How to Dress Like the Characters from Mad Men

Everyone's favorite retro-American series, Mad Men, released its second season on DVD this week (click here to cop it for $24.49). You've probably already seen umpteen style breakdowns of the '60s-themed series—and hey, the show has great style—but never before have the experts at Complex taught you how to get on that Don Draper...and Harry Crane...and Roger Sterling. So we've gone through the racks and chosen only the best Complex-cosigned brands in our guide on how to achieve the Mad Men style without looking like a square...

Roger Sterling
PLAYED BY:John Slattery

1. BROOKS BROTHERS 1818 SUIT
Click here to Buy It Now at Brooks Brothers, $549

2. HICKEY FREEMAN OXFORD DRESS SHIRT
Click here to Buy It Now at Hickey Freeman, $175

3. HERMÉS FACONEE TIE
Click here to Buy It Now at Hermès, $170

4. HERMÉS POCKET SQUARE
Click here to Buy It Now at Hermès, $130

5. CARTIER ROADSTER WATCH
Click here to Buy It Now at Saks Fifth Avenue, $4825

6. BARNEY'S NEW YORK BLUCHER SHOE
Click here to Buy It Now at Barneys, $350

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Pete Campbell
PLAYED BY:Vincent Kartheiser

1. RALPH LAUREN CABLE CRICKET VEST
Click here to Buy It Now at Bloomingdales, $298

2. J. CREW REPP PIQUE POLO
Click here to Buy It Now at J. Crew, $40

3. J. PRESS COTTON KHAKIS
Click here to Buy It Now at J. Press, $69

4. J. PRESS RIBBON BELT
Click here to Buy It Now at J. Press, $40

5. MICHAEL KORS OVERSIZED WATCH
Click here to Buy It Now at Saks Fifth Avenue, $250

6. COLE HAAN RIVINGTON PENNY LOAFER
Click here to Buy It Now at Bloomingdales, $186

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Harry Crane
PLAYED BY:Rich Sommer

1. HICKEY FREEMAN NAVY STRIPE SUIT
Click here to Buy It Now at Hickey Freeman, $1077

2. MOSCOT YUKEL GLASSES
Click here to Buy It Now at Moscot, $199

3. PAUL STUART MUSTANG BOW TIE
Click here to Buy It Now at Paul Stuart, $70

4. PAUL SMITH BUFF COLLAR SHIRT
Click here to Buy It Now at Paul Smith, $190

5. PAUL STUART TIPPED POCKET SQUARE
Click here to Buy It Now at Paul Stuart, $40

6. SALVATORE FERRAGAMO SHOES
Click here to Buy It Now at Bloomingdales, $520

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Don Draper (Casual Look)
PLAYED BY:Jon Hamm

1. LACOSTE PIMA JERSEY POLO
Click here to Buy It Now at Lacoste, $55

2. OLIVER SPENCER THEOBALD FISHTAIL TROUSERS
Click here to Buy It Now at Oliver Spencer, $160

3. Z ZEGNA B9MBRU 94R NER BELT
Click here to Buy It Now at Z Zegna, $100

4. J. CREW COTTON SOCKS
Click here to Buy It Now at J. Crew, $13

5.D&G SLIP ON LOAFERS
Click here to Buy It Now at Saks Fifth Avenue, $245

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Don Draper (Dressy Look)
PLAYED BY:Jon Hamm

1. STETSON PISA FEDORA HAT
Click here to Buy It Now at The Fedora Store, $90

2. J. PRESS SLIDE ON TIE BAR
Click here to Buy It Now at J. Press, $69

3. ALEXANDER OLCH BELGIAN LINEN TIE
Click here to Buy It Now at Bows + Arrows, $140

4. Z ZEGNA TWO BUTTON CITY SUIT
Click here to Buy It Now at Bluefly, $1196

5. REISS BOULEVARD DRESS SHIRT
Click here to Buy It Now at Reiss, $112

6. HUGO BOSS RECCO SHOE
Click here to Buy It Now at Piperlime, $195

7. BILLY REID THIN DRESS BELT
Click here to Buy It Now at Billy Reid, $135

8. J. CREW POCKET SQUARE
Click here to Buy It Now at J. Crew, $42