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Monday, May 12, 2025
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YOUNG GUY DATING OLDER WOMAN SEEKS KNOWLEDGE OF DATING GURUS

So a bit of context, I am in a Cougar-cub relationship, meaning old girl young boy. This type of relationship is getting popular I think, but still looked weirdly at. But my family is open-minded so it’s no issue.

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Met this 39-year-old lady through tinder, she’s very petite, blonde hair decent i guess, and im very tall and lean with long hair, and we both have our fair share of tattoos and share the same skater vibe so we instantly hit it off we have been in 3 dates, waiting on a fourth due to her being in the process of moving to a new place. She works as a dance, gymnastics and choreography instructor and looks amazing, and im a boring 22-year-old geek.

So I really like this lady and honestly, even though it’s fun I’ve been looking to not be single for a while but just haven’t clicked right yet with anyone. And I would go all-in with her except for a couple of issues I’ve noticed.

Through our month of texting and during our dates she never brought up her having a son, I only found out when I finally decided to open an Instagram account and follow her since I’m not a social media person but she is. And a couple of photos down there she is with her 18 yo son on his birthday. I have no issue with her having a son but I do find it weird that it never came up in conversation. Maybe he’s not living with her or didn’t want to scare me I don’t know.

And the second thing that concerns me is that she recently (like 3 months ago) got out of a relationship with a 23 yo guy, and when that came up during our first date, she went on a real rant about it, maybe coz it was still fresh. Everyone likes gossip so it was fine, but it does raise a flag with me like, maybe it’s too soon for her to get into another relationship like that breakup was partly the reason why she decided to move.

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Here are what netizens think:

It’s been a month and three dates. I personally think you are overthinking things. There’s no rush to get to the relationship stage is there? Let things bubble along naturally.

You may find out along the way that she’s not what you’re looking for anyway but you don’t know her well enough yet to make that decision.

I find it very common on first dates that people ask, how was your last relationship, how it ended or why and how u feel about it.

The fact that she does not mention her son is not a big deal especially if hes 18. I myself usually always mention that I have a child but In my profiles But some people like to keep it separate.

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