Four years before tying the knot, socialite and former Simple Life star Nicole Richie first stepped out with Good Charlotte frontman Joel Madden in December 2006. Both had recently ended high-profile relationships: things had fizzled between Richie and childhood friend Brody Jenner, and Madden had just broken up with teen queen Hilary Duff. They had a rocky start, with Richie making headlines that month for a shrinking 85-lb. frame and a DUI arrest after driving in the wrong direction on a California highway. Despite the drama, the couple (pictured in Feb. 2007 in New York City) laid low and Madden told People in March, "I don't really talk about her at all, but I will say that I am really happy and everything's really good for me right now."