Courageous, excitable, honest, kind, well-intentioned, clever, self-doubting, resourceful, diminutive, timid, polite, heroic, clumsy, comical, good-humored, sensible, generous, humble, bumbling, adventurous, simple
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Because Bilbo was not a normal Hobbit. He was descended from Tooks (mother was Belladonna Took) who have Fallohide blood in them. The Fallohides were known to mingle with elves. Thus, Bilbo has something that most hobbits do not.
The Took genes, huh? Well they created in Bilbo a certain sense of curiousity, and a love of adventure. It was that sense of adventure that finally got Bilbo to go along with the dwarves on their journey to Smaug's Mountain.
The bravest thing Bilbo did was to slide down into Smaug's cave.
When? At the beginning, Gandalf the Grey chats to Bilbo saying he is looking for someone to go on an adventure. Bilbo, being timid at the start, is a little rude to Gandalf, but invites him to afternoon tea. Gandalf laughs and with his staff marks the front door "burglar for hire, etc". Later a knock on the door and after a while 13 dwarfs and Gandalf are in Bilbo's Bag End residence: Dwalin, Balin, Fili, Kili, Gloin, Oin, Ori, Nori, Dori, Bifur, Bofur, Bombur, and Thorin Oakenshield. During the adventure Bilbo is separated numerous times from the dwarfs, and aids them in their escapades with his new found confidence and bravery and his magical ring.
Because Bilbo wanted to sneak away from the camp to go see the Dale men, and he wanted to do it in secret.
bilbos greatist fear is somewhere in the book u just need to read it so read it aha