Relationship Oldest and Youngest

[pugilistico]

What is the oldest and youngest person you've been with (dated/ hooked up)?

I'm talking about your age gap of course. Having a 16 year old girlfriend when you were 16 doesn't count.

Do you think the age of the person has affected your relationship and sex?

For me, the oldest woman I've been with was 10 years older than me when I was in my early 20s. The sex was good but I was also young and inexperienced so I didn't know I would have much better sex later in life. The relationship was shit though. Because of her age, I think she felt pressure to get married and pressured me, and used her age as an excuse to boss me around since she "knew better." She also wasn't as emotionally mature as I expected her to be and got pissed off at very trivial things.

The youngest girl I've been with was 13 years younger than me (she was 21) and she seemed quite mature and intellectual. She was able to hold conversations and honestly express what she felt. She actually initially lied to me and said she was 23 because she was afraid I wouldn't take her seriously if she told me her real age. The sex was nothing to write home about though.

I used to think age was a big factor in how compatible I would be with a woman, and thought I couldn't be with a girl more than 5 years younger than me but I've come to realize it doesn't matter that much. I was dating a 25 year old earlier this year and she was wonderful both as a person and in bed. Really easy going and we got along well naturally. As opposed to a 37 year old I was seeing before who wasn't very good at communicating what she wanted and got pissed off at me for not reading her mind. Just depends on the individual.

But I think there is a mental limit for me. I've been talking to this gorgeous 22 year old and I can't get over the fact that she's 16 years younger than me and haven't asked her out yet. Are you guys okay with dating a girl who could be your daughter?

 

[NoGoodNamesLeft]

niec try chrius hansond

 

[ObsoleteSoul]

The youngest girl for my age at the time was only a 3 year difference(22-19). Oldest was a 17 year difference(19-36).

 

[Contempt]

20 years younger. She was 24.

Never dated anyone in their 30's.

/shrugs

 

[Sonny Qc]

When I was 19, moved in a 27yrs old chicks.
Last year, I was 36, dated a 22 for a few months.

 

[StonedLemur]

niec try chrius hansond

Lmao

 

[nonoob]

From barely legal to a lonely octogenarian widow, knowing WD-40 is a friend.
I did exclude family members, wouldn't want to come off as weird.

 

[Other]

I won't say youngest, even though I was the same age.

But at 22 I managed to nab a few in their 40’s… one being my boss.

 

[Tone C]

But at 22 I managed to nab a few in their 40’s… one being my boss.

Fair play, what did he look like?

 

[Tone C]

Anyway, I was 18 , she was 26 .

Now I'm 52 and she's 60 later this month.

 

[Pliny Pete]

How old is Betty White?

 

[Other]

Fair play, what did he look like?

Rugged and burly, like the marlboro man and the brawny paper towel man combined.

 

[Sonny Qc]

How old is Betty White?

99

 

[Other]

How old is Betty White?

She would have been 102 this year.

Born Jan 17, 1922

Is that information I always have readily available? Yes, yes it is.

 

[Spounman]

Oldest 8 years. I was 26 and she was 34.
Youngest 11 years. She was 21 and I was 32.

Both were good for different reasons

 

[method115]

I don't think I've ever been with someone older than me. Maybe by a year or so but nothing beyond that. Youngest is my wife who is 7 years younger than me.

 

[pugilistico]

When you're in your 20s, getting with a woman in her 30s can be cool. Women in their 30s are still hot.
But now that I'm in my late 30s, I can't imagine meeting a women older than me. There are not that many attractive 40 year olds.

 

[sleepwalk]

34 when I was 25
21 when I was 29

 

[Domitian]

I've had a few. 32 years, 23 years, 21 years. All older obviously.

When I was in my late teens early 20s I took it as a challenge to seduce older women.

 

[Gigacardio]

When I was 20 I dated a guy that was 42. Then when I was 24 I dated a 49 year old. Big age differences seem to be less of an issue in gay relationships though.