I'm friends with this guy I met through work last summer (we no longer work together) and I really like him, but I'm just so confused about how he feels about me. We used to hang out in a friend group, but now it's evolved so that we're hanging out one-on-one most of the time. We've got a weekend tradition going where we cook a food we both like and sometimes go out to a movie afterwards. This weekend we're seeing a movie in addition to going to mini-golf and dinner. So, we do a lot of date-like activities that could also be platonic. He texts me pretty much everyday, tells me how excited he is for our weekly hangout, and gets very touchy-feely when we get drunk (he's kissed me and given me a long massage on separate occasions), but then he'll ask me things like "hook up with any hot guys?" or say something like "maybe a rich guy will whisk you away". I'm honestly just really confused and I want to ask him what is going on, but we're both pretty shy and it could get awkward. I just want to make sure I'm not misinterpreting anything before I broach the subject.
user
My friend is super touchy-feely towards me but sometimes asks me to hookup with rich guys. Confused as to how he feels and want to know if I'm misinterpreting things.
assistant
I'm friends with this guy I met through work last summer (we no longer work together) and I really like him, but I'm just so confused about how he feels about me. We used to hang out in a friend group, but now it's evolved so that we're hanging out one-on-one most of the time. We've got a weekend tradition going where we cook a food we both like and sometimes go out to a movie afterwards. This weekend we're seeing a movie in addition to going to mini-golf and dinner. So, we do a lot of date-like activities that could also be platonic. He texts me pretty much everyday, tells me how excited he is for our weekly hangout, and gets very touchy-feely when we get drunk (he's kissed me and given me a long massage on separate occasions), but then he'll ask me things like "hook up with any hot guys?" or say something like "maybe a rich guy will whisk you away". I'm honestly just really confused and I want to ask him what is going on, but we're both pretty shy and it could get awkward. I just want to make sure I'm not misinterpreting anything before I broach the subject.
user
My friend is acting very romantically with me despite us hanging out just one-on-one most of the time. Wondering what's going on and how to approach the subject without being awkward.
assistant