How to get a mature man to feel comfortable to approach me?

Question

Im 40 and the guy I like is 45 he is my daughters mentor for her College bound enrichment program. He tells my 15 year old that Im cute in ways like I keep my hair so cute and he likes my style and teases me about my perfect hair and nails, but he is always very proffessional with me we only lately after 2 years have been giving a lot of eye contact no conversation but hello and thank you. He even told my daughter that I sound great over the phone. He picks her up for events and makes effort to make sure she is on top of things in her enrichment group that he manages. He is very well groomed and sexy Lord have mercy! Why is he noticing my hair and nails and voice and making cute little sweet comments about how good of a momie I am. Does this sound like he likes me and should I make a move or wait a little longer on him. I think we are both being careful because of my daughter. He grins so hard when I see him its just terrible....Help! I want him to ask me out!

Answer 1

Guys are typically easy to read. It sounds like he likes you. You'll need to put yourself out there to find out. You're not in middle school any more, you need to act for yourself.

One option would be to simply ask him if he would like to grab dinner sometime. Make it out to be because he spends so much time with your daughter and you would like to get to know him better on that level. Possibly, if you are left alone to have adult conversation, he'll open up a little more.

Also, I don't think you're daughter would have a problem with it, and you can discuss it with her if it starts turning into something. If she's keeping you updated on all the compliments he's giving you, it sound's like she's egging you on to do something.

GO FOR IT!!

Answer 2

You should go for it! He is probably worried about your daughter. He may also not know how you feel. Talk to him and find out. The worst he can say is no, but I don't think he will. Don't miss out on the opportunity. Good Luck!