored with just my hand to get me off, the ch...

If Motel Rooms Could Talk

by timmywells on Aug 18, 2017
Gay Male

The dingy and dated decor of The Skylane Motel on Central Avenue just outside the state's capital city hadn't been updated since Gerald Ford was President, but most of the people who stayed there didn't care. That was the case on the night of May 25th, when a nondescript 53 year old married man named Melvin Stark paid the $33.50 to rent room 108. The man ha...

Modeling

by aadirtyoldmaninphx1 on Dec 17, 2017
Gay Male

Michael nervously fussed with his clothes and stared at the door for a few moments before knocking. His dick pressed out against the stiff fabric of his jeans through his boxers even though he jerked off in anticipation just a few hours before. He knocked and seemingly after only a few seconds, the door was opened by an older man with a smile brighter than...

Dance of the Chimera

by Marq_DiMico on Jan 23, 2019
Gay Male

'Nobody steals from Mad Marrowyn,' Stilt said dismissively, tossing another stone off the pier to plop in the river below them. Hadrick scoffed. 'What will the old man do? It's not like he can kill us or anything,' the fat boy assured. 'The Archmagisters wouldn't let him do that.' 'There are worse things than death,' Aleryas said drowsily from his branch...

The Crack

by scg69 on Aug 18, 2017
Gay Male

I’d been to San Onofre’s nude beach dozens of times before but on this day, after a warm morning covered in tanning oil, I decided to go for a walk. I’d gotten a little horny lying naked in the sun for two hours so I thought I’d head down to where all the adult fun was rumored to happen. Having heard dozens of stories over the years about the southern extrem...