Tootles, a Lost Boy from J.M. Barrie's Peter Pan stories, is characterized as the group's most humble and unfortunate member. He frequently misses adventures due to chores or other obligations, fostering a sweet and accepting nature rather than bitterness.

In Barrie's original narrative, Tootles accidentally shoots Wendy Darling with an arrow after Tinker Bell misidentifies her as a threat. He requests execution from Peter Pan as punishment, but Wendy survives. Despite his clumsiness, Tootles is the first Lost Boy to defend Wendy's wish to return to London. When Peter claims Captain Hook's ship, Tootles becomes boatswain, replacing Mr. Smee. He ultimately leaves Neverland with Wendy and the other Lost Boys, is adopted by the Darling family, and becomes a judge.

Literary adaptations diverge: In *Peter Pan in Scarlet*, an adult Tootles returns to Neverland wearing his daughter's clothes, temporarily transforms into a girl, and discovers his biological father is a judge. The prequel *Peter and the Secret of Rundoon* reveals Tootles originated from St. Norbert's orphanage and was enslaved by King Zarboff before joining the Lost Boys.

Film and television portrayals vary. Disney's 1953 animated film depicts Tootles in a skunk costume as the smartest Lost Boy, with no dialogue. In 1991's *Hook*, an elderly, senile Tootles lives with Wendy and searches for lost marbles symbolizing happy thoughts; Peter returns them, and residual pixie dust enables Tootles to fly back to Neverland. The 2023 film *Peter Pan & Wendy* features Tootles among the ensemble without new details.

Tootles' core traits—humility, accidental mishaps, loyalty, and eventual embrace of adulthood—persist across most versions. His story typically concludes by leaving Neverland, except in Disney's 1953 film where he stays with Peter.