Tim Gunn's Guide to Manly Style

When Miles married his wife 30 years ago, he was a clean-cut guy. Now that he's retired, his daughters say he's a dead ringer for Santa Claus. "He's an amazing guy. Super husband, father and amazing grandfather," says his daughter Michelle. "He just needs a little help in the fashion department."

That includes his wardrobe of Harley-Davidson shirts. "Miles is an individual about whom his family said he looked like Santa Claus," Tim says. "I thought he looked more like a character out of Dungeons & Dragons."