Hercules and the Jilt Trip

Hercules and the Jilt Trip is an episode of Hercules: The Animated Series. It aired on November 6, 1998.

Summary
Hercules is upset over a recent break-up with Anaxarete (Cree Summer), so Phil volunteers him to help out a neighboring kingdom. While there, Princess Lavinia becomes taken with him, and Phil sets the two up by encouraging her to take the initiative. However, the city is attacked by a six-handed, three-headed monster named Geryon (Will Ferrell), who Hercules must battle; he runs away after seeing Lavinia. After going out to fight Geryon again, he convinces the monster to stop and tell him how he feels, learning that the Princess was his girlfriend. Hercules convinces Geryon to apologize to the King, but he quickly becomes angry after learning that Lavinia intends to marry Hercules. The two begin fighting again, and Hercules is saved by Lavinia once more. He then convinces her that she isn't his type, and that she should get back together with Geryon.