Caribou Gear

Dating advice. Older women?

Can a 29 year old date a 52 year old.

  • Yes.

    Votes: 140 71.4%
  • No. It’s a sin.

    Votes: 10 5.1%
  • Yes, but it’s a sin

    Votes: 46 23.5%

  • Total voters
    196
I dated a woman for 3 years that was 9 years older than me when I was 45. I looked five years older than I was and she looked five years younger. She was a nice looking lady and initially pleasant to be around. I had no intention of getting hitched to her as she had been married 3 times before. We never had any issues pertaining to age but she started to feel the time clock ticking and wanted to find a husband before she got too old. So I cut her loose due to her becoming unhappy with the situation. I am 60 now so she is close to 70. I never had any issue with dating older women when I was younger but I never intended to marry them. A few year difference in age isnt a big deal but a wide spread is a different story. I never let any of the women I dated back then to think I was going to marry them.
 
Well..well..as a young lad say 18-19 i had a definate affinity for, well lets just say a "well educated" woman. I prefered em late 30' to late 40's as they still had some spunkiness in them. I was educated well and as my skills were honed from my experiences it certainly gave a leg up in the competition. Older women play fewer games, know what the want between the sheets and are willing to teach you the art. Although your not a young buck as I was, an older womans perspective can be refreshing and elightening in every way.
Today Im married to my soulmate after 2 trial runs whos 10 years my junior. To this day I have fond memories...quit overthinking this and throw caution to the wind....go for it and relish every moment
Ah, so the gals post-forties had less spunk. You learned this how? Never mind. Too much information.
 
Most of you guys have been married since you were like 16...
I can only imagine that type of pent up aggression.
How about this...

Everyone who promises not to crank to her (not saying anyone would...) gets a pic?

Right now, we should all avoid commenting on this scenario, because we should be labeled ultracrepidarian without really knowing what's going on (aka what she looks like)...
 
Most of you guys have been married since you were like 16...
I can only imagine that type of pent up aggression.
I was married at 21 and started college at 23.

I would be willing to bet any dollar amount that I was releasing aggression far more often than any of the male students I knew who were chasing girls in bars and frat parties. From the stories I heard, they were striking out far more often than I was.
 
Women who are not sociopaths cannot do the short term thing without strings and hurt. Hit it and quit it.

Also you're about to stay single too long. You'll be in single mom territory in a minute.
 
Alright so my main thang from last year decided she’d rather go back to the bar scene than live the monastic, disciplined life of a western bow hunter that I tried to show her.
Is what it is.
She’s a cool chick, but weak men stand in crowds whilst strong ones stand alone.

Which brings me to the matter at hand.
Around the same time I met the girl mentioned above, I met this 52 year old Vanderbilt n.p.
We’ve hung out on and off for the past year.
She even skied a couple laps with me this winter when she was out seeing friends.
She was phenomenal on the greens, but it took us about 2hrs to get down from the top of super bee and I was really worried her or someone else was gonna die.
Honestly, I really thought I was just working for her as a pool boy, but we’ve been hanging out more this summer and she’s even asked me to meet her parents and friends which I have been unable to do because of scheduling conflicts.
There’s definitely some weirdness with the age gap.
I find her to be a very attractive women, if I was 40 or 50 I’d be proud as shit.
But last summer we were getting dinner and when she got up to use the restroom, the very attractive 20 something waitress asked me if she was my mom or girlfriend and it was odd. (Nosy bitch) lol
Obviously I wonder what the future would bring if I was 50 and she was 70, but we’ve all seen how good @noharleyyet , @JLS and @MT Rookie aka OR Chris look.
Modern medicine and lifestyle have really altered the effects of aging in this country.
One obvious benefit of dating this seasoned, Vanderbilt educated, medical professional is that in the future, if @wllm ’s complaining about his wife’s student loans or the hours she’s working I can always be like “hey kid, stick with it. It’s gonna pay off once she gets some experience under her belt” and I can send him pictures of me in her ex husband’s bathrobe standing in front of her subway tile backsplash and glass door shower in her baller ass house.

But yeah, I’ve bounced these thoughts of the irl homies and they seem to think that as long as she’s not asking her to kill her ex husband, i should see where it goes.

Just wondering what you guys and gals thought of the situation.
Thanks for any help and feedback.
Happy Friday!

@DouglasR - How old is your mother?
 

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