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Brace yourselves, ladies, for you're about to witness pictures of dreamboat Jake Gyllenhaal looking TOTALLY besotted with another woman. Cindy Crawford and Richard Gere first met in 1987 when Cindy was just 21, and wed four years later.The woman in question is, of couse, Kirsten Dunst, who he dated from 2002 - 2004. Sadly their huge 17-year age gap proved fatal, and the couple divorced just four years later in 1995.
A romantic at heart, Anna has described the meeting as, “one of the most extraordinary, memorable evenings where literally the planets aligned.” But now the presenters live together and life’s much more domesticated.Despite the fact they looked SUPER CUTE together with their matching glossy curls, their relationship lasted less than two years.Before Seal married Heidi Klum and started throwing THE BEST Halloween parties of all time (seriously, if you don't know, check them out), he briefly dated model and 'smize' enthusiast, Tyra Banks.Long before Blake was ultimate #Couple Goals with hubby Ryan Reynolds, she made Gossip Girl fans' dreams come true by dating her GG co-star Penn Badgley.
Sadly the couple broke everyone's hearts by splitting up three years later, but we think we can all agree it was for the greater good.He was like, ' I don't think you're going to be good at this." Madonna's dating history is long and varied - from legendary artist Jean Michel Basquiat to, er, Vanilla Ice - but let's take a minute to remember that her first husband was none other than Sean Penn.