Needless to say, Alden’s attitude and behavior in this sketch are NOT preppy. He’s a spoiled brat, who lords his daddy’s name over Letterman, is extremely rude and flashes his money around. Alden is a nouveau arriviste. A true preppy is well-mannered and polite, gracious, very understated and knows better than to discuss his money in public. While outlandish colors are part of the preppy culture, Alden is a cliché. But it’s letterman. I get it. The contrasts have to be sharply drawn to be funny, and a rich, drunken preppy looking guy in fire engine red pants (Nantucket Reds) is an easy mark.
Thrift Store Preppy 