It's going to be a long flight so he turns to her and tries to make small talk, but she ignores him best she can. After trying several times, he finally says "It's going to be a long flight, we may as well get to know one another. Why don't we play a game?" She seems uninterested, so he makes it more interesting. "Tell you what" he says, "I'll ask you a question and if you can't answer, you give me five bucks. Then You can ask me a question and if I can't answer it, I'll give you fifty bucks." She shrugged her shoulders and reluctantly agrees. "Great!" the businessman exclaims. "You can go first." The blonde turns to him and asks, "What goes up a hill with four legs and comes down with five?" He scratches his head and begins thinking intently on the question. She pulls out her pillow and turns toward the window, dozing off. The businessman continues to wrack his brain, trying to think of the answer. He calls his office and puts his secretary on it. He also pulls out his laptop and googles the odd question; he can't seem to find anything. His secretary hasn't found anything either. The captain comes over the radio and announces that they will be landing shortly. The businessman gently nudges the blonde and reluctantly pulls a crisp fifty dollar bill out of his wallet. "This is the most ridiculous question I have ever heard." She takes the money, stuffs it in her purse, and turns back toward the window. "Hold on now!" cries the businessman. "It's my turn to ask a question." She turns back to him and he asks without hesitation, "What goes up a hill with four legs and comes down with five?" The blonde reaches into her purse, hands him a five dollar bill, and turns back to the window to doze off again.
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