31. Jackie Gleason
Approximate Weight: 250+ lbs.
While Gleason achieved fame playing a blue-collar bus driver on "The Honeymooners," when he was off-camera, his style was pretty high class. Regularly decked out in tailored suits, ties, and a great classic haircut, he rocked pocket squares and lapel flowers with the best of them. The latter became a bit of a style signature, as he wore a flower in his lapel throughout most of his life.