Hey guys! I’m a 23 year old guy and I’ve come to the realization that it seems that I only attract women 15-30 years older than me. I’m not really sure why, but I’m also not super mad about it. However, this does make it hard becuase I can’t imagine having an acceptable relationship with a woman that’s 20 years older than me. I could never imagine introducing someone like that to my parents. There’s this lady that I’ve been seeing recently that is 21 years older than me, and we seem to like each other quite a bit. I’m mature enough to realize that it would never work long term, but it sure is fun while it lasts.
Did anyone regularly hook up with 40s and 50s aged women in their 20s, if so, how/why did it happen?
r/AskMen
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Never figured this one out but was always interested in hearing from those who had.
You have to enjoy life. If you enjoy that woman company just do it. Enjoy life man. It’s not easy to find people to connect with. ENJOYYYYYY!!!!!!!!
These older women probably aren’t looking for a relationship either. Enjoy it while you’re young lol. Be safe out there!
Hey there, as a woman in her mid-30’s, I assume something is wrong with a 44-year-old who wants to hook up with a 23 year old. You are an adult and it’s your decision, but please keep in mind that most normal people wouldn’t be pursuing someone half their age, and as the younger party, you are the most vulnerable.
It sounds like you have the right attitude about it, other than the realization that you ONLY attract significantly older women. But as long as you understand that an age gap that large comes with a lot of baked in limitations for where things can go, have fun!
I’m in my late 40s. I love age-appropriate women. But if I was going to date significantly younger, I would date a 23 year-old before a 32 year-old. Because with the 32-year-old, there might still be some chance and hope for our relationship beyond the superficial and short term, but with all of the generational differences and age gap related problems in full effect. With the 23-year-old… we both know what the score is. I know what she’s getting out of it. She knows what I’m getting out of it. We’ll burn hot and fast and walk away with good memories. So if that’s where you are on the opposite end of that spectrum, I say enjoy the hell out of it.
I went through a phase. It was good. You will probably just need to sew your oats a bit
A woman in her early 40s when I was in my 20s. She was an apartment neighbor and we’d hang out occasionally and make eachother late night dinner. She was an alcoholic who was trying to quit, so when she wanted to drink instead she’d make food. Sometimes that was at midnight and she’d text me asking if I wanted a late night snack if she heard me awake through the thin walls.
Sometimes, that turned into a different type of late night snack.
Occasionally she’d fall off the wagon and the sex would get pretty wild. She had few inhibitions to start with and when she was drunk what few there were went out the window.
That was very different from the 20 and 21 year old women I was used to dating who didn’t quite know how to express what they wanted in bed. Sober she was very direct with what she liked and had no problem telling me how to get her off. Drunk, she just went for it which was sometimes awesome, but sometimes a way I discovered that my kinkiness had limits.
Eventually she moved and we never saw each other again.
Met out at bar, they were wild!!!! Like we would go out drinking at 1pm on a Wednesday. Fun
Not me but a mate was working on oil rigs about 10 years ago and got back onshore in Aberdeen and went to bar and got blackout drunk. He starts chatting to this fit woman he reckons is maybe late 20s (he was 24) and he can’t believe his luck. He was a virgin and was horny and drunk. Sure enough she joined him in his hotel room. Next morning he calls me mortified saying he lost it to a granny but that the sex was amazing.
My wife is 15 years older than me. We met when I was 22 and she was 37.
Parents were a little surprised, but we’ve had no issues with it.
Give her one from me lad.
I had a thing with a late 30s prof. in college. Also a thing with an older airline attendant in my late 20s.
Girls my age thought I was “too mature” and “had my shit together” because I wasn’t really into pop culture and partying, worked and studied a lot, liked to read, and liked going to the sympony, swing dancing, shakespeare plays, noir movies. Older women seemed to like that stuff.
The oldest one I hooked up with is a 42 year old when I was like 24. No specific reason it just felt right and she looked good, I wouldn’t have guessed her age if she didn’t tell me.
I did a few times in my 20s. Now, years later, I’m still alive. You’ll be fine.
They have issues or their own usually. But I’ll still smash IDGAF
Just don’t get one pregnant
You might check out r/AgeGap where people actually do have long term relationships despite being decades apart in age.
I’m 54 and my partner is 27. Met each other’s parents and everything, and moved in together this spring.
I wasn’t looking for an age gap or anything, and was surprised to find so much in common with someone so much younger. But here we are.
“Mr. Finch, are you trying to seduce me?”
Women my age weren’t interested in me, and older women were. So, I dated older women for a while in my early 20s. A few years later, it was like a switch got flipped and women my age started looking at me with less disgust, so I started dating them instead.
It happened a lot, and it was all them. Working at Home Depot absolutely helped.
Older women were always naughtier. I miss those days. Now I’m old too.
Lot of casual sex. Some did want relationships but seriously what would we have in common? There was only one that I seriously considered being in a relationship with until I saw her daughter’s picture and realized I had slept with her daughter as well. Small world and I was a complete whore in my twenties.
I sure did.
Met on AOL or ICQ. Chatted, phoned, booked a flight…
It was usually weird and awkward. It was the early days of OLD, if that wasn’t apparent.
When you’re in your 40’s you’ll start finding women in their 50’s and 60’s whose husbands have died and are flush with life insurance cash and just want to have fun.
I hit a 44 yo when I was 30. Just don’t hang around too long before getting a newer model. Women don’t age as well as men do.
It seems like things have changed but back in the 90s I cant imagine anyone of my peers doing this.
I was 20 and in a band. We had bought some studio time and the engineer was a female in her 40s. That weekend she came to one of our shows to get a sense of our live sound. She was all over me all night. I ended up driving her home and she invited me in and boy did she take me for a ride. We randomly hooked up a few times after that but nothing more than that.
>There’s this lady that I’ve been seeing recently that is 21 years older than me, and we seem to like each other quite a bit. I’m mature enough to realize that it would never work long term,
It’s not impossible, mister!
But yes it does have its plusses and minuses.
When i was in my 20s i did. Ove always approached women i thought were cute despite age and thats how i got the 45 w when i was 25m.
Same happened with me man.
I did once. It was simultaneously the best sex I’d ever had as an early 20s guy and probably the most disappointing sex she’d had as a hot 45 year old.
I was 26. She was 42.
I have, not regularly but there were a few and it was always really fun. Be safe, communicate, and have fun player!
At the age of 28 I was freshly divorced and hooked up with a 50 year old lady. She had been a ballet instructor, never had kids, owned her house, rode motorcycles, was sweet to my kid, the whole nine yards. She was real upset when i turned down the opportunity to “be a real couple”. Eventually kicked my self in the ass over that one for years until I met my wife.
I had a few FWB’s in my twenties and they were all late 40’s to mid fifties.
Was in the military and i wasnt interested in drama. The older women i was with, were fantastic company outside the bedroom, relaxed and mature. They understood my schedule, but really enjoyed getting together.
Ive always had a thing for older women. Its just something ive always found attractive. They are all smart, well employed, sexual but also enjoyed the same things i did (and do). Sightseeing, museums, good food, relaxing with movies and books. They were all quite uninhibited in bed too.
Miss them, and hope they are all happy and well.
Yuck the stink and flaps would be too much for me
Yes. Usually because the husband wanted to see me fuck his wife… and she was hot.
I dated a 47 year old when I was 20. Not sure who was more appalled… her 23 year old son or my mom.
Lasted about three months until she took in her ex husband who was dying of cancer. We both agreed it would be too weird to hook up at that point.
After he passed away she reached out to me, but I was dating someone else.
It was a LOT of fun while it lasted though.
i’ve had a couple cougars in my life
they were just casual flings, they didn’t see me as something long term, just fun, and thats how i saw them too
Tons
Not regularly, but spend enough time in bars and you’ll be able to find the loosey goosey divorcee looking for a good time LOL
Never. I only wanted women in their 20s, and so did all the guys I knew. Guys like you can’t pull the young hotties, so you go for the easy, desperate women who are past their prime.
Karma farming post.
Happen? Yes!
Regularly? No.
I had always been attracted to people older than me and I guess I attracted them too. The biggest age gap I’ve had was 21 years. Just met at the bar while waiting on our respective friends. When it was clear we had some chemistry she from the start was upfront about not wanting a relationship, we kept things mutual, occasionally doing a dinner or movie but “it’s not a date”. Just enjoyed it for what it was, hanging out and sex.
Yes and it’s nasty. Do not do it. Bad idea. You gain nothing. Once you done the deed, you just want gtfo
Honestly you just talk to them, the chatty ones are easy to spot