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Ever had sex/relations with an older woman?

H4ze

Member
I once banged a mid 40 asian woman when I was 30.
That's it, every other women was younger than me.
 
What do you mean, exactly?

Grandma Smile GIF by Hollyoaks
 

Ownage

Member
I was early 40s and she was 50. She looked great and had way more stamina and enthusiasm than many my age or younger. She was also a near billionaire.

Life was good for her.
 

Hugare

Member
Dated a 35y old woman when I was 28

It was glorious. She had an amazing body,, no teenage bullshit, had her own place, great conversations. Sex was amazing.

Almost became my girlfriend, but she constantly had problems with the age gap. Worried too much about what other people would think.

So eventually I got fed up with that
 
Growing up in the 90s all you really had was milf porn on television and you had to make due with that or your semi hot teacher in school.

W0eHffz.jpg
 

Revoh

Member
I'm currently 34 years old, oldest so far is my current GF at 31. Never had an older woman yet but also never had a recently turned 18 either, feels bad man
 
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Shodai

Member
Currently 40, have a FWB relationship with a 50.

NGL it's fantastic - No drama, she a monster in the sac, no bullshit, and is just in-general fun to hang out with. If I didn't want children, I'd be happy to keep this arrangement indefinitely.
 

Fools idol

Banned
I slept with a 48 year old mortgage advisor when she sold my house, was a bit awkward at first but when she took her clothes off her body was incredible and my nerves quickly evaporated.

she literally said 'all part of the customer service' after we fucked on her desk, it was like a badly scripted porno.

Also I lasted maybe 3 minutes, she was sooo hot and so good, it was pretty embarrassing. Although she was at work so I don't think she minded. 🤣🤦🏻‍♂️ I was about 27 at the time
 
had "relations" with a few 40 somethings in my early 30s. it was great and fun until the women actually wanted to go out to dinners and be seen. I never felt comfortable being out in public so the relationships would end. sure they had amazing bodies and put themselves together quite well but the age gap was quite visible as I look about 10 yrs younger than my actual age.
 

tkscz

Member
Several times in my 20s. Usually with a women within 40-50 years old.

Honestly it's better. They know what they want and how they like it and just tell you what to do or just take charge. No guessing, no assuming you're doing good and no faking, they have no time for that. It's a good way to learn some stuff, they have the experience and are passing it on to you to use. You got a chance OP, I say go for it.
 

AJUMP23

Member
I slept with a 48 year old mortgage advisor when she sold my house, was a bit awkward at first but when she took her clothes off her body was incredible and my nerves quickly evaporated.

she literally said 'all part of the customer service' after we fucked on her desk, it was like a badly scripted porno.

Also I lasted maybe 3 minutes, she was sooo hot and so good, it was pretty embarrassing. Although she was at work so I don't think she minded. 🤣🤦🏻‍♂️ I was about 27 at the time
She earned her 6% and got a bonus.
 

NecrosaroIII

Ask me about my terrible takes on Star Trek characters
I slept with a 48 year old mortgage advisor when she sold my house, was a bit awkward at first but when she took her clothes off her body was incredible and my nerves quickly evaporated.

she literally said 'all part of the customer service' after we fucked on her desk, it was like a badly scripted porno.

Also I lasted maybe 3 minutes, she was sooo hot and so good, it was pretty embarrassing. Although she was at work so I don't think she minded. 🤣🤦🏻‍♂️ I was about 27 at the time
Yeah, this happened.
 

jufonuk

not tag worthy
I slept with a 48 year old mortgage advisor when she sold my house, was a bit awkward at first but when she took her clothes off her body was incredible and my nerves quickly evaporated.

she literally said 'all part of the customer service' after we fucked on her desk, it was like a badly scripted porno.

Also I lasted maybe 3 minutes, she was sooo hot and so good, it was pretty embarrassing. Although she was at work so I don't think she minded. 🤣🤦🏻‍♂️ I was about 27 at the time
Bullshit You Lie GIF by Travis


Who can afford to buy a house at 27 on their own ?!?
 

AJUMP23

Member
Cool. I stand corrected
I had a good job and at the time I worked in a low cost area. But my wife was a school teacher and bought a foreclosure home that we moved into when we got married. I miss that $700 a month house payment.

I own a rental property now too, and we lucked into that. It is hard to get more because people can pay cash and the market is tough right now. I would like to see a housing crash and buy some more property and sit on it.
 
My wife is a few years older than me, but aside from that all my ex girlfriends were younger than me. Younger girls seem to think they know everything and lack humility, in my experience.
On top of that, you see a lot of masculinity in women nowadays.

Soft times create soft men. Hard times create hard men. Or something like that.

Either way, it's very unattractive.
 

RaptorGTA

Member
Yea. My first was 12 years older than me. she would come into the store I worked. One thing led to another and we were "friends with benefits" on and off for 2 years. Eventually we both agree to stop and just be friends. We still chat once and a while.


The other was 11 years older and was a co-worker. Fooled around for a bit but she decided she didn't want to continue what we were doing. I was sad as I really enjoyed being around her and talking to her. This did help me focus more on myself and what I wanted in a relationship.
 

lethial

Reeeeeeee
When I was 30 I went a little crazy and plowed some women 10+ years older then me - max was 18 years +. I don't know what you mean how was it, it was sex. Some good - some bad just like any other age. The nice thing about it is that they were in it for the dick, not to be romanced or dated. Some were picked up at bars, some were aquaintices. It was fun times.
 
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zeioIIDX

Member
When I was in my 20s, I met a woman online who was 49. To me, at the time, that was "old". That woman taught me some things, that's for sure. Also, she claimed to do Kegels daily. I doubt she was lying about that because goodness, that woman had GRIP. I miss the days of Craigslist casual encounters. These days...I'm lucky if I get laid once every two years. Dating apps blow and hitting on women out and about isn't my style.
 
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K' Dash

Member
I was 32, she was 47, she was REALLY good.

We dated for a while, even went to Europe together.

I ended it after the trip.
 

Chuck Berry

Gold Member
When I was in my 20s, I met a woman online who was 49. To me, at the time, that was "old". That woman taught me some things, that's for sure. Also, she claimed to do Kegels daily. I doubt she was lying about that because goodness, that woman had GRIP. I miss the days of Craigslist casual encounters. These days...I'm lucky if I get laid once every two years. Dating apps blow and hitting on women out and about isn't my style.

Are you me?
 
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