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Ever had sex/relations with an older woman?

feynoob

feynoob

Banned
adam devine goodbye GIF by Workaholics
 
IDKFA

IDKFA

I am Become Bilbo Baggins
No, but my mate once got banged raw by a 56 year old woman when he was 22 (he's now 39). He loved knocking the dust of that gash. Said she banged like a demon and even (or so he claims) gave him a "heavenly rim job".

I've never experienced an age gap that big and nor will I. I'm currently 38 and I don't think I'd be able to smash a woman in her 70s.
 
Kilau

Kilau

Member
Only two of the women I’ve been with have been younger than me. My first time was with a woman 18 years older than me. What a perv!
 
J

jason10mm

Gold Member
I think my largest gap upwards was 7-8 years at most.

Gotta say, women in their mid-30s (older than me at first, then transitioning to younger as I aged) remain the best lays. Young enough to still be in good shape but old enough to not have hang-ups about their bodies. 18 year olds, while eternally alluring and exquisite looking with their pristine, taut bodies, were often the worst in the sack.
 
navii

navii

My fantasy is that my girlfriend was actually a young high school girl.
She was a couple of years older, that's significant for me.
 
Slicker than your average

Slicker than your average

Banned
Yeah when I was 33 I fucked three 40 year olds. You could call it the year of the grannies.

Two of them were top Shaggers and dirty af.

The other one was shit. Had to get her to finished me off with a hand job.

The best sex I had was the complete other way in age, so age doesn't really matter.
 
D

Deleted member 1159

Unconfirmed Member
Not way older but I was like 22 and she was 26, then I dated a 19 year old and shucks howdy, that 7 year difference between the two was immediately apparent. I swore off girls under 21 after that disaster.
 
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Northeastmonk

Northeastmonk

Gold Member
I’ve got another one. Back at the community college I tutored a lady who was in her late 30’s/early 40’s. I would go with her to the library and eventually her house to go over math problems. One night she got up from the chair and said, “I want to repay you for helping me out”. I was in my early 20’s and I thought she was attractive. We were in her low income housing in a bad part of town. Crazy part is, I’ve always remembered that moment. We continued for a couple weeks, but I wasn’t looking to commit. I also think it was from dropping her off to see her kids somewhere on the far east side of town.
 
NecrosaroIII

NecrosaroIII

Ultimate DQ Fan
Northeastmonk said:
I’ve got another one. Back at the community college I tutored a lady who was in her late 30’s/early 40’s. I would go with her to the library and eventually her house to go over math problems. One night she got up from the chair and said, “I want to repay you for helping me out”. I was in my early 20’s and I thought she was attractive. We were in her low income housing in a bad part of town. Crazy part is, I’ve always remembered that moment. We continued for a couple weeks, but I wasn’t looking to commit. I also think it was from dropping her off to see her kids somewhere on the far east side of town.
Click to expand...
That's hype.
 
dark_chris

dark_chris

Member
I did twice. One was when I was just a teen and she was already in her 30s (almost like a 16ish year difference) and with a kid. She was pretty nice, though she had to move. We still keep in touch. Relationship didn’t last too long.

Second was this older Asian woman at the university we attended. She was 14 years older than me and our relationship was a bit more serious than the other. Broke up cause her parents didn’t approve of the age gap. Lol. We keep in touch still.
 
TheDreadBaron

TheDreadBaron

Member
When I was 18 or so there was this older woman maybe late 40’s who was a little haggard from drinking and smoking, and she was aggressively pursuing me whenever I was around. I got major predator vibes and was not into it. All we ever did was kissed at a party because I was on some ecstasy and didn’t mind. She was trying to set me up with her daughter who was my age, but the way she was talking about it creeped me the fuck out like she wanted to whore out her daughter to fuck me vicariously. Watch out for the psycho cougars gents.
 
NecrosaroIII

NecrosaroIII

Ultimate DQ Fan
TheDreadBaron said:
When I was 18 or so there was this older woman maybe late 40’s who was a little haggard from drinking and smoking, and she was aggressively pursuing me whenever I was around. I got major predator vibes and was not into it. All we ever did was kissed at a party because I was on some ecstasy and didn’t mind. She was trying to set me up with her daughter who was my age, but the way she was talking about it creeped me the fuck out like she wanted to whore out her daughter to fuck me vicariously. Watch out for the psycho cougars gents.
Click to expand...
What's the fucking proboem.
 
Nobody_Important

Nobody_Important

“Aww, it’s so...average,” she said to him in a cold brick of passion
Yep. Especially when I was younger.


I'll just say that experience is a fine trait to have. 😊
 
D

Danknugz

Member
TheDreadBaron said:
When I was 18 or so there was this older woman maybe late 40’s who was a little haggard from drinking and smoking, and she was aggressively pursuing me whenever I was around. I got major predator vibes and was not into it. All we ever did was kissed at a party because I was on some ecstasy and didn’t mind. She was trying to set me up with her daughter who was my age, but the way she was talking about it creeped me the fuck out like she wanted to whore out her daughter to fuck me vicariously. Watch out for the psycho cougars gents.
Click to expand...
i've gotten that vibe, maybe not as trashy and sexual but definitely trying to set their daughter up and unfortunately the daughter was never really up to spec when they brought them around, i'm not that kind of guy anyway
 
TheDreadBaron

TheDreadBaron

Member
Days like these... said:
Newsflash buddy it wasn't going to be vicariously. It was going to be a family affair.
Click to expand...
Yeah lol she was gonna pop out of the closet for sure.
NecrosaroIII said:
What's the fucking proboem.
Click to expand...
I was young and inexperienced and she wanted to take advantage of that to get what she wanted, including pressuring her daughter into sex and dangling her like a lure, seems like some pretty fucked up narcissistic behavior. I know it sounds like some kind of fantasy, I can see the appeal, but you didn’t smell the nasty old alcoholic predator vibes coming off this one. I don’t want to have sex with people just because they’re attractive (and she was on the decline though she was keepin it together) I need to be intimate with a sexual partner. I know, hella gay. I just know I would have regretted that shit and felt gross being used. Also she was fully married but she did what she wanted and he looked the other way, bullet dodged.
 
The Sum of Zero

The Sum of Zero

Member
Just once. I was 22 and she (mom of one of my acquaintances) was around 43 or 44. She was acting flirty when she came in to the grocery store I worked at (and I knew she put out cause a friend of mine had banged her a few times) so I shot my shot and yep. That was fun.
 
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