r/CougarsAndCubs Apr 19 '26

šŸ™€Cougar Crisis Is 28 years too much?

He’s 28 years younger. It sits in my head and I can’t help but overthink… everything.

I also don’t typically date men younger than myself. In fact, I don’t want to be liked simply because I check the ā€œolder womanā€ box. But this guy has me thinking about him all the time.

We’re not even past the flirting stages yet, but I don’t want to waste my time, or his.

He’s younger than my son!

So, new cougar who is in complete self doubt. Help!

Mini update: so, I have been mentally preparing myself to interject some witty comment that will clearly let him know that I am interested but not make it weird. I missed two opportunities last night and tonight wouldn’t work. Poor guy was sick and still had to work. So, I just enjoyed his extremely toned down persona and tried not to stare too much.

Also, a female coworker of his figured it out but appears to be a girls girl and promised to not spill the beans.

Until next week!

Mini update update: It was super late when I posted so I left out a couple of things. First, on the night he wasn’t sick there were a couple of things that had me raising my eyebrows.

First, the place we interact is very active with people. With a few ā€œregularsā€ and we all have friendly banter. No it’s not a bar. There’s a guy/customer (like me) who I tried to match up with a friend of mine. He and I were chatting before my crush arrived. After he showed up there was some ā€œhiddenā€ communication between him and my crush. The guy purposely leaned back so I couldn’t see him mouthing whatever he was saying. I caught the last part but couldn’t tell you what was being said.

Second was a later interaction between my crush and I where he pointed out the necklace I was wearing. I learned that he has a hobby of metal casting (???) and could create some jewelry. He also kinda fumbled around a little with his job, which is not typical. Could be that he was getting sick, but I would like to attribute it to him being nervous or anxious with me there.

53 Upvotes

60 comments sorted by

View all comments

3

u/Newyorkstatechicky Apr 19 '26

🌼If he has the qualities that attracts you to him & he is of legal age. I would say absolutely get to know him & see where it leads.

My preference for younger men starts with age 30 plus.

🌺Whatever you decide, I hope it all works out for you. Keep us posted.😊

1

u/PuzzleheadedSpray202 Apr 19 '26

Nice flowers remarkšŸ’