Im a gay man and met this guy online. He started flirting after we talked for awhile and a day later he sent a message telling me he was flirting. My doubt about whether its romantic comes from him saying that he's really friendly with people. I mean he compliments me and the last time we hung out he said he really enjoyed spending the day talking and playing games with me. Any advice would be helpful because im not good at picking up signs and dont wanna say anything and mess up a friendship.

I (27M) saw my old counselor from summer camp on hinge and am tempted to like her despite the seven year age gap. I'm almost certain that she remembers me, so I'm not sure how to approach it. Regardless, I'm worried about perception because we have a lot of acquaintances in common. In a prior life, I would've downed a couple of beers and just done it. Any advice on how to proceed?