- For others named Lily, see Lily.
| Character Information
Lily is a British woman who moved to the USA.
In Britain, every man wanted Lily to be their girlfriend and would fight over her. Lily made life fun for everyone. However, when Lily saw everyone fighting over her, she decided that she couldn't be the cause of the fighting and moved to the USA. In the USA, Leonardo DiCaprio tried to get Lily to be his girlfriend, but she rejected his advances. Lily then decided to throw a dart at a map of the USA to decide on where to move to, but the wind blew the dart into a Springfield tourism pamphlet instead. So, Lily moved to Springfield.
When Lily got to Springfield, her car ran out of gas outside of Moe's Tavern. Lily went into Moe's and ordered a drink before she helped to liven up the tavern by singing and getting everyone else involved. When Marge and the kids left Homer at home as they went on vacation, Homer ended up in Moe's where Lily became infatuated with him because he was dejected and wouldn't return her advances, unlike every other man. Lily began to hang out with Homer and the other barflies frequently in order to seduce Homer. When Homer kept rejecting her, Lily realized that she was in love with him.
Lily took Homer, Lenny, and Carl out for a picnic in the grounds of the Springfield Nuclear Power Plant. When Mr. Burns saw Lily, he also became enamored with her and decided that he would get Homer to set him up on a date with Lily. When Lily thought she was meeting up with Homer, Homer revealed that she was going on a date with Mr. Burns on his boat, Gone Fission. Lily was shocked at this and asked Homer to come along as Lily's chaperone. Lily hated the attention Burns was giving her and during the meal, Homer found himself smiling back at Lily. Lily decided that she and Homer had to leave and Mr. Burns bursting out of a cake was the final straw for Lily, so she demanded that they leave right then.
On the waterfront, Lily tells Homer that he has a bit of cake on his mouth. When Homer can't get it, Lily does it for him, massaging his lips with her finger. Homer panics and tells Lily that he's taking her home. When Homer got Lily home, Homer told Lily that he loved Marge and couldn't do anything with Lily. Lily then kissed Homer until Homer pulled away from her. As Homer got back into his car to go home, Lily told Homer that they would see each other in their dreams.
When Homer got home, he tried to stay awake to avoid dreaming of Lily. However, he finally falls asleep. In his dream, Lily touches his face to remove a bit of cake again. Homer then wakes up to find Marge touching his face, as she had come home early from vacation. Homer was happy that Marge had returned but then Lily called him. Homer told Marge that he had to take the call then started to walk towards Lily's house. Before Homer entered her house, he decided against it and ran home again where he told Marge that he would never leave her.
Lily then goes back to London, upset over Homer rejecting her. In the pub The Sweet Conclusion, Lily met a man who was similar to Homer. Lily asked if he would shave his mustache off and he agreed. Lily and the Homer lookalike then left the pub together.