See Jack Shop

A picture of two preppy schoolboys has been circulating across the country; the guy with the mop of hair on his head? Yep, that’s this week’s Style Jack: John Reilly as Dale Doback in Step Brothers. While his character’s style is uptight, Reilly is actually quite the opposite. The Oscar nominated actor was also recently featured in the Upgrader’s “The Week in Style” leaving an appearance at the Late Show. Reilly shows us that dressing up a low-key style is as easy as adding a blazer. And the sunglasses? Well, we ditched them soon as the sun goes down.

The hat: Leyton Park natural straw fedora with matching nylon band from Urban Outfitters, $28.

The shirt: Converse One Star white long-sleeve, cotton dress shirt with contrast buttons from Target, $24.99.

The blazer: Black tailored blazer with faux flap and breast pockets along with a simple two button closure from Heritage 1981, $34.90.

The jeans: Medium wash denim regular cut jeans is on sale for $49.99 (originally $69.50) from DKNY.

The shoes: Stacy Adams black and white patent wingtip oxford from Endless, $74.95. (Okay, these are kind of a splurge -- but could easily become your signature item, meaning you'll get a lot of use out of them).

Picture from The Upgrader.