TASK DEFINITION: You will be given a trivia clue, and the category it belongs to. You should answer with the best answer that belongs in the category and is described by the clue. For simplicity, answers should be in all lower cased letters.
PROBLEM: Category: JAZZ 
Clue: Louis Armstrong's mentor, this jazz "King" was ruined by dental trouble & died while working as a poolroom marker

SOLUTION: "king" oliver

PROBLEM: Category: BEFORE & AFTER 
Clue: The Brooklyn Dodgers'' "Little Colonel" who is "Legally Blonde"

SOLUTION: pee wee reese witherspoon

PROBLEM: Category: FICTIONAL CHARACTERS 
Clue: In "The Fellowship of the Ring", Gandalf warns this young hobbit to "keep" the ring "safe, and keep it secret!"

SOLUTION:
frodo