Brooke Shields was a student at Princeton at 22 when she lost her virginity to Dean Cain..actor who wasn't yet famous.
Actually, since her film career hasn’t taken off the way that she planned, she has pretty much been spending all her time taking selfies and yapping about her personal life and engaging in publicity stunts.
We can’t imagine how he’ll find the time to propose and get married. and f*cking every young thing in Hollywood who will have him.
Our girl knows this, but still clings to him like he’s the only man on earth anyway. She: Her Boyfriend: [Optional] Do you think her boyfriend will propose?
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 Weeknd has been in a relationship with Bella Hadid publicly since she turned 18 to his 25.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.