With flawless "pretty boy" good looks, Caulfield has had to prove on stage that he is an actor while often being relegated on TV and in film to handsome second leads. He got the big Hollywood build up when he made his screen debut in the musical sequel "Grease 2" (1982), opposite the equally neophyte Michelle Pfeiffer. The film was unsuccessful and Caulfield's career stalled. He seemed to be more in the news for marrying Juliet Mills (of "Nanny and the Professor" fame), 18 years his senior, and for breaking into show business as a nude dancer, than for his performances. He returned to the stage, touring in the title role of "The Elephant Man" and appearing in "Entertaining Mister Sloane" in both NYC and L.A. He was featured (mostly in the nude) opposite Jessica Tandy and Elizabeth Wilson in "Salonika" at the Public Theatre in New York and in "Loot" at the Mark Taper Forum in Los Angeles.