Where it happened: His apartment
Langauge: English
Sex: Male
Rating: 10
Category: Straight
I guess I’ve always been Bi; at least, very sexually curious. I was six when the next door neightbor girl, age three, asked her Mommy why she didn’t have a pee-pee like Tommy does. Then I was nine when I used to compare dick sizes with a boy two doors down, and stroke him ’till he got hard. I got in trouble then, too. My grandparents had a farm, and like most adolescent boys my cousins and I used to have jackoff contests in the creek bottom. One cousin in particular used to enjoy sucking me off, and we tried one time to get him in my ass, but we gave it up because it seemed like it was too tight.
I said I was bi; you can check out the other side in story number 44535, “Bug.”
I’ve enjoyed oral sex with guys all the way through the ensuing years, and reamed a few butts myself. I guess they’d call me a “top” in gay parlance. Our town has a number of outlets for sexually frustrated men, including adult theaters, bookstores, and a couple of “health clubs.” I knew ’em all, but until today I was an anal virgin.
About five years ago I found myself in a mainstream theater that was showing an unrated movie, a very sexy feature called “Shortbus.” I stroked myself a few times during the feature, discreetly as I could as this was not a XXX theater where anything goes. As I left, I was approached by a single male, about my age and build, whom I recognized as someone who had worked on a different floor at the same building as me, for a different agency. He asked me how I like the movie, and did I like to do any of the things it depicted. Just fine, and yes, were my answers. We ended up getting together several times at his apartment to explore our bodies. Pete is 72(!), a little heavier than me but very solid, with a cock that’s about 7″ and thick, but tapered on the end. We enjoyed each other’s dicks (mine’s a gloriously average 6″) and also being fingered in the butt for a prostate massage. I also got to do him anally a couple of times but when we tried fitting him in me, the same problem arose, it wouldn’t fit.
Today we got together at his place and started with the usual tongue hockey. I remarked that he had quite a club in his pants, and got it out to play. We were wrestling in each other’s arms on his bed, and I flashed on an image of nude Greeks in Olympic wrestling contests. No points for a thumb in your opponent’s asshole! Things moved along, and I could taste the precum on his dick and wondered if today would be the day. He got up to get some lotion and lathered up his cock. He slathered some on my ass and inside my anus, and I knew what was coming next. We tried first face-to-face, missionary-style, with no luck; the angle was wrong. Over I went and up in the air went my ass. Twice, three times he got it in a little ways and slipped out. Then, finally, we must’ve gotten the angle right or something because I felt him stroking away. There was no pain on entry, something I’d been fearing. There was just a great, filling fullness as he stroked, like a prostate massage only greater. He only lasted about one minute and came with a deep sigh, collapsing on my back. Since I had not come yet, I turned over and he helped me to climax, stroking my rod as I replaced his dick in my anus with a finger. Quickly we brought me to a moaning, shuddering orgasm with my cum shooting several inches up my chest, a real rarity for me these days.
“We finally got it,” he said. Yes, we got my “V-card” for my butt at age 67. At long last, but I can tell it won’t be the last time. So, guys, it’s never too late, and if you ain’t tried it you don’t know what you’re missing.
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