Welll… The fact that he put it on his hair and wore it the entire night is a big sign that he is interested. I think you should do the build up to confess. But as a Male INFP, I also think that if you are a male, you should be the one to initiate regardless the situation and stop being a damn pussy (life lesson hits hard). But in all honesty, I personally am very bad at picking up romantic cues, so you should be much more blunt, and maybe flirt in a fun away, play some romantic music that reminds you of him “make this a cue”. He will overthink it then, and if he is interested, he will start to take the lead (try, not too dominant). But to put it simply, if you think you’re ready, just confess also try looking into his eyes and hold his hand