There's this extremely EXTREMELY cute guy in my court program thingy. He started talking to me a few months ago at our court dates as we waited. During court, he kept looking at me and smiling, I kept looking at him and smiling also. :D it was really adorable. Then we waved and smiled again at each other after the judge let me go and he was still waiting for his turn etc. So we kept talking and talking whenever our courts fell on the same date. Nothing too personal, just basic stuff, we did not talk what "we're in there for", almost as if we were both faking it to make ourselves look good (only talking about positive hobbies and staying away from bad things).
Well it turns out he works at a place near where I was visiting (out in public and outside court), he saw me walking on the sidewalk, I wasn't even paying attention to anyone, then he says "Hey!" and starts a nice conversation with me!! I'm giving him huge smiles and showing a lot of interest... I basically just stand there waiting for him to ask for my number after our convo, but he just says bye... :(. I say bye, it was nice to see you. :( I was pretty disappointed.
Wellll then we saw each other at the probation office and he starts talking to me again!! He was showing me cool stuff on his phone (important politicians visited nearby and he had a recording of all their security etc since he works in that area), we sat pretty close to each other and made some deep intimate eye contact (in my opinion). Unfortunately the probation officer called me in so I couldn't talk to him for long. :(
Idk what's up with him. I think if he wanted to ask for my number, he would have when we were both out in public. Could he just be friendly? Part of me doesn't think so because while yes, he's friendly, he chose to talk to me over the other people in our program (in that office, another guy was trying to talk to him but he talked to me instead).
I know women shouldn't initiate but he's making me rethink things. He HAS to be interested because guys usually never talk to me unless they're interested. Especially with the way he looked at me. Maybe I could break the ice and ask him his number but I know I'd be committing an awful FDS sin there. No woman should ever initiate or approach. And it'd so embarrassing to get turned down while we're both stuck in this program. Is that his thought process?