Oldest Person You've Had Sex With

A lifestyle playmate, I was 49 and she was 60

 

Thats very Hot, we're you 2 married at the time?

 

That's so hot

 

Yes. She had my permission to do it.

 

I am free use. I sucked off man 68 helped him get his nut out. He really enjoyed and I was glad I was able to please him.

 

Things are looking up .

 

Oldest would be mid 50’s just because I am now in my 60’s- however if talking widest age gap that’s different.

When I was 18 my buddy and I were picked up at a bar (yes underage) by two cougars in their late 40 at least, taken home and balled senseless by them…. That was a night of education we wouldn’t soon forget…

 

She was 62 abd I was 21 at the time

 

The older gals get their way and you get a lesson from the experienced. Win win

 

That’s hot!! You did your community service

 

The oldest person I had sex with was 42 in the past, my wife is currently 31.

 

I was 45 and she was 80. She was sexy as her, and probably one of the best sex partners I ever had. Unfortunately she passed away. My cock still gets hard around skinny old women.

 

Nothing of note for me, but I recently found out my fiance had been fucking a guy around 64 about two weeks before we met. She woud have been around 42 at the time. I like to hear about all the men shes been with. A big turn on for both of us. I asked her once how long it had been before we met that someone had fucked her. She said about two weeks but didnt go any farther with it. We got to occupied talking about all the other dicks shes had (and shes had a LOT). The other night it got brought again and she told me who it was. I was surprised because I met this man not long after we started dating., and I just couldnt see him doing the stuff she said. He didnt seem like the type to basically do EVERYTHING. She told me she loved sucking his cock and that he was really good at eating her.

 

@ed0870
Age is not a factor in what someone will do
Experience, mindset and physical capability are

 

My 77 year old former neighbor and I fucked before she moved. So now she is 78 and I am 64. She called me for a repeat encounter and came over. I performed oral on her and made her cum then she sucked and swallowed as I recharged we chatted for a while then I penetrated her and fucked her till she came again and I unloaded in her. I pumped away for quite awhile enjoying every minute of it as did she. Great body for her age massive tits and a delicious pussy

 

My late wife and I had our last time when she was 77. Something I think about sometimes, because we were often sexual throughout our 20 year marriage.

 

I was forty she was fifty four. She was into sex anytime any place ( woods,back seat ,beach) I miss the carefree attitude and would love the experience again.

 

72, I was 20. Her husband posted on Craigslist and I responded. He said they were a mature couple but I thought 40s, maybe 50s.

 

My current response is newly changed. The oldest was 59 when I was 40 but now it's changed to 65, though am now 61.

It's lovely to play with a 20-something and to pass on experience and to just admire her young body. ( though its been a while since I did that).

30-something to 50-something is really good because they've gained knowledge and experience by then.

Over 55s know what they like. Experienced and, in my experience, more accepting of the human need for sex. When I've started to talk about sex, with them, there's a sub-conscious awareness of their openness to the subject and if I don't suggest we have sex, often, they will.

26-33 are often interesting for the specific reason that they are in their apparent prime, horny very easily and haven't learned everything. And want to learn more. Those Ive known have been amenable to fucking a much older guy than previously in their life where, for some it was of no interest. Now at 26-33 they are interested or curious. I have photographed two in that age bracket. I met them at a photoshoot where they modelled some female clothing or accessories. Afterwards, over coffee with each on their own, in a hotel, I showed the photos to them to ensure I had their approval before the photos were used.

With one, I said I'd like to photograph her nude and when we had set the boundaries, she agreed and was keen. Very active too
I was 47 then.

The other approved her photos and asked me whether I'd like to photograph her nude. Of course I said yes but told her to be aware that we might end up in bed. She thanked me (lol) and said that's what she actually wanted to happen but didn't want to be so forward in case she came across as being cheap. I was 59 then.

However I love it when with more mature women there's no reticence. There's no shock if I suggest sex and they aren't willing. No awkwardness. Most often it becomes a kiss and they go straight down to undo my belt.