Guys, did you crush on older women as a teen or young adult? How old was she and how old were you?

Question

MrOracle · Accepted Answer

In my teens, there were a few girls who were a year or two older than I was attracted to, but I suspect that's not what you really meant.

But, when I was 15 or 16, we got some new neighbors across the street with kids. The daughter was my age (but dating older guys), and the son was about 3 years younger. Their dad had died mountain climbing in Yosemite, and their now-widowed mom was in her mid-30s, and was surprisingly attractive to me. She was petite, and would sit around her pool in a tiny bikini that left little to the imagination, and that certainly didn't hurt. She also treated me like I was 20 instead of 15 or 16, and that didn't hurt either.

Nothing ever happened - very possibly because I missed some signals and was very lacking in confidence at the time - but I definitely had some thoughts from time to time.

Replace "Stacy" with "Kirsten" and this song pretty much tells the tale.

https://www.youtube.com/embed/dZLfasMPOU4

And, by the way, RIP Adam Schlesinger, the singer and songwriter of Fountains Of Wayne, who died of a severe case of COVID (before vaccines were available). Fountains Of Wayne was extremely underrated, and their song Radiation Vibe is criminally underappreciated.

Finchie40 · Accepted Answer

Yea a few times when I was younger 21 to be exact , the girls were in their 30’s they just wanted to get fucked , I felt like the man because I was dominating an older girl , sadly they were married and I didn’t know that at the time , even though it’s fucked up , the sex was amazing , I just hope their husbands kick them to the curb

oldguystillhasit · Answer

I was 19 she was 41. She wanted to be with a guy much younger and her thing was teaching a young man how to truly please a woman. She looked great for her age.

JPresidente · Answer

All the time. I had teachers in middle school and high school that were hot and in their 20's and 30's and I couldn't concentrate in class because I would stare and fantasize a lot.

Jamie05rhs · Answer

Yes!! Catherine Zeta-Jones! 😍 I was 12 and she was 29.

Snedger____ · Answer

When i was 17 I used to jerk off looking at my 27 year old neighbour

AimeeKyle · Answer

There were a couple teachers when I was in middle school and high school that I definitely envisioned having sex with…. Unfortunately it never worked out…..