Biggest Age difference?

Remember to keep all responses to encounter that happened when all parties were 18+ years old!

The largest age gap for me was around 10-15 years when I had some hookup type encounters in-between relationships. As for relationships, the women have been my age or a few years younger. I did have one where there was a 7 year gap, where she was 24. We just 'clicked' and we were both young enough where the gap really wasn't noticeable to most people.
 
Honestly, I've always been very attracted to women that are 20-30 years my senior, though it's never gone anywhere ever. Even in my 40's. :'0(

It might sound like famous last words, but: I feel like society has largely brainwashed women into thinking they aren't somehow allowed to date younger guys. I always get the same lines. It really sucks.
 
Honestly, I've always been very attracted to women that are 20-30 years my senior, though it's never gone anywhere ever. Even in my 40's. :'0(

It might sound like famous last words, but: I feel like society has largely brainwashed women into thinking they aren't somehow allowed to date younger guys. I always get the same lines. It really sucks.
If only....
Maybe it's just me....
I'm strongly attracted to women in their mid 40s to late 50s. And all I ever hear is how what they really want is a younger man.
"If only you were younger"
It seems to boil down to chronology. I don't think I look that 'old', and given the opportunity, I don't function like I'm that old. If they know me, I'm not about to have a heart attack on them in the middle of .....
But there's something about an age number. That really bugs me because I'll turn 70 later this year, and I expect the attitude will only get worse.
 
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If only....
Maybe it's just me....
I'm strongly attracted to women in their mid 40s to late 50s. And all I ever hear is how what they really want is a younger man.
"If only you were younger"
It seems to boil down to chronology. I don't think I look that 'old', and given the opportunity, I don't function like I'm that old. If they know me, I'm not about to have a heart attack on them in the middle of .....
But there's something about an age number. That really bugs me because I'll turn 70 later this year, and I expect the attitude will only get worse.
Maybe people (and in this case I'm referring to older women) just look for excuses not to be happy. They're still comfortable somehow--with the devil they know.

It's counterintuitive, certainly. However, I've fallen victim to other's self-sabotage about 4 or 5 times in my life to this point, and I'm really don't mind saying that I'm sick of it.

When I was 26, I was too young.
When I was 30, I was too young.
When I was 40, I was too young.
And now I'm in my mid-40's, and I'm still too young. To have a serious, committed relationship.

I'm freaking grey haired and balding! :) But I'm still too young!

Eventually, I do expect what will happen is exactly what you're saying; that the excuse will suddenly turn on its own head. I'll be too old, in someone's eyes; or precluded for some other reason (so-called).

Because when people aren't using a number against me, they are blaming God, or citing some illogical religious conviction.

Granted: humans are complicated. But they also don't mind hurting other people, just to maintain the normalcy of their life.

Maybe misery is just good and reliable; it's predictable.
 
Biggest age gap was over 30 years. I slept with women over 50 when I was in my late teens and early 20s.

When I was in college and a group of older women would come to the bar near campus my friends and I would say these women are looking for a young guy to have fun with. Some liked just getting the flirting attention we gave them. Some others wanted straight up sex. Late 40s and 50s aged women who are newly divorced or separated want to feel sexy again and they would go the the local college bar for a good time.
 
Fucked a 55 year old when I was 36. To this day, some of the best head I've ever had.
Currently fucking a 28 year old on the side. I'm 49.

Wife fucked a 19 year old when she was 45.
Very nice. I bet that 28 year old pussy is nice, but from your pics, your wife is very hot. I bet that 19 year old loved fucking her
 
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I have a moral problem with the youngest age I would have sex with. My niece is 21 years old. I mentally could not have sex with someone her age or younger.....

That being said, I have no issue pounding a 22 year old into oblivion.... which I do several time a week.

So I guess my answer is a 38 year difference.
 
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When i was in my mid 20s I fucked/had a relationship with a 48 year old divorced female. In my mid 30's I fucked s couple of college girls before I finally found the right person to marry who was the same age as me. I learned alot from the 48 year old.