38 year-old Terry from San Francisco is more interested in catching a wave or getting a hole in one than going shopping. Terry's life revolves around surfing, cycling, skateboarding, golfing and running his landscape design business. He goes from the beach to a business meeting wearing the same clothes, most of which come from a thrift store sale. Stacy London and Clinton Kelly know Terry's sporty physique will look good in the proper clothes, but Terry says he's anti-fashion. Can the team with a little help from Terry's ten year-old daughter, get him to smarten up his act?