Dex (Donal Logue), an overweight slacker living in Santa Fe, excels at charming women. The reason behind his success is apparently "The Tao of Steve," a pseudo-philosophy, largely about dating women, developed by Dex and his drinking buddies. While this lazy lifestyle with no commitment seems to work, Dex gradually begins to realize there’s something more meaningful missing from his life. When he meets Syd (Greer Goodman), a beautiful set designer, Dex discovers the Tao of Steve isn’t a foolproof way of thinking, and must get in touch with his real emotions to get the girl of his dreams.