no writing + thoughts/emotions = bad idea

Whenever I have thoughts, feelings and emotions I like to get them down in writing, get my feelings organized, figure out how I feel, and uncomplicate things in my brain. I love Jess, I always will, but there's no use holding out right now considering she's a 3 hour ferry away (4-5 hours in total with travel to/from ferry) ... But, a friend of mine, Jason, messaged me not long ago and his texts seemed kinda flirty and like he's insinuating things... I've always noticed he's attractive, but we never really spent much time alone together.. We've hung out alone a couple times but we're usually in a group setting, with at least one other person... But he texted me and was talking about how my birthday is so far away (December) and how he'd like to hang out sometime before then, maybe go to the bar together (the one I always go to & am having my birthday at) and he talked about wanting to come to Halloween with me and he wants to hang out before then too.. talked about the last couple times we hung out we had fun.. He asked if I'm single.. Told me he's looking to date someone..be in a relationship and what not... I'm not sure of he likes me or I'm imagining it.. And I don't know if I like him... I think I'd give it a shot though.. If he asked.... He's attractive, sweet, driven, athletic, intelligent (UBC grad), he knows where he's going in life, has a future ahead of him.... I think it could work out but I guess we'll see what happens...?