Christie Brinkley in Billy Joel’s “Uptown Girl” (1983)
This is one of the oddest and most unlikely Hollywood hookups ever. Billy Joel started dating supermodel Christie Brinkley after the prolific singer-songwriter cast himself as a grease monkey vying for the attention of “uptown girl” Brinkley in this video. They married two years later and divorced in ’94, foxnews.com says, and Brinkley hasn’t had much luck with husbands since.