How do I get to know a guy better if I only bump into him occasionally?

[SandraTempleton]

So there's this guy that I know from my old neighborhood that I used to see all the time... Since moving out of the neighborhood I've only seen him occasionally and at random when I'm visiting the old neighborhood. I think he still lives there. He used to work in the coffee shop that was across the street from my apartment and I would go in there a lot (as I work from home and would want out of the house and to talk to people in person). My personality could be described as friendly/bubbly so often times I would go into the coffee shop and chit chat with the baristas about what they had been doing and tell them what I was up to.

 

I ran into him again on Saturday night at a popular bar/restaurant when I was out with a girlfriend. He made a point of stopping by our table in the bar and saying hi to me (using my name) and asking me how I've been. He touched my shoulder as he said hi. It ended with good to see you. I've bumped into him before at a brewery in the same neighborhood when I was out with a guy friend. It just so happened that my guy friend and his friend were mutual friends as well so we all ended up sitting at a table and talking together for awhile.

 

He's more artsy than the guys that I would normally go for. One could even say he he's a bit of a hipster. But I'm starting to think that maybe I should try something new for awhile. Not to mention I'm getting tired of OLD. My question for you guys is this, how do I get to know him better? Hope to keep running into him in the old neighborhood? I found him on facebook but I think it might be weird if I add him as he didn't tell me his last name. I found it using google...

 

Also, I just worry that maybe I'm reading the signs wrong and he's just being friendly. Any ideas of how to tell? Not to sound up myself, but I've been told that I'm an attractive female. I have long blonde hair and blue eyes and an hourglass figure. I could probably stand to lose 10-15 pounds and just find the gym again.

[d0nnivain]

Arrange to meet up with him. Ask him on a date. The purpose of a date is to get to know someone.

[truth_seeker]

So you have mutual friends? Perfect. Connect the dots and make direct contact with him. Tell him you asked so and so for his info so you could connect. Then ask him to meet for coffee or a beer.

[Versacehottie]

I'm usually anti-FB but I think it's got a good use in your current situation. Just send him a friend request non-chalantly and when he accepts, then a follow message that "it was good running into him this past weekend". Take the banter from there. I think it's key to do it shortly after you've run into him that way it makes sense that he was on your mind but not 2-3 weeks later which would be like you are lingering on him too long. So do it today:)

 

Once you start a messaging conversation than, compliment him on always seeming to know what cool and fun things are going on around town, ie suggesting or directly asking that he keep you in the loop on good events/places. It may take a little bit to get up to speed but I think you should try. Good luck