I won't pretend to understand what goes on in that brain of his, but I might be willing to speculate that he's got a block against letting a woman he considers attractive to see him without makeup. He could have a whole crew keeping him looking as good as they can get him. But, his ego won't let him. He could get a flaming flamer with mad skills, but no he has to do his own combover and war paint.
It's like he doesn't have anyone with the guts to tell him he looks like a slob. No gay friends, no women with a fashion sense, and certainly no straight people that are willing to endure the explosion he's going to emit when they tell him how badly he appears.
Which is fine. Because I can't think of a more deserving person for unseen humiliation and shaming than that vulgar talking yam.
Can you imagine how bad he would blow a gasket if the hair guy from Parks and Rec, whathisname?, Volcano or something like that said, ""Donnie you look horrible. Did someone use a putty knife to apply that? And that hair! You have got to do something different!"
Volcanic explosion.