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 8 of 9 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 8 Bob Benson What to wear: Only the best outfit ever: a green polo with printed short shorts. Always be carrying two take-out coffee cups. How to act: That other take-out coffee cup? Offer it to anyone who looks important. Be oddly generous and plenty mysterious. Previous Next Start Slideshow Mad MenHalloweenHalloween CostumesTV