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Before Good Charlotte singer Joel Madden married Nicole Richie, he dated Hilary Duff when he was 26 and she was 18.Us Weekly reported that they actually started dating before that when he was 24 and she was 16. Kick-Ass star Aaron Taylor-Johnson was only 19 when he was being directed (and courted) by 42-year-old Sam Taylor-Johnson on the set of Nowhere Boy.Despite a 23-year age gap, the two are still married and Sam is an inspiration to cougars everywhere.
The tagline for the show was to "save the cheerleader," Milo.
Doug Hutchison married Courtney Stodden in 2011 when he was 51 and Stodden was 16.
Stodden's mother, Krista Keller, has told Fox411 that she regrets letting her daughter marry the much-older man. The teen enthusiast met Mandy Moore on a photo shoot in 2000 when she was 15 and he was 20, and began dating her shortly after.
He bragged to Howard Stern about taking her virginity, which he should probably keep on the down low.
But he admitted to Rolling Stone that he was interested in her long before she was legally able to vote.
Woody Allen started a relationship with Soon-Yi Previn when she was only 19 and he was 55.Much more shockingly, at the time, Allen was living with Previn as the partner of her adopted mom, Mia Farrow.Farrow ended things when she discovered Allen was cheating on her with her own daughter. While shooting the TV show Heroes in 2007, 30-year-old Milo Ventimiglia had a short-lived relationship with 18-year-old costar Hayden Panettiere.After separating from his wife, Paula Patton, Robin Thicke helped keep his bed warm with 19-year-old model April Love Geary.If they want to go to clubs to hear Thicke's music, they'll only have to wait a few years for Geary to be able to get in and buy herself a grown-up beverage.It has long been rumored that Led Zepellin legend Jimmy Page allegedly had 14-year-old groupie Lori Maddox kidnapped to carry on an indecent relationship for several years.