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Posted (edited)

When people ask "How old was the oldest person you've ever had sex with" I usually win the prize when I say "82." Yeah, I let an 82 year old man fuck his load into me, and I was 28 at the time.

This was several years back-- back in the day before manhunt and bbrt, etc. This was when everything was done by AOL chat rooms. Well, I was chatting in a local gay chatroom, and started talking with a guy who lived a couple miles from me. He had terrible spelling and syntax, but I forgave that because he talked very dirty about things he wanted to do. He didn't have any pics to share, but said he had tons of porn on VHS and that he liked to fuck boys raw with his thick, 8.5" uncut cock. He said I wouldn't be disappointed and that I should cum over.

Well, the man had me at uncut and 8.5, but this was back when safe sex was a real focus, so I wasn't so sure about the raw part. But I agreed to head over to his place, regardless. With no picture-- AND I'd forgotten to ask about his age and other physical stats. Well, needless to say I was a bit shocked when he answered the door. Standing in front of me was a thin, slightly stooped, white haired old man with liver spots, standing in boxers and a t-shirt. Instantly I wondered if I had the wrong house by accident, but I didn't.

He invited me in. I thought about turning around and saying no, but I didn't. I stepped inside, thinking I could be nice for a few minutes then back out. Boy am I glad I decided to go in! The house was a time capsule-- shag carpet and panelling, knickknacks and pictures everywhere, pictures of his kids... and grand kids. And, as it turns out, his late wife. He saw me studying all the photos while I was stalling for time. "Yup, this is my family. I was married for 51 years, but the whole time I knew I liked men. I played around a bit when I was in the Navy, back in the day, but getting married and having a family was just something that you did," he explained. He also told me his computer was a gift from his eldest son, and that he had some younger friends show him how to use it and find chat rooms, etc. "Boy, it's really been a godsend. It has helped me get laid without having to drive anywhere!" I asked him then how old he was. "I'm 81, actually. Is that a problem?" He looked concerned. "Because it has been for some guys, but trust me, everything still functions like I was 18." I was in the spider's parlor; how could I say no at this point?

Then he led me to the family room, where the tv was playing raunchy, hardcore bareback porn. We're talking twink boys getting fisted and gang banged. Definitely a shocker. "Why don't you make yourself comfortable," he suggested. "You want anything to drink?" I told him I was fine, and sat down on the scratchy, plaid furniture. He sat down in a chair, and pulled out his cock through the fly of his boxers. Sure enough, he'd told the truth about his cock. It was meaty, and thick, with foreskin that spilled completely over his head. I found myself getting aroused in spite of myself. He starts stroking his cock and it slowly started getting hard. "You like what you see, boy? Maybe you should come over here and suck it for me." I do love me some foreskin, so I obliged by sucking his thick meat and playing with all that luscious foreskin, chewing and nibbling it, running my tongue between it and the head of his cock. He moaned in appreciation while his gnarled fingers gripped the back of my head. In no time he was hard and oozing a bit of precum. And FUCK it was a nice cock-- it really was at least 8, with a big purple helmet.

"You ready to have that ass fucked, boy? I haven't cum in two weeks and I need to empty my balls inside a hole!" He'd obviously been watching a LOT of porn, or just always had a filthy mouth from his sailor days. I told him to go easy on my ass with his big ol' cock, but I did want his load in my ass. I stripped, lubed up my ass with his KY and assumed the position on all fours in front of the porn. "Shouldn't we use a condom?" I asked. "Heck, boy... what you think I got? I was married for 51 years... and celibate for about 40 of 'em! I'm looking to fuck you like the boy on the video." The twink on the video (maybe he was 18... but he looked MUCH younger) was getting spit roasted by two, mustachioed, hairy daddy types. I had to admit it was pretty damn hot. Unfortunately, this was back in the day before I knew about poppers. Which was extra unfortunate because Gramps evidently still thought assholes were as easy to fuck as pussies. He positioned his shiny, purple head at my hole... and shoved inside. I'm pretty sure I screamed. He didn't seem to care much. "C'mon, boy-- your pussy-hole can take my cock. I'm already inside, so just relax. And don't worry-- It won't take me long to cum, either."

Then he fucked me. Thank GOD he was uncut, because all that skin helped with the sliding action in and out of my butthole. I never could relax enough to where it felt good, but I sure as hell felt FULL. He had one of the biggest cocks I'd taken at that time in my life, and I was just amazed that it was inside me... and without a condom! I'd only ever allowed boyfriends fuck me uncovered before. His bony hands clawed at my hips as he pounded and thrust into my ass. He probably kept this up for a solid ten minutes, then he sped up and his thrusts got real short. "Here I cum, boy! Aaaahhh! Aaaaaahhhh! AAAAAHHHHHHH!" he yelled. I knew if the windows had been open his neighbors would have heard him blow his load in my ass.

I must admit I was fairly turned on by the thought that this granddad was pumping me full of his sperm. I could feel his thick cock jerking in my guts and I knew I was getting quite a two-week supply. He collapsed, panting and wheezing onto my back, while his thick meat still shuddered deep in my butt. Eventually he pulled slowly out of my still clenched asshole. "Thanks for helping an old man out, I really needed that!" He then asked if I would cum for him. He sat in his chair and had me stand up and jack off in front of his face. When I got close, he opened his mouth and stuck out his tongue toward my dick... so I let him have it. My first shot hit is forehead and dripped down his nose, the rest went into his mouth and on his tongue. He swallowed it all.

I ended up going back to his place several more times. The last time we fucked was to celebrate his 82nd birthday. I moved away shortly after that and never saw him again, but to this day, he's still the oldest guy to breed my hole.

Edited by Hotload84
  • Like 6
  • Upvote 2
Posted (edited)

Fucking hot story! I had a poz 80 year old I met online come over and breed me. I watched in the mirror as he pumped me on all fours, and I said "Poz your boy, Grandpa" as he shot his sperm deep in me. It was so kinky. I had to jack off like three times after he left, fingering his charged-up load in my hole. I love stories of young guys who are good enough to let seniors get off inside them, and hope I have teenagers who will return the favor when I get that age, so I can transfer the poz seed to the next generation.

Edited by Hotload84
  • 2 weeks later...
Posted

my oldest was 73 when I was 20, so almost the same age gap as you. we met at a mutual friends house for a party, there were lotsa hook ups going on. I was only in my shorts, at the time I was 5'10" 120 lbs, we chatted a bit; he telling me how cute I was while his hands roamed all over my body. They eventually ended up carassing my ass crack causing me to emit an uncontrolable moan. His pants were tented and I knew where this was headed. he grabbed my hand and we went to a corner of the room where we started making out. to cut to the chase, he removed my shorts, dropped his pants, put my legs on his shoulders and fucked me, dropping a load up my pussy. That night I also got fucked by an older guy of 35. LOL

so the oldest was 72, 52 year age gap

Posted

Thanks for turning me on with the mature stud fucking the young guy. Love when really old men can still get hard enough to fuck ass and they can still cum.

Back when I was twink-age (18-24) Most guys I fucked were over 30 including men over 60. The most masculine man I fucked was a 54 yo he-man chub-bear(both his ass and his mouth) and my best all time BJ was from a masculine 64 yo with white hair and beard. So nice to shag masculine bottoms&verstiles.

Now that I'm in my late 50's I sometimes fantasize I'm fucking someone in his twenties when I masturbate or fuck my lover's mouth.

Guest slimolderbttm
Posted

my oldest was 86, he said he was 76, but after he fucked me he told me he was in WWII, so I asked him.

We met on SilverDaddies when I was in Denver on a business trip. We arranged for a noontime fuck at my hotel.

When he cam in I thought it wasn't going to work as he had a cane and was a small guy, about 5'6" tall and thin.

We started playing around and he had a pretty big cock, but he told me he brought his pump machine and went in the bathroom

and pumped his cock. I had never seen a guy do that before. He came out and tied off his balls and his cock was now huge and thick and

slightly purple, he said his X lover liked it pumped. I was a little scared as I had never taken a cock that thick and it was about 9 inches long, beer can thick.

Well, he climbed up on me and raised my legs up over my head and pinned me against the headboard and fucked me raw and deep, I came quick, but he kept fucking me for 10-15 minutes until he finally came in my hole,It was the oldest cock I ever had and just about the biggest too.

  • 8 years later...
Posted

Hi my first time ever was with ten older me ranging ages from 50 to 90 years old and cock sizes from 4.5 inch uncut to 8 inch cut and uncut. I only remember the first one and I passed out because of the pain. I had a super tight virgin hole and it all happen when I was 15 years old and when my parents went to work and my neighbor needed help with something and I think he drug me and I woke up in my bedroom with cum coming out of my ass and I think they rape me 

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