That has got to be the stupidest get-up I've ever seen on a "movie star." Ever.
Jenn to be the part, you've got to LOOK the part. Right now, your look says "Dr. Frankenberry's very able dental assistant."
Come to think of it...You really have not extended much further from your days in "Office Space," have you? All you need are your "37 pieces of flair," and you'll be back where you started!