Hugh Hefner knew how to turn heads and sometimes it was solely because of his outfits.
Whether he was lounging at the Playboy Mansion or working hard on an issue of Playboy magazine, Hugh helped pave the way for pajama dressing.
"My favorite outfit consists of pajamas and a custom-made smoking jacket," Hugh once shared with the Daily Mail back in 2007. "I have 200 pairs of silk pajamas. I always wear black during the day – black is serious, for taking care of business."
He added, "Silk against skin is very sensual. You have no idea how comfortable it is to lie around wearing pajamas."