Popsugar Entertainment Mad Men Mad Men Halloween Costume Ideas Which Mad Men Character Will You Be For Halloween? October 23, 2015 by Shannon Vestal Robson View On One Page Photo 4 of 9 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 4 Roger Sterling What to wear: An impeccable three-piece suit with a pocket square and a white wig. Carry a cigarette. How to act: Confident and assertive; use a lot of double entendres and check out every woman in your eye line. Previous Next Start Slideshow Mad MenHalloweenHalloween CostumesTV