The Cosby Show S02E21 - Theo's Holiday

A cocky Theo is sure that in a few years he will easily land a job as a fashion model and have a great car, apartment and plenty of spending money. So the Huxtables stage an elaborate scheme to prove to him that living on your own is not what it is cracked up to be. Theo's lesson in reality starts when the Huxtable home is converted into the Real World Apartments with Cliff as the strictly business landlord, Harley Weewax; Clair as the restaurant owner, Millie Farquar; Denise as the shrewd head of a modeling agency; Vanessa as her gum-cracking receptionist, and Rudy as the hard-nosed bank loan officer, Mrs. Griswald.