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You can achieve the Gold Star achievement by getting 100% on all The Ballad of Gay Tony-missions. I'm not too sure on how to achieve 100% on a mission, as I don't actually own that expansion, but I assume it requires you to, for instance, not crash your car on a driving mission. For more help, consult this forum thread: http://www.xbox360achievements.org/forum/showthread.php?t=188113