Miltons Pimp My Look
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
This is Dylan Doherty a.k.a Dyl-Do from Quincy. Dudes style is so off point its ridiculous. He really shouldn’t be allowed outside with the look he’s got going on here, he could really use some help.









Dylan Doherty? Sounds awful close to BROUGHERTY!!!! Makes sense
Does Miltons have a sister store?
i’m afraid the electric chair is the only possible solution to this disaster.
does every college kid in mass dress like a dickhead?
I refrain from shopping at Milton’s because they advertise with you
kid needs a swift kick to the nuts, not clothes
hey heres a good idea. lets feature a kid with a ravens jersey to have a chance to win on a boston site. we dont hate the ravens or anything
Scarfs, Uggs, nickname is dildo. I’m sold. 10.
Separated at birth; Dyldo – Pee Wee Herman
I can smell his pussy from here.
Now Barstool is helping to dress gay 16 year olds?
This kid has a lot of punch appeal.
Of course he fucks fat chicks.
This kid would get a beatin
Get him a membership to the gym to start. Hey kid girls don’t like when they have bigger arms than you. Actually he might be a twink so the guys might like that. Does Miltons have leather chaps with the ass cheeks cut out for this kid to wear to the Machine?
Dildo definitely grew into his name.
Know what kind of person wears scarfs to a beach party?
Fags, and Dildo, that’s who. (Apologies to gaystoolie)