The details of Annie and Clarabel's lives before 1923 are unknown. In 1923, they were given to Thomas when he started working his own branch line. They have had several adventures, such as losing their guard and becoming runaways.
When Thomas is away, Percy, Toby, Duck or Stanley takes his place to pull them. Emily and Neville have both taken them not knowing they were Thomas' coaches, and Caitlin has once taken them without realising they were coupled to her own coaches.
- Annie and Clarabel met Pooh and his friends in Pooh's Adventures of Thomas & Friends: The Adventure Begins.
- Annie and Clarabel will meet Ash Ketchum, Littlefoot, Simba, SpongeBob and their friends in Ash's Adventures of Thomas & Friends: The Adventure Begins.
- Annie and Clarabel will join Thomas' Adventures Team in Thomas' Adventures of Fantasia.
- Annie and Clarabel are best friends with Night Light and Twilight Velvet.
- Annie and Clarebel are also Oliver and Toad's girlfriends.