This might be the best damn Halloween costume for a dog that I've seen all year. And I've seen a lot of 'em... It's Jack as Don Draper from "MadMen." Jack was part of the 21st Annual Tompkins Square Halloween Dog Parade in New York on October 22. The parade has a reputation for some of the most creative costumes around -- and it's the largest Halloween Dog Parade in the country, they say.