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When Ryan Phillippe burst on to the scene in the late '90s, he immediately became one of the most desirable bachelors in Hollywood, and he definitely took advantage of that status. And while his acting career has had its fair share of ebbs and flows over the last decade, his love life's remained top-flight, even after his divorce. From rumored flings to long-term relationships, it's time to take a photo tour through Phillippe's dating resume.