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Fictional teddy bears

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Winnie the Pooh
Winnie-the-Pooh (also known as Edward Bear, Pooh Bear or simply Pooh) is a fictional anthropomorphic teddy bear created by the English author A. A. Milne and the English illustrator E. H. Shepard. Winnie-the-Pooh first appeared by name in a children's story commissioned by London's Evening News for Christmas Eve 1925. The character is inspired by a stuffed toy that Milne had bought for his son Christopher Robin in Harrods department store, and a bear named Winnie they had viewed at London Zoo.
Care Bears
fictional character group
Rilakkuma
is a fictional character produced by the Japanese company San-X and created by Aki Kondo. San-X portrays Rilakkuma as an anthropomorphized teddy bear close to his bear friends Korilakkuma and Chairoikoguma, along with a bird Kiiroitori. After the character's debut in 2003, Rilakkuma has been featured on stationery and merchandise created by San-X, as well as multiple collaboration cafès. Along with picture books and comics, a stop-motion animation series titled Rilakkuma and Kaoru was broadcast in 2019.
Monokuma
is a fictional identity adopted by several characters in the Danganronpa series, serving as the mascot and main antagonist of the series. Monokuma first appears in Danganronpa: Trigger Happy Havoc as a disguise used by Junko Enoshima during her killing game in the fictional school of Hope's Peak Academy. Monokuma was created by scenario writer Kazutaka Kodaka and designed by Rui Komatsuzaki. The identity is used primarily as a disguise for the masterminds of each game to conceal their identities while overseeing and organizing killing games, and as such has been voiced by several actors. The c