Rupert Bear made his first appearance in print in 1920, showcasing illustrations by Mary Tourtel. The character of Rupert, depicted as a friendly bear dressed in a red sweater and checkered trousers, quickly captured the hearts of readers. The stories were set against the backdrop of the English countryside, featuring Rupert's adventures alongside his friends, including Edward Trunk the elephant and Bill Badger. These narratives not only entertained but also provided moral lessons, resonating with the principles of friendship, courage, and the joys of childhood exploration.

Mary Tourtel, the creator of Rupert Bear, was inspired by her own experiences and observations of the natural world around her. The Rupert comic strip was first published in the Daily Express, a significant UK newspaper, reaching a wide audience and establishing a solid foundation for the character's enduring popularity. Tourtel’s artistry brought Rupert to life in delightful detail, fostering an imaginative universe that young readers found captivating.

As the character continued to grow in popularity, Rupert inspired various adaptations, including annual books, animated series, and merchandise, which cemented his place in British culture. The Rupert Bear annuals became a staple in children's books, providing stories and illustrations that spanned generations. The character remains a significant figure in British children's literature, representing the charm and whimsy of childhood adventures, subsequently inspiring future creators in children's media.