Actor Cary Grant, who heard the show and was impressed with Wentzlaff's unusual voice and comedy instincts, introduced him to Director Norman Taurog, leading to his roles in Grant's films, Room for One More (1952) and Monkey Business (also 1952), which co-stars Ginger Rogers and Marilyn Monroe, making her first movie appearance with platinum-blond hair. Next up was Gentlemen Prefer Blondes (1953), in which Wentzlaff — playing Henry Spofford III, Monroe's young admirer — stole scenes from the Actress, including his line about her possessing a "certain animal magnetism". In the comedy Mister Scoutmaster (1953), he traded barbs with Clifton Webb, and he had a small role in the musical comedy Artists and Models (1955), with Dean Martin, Jerry Lewis, Dorothy Malone and newcomer Shirley MacLaine in what Aurora called Wentzlaff's "last 'good' movie.".