Don Draper of “Mad Men”

Don Draper has undeniable sex appeal. Smoldering good looks, with a dash of keen business sense, mixed with a troubled past, make him one fine cocktail of irresistible. But watch one episode of "Mad Men" and you realize you would merely be one lady on a long list of Don’s conquests. Unfortunately, they were not on board with the "friends with benefits" concept in the early '60s. Hook up casually with Don and you’d just be the town slut, and that’s the best-case scenario. More likely, you would regretting having sex with a functional alcoholic who gave you chlamydia.