Originally Posted by pocketsquareguy
For the right guy and for the right work or social setting it can look cool. Here are some of the guys at Sid Mashburn pulling it off.
I think of a young(er) guy in a setting where he is likely to get another beer at any moment (think: cook-out, bar, tailgate, pre-game, etc). Things like this are less about what you're wearing and more how you carry yourself (you know, true style). These guys (even in still pictures) all look like they are precocious dudes who are going to shake your hand with a shit eating grin like they just heard a hysterical, embarrassing secret about you. That's key.
FWIW, I think the Mashburn dudes pull off the jeans and tie look nicely, but I still think the dudes in suits or odd coats look the best whenever I'm in there.