A Funny Thing Happened on the Way to the Forum (1966)

This screen adaptation of the stage musical of the same name finds the Roman slave Pseudolus (Zero Mostel) scheming his way to freedom by playing matchmaker for his master's son, Hero, who is smitten with the blonde and beautiful Philia. However, things don't go at all according to plan. The complications that ensue involve blackmail, funny disguises and long-lost children, while Pseudolus desperately tries to keep up with his end of the bargain.