#10 Barney Stinson/Don Draper - Its a tie for No. 10 as it’s all about the suit for this spiffy Halloween look. For Barney you’ll be the most legendary person at the party and all you need to do is ‘suit-up’ to play the “How I Met Your Mother” womanizer. For Don just look for a vintage 1960s suit and slick some dark hair back to play the suave “Mad Men” ad man. Some scotch in a glass and a lit cigarette complete the look. Just don’t take a puff because unlike the ‘60s, we now know smoking is bad for you!