Search Results: random questions to ask a guy

Alright, so I've been flirting around with this dude for a little now. Not too long, but I really think he's starting to like me a little. Now to explain my flirting though, it's kinda weird. Like I'm not smooth at all.
I run up to him, and call his name. He turns around, and then I ask him some completely random question. Just whatever pops into my head. Like I asked if he had a pet out of nowhere, as well as what his dominate hand was. Things like that. Today I asked him how old he was. he said 31. He LOOKS like 25.
I'm 18, I turn 19 next month. That's a solid 13 year age gap. He's a really great guy, hard working, smart, kind, funny. But he's 31...
I was actually talking to my boss/friend about it who is also a guy. He was amazed to find out how old this guy was, but didn't express any bad opinion towards my liking this guy. Like he was kinda shocked to find out I still liked the guy after finding out how old he was, but also understood that I couldn't just shake the feeling. I just don't know what to do. And I mean, I do have another guy I'm pretty close too whose only a year older than me... but he isn't the other guy.

I had a visit back to my hometown in October and at a party ran into a guy who I used to know a bit through mutual friends while we were in high school. He was super friendly and we ended up chatting for 1-2 hours just outside the party about anything and everything. He put his arm round me at one point but didn't try and pull any moves beyond that. The next day he added me on Facebook and messaged me for a few days after that asking lots of questions about my life etc. Turns out he is moving to my city in February and he seemed keen to keep in touch, getting my number and snapchat. Since then, however, I have only heard from him a handful of times on Snapchat including a couple of conversations where he asked me how work is going etc. Usually he initiates but I have sent him random snapchats occasionally which he doesn't always reply to. He views my snapchat stories 100% of the time though. I feel like he has lost interest but my friend says that is normal given the situation and it is just a loose way of keeping in touch until he moves here in February. Thoughts?