He really have a very low self-estim huh. Can't really blame him for that, i knew some people like him, and no matter what you said, they would always stay very pessimist.
I hope he will learn to like himself more...and Anjou ofc.
I like that this was actually foreshadowed several chapters ago. She did his hair at one point, we didn't get to see the result, but she immediately messed it up again because she didn't want others to see. Meaning, she saw how hot he was even back then.