Guys: does this sound creepy?

[Breanna]

theres this boy who goes to my school, he is single and is kinda insecure about girls liking him (from what i see on twitter) i followed him on instagram & twitter and he followed me back. (he has 500 followers and is only following like 300) he's liked some of my pictures & one day i was posting on twitter that i had a rough night and stuff and he posted "looks like your having a bad night things will get better i promise" but idk if it was about me or not. hes posted a few things that kinda look like they could be about me. we're friends on facebook too but he rarely gets on. should i message him on twitter/facebook or is that creepy since we've never met?