The couple that dresses together stays together? Well, not always, as some of these (famously) failed celebrity couples can attest. From Justin and Britney to Kim and Kanye, we dug back through our favorite celebrities' outfits and haircuts (and who knows what else!) to find whose looks went hand-in-hand. Did your favorite matchy-matchy celebrity couples make the list?
The couple that dresses together stays together? Well, not always, as some of these (famously) failed celebrity couples can attest. From Justin and Britney to Kim and Kanye, we dug back through our favorite celebrities' outfits and haircuts (and who knows what else!) to find whose looks went hand-in-hand. Did your favorite matchy-matchy celebrity couples make the list?Brad Pitt & Gwyneth Paltrow - Back in the ‘90s, before Jennifer Aniston and long before Angelina Jolie, there was Gwyneth. The goldilocked pair decided to combine their powers and go for full-on identical hair cuts to emphasize their killer bone structures. All-black outfits finished off the look at the 1997 premiere of "The Devil’s Own.” Britney Spears & Justin Timberlake - Remember the good ol’ days (way back in 2001) when pop stars dated each other and would show up to awards shows in matching denim evening wear? And by "good ol’ days” we mean "nightmarish days that are thankfully in the past.”Angelina Jolie & Brad Pitt - It seems that Mr. Pitt is a repeat offender! Donning tailored pieces in grey suiting materials, the power couple arrived at the Toronto International Film Festival in 2007 looking like they stepped out of a Banana Republic catalogue. Kanye West & Kim Kardashian - Leather pants for everyone! It should come as no surprise that these two often end up wearing the same thing, as Kanye has taken over Kim’s entire closet and now dresses her in designer wares like his very own Barbie doll (one with only a touch more realistic body proportions).Justin Theroux & Jennifer Aniston - Hollywood's sweetheart Jennifer Aniston has found love again with the indie actor and screenwriter. It looks like the two went aviator and leather jacket shopping together, because their sunnies and bombers are almost identical!Jennifer Lopez & P. Diddy - Bringing the "fly” to Fly Girl, J.Lo was at her J.Lo-est in 2000 with then-boyfriend P.Diddy (or was he still "Puffy” then?) in their matching blingy, white get-ups. The woman always knows how to flaunt that midriff.