Brad Pitt with former girlfriend Christina Applegate
In recent years, Brad Pitt’s love life has been confined to being both Angelina Jolie’s husband, or Angelina Jolie’s ex-husband.
But before he met his now-ex-wife on the set of Mr & Mrs Smith (prompting the now-infamous Jen Vs Ange-gate) Pitt’s love life was vast and varied, even featuring a few familiar faces you’ve probably forgotten about.
And during his active dating days, Pitt became well-known for dressing like his latest love interest. No, really. Check out this now-viral newspaper article about it:
As Pitt’s former paramour, Gwyneth Paltrow, pointed out in an Instagram comment , it’s hard to know whether Pitt dresses like his girlfriends, or they dress like him.
During a recent Instagram post Paltrow revealed that the infamous twinning moment between herself and Pitt was not intentional, just cut by the same hairdresser. The stylist in question? Celebrity hairdresser Chris McMillian, whom without we would never have this iconic matching look.
From Christina Applegate, who ditched Pitt in 1989 for Canadian rocker Sebastian Bach, to Juliette Lewis, who was only 17 when she got together with the actor, take a look back at all of Pitt’s twinning moments with his exes.
Brad Pitt Juliette Lewis 2.jpg
Middle-parted blonde waves and casual clothing with Juliette Lewis.
Brad Pitt Shalane Mccall 1988.jpg
Side-swept hair, white t-shirts and blue jeans with Shalane McCall in 1988.
Brad Pitt Juliette Lewis.jpg
Suiting and natural waves with Juliette Lewis.
Brad Pitt Jitka Poheldek 1994.jpg
Ultra-long tresses, baggy jeans and cowboy boots with Jitka Poheldek in 1994.
Brad Pitt Jill Schoelen 1988.jpg
Matching hats with former fiancée Jill Schoelen in 1988.
Brad Pitt Jennifer Aniston 1999.jpg
’90s eyewear and cargo pants with Jennifer Aniston in 1999.
Brad Pitt Angelina Jolie 2.jpg
Slicked hair with side parts and black formal wear with Angelina Jolie.
Brad Pitt Jennifer Aniston 2001.jpg
Neutral suiting and short, straight hair with Jennifer Aniston in 2001.
Brad Pitt Jennifer Aniston 1999 2.jpg
Off-duty black jackets, boots and headwear with Jennifer Aniston in 1992.
Brad Pitt Gwyneth Paltrow Twinning.jpg
Identical hairdos and black jackets with Gwyneth Paltrow.
Brad Pitt Jen Aniston 2000.jpg
All black outfits and super-straight hair with Jennifer Aniston in 2000.
Brad Pitt EG Daily 1989.jpg
Wild West styling and side-swept fringes with E.G. Daily in 1989.
Brad Pitt Gwyneth Paltrow.jpg
Matching glasses with Gwyneth Paltrow.
Brad Pitt Christina Applegate.jpg
Rocking messy ’80s hair and blue jeans with Christina Applegate.
Brad Pitt Angelina Jolie.jpg
Golden tresses and sleek red carpet clothing with Angelina Jolie.
Brad Pitt Christina Applegate 2.jpg
Florals and bed hair with Christina Applegate.Internet Explorer Channel Network