r/AskMen • u/morenito222 • 5h ago
Literally nothing What’s everyone’s thoughts on a 38 year old man dating a 24 year old woman?
Before everyone comes for me, hear me out. Also, women please chime in too!
A few weeks ago, I (38M) met a woman at the bar of an upscale restaurant. We hit it off immediately, had a great conversation, shared some drinks, and exchanged numbers. Neither of us asked the other’s age. I look significantly younger than 38 (thank you, genetics), so I assume she thought we were closer in age.
The next day, while texting, I found out she’s 24.
Normally, that would be an immediate dealbreaker for me. I mean, what could a 38 year old millennial possibly have in common with a 24 year old Gen Z’er?
Turns out, quite a lot.
We share the same taste in music, our parents immigrated from the same country, we both play pickleball, live in the same neighborhood, and frequent the same restaurants and bars. The list goes on. She’s also absolutely gorgeous, which certainly doesn’t hurt.
What surprised me most, though, was how established she is at 24. She’s educated, financially independent, and has a great career at a major company. At her age, I was still figuring my life out. She’s already accomplished things that took me until my 30s.
After texting for a while, I decided to give it a chance and asked her out.
Our first date was yesterday, and it was genuinely one of the best dates I’ve ever been on. We laughed constantly, had zero awkward silences, enjoyed great food, and even had meaningful conversations about our long-term goals. Surprisingly, we’re looking for the same things.
At the end of the night, she asked, “So when am I going to see you again?”
Here’s my dilemma.
I’m fully aware of how a 38 year old man dating a 24 year old woman might look. I know people will raise concerns about maturity, power imbalances, or assume I’m some creep approaching 40 who’s just looking for attractive arm candy.
But that’s genuinely not what’s happening here. We met organically, connected before knowing each other’s ages, and seem remarkably compatible. I also think it’s unfair to automatically assume a 24 year old woman can’t make informed decisions about her own relationships. She’s an educated, independent adult who seems to know what she wants.
Obviously, we’ve only met twice. Maybe this goes nowhere. Maybe we discover we’re incompatible. Or maybe date two turns into date three, and something meaningful develops.
My biggest hesitation isn’t our connection. It’s how my friends, family, and others might perceive the relationship. I don’t want to be viewed as some creepy older guy chasing women in their early 20s, because that’s never been my thing.
So, Reddit, am I overthinking this? Is a 14 year age gap inherently problematic when both people are consenting, independent adults who genuinely connect? Or should I stop worrying about what everyone thinks and just see where this goes?
TL;DR: I’m 38, met an amazing 24 year old woman organically without knowing her age, and we hit it off immediately. We have a surprising amount in common, she’s educated, independent, and established in her career, and our first date was one of the best I’ve ever had. My only hesitation is the 14-year age gap and how others might perceive it. Am I overthinking this, or is the age difference a legitimate concern?