Questions: Guy's Behavior

Should I reach out to him or do you feel it’s awkward and not appropriate?

Yesterday my mom was in town and we went out to a nice restaurant and our waiter was a nice guy who looks like he’s a tad younger than me but we are in our 20s.. he was very nice and he was a nice looking guy.

He was attentive and he told us some of his favorite things on the menu. He did a good job and maybe in the back of my mind I thought he was cute and maybe said it but didn’t really think anything of it.. just a guy doing his job..

He did make eye contact with me even when just talking to my mom.. He did ask questions and asked how I got here since I’m not from this state.. I told him I was an art teacher and I told him how I stopped teaching in December to pursue something else and he tells me he understands completely and he just changed his major in college… did a 180 from film media to production…

I could tell my mom was up to something.. but the conversation was nice and he said he could give us recommendations for things to do and he tried to see if there were any free art tickets to go to the art museum.

My mom embarrassed me and told him I need to meet people and hang out and she ask him for his number and she says “maybe you have friends you can hook her up with “

It’s awkward for me and I tell him that he doesn’t have to do that or feel obligated to and i apologized… it was kind of a pause maybe because it’s awkward but he does say sure and he writes his number down

But I don’t want to reach out because I don’t know if he really wanted to or felt obligated

I dated a man who discarded me fast after making me feel like he genuinely liked me but the moment I put a boundary on sex in which he knew about in the beginning he became very demeaning and he discarded me.. he is almost 40 and seems like he doesn’t know how to genuinely love a woman.. he seems to treat them like objects or status… since he comes from a religious, achieving family.. we weren’t intimate and we didn’t have a relationship bc he claims he wasn’t ready even though he made it seem like he wanted more in the beginning.. I feel like he’s the kind of guy who has a big ego.. he felt rejected and entitled but and there was no sense of empathy when he decided to discard and throw things back in my face… I just feel like he’s a man who doesn’t genuinely like women..

I think he lives a double life by possibly having sexual urges to sleep with trans women and he loves trans 🌽…

Can any man help me decide if this is typical downlow behavior? Seems like he can perform on how to treat a woman but is actually not caring or selfless/ knowing how to genuinely love a woman?