Character Information

Bailey is a girl from Kettlecorn, Kansas. Although she loved her life in Kettlecorn, she wished to explore the world around her and masquerades as a boy in order to attend Seven Seas High on the cruise liner, S.S. Tipton. Since Bailey doubles as a boy's name and because she has played for a boys' baseball team, she managed to become a student at Seven Seas High.

After fooling the crew into believing that she is a male, she becomes Zack's roommate. At first, the two clash because Zack is messy while Bailey is more hygienic and feminine. However, after her real gender is found out by Zack, he promises to keep it a secret and they even begin to like each other.

Cody quickly becomes suspicious of the two; and it's not long before Bailey's real gender is revealed to the entire crew. However, since London Tipton had a room to herself (by bribing her old roommate to leave), Bailey was still able to stay and be roommates with her. Bailey was excited at the thought of rooming with London but the Tipton heiress had other ideas. Annoyed at the whole idea of staying on the S.S. Tipton, London flees to Parrot Island, leaving Bailey feeling responsible and guilty over her disappearance.

When everyone goes to retrieve London from the island, Bailey tags along and helps them not only escape the island, but also rescue London. Along the way, she even manages to get a pet pig named Porkers. By the time they return to the ship, London reluctantly decides to be a little more friendly to Bailey. They even started to bond, as Bailey helps London pick out fancy clothes. However, despite their friendship, London often embarrasses Bailey, especially by picking on her. She told Cody in the episode "Flowers and Chocolate" that her blood type is O-negative. In the episode "The Kidney of the Sea", she and London have an intelligence test with Porkers and London's dog, Ivana, and it is revealed that Bailey was once a cheerleader at her high school back in Kettlecorn when Porkers wins and Bailey does a victory cheer for him. In the episode "Boo You", London embarrasses Bailey by telling her internet show viewers that Bailey's underwear resembles a parachute. In the same episode, London informs her viewers that Bailey snores. In the episode "Mulch Ado About Nothing" Bailey appears to have feelings for Cody at the end of the episode. In "When in Rome", she says that a "big city" is "any place where the mayor is not a goose". In "Showgirls", Bailey receives the first detention of her school career.