For the roaming man with a fascination for travel, books, music, politics and obscene culture. This is an outfit where you really carry the bag over your sholder. Glasses ($139) by Ray Ban. Bag (brown; $695) by Belstaff. Bag (green; $345) by Billy Kirk. Shirt ($190) by Gitman Bros. Cardigan... [More]

This installment of Garb comes courtesy of our friends at Need Supply. Sleek and sweater-y goodness combine for a layered look that's great for those late night Thursday dinners. Modern boat shoe-boot hybrid completes the look. Shirt ($92) by Shades of Greige. Coat by Spiewak ($195). Jeans by APC ($155).... [More]

If you're trying to get your own Sterling Cooper Draper Price off the ground, you don't yet have the cash flow to style like 1964. Dress like Don without going bankrupt, and instead spend a few extra dollars on the whiskey. Coat ($80), jacket ($70) and pants ($40) by H&M;... [More]

Fall is winding down and in those darker hours you try your best to spice up the days with a little color. We like to work with the beanie together with a nice coat and this outfit works best on a Sunday afternoon walk together with that special someone. Shirt:... [More]

Upgrading the classic Wall Street look with influences from modern Japan and old school Britain. It's the hardworking man in between meetings, stressed but still stylish. And ready for a sequel. Glasses: Persol, Shirt: Haversack, Jacket: Haversack, Pants: Humor, Bag: Delvaux, Tie: Paul Smith, Phone: Blackberry, Shoes: Gives & Hawkes.... [More]

The Fall-loving man enjoying a good book together with a nice cup of coffee or a premium ale. Sitting at a window table looking out on a busy side street on a Saturday afternoon. This outfit works with a small beard and a JFK straight-out-of-bed haircut. Jacket: Our Legacy ($360),... [More]

The perfect outfit for that Fall weekend at the Summer house by the sea or an early trip to the mountain lodge. Chop up some wood, make a fire, pour a nice bourbon and settle in with a great book or a fantasy football mag. Cardigan: Our Legacy ($140), Shirt:... [More]

For that Saturday night when you left the house with no real plan in mind. You run into an old friend on the street and end up at an underground club with heavy house music and hand-painted pictures of 80's cartoon icons. You feel the bass, the heat and the... [More]

A combo for the casual Friday man. Discrete colors that won't piss off your boss and yet modern enough so you can go all night from after work at the bar to dinner and drinks with your friends and finally finishing off at the club. Coat: Coming Soon ($445), Cardigan:... [More]

Most journalists dress like convenience store clerks. With most of them giving up all hope of being stylish, we'll continue to celebrate the hereos of our past like Carl Bernstein and Bob Woodward. Think Robert Redford and Dustin Hoffman in All the Presidents Men. Jacket: No De Guerre ($725), Shirt:... [More]