Originally Posted by AndrewRyanWallace
Dude. Fuck jeans. If you're coming to SoFla, you need real shorts or you will be uncomfortable. I promise. I live there. Decent shorts are really not as hard to come by as people think they are, and with the right cut you certainly will not look like a tool. Check out the shorts for spring thread, there are some good options in there if you don't know where to go, or PM me and I'll try and scrounge up some stuff for you.
Also, thin cotton polos are your friend, as are s/s button ups, hard to find good ones but they're out there. Also, don't be afraid to rock the t-shirt. It is very easy to pull of the t-shirt + rolled pants + boat shoes/mocs look and keep it stylish.
I'd love to try to do that last look you mentioned. I had some Sperrys last year but they chewed my feet up bad. I'm wondering if a leather model would be nicer to my feet. I'll definately be out for some button ups. Shorts, well we shall see. Would you recommend J Crew for most of this stuff?