Join an improv troop.
Commit to doing some stand up comedy.
Join an acting class or theatre group.
Make a goal of "meeting x new people every day" or "smiling at x people" "introducing your self to x people" "approaching x girls"
Think of ways you can make things you do that are solitary, into social habits.
Anything by Leil Lowndes is great for social, relationship, body language, shyness type topics. Google her. I'd also suggest you read some books on comedy.
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