Oldest guy you've had sex with?

[Ellis]

In posting this, I’ve just realized that they’ve all been older, ranging from a couple of months to a couple of decades; knowing the actual ages of just two of them, the oldest one being about 22 years my senior–Bobby “CrusaderRab”--love of my life, my partner, coming up on 35 years together…

My “Live and Die Guy”

https://community.gaytor.rent/index.php?topic=45569.msg241254#msg241254

Re: How old are you and your partner?

https://community.gaytor.rent/index.php?topic=30415.msg215561#msg215561

Re: How old are you?

https://community.gaytor.rent/index.php?topic=28066.msg215541#msg215541

Our “first time” was way back in 1982. He was 44--twice my age at 22. Our last get-together–believe it or not--was probably 15 years ago!

Yet here we are still, approaching what some might call the twilight of our relationship--one more fantastic, unlike any I had ever envisioned, and truly destined to last a lifetime.

The other of the two, ironically is at the opposite end of the scale at just two months older, and he’s the “other” of my two significant others; and we’re coming up on close to a quarter of a century together!

The images are of the other loves of my life…my other SO, taken about 3-4 years ago; and my sister and her kids with “grandma”–my niece and nephew, and my mom, in the mid- to late 90’s.

[jupit27]

49.  He's also the biggest cock i have sucked 9.5"

[Danjohans]

The first guy I ever slept with was 47. I was 17 at the time

But I think about two years later I got fucked by a guy who was 56, so that beats it both in terms of age and age difference.

[fistsafe]

when i was 24 i go to a leather men 45 yo

[zeropolis79]

56 compared to my 37 and we're now in a relationship

[furfiend]

Old as fuck.

[nikolaos84]

65 and I was 30

[AdamCrest]

29 was my oldest… I'm 27... ???

[pnsbuck6]

63  ;D

[ThickDick8]

When I was in high school, I lost my virginity to a MUCH older black man.  He was in his late-50's and a total bottom who was always hunting for white guys with big dicks.  I found out about him from a neighbor who was 18 at the time who was getting serviced by him.

Now as an adult, I really don't have an upper limit – and I'm sure some of the guys who come to our local monthly sex party have to be in their 70's or even 80's and they're still going strong!

[cacetete7]

I was 19 and he was 42 years old, I loved it.

[woody34]

I lived in upper Manhattan for 15 years.  There is a very secluded area along the Amtrak tracks by the Hudson river in what is either the north end of Riverside Park or the south end of Ft. Tryon.  It's not as well trafficked as it used to be, but I would for years go there and hang out naked and often have sex. I don't know exactly how old he was, but when I was about 35, a man of about 70 and I sucked each other off on a rock by the water while another guy watched.  It was hot. I have many stories about this place.

[alejohp]

Well, it was my godfather, he was 70 and i was 16 (Nope, i wasn't raped) sadly he passed a couple years ago, i'm a bottom but with him i was always a top, it was amazing

[warpaint]

It's kind of weird. Or is it not? I mean godfather isn't technically your family (but can be) right? So it only matters in terms of religion ? But that's a huge age difference. Cool for you. I mean it's not like I'm saying it's bad or smth it's just something new to me. Didn't expect that.

[dist]

25 years older than me. I was 20, he was 45. Exceptional socioeconomical status and a regular at the gym. He had it all.

[spam17]

@warpaint:

It's kind of weird. Or is it not? I mean godfather isn't technically your family (but can be) right? So it only matters in terms of religion ? But that's a huge age difference. Cool for you. I mean it's not like I'm saying it's bad or smth it's just something new to me. Didn't expect that.

You've got a point here.. Second!

[jb420]

I was in my early 20s, and he was 45/50

didn't really ask his age but he was married with kids just a little younger than I was