"Hercules and the Jilt Trip" is the 29th episode of Hercules: The Animated Series. It aired on November 6, 1998.
Summary[]
Hercules is upset over a recent break-up with Anaxarete, so Phil volunteers him to help out a neighboring kingdom. While there, Princess Lavina 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, who Hercules must battle; he runs away after seeing Lavina. 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 Lavina intends to marry Hercules. The two begin fighting again, and Hercules is saved by Lavina once more. He then convinces her that she is not his type, and that she should get back together with Geryon.