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What is the oldest age of a man you've actually been with?

He was 80 when I was 21 or 22. Met him at a wedding for one of my college classmates. I'd been having an affair with the bride's father (that's a whole other story) and barely knew anyone there. Stayed off in the corner when I noticed an older guy across the room staring at me. Didn't think anything of it at first but every time I looked up, he was still looking right at me. Went outside to smoke and he followed me. He struck up a conversation, moved really close to me, and put his hand on my crotch. Told him that I was about to leave because I didn't know anyone and he said that he was ready to leave, too, and was staying at a hotel down the road. He asked if I could give him a ride to the hotel so he wouldn't have to wait on his "ride." I said yes and we went in to say goodbye to everyone, which is when I found out he was the groom's grandfather. Drove him to his hotel. He made us a couple of drinks, we started making out, and pretty soon he had my legs in the air while he was fucking me. He came pretty quickly (so did I) and then we sat in the bed talking for another fifteen minutes before he asked if he could fuck me again. Only took him about 20 minutes the second time. Needless to say, I was impressed.

I felt pretty guilty the next day after realizing that I'd had secret affairs with bride's father and the groom's grandfather. Decided to avoid talking to anyone in the family as much as I could. Never saw the grandfather again but hooked up with the father a few more times. Still friends with the bride and groom on social media and see pictures of the grandfather posted every once and while. He's still hot, even with a walker. If he didn't live two states away, I'd probably try to run into him somewhere. This all happened about 10 years ago so the guilt finally went away and it doesn't appear that anyone got hurt by it.

Really hot stuff!
 
Older has always been my turn on. Now that I'm 60 older is old but still love a silver headed daddy.
 
63, I think. He drops by on occasion and we usually spend the night together. I also have a regular friends with benefits who is in his 50s.
 
54, when I was 32. He picked me up in a bar across from his apartment. Saw him a few times after that. He was definitely a successful, rich daddy type. I love getting with handsome older men.
 
Oldest guy I fucked was 84 and he was not bad. When I was in high school I had a steady daddy who I loved and he was great. He was 76 and it was so amazing
 
For me it’s 65 and I am 60, where do you find these young studs who want older guys , I could do with one myself ��
 
At 66 with ED after Prostate Cancer I would like to find a guy in his 40’s who was legitimately interested. Not into being ANYBODY’s sugar daddy. Guys say, age doesn’t matter. But feeling like that is true isn’t that easy.
 
A 79 year old when I was in my early 40s but he looked much younger and had a nice body, we were only able to get together once but we still chat online.
 
11 years ago I was 51 and lost like my gay virginity (as a top) with a 20 year old. I never had so much desire for anyone and it was the greatest sexual experience of my life, one that I can never forget. That was the start of my accepting my homosexuality. For some reason sucking hundreds of guys of all ages before that didn't do that for me. But there was something about this young man that triggered it for me and I will be ever grateful. From then on I've enjoyed anal with guys of all ages, even guys older than me, but not with that kind of age spread. I still find very young twink men very attractive, but I also find masculine men of all ages very attractive. I have finally even had romantic crushes on guys, and am very open to having a boyfriend finally. At 62 I can be a daddy for someone who will have me, but I'm open to anyone, thanks to that boy in 2013.
 
When i was in my early to mid 20's, most of the guys I hooked up with were in their 50's. But there was one guy I met in Minnesota who was in his 60's and had a massive, thick dick. I remember meeting him on grindr and going over to his place where he didn't even have any interest in foreplay or chatting, he just wanted to fuck which was fine because i was super horny. The entire time he fucked me, his dog was sitting in the bedroom watching him. It was definitely a weird experience but he fucked me really well. My ass was so sore after but i enjoyed it all... minus the dog in the room lol
 
18-19 and found a 74? Year old online. I sometimes masturbate to the idea still of how much older he was compared to me. Loved it
 
When i was in HS one of my firsts was 50 years older than me. Now that I am older the age gap closed in but I still recently had fun with an 80 year old male and a 72 year old female (Not together)
 
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