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Speaking about the relationship many years later on, Oscar winner Gwyneth accepted: “I f—– that up, Brad!

Are we able to all just set aside a second to consider exactly how big Gwyneth Paltrow and Brad Pitt had been together. Check – they also got matching hair! The happy couple, who had been together from 1994 – 1997 satisfied when Gwynnie was actually just 24, and happened to be also engaged. ” REGRETS!

Madonna’s online dating history are lengthy and varied – from renowned musician Jean Michel Basquiat to, er, Vanilla Ice – but let’s need a moment to consider that this lady earliest spouse is none other than Sean Penn

  1. Gwyneth Paltrow and Ben Affleck

Winona Ryder and Matt Damon came across in 1997 after are launched by Gwyneth Paltrow (who was dating Matt’s spouse Ben Affleck at the time)

Who do you will definitely date if you’ve only broken up with Brad Pitt? Well, if you should be Gwyneth Paltrow, that answer’s Ben Affleck. The happy couple dated off and on till 2000.

Madonna’s dating records is actually long and different – from legendary musician Jean Michel Basquiat to, er, Vanilla Ice – but let us get a minute to remember that the girl first spouse had been none other than Sean Penn

  1. Sienna Miller and Rhys Ifans

Let’s vacation back once again to 2007, when Sienna Miller had every person inquiring, ‘WTF does SHE discover in HIM?’ whenever she began dating super-scruffy Welsh star Rhys Ifans (yes, we realize he is most likely got a great characteristics, but COME ON!).

Madonna’s internet dating history try very long and diverse – from celebrated singer Jean Michel Basquiat to, er, Vanilla Ice – but why don’t we need a moment to consider that the girl earliest husband ended up being none other than Sean Penn

  1. Kim Kardashian and Nick Cannon

Back when Kim Kardashian got BFFs with Paris Hilton but still have most of their actual face (circa 2006), she was creating the filthy with Nick Cannon – aka. Mariah Carey’s child daddy.

Madonna’s matchmaking record try very long and diverse – from celebrated artist Jean Michel Basquiat to, er, Vanilla Ice – but let us need a moment to consider that this lady first spouse had been none other than Sean Penn

  1. Ashton Kutcher and January Jones

Before each of us understood the girl as Betty Draper in Mad people, January Jones outdated Ashton Kutcher. The happy couple outdated from 1998 – 2001, but unfortunately, despite the fact they look seriously happier contained in this snap, as it happens Ashton got a little bit of a jerk. Conversing with GQ in 2009, January accepted: “he had been not supportive of my acting. He had been like, ‘I really don’t imagine you will be proficient at this.”

Madonna’s dating records try very long and diverse – from celebrated singer Jean Michel Basquiat to, er, vanilla extract Ice – but let’s simply take a moment to remember that the lady very first partner got none other than Sean Penn

  1. Kiera Knightley and Jamie Dornan

Well before he was dark and brooding and Christian Grey, Jamie Dornan got the dark, brooding sweetheart of Kiera Knightley. Lucky female!

Madonna’s online dating history try long and diverse – from famous artist Jean Michel Basquiat to, er, vanilla extract Ice – but let’s capture a minute to remember that her basic partner was actually the one and only Sean Penn

  1. Chris Evans and Jessica Biel

Madonna’s dating history are long and diverse – from renowned singer Jean Michel Basquiat to, er, Vanilla Ice – but let’s bring a minute to remember that this lady earliest partner got none other than Sean Penn

  1. Madonna and Sean Penn

The couple comprise married from 1985 – 1989, and although they weren’t matched in a lot of different ways, they certainly appeared great together.

Madonna’s online dating background is actually extended and diverse – from famous musician Jean Michel Basquiat to, er, vanilla extract Ice – but let us capture one minute to keep in mind that the woman earliest husband is the one and only Sean Penn

  1. Jennifer Lopez and Wesley Snipes

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J-Lo has received some hot, and honestly well-known, O/H’s (hiya Diddy, Marc Anthony, Ben Affleck!), but did you realize she fleetingly dated actor Wesley Snipes into the mid-90s? No, neither performed we!

Madonna’s matchmaking record was very long and diverse – from popular singer Jean Michel Basquiat to, er, Vanilla Ice – but why don’t we just take a moment to consider that the lady first spouse is the one and only Sean Penn

  1. Mila Kunis and Macaulay Culkin

And also the award for cutest celeb few in history is actually. Mila Kunis and Macaulay Culkin. Honestly, only examine all of them! We. Cannot. Cope.

Owen Wilson outdated All we Wanna carry out vocalist Sheryl Crow from 1999 – 2001. Right here they might be creating a red carpeting snog which Sheryl doesn’t see 100per cent confident with. Eek!

Courteney Cox and Michael Keaton outdated for a remarkable (in Hollywood terms, about) six ages. Soon after their separate in 1995, Courteney said: “it is the most important connection I’ve ever had, and I think he is probably the most wonderful person I ever before found.” Awww!

Bear in mind whenever Jennifer Aniston outdated Vince Vaughn? The happy couple begun dating after shooting The breakup together (that was possibly an awful omen) because, as you can plainly see with this breeze of them maybe not enjoying each other’s team, it wasn’t truly #CoupleGoals