OMG They Dated?!: Hot Mess Fashion Edition





Brooke Shields and Liam Neeson


Samaire Armstrong and Aaron Paul




Colin Hanks and Busy Phllips





Megan Fox and This Guy from your Childhood


Leann Rimes and This Guy from your Childhood


Chris Pratt and the girl from Revenge


Jennifer Love Hewitt and Patrick Wilson


Ben Foster and Kiki



Rosario Dawson and Jay Z


Rosario Dawson and Joshua Jackson




Colin Firth and Meg Tilly


Matthew McCounaughey and Ashley Judd


JRM and Toni Collette


Ben Stiller and Jeanne Tripplehorn


Brad Pitt and Robin Givens


Brad Pitt and Thandie Newton


Brad Pitt and Sinitta


Channing Tatum and Amanda Bynes




Eve and Stevie J


Rachel Leigh Cook and Shane West


Helen Hunt and Matthew Broderick


Cher and Tom Cruise


George Clooney and Kelly Preston


Halle Berry and Danny Wood


Paula Abdul and John Stamos


Josh Groban and January Jones


Kathy Griffin and Jack Black (no hot mess fashion ... but a hot mess nonetheless)




Bon Jovi and Diane Lane


Rick James and Linda Blair




Natalie Portman and Lucas Haas


Natalie Portman and Moby



Michael Sheen and Kate Beckinsale (pretty well known but Michaels outfit ...)


Quentin Tarantino and Mira Sorvino


Matthew Perry and Julia Roberts


Dylan McDermott and/or Dermot Mulroney and Julia Roberts


Christian Slater and Rosie Perez


Kangaroo Jack and Sarah Michelle Gellar


Ryan Gosling and Sandra Bullock


Shemar Moore and Halle Berry


Shemar Moore and Toni Braxton


Whoopi and Timothy Dalton (they look fine but i had no idea they were together lol)





Source: http://oldloves.tumblr.com/ + some google searching.