How to Dress Like the Characters from Mad Men

By Complex Mag | Aug 28, 2009 | 4:20 pm | Permalink

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. HERMÃ‰S FACONEE TIE
Click here to Buy It Now at Hermès, $170

4. HERMÃ‰S 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

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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draper1
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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draper2
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

Tags: celebrity-style-guide, don-draper, harry-crane, madmen, roger-sterling, style, tv

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9 Comments | Add a comment

nicole August 2nd, 2009 at 07:11 PM

dear lord i love mad men so much. crane's glasses are so chic. and as big as an asshole draper is, is the sexiest man alive. great post

Reply
diehard August 17th, 2009 at 12:10 PM

its really hard to wear a suit every day, but it would be good to try and do it for a month. The suiting style in the 60's was so daper

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Horaldo September 9th, 2009 at 03:22 AM

All of the suits in Mad Men are tailored. Don't expect to look even remotely similar without dropping dime for a bespoke tailored suit.

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Max January 27th, 2010 at 07:31 PM

F a Rugby vest, I copped a cable-knit cricket sweater just like Pete's on eBay for 13 bucks.

Reply
PocketSquareZ com January 27th, 2010 at 08:57 PM

Each style of Mad Men Pocket Squares are sold on http://www.PocketSquareZ.com . $8.00

Reply
vwdolly August 26th, 2010 at 10:24 AM

Lots of genuine vintage Mad Men style suits @ www.vintagewhistles.co.uk .

Reply
Erin September 6th, 2010 at 09:50 PM

I found my Halloween costume here! http://www.etsy.com/shop/VintagePerspective Hope this helps any of you hosting or attending a Mad Men party!

Reply
carlo September 18th, 2010 at 04:23 AM

the specs crane is wearing in that pic is not a browline (combined) frame but rather a full plastic two tone frame very much like these shurons: http://bit.ly/c3kMI6

Reply
Joe Speight January 24th, 2011 at 10:49 AM

Their hankies are slammin. Love the style. Noticed everyone is wearing them. The ones at PocketSquareZ.com are not bad either. Saw the comment above.

Reply