Brody Winton (portrayed by Ben Bledsoe) is the main antagonist of Jessie's episode "The Princess and the Pea Brain". He asked Jessie out on a date, her not knowing that he has a girlfriend named Caitlin, and that he's a jerk to the others. Jessie eventually discovers his true intentions, and stands up against him. Zuri hated him when the first time she saw him.