Why is Charlie Sheen always seen smiling?

Because he's so damn positive!

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Smile Jokes More Smile Jokes

Why aren't you smiling?

my go-to answer is always "My yeast infection really is bubbling up."

What is the longest word?

Smiles... It has a mile between the two 'S's

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How did Charlie Sheen contract HIV?

By banging 7-gram rocks.

What do you call Charlie Sheen's brother if he were a financial advisor?

Emilio Investevez. Fun game/running joke friends in college used to play. Wondering if Reddit would enjoy the game too.