However, that is definitely the look of a guy who convinces himself he is only single because there aren’t enough women in his field.

He's been subtley overdominated by a parent.

He's capable of figuring things out and changing, so he probably would stop being single if he had enough exposure to women his age to realize they don't actually respond well to poor fashion and endlessly letting himself be rolled over.

Depends in whether he could gain the perspective to understand what's actually going on, or whether he remains to self conscious about it to realize it.