So, I started a new job a couple of months ago and I’ve just recently realised that I’m “crushing” or whatever you want to call it on my team leader, who’s 36. I’m 23. The age, to me, isn’t really the issue though. In the past, the way I’ve dealt with it when I’ve had feelings for someone, is just telling them and then if they feel the same it’s a winner and if not I know I need to move on. In this situation though I’m worried that if I tell him and he doesn’t feel the same, it’s going to cause issues. It’s a ridiculously laid back workplace so I know I’d still have a job, but I just wouldn’t want things to become uncomfortable or awkward. I guess I’m just trying to get an outsiders opinion on what they would do in this situation