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Can we all-just set aside a second to keep in mind just how great Gwyneth Paltrow and Brad Pitt were collectively. Take a look – they actually got matching hair! The couple, who had been together from 1994 – 1997 found whenever Gwynnie was actually merely 24 cosa sapere per incontri sui 40, and comprise even engaged. ” REGRETS!

Madonna’s online dating record is lengthy and varied – from renowned singer Jean Michel Basquiat to, er, vanilla extract Ice – but let us just take a moment to keep in mind that her earliest partner got the one and only Sean Penn

1. Gwyneth Paltrow and Ben Affleck

Winona Ryder and Matt Damon satisfied in 1997 after being introduced by Gwyneth Paltrow (who was simply online dating Matt’s spouse Ben Affleck during the time)

Who do you will definitely date if you have merely split up with Brad Pitt? Really, if you should be Gwyneth Paltrow, that answer’s Ben Affleck. The couple outdated off and on till 2000.

Madonna’s online dating history was longer and diverse – from popular musician Jean Michel Basquiat to, er, vanilla extract Ice – but let us bring one minute to consider that their basic spouse was none other than Sean Penn

1. Sienna Miller and Rhys Ifans

Let us take a trip to 2007, whenever Sienna Miller got everyone inquiring, ‘WTF really does SHE read in HIM?’ whenever she began internet dating super-scruffy Welsh star Rhys Ifans (yes, we understand he is probably got the character, but THINK ABOUT IT!).

Madonna’s internet dating background is long and different – from celebrated singer Jean Michel Basquiat to, er, vanilla extract Ice – but why don’t we capture one minute to remember that the lady basic spouse ended up being none other than Sean Penn

1. Kim Kardashian and Nick Canon

When Kim Kardashian is BFFs with Paris Hilton nonetheless had most of the girl real face (circa 2006), she was creating the dirty with Nick canon – aka. Mariah Carey’s baby daddy.

Madonna’s dating records is actually extended and varied – from popular artist Jean Michel Basquiat to, er, Vanilla Ice – but why don’t we bring a minute to keep in mind that the woman first husband is the one and only Sean Penn

1. Ashton Kutcher and January Jones

Before all of us understood their as Betty Draper in Mad people, January Jones outdated Ashton Kutcher. The couple outdated from 1998 – 2001, but sadly, despite the fact they appear seriously pleased contained in this breeze, it turns out Ashton was actually a little bit of a jerk. Talking to GQ in 2009, January acknowledge: “he had been perhaps not supportive of my acting. He was like, ‘I really don’t thought you will be great at this.”

Madonna’s online dating records is actually longer and diverse – from legendary singer Jean Michel Basquiat to, er, Vanilla Ice – but let us grab one minute to remember that the lady very first husband was the one and only Sean Penn

1. Kiera Knightley and Jamie Dornan

Well before he had been dark colored and brooding and Christian Grey, Jamie Dornan is the dark, brooding boyfriend of Kiera Knightley. Lucky lady!

Madonna’s online dating history are extended and diverse – from popular singer Jean Michel Basquiat to, er, vanilla extract Ice – but let’s bring a minute to remember that this lady first partner was actually the one and only Sean Penn

1. Chris Evans and Jessica Biel

Madonna’s internet dating records try lengthy and diverse – from legendary artist Jean Michel Basquiat to, er, vanilla extract Ice – but let’s take a moment to remember that the girl basic partner had been the one and only Sean Penn

1. Madonna and Sean Penn

The happy couple happened to be partnered from 1985 – 1989, and although they certainly weren’t fitted in many different ways, they truly featured fantastic with each other.

Madonna’s matchmaking record is extended and varied – from famous artist Jean Michel Basquiat to, er, vanilla extract Ice – but let us capture a moment to consider that the lady earliest partner ended up being the one and only Sean Penn

1. Jennifer Lopez and Wesley Snipes

J-Lo has experienced some hot, and severely famous, O/H’s (hiya Diddy, Marc Anthony, Ben Affleck!), but are you aware she temporarily dated star Wesley Snipes in the mid-90s? No, neither performed we!

Madonna’s matchmaking background is actually long and diverse – from legendary artist Jean Michel Basquiat to, er, vanilla extract Ice – but let’s get one minute to keep in mind that their very first spouse was actually none other than Sean Penn

1. Mila Kunis and Macaulay Culkin

And honor for your cutest celeb couple of all time was. Mila Kunis and Macaulay Culkin. Honestly, only consider all of them! We. Cannot. Cope.

Owen Wilson dated All I Wanna create vocalist Sheryl Crow from 1999 – 2001. Right here they are having a red carpet snog which Sheryl doesn’t have a look 100percent comfortable with. Eek!

Courteney Cox and Michael Keaton dated for a remarkable (in Hollywood conditions, about) six decades. Appropriate her separate in 1995, Courteney said: “It’s the key commitment i have had, and I imagine he’s the quintessential wonderful individual i have ever met.” Awww!

Bear in mind when Jennifer Aniston outdated Vince Vaughn? The happy couple begun online dating after shooting The Break Up together (which had been probably an awful omen) due to the fact, clearly with this breeze ones maybe not taking pleasure in both’s company, it wasn’t truly #CoupleGoals