Time to reload the Miltons machine. Send all sob stories to pimpmylook@barstoolsports.com or pimpmydate@barstoolsports.com and help us help you. And you need to send pictures! If you sent an email without a picture resend with one to be considered.

Today’s Contestant

Reader Email

Dear Pres,

Please help my friend Troy. His attire is so appalling that it has actually gotten to the point where UMASS is wondering if we’re harboring a homeless alcoholic. He has let his Hobart lifestyle get the best of him and no longer lives as a functioning member of society.This is the most apparent in his wardrobe choices. He wears the same shirt religiously, doesn’t even have a matching pair of shoes anymore, and thinks pajama pants are an acceptable everyday outfit. We’re still unsure whether this is by choice or as a result of his wardrobe shrinking every time he throws a party.. aka every weekend. His closet needs an intervention even more than he does. Help a kid >out for our sake and his.


1 Stars2 Stars3 Stars4 Stars5 Stars6 Stars7 Stars8 Stars9 Stars10 Stars (148 votes, average: 8.28 out of 10)
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