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1.) (animal) A big scary furry thing that is widely considered the greatest threat to the American way of life. 2.) (sexual fetish) A chubby, balding, middle-aged man who, for some reason, has a sexual attraction for some people. 3.) (expression) Something difficult. 4.) (metaphor) Derived from the saying, "you don't have to run faster than the bear, you just have to run faster than the person behind you." A bear is the person who protects you from harm by being bigger, stupider, louder, and more obvious, when it's a bad idea to be so.
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