Most Helpful Guy
He wants to know what you think about him. I know that seems like a stupid answer, but it really is that. I think he wants to know if what he does/who he is pleases you or if it puts you off. He is seeking your approval because he cares about what you think of him.
If you're in a relationship with him, A possible way to help this is if it is bugging you is to actually tell him more often what you think of him without his prompting. Tell him "Hey, I really like the way you ____. *insert reasons why you like it here, probably the most important part of this* I just wanted to let you know :) "
You boost his confidence and if you do it more often without him having to ask you, I would expect him to stop asking.
Guys need reassurance sometimes too. And girls opinions happen to matter a lot to some of us :)0
Most Helpful Girl
It obviously means that he values your opinion a lot.0