Aileen played the curly red-headed orphan Annie who sang the film's hit songs Maybe and Tomorrow. The now-50-year-old actress was just nine years old. Getting the role wasn't … See more

Roseanne Sorrentino, 54, played the tough-spirited and feisty Pepper in the movie. Pepper was the oldest and therefore the bossiest of the group and bullied the younger or… See more

Albert played the lovable, mega-wealthy Oliver 'Daddy' Warbucks when he was 46 years old. Warbucks initially had a steely disposition towards children when he first took Annie … See more

Carol took on the great villain of Annie, the mean and alcoholic orphanage operator, Miss Hannigan, when she was 49 years old. Miss Hannigan, who despised the children of … See more