Lindsay Lohan joined the nefarious Olsen twins in the 2004 class of newly legal celebrity ladies, she carried a great deal of future babe potential thanks to her distinctive red hair, healthy frame and cute features. With the hard-living that followed her arrival into adulthood, her weight dropped, her hair went blond and her features became rougher around the edges. Many men were sad to see the fresh-faced, innocent lady go, but more than a few guys found that her new bad girl image carried its own devilish, trouble making appeal. In other words, instead of being the woman you might go out for pizza and ice cream with on a first date, she was the lady who might drag you to amateur night at a peeler bar and make her way on stage after a few rounds of tequila.
Despite her celebrity status and much-ballyhooed partying ways, Lindsay Lohan is still human and isn’t immune to love and heartbreak. Having previously dated singer Aaron Carter (and engaged in a verbal tussle with her competition, Hilary Duff), Lindsay Lohan has also been linked to director Brett Ratner and actor Wilmer Valderrama.