Dating advice. Older women?

[DouglasR]

View attachment 283136

An old doppelmayr single.
I’m actually certified to operate this.

 

[Hem]

Sound bite for Doug and his lady.

 

[Akcabin]

Just handle it like everything else in life n tell yourself. Just put that pony in the chute n let me worry about riding it. Now next pony. No more ponies. On to the next adventure.

 

[Akcabin]

In true outdoorsman fashion. After writing this another thought enters my whatever.
Bride n groom show up at the front desk of a fancy hotel. The concierge asks, sir would you like the bridle. He says nope just hold er by the ears till she settles down.

 

[duckhunt]

Anne Bancroft?

She would work.

 

[Deleted member 16014]

Ponder this @DouglasR …in and age of polarization and deep fakes, there is a group of (mostly) real (mostly) decent humans on HT who genuinely want good things for you. You are starring in your own Lifetime movie.

 

[Little Big Man MT Chris]

Katherine Ross and Ann Margaret.

30 years ago !

 

[Derek44]

At least a picture with her face blurred out.

We arent asking for your honey hole…

That’s it. You win the replies for today!! Thanks for making me spit my coffee out this morning.

 

[WildWill]

Ponder this @DouglasR …in and age of polarization and deep fakes, there is a group of (mostly) real (mostly) decent humans on HT who genuinely want good things for you. You are starring in your own Lifetime movie.

Finally a lifetime movie I would watch.

 

[perma]

If not, I will assume that you are dating another members mom in which case it makes sense why you are hesitant to share a pic or meet the family.

Big plot twist

 

[FREAK]

It was 2011, I was moving out of the condo I had rented for 4 years and my landlords wife came over to do the final walkthrough as he was out of town for Christmas (they were having marital problems). She was probably late 40s and not hard on the eyes, at the time I was a young 21. It was a few days before Christmas and after the walkthrough she ask what I had going for Christmas break, said he husband was out of town and she was probably going to drink wine all alone if I was interested... Wow, a lot of chit ran through my young and dumb 21 year old brain. Only time I’ve been preyed on by a coug.

 

[Dave N]

It was 2011, I was moving out of the condo I had rented for 4 years and my landlords wife came over to do the final walkthrough as he was out of town for Christmas (they were having marital problems). She was probably late 40s and not hard on the eyes, at the time I was a young 21. It was a few days before Christmas and after the walkthrough she ask what I had going for Christmas break, said he husband was out of town and she was probably going to drink wine all alone if I was interested... Wow, a lot of chit ran through my young and dumb 21 year old brain. Only time I’ve been preyed on by a coug.

And?

 

[perma]

It was 2011, I was moving out of the condo I had rented for 4 years and my landlords wife came over to do the final walkthrough as he was out of town for Christmas (they were having marital problems). She was probably late 40s and not hard on the eyes, at the time I was a young 21. It was a few days before Christmas and after the walkthrough she ask what I had going for Christmas break, said he husband was out of town and she was probably going to drink wine all alone if I was interested... Wow, a lot of chit ran through my young and dumb 21 year old brain. Only time I’ve been preyed on by a coug.

Well don’t leave us in suspense….

 

[FREAK]

I didn’t take the bait…was in a serious relationship and still happily married to my HS Sweetheart. But damn, she was really messing with my young head….damn cougars

 

[Redmt]

Oh HELL!! I got it backwards. I'm 71 and would date anything I could get to stand still.

 

[Deleted member 28227]

, there is a group of (mostly) real (mostly) decent humans on HT

The HTers on a dougie thread

 

[Deleted member 28227]

Sound bite for Doug and his lady.

Only one sound track to this thread…

 

[Hem]

Contribution from Uncle Ted.

 

[Huntkook]

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!

Just grab life buy the horns and smell the pie.

 

[Dakota79]

I think if you are on here looking for an answer you have the answer already.