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Think "I'm Being Artful" Instead of "I Feel Awkward"

It can be intimidating to break into a conversation that's already going on, but Scott encourages you to relax and (gracefully) jump in. Unless the people are having what appears to be an intense conversation, it's perfectly okay to walk over and say, "May I join you?" They're at a party, after all—it's not a private dinner for two you're encroaching on. (And yes, we'll admit it's easier if the people you approach are turned to face the room and smiling.) You can briefly introduce yourself, and then say something like, "Please, continue your conversation." Then, when you have something to contribute, speak right up.