17 Throwback Celebrity Couple Photos So Good You Won't Be Able to Look Away

Photo: George Pimentel/WireImage; Ron Galella, Ltd./WireImage

01of 17Busy Philipps & Colin HanksBusy Philipps/InstagramThe actors dated in college when they were both students at Loyola Marymount University in the ‘90sand have since become friends.“He was my college boyfriend!” Philipps said onLive with Kelly. “We met when I was 18 and Colin was 19… We are very very close friends now — his wife and I are tight, he and my husband hang out. We go on vacation together. He’srealexcited that I’m here.”

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Busy Philipps & Colin Hanks

Busy Philipps/Instagram

The actors dated in college when they were both students at Loyola Marymount University in the ‘90sand have since become friends.

“He was my college boyfriend!” Philipps said onLive with Kelly. “We met when I was 18 and Colin was 19… We are very very close friends now — his wife and I are tight, he and my husband hang out. We go on vacation together. He’srealexcited that I’m here.”

02of 17Ashton Kutcher & January JonesRon Galella, Ltd./WireImageThe now famous and successful actress dated Kutcher back when she first arrived in L.A. to make a name for herself. Kutcher doubted that his then-girlfriend would make it in Hollywood and boy, was he wrong.“[He] was not supportive of my acting,” JonestoldGQ. “He was like, I don’t think you’re going to be good at this. So – f— you! He only has nice things to say now – if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated.”

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Ashton Kutcher & January Jones

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The now famous and successful actress dated Kutcher back when she first arrived in L.A. to make a name for herself. Kutcher doubted that his then-girlfriend would make it in Hollywood and boy, was he wrong.

“[He] was not supportive of my acting,” JonestoldGQ. “He was like, I don’t think you’re going to be good at this. So – f— you! He only has nice things to say now – if anything, I should thank him. Because the minute you tell me I can’t do something, that’s when I’m most motivated.”

03of 17Kelly Preston & George ClooneyBarry King/WireImageWay before John Travolta and Amal Clooney were in the picture, the ex-couple dated for two years and even lived together until they broke up in 1989.

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Kelly Preston & George Clooney

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Way before John Travolta and Amal Clooney were in the picture, the ex-couple dated for two years and even lived together until they broke up in 1989.

04of 17David Gallagher & Megan FoxJim Spellman/WireImageOnce upon a time, these two teenage heartthrobs dated from 2003 to 2004 before going their separate ways. Is it safe to assume the teeny bopper in all of us is still mourning this relationship? We think yes.

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David Gallagher & Megan Fox

Jim Spellman/WireImage

Once upon a time, these two teenage heartthrobs dated from 2003 to 2004 before going their separate ways. Is it safe to assume the teeny bopper in all of us is still mourning this relationship? We think yes.

05of 17Michael Keaton & Courteney CoxGettyThe formerBatmanandFriendsstars were in a serious relationship for five years until they split in 1995.“It’s the most important relationship I’ve ever had,” Cox toldPEOPLEright after their breakup in the 90s, “and I think he’s the most wonderful person I’ve ever met.”

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Michael Keaton & Courteney Cox

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The formerBatmanandFriendsstars were in a serious relationship for five years until they split in 1995.

“It’s the most important relationship I’ve ever had,” Cox toldPEOPLEright after their breakup in the 90s, “and I think he’s the most wonderful person I’ve ever met.”

06of 17Ryan Phillippe & Reese WitherspoonVictor Malafronte/GettyThe stars ofCruel Intentionstook their on-screen romance off-screen and the two got engaged only a year after they met, in 1997 at Witherspoon’s 21st birthday party. They got married in 1999 while the actress was six months pregnant with their daughter Ava, butannounced their separationin 2006.

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Ryan Phillippe & Reese Witherspoon

Victor Malafronte/Getty

The stars ofCruel Intentionstook their on-screen romance off-screen and the two got engaged only a year after they met, in 1997 at Witherspoon’s 21st birthday party. They got married in 1999 while the actress was six months pregnant with their daughter Ava, butannounced their separationin 2006.

07of 17Bruce Willis & Demi MooreBruce Willis and Demi Moore in 1988.Ron Galella/WireImageThe ex-couple fell for each other hard and fast. In 1987, the two got married in Vegas only four months after they first met. During their up-and-down 11-year marriage, Willis and Moore welcomed three daughters, Rumer, Scout and Tallulah, but sadly called it quits in 1998.

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Bruce Willis & Demi Moore

Bruce Willis and Demi Moore in 1988.Ron Galella/WireImage

The ex-couple fell for each other hard and fast. In 1987, the two got married in Vegas only four months after they first met. During their up-and-down 11-year marriage, Willis and Moore welcomed three daughters, Rumer, Scout and Tallulah, but sadly called it quits in 1998.

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Ryan Gosling & Sandra Bullock

09of 17Miley Cyrus & Nick JonasKevin Mazur/WireImageIt was love at first sight for the two former child stars.“We became boyfriend and girlfriend the day we met,“Cyrus toldSeventeenback in 2008. “He was on a quest to meet me, and he was like, ‘I think you’re beautiful and I really like you.’ And I was like, ‘Oh, my gosh, I like you so much.'“The sweet romance ended after about a year and now they’re all grown up. Cyrus is married to Liam Hemsworth and Jonas is married to Priyanka Chopra.

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Miley Cyrus & Nick Jonas

Kevin Mazur/WireImage

It was love at first sight for the two former child stars.

“We became boyfriend and girlfriend the day we met,“Cyrus toldSeventeenback in 2008. “He was on a quest to meet me, and he was like, ‘I think you’re beautiful and I really like you.’ And I was like, ‘Oh, my gosh, I like you so much.'”

The sweet romance ended after about a year and now they’re all grown up. Cyrus is married to Liam Hemsworth and Jonas is married to Priyanka Chopra.

10of 17Mila Kunis & Macaulay CulkinDimitrios Kambouris/WireImageThe actors dated from 2002 to 2011 and pretty much kept their relationship private from the public eye throughout its entirety. Then, almost a decade later,Kunis spoke about the couple’s spliton Dax Shepard’s podcast, saying it was, “a horrible, horrible breakup. I f—— up.”

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Mila Kunis & Macaulay Culkin

Dimitrios Kambouris/WireImage

The actors dated from 2002 to 2011 and pretty much kept their relationship private from the public eye throughout its entirety. Then, almost a decade later,Kunis spoke about the couple’s spliton Dax Shepard’s podcast, saying it was, “a horrible, horrible breakup. I f—— up.”

11of 17Kevin Federline & Britney SpearsKevin Mazur/WireImageThe two had aChaotictwo-and-a-half year marriage that resulted in their ownreality serieswith the same name. They got quickly engaged, closely after Spears’ 55-hour marriage to childhood friend Jason Alexander, and threw a surprise wedding in 2004. After a verymessy marriage and a tough divorce, the two continue to battle overchild supportfor their sons Sean Preston and Jayden James.

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Kevin Federline & Britney Spears

The two had aChaotictwo-and-a-half year marriage that resulted in their ownreality serieswith the same name. They got quickly engaged, closely after Spears’ 55-hour marriage to childhood friend Jason Alexander, and threw a surprise wedding in 2004. After a verymessy marriage and a tough divorce, the two continue to battle overchild supportfor their sons Sean Preston and Jayden James.

12of 17Cody Simpson & Gigi HadidJim Spellman/WireImageThe singer and model dated for two years but after announcing their split in 2015, Simpson revealed that the decision was mutual.“Cody and Gigi want each other to be in a place right now that allows him to only focus on his music, fans, and new message, while she can focus and continue building her career,” Hadid’s reptoldPEOPLEright after the breakup. “They remain friends with no hard feelings and each other’s biggest supporters.”

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Cody Simpson & Gigi Hadid

The singer and model dated for two years but after announcing their split in 2015, Simpson revealed that the decision was mutual.

“Cody and Gigi want each other to be in a place right now that allows him to only focus on his music, fans, and new message, while she can focus and continue building her career,” Hadid’s reptoldPEOPLEright after the breakup. “They remain friends with no hard feelings and each other’s biggest supporters.”

13of 17Zooey Deschanel & Jason SchwartzmanGeorge Pimentel/WireImageSchwartzman was Deschanel’s first “real” boyfriend, according toBustle. The two dated when they were both 19.Now, Schwartzman is married to fashion designer Brady Cunningham and Deschanel is married to and just had hersecond childwith film producer Jacob Penchenik.

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Zooey Deschanel & Jason Schwartzman

George Pimentel/WireImage

Schwartzman was Deschanel’s first “real” boyfriend, according toBustle. The two dated when they were both 19.

Now, Schwartzman is married to fashion designer Brady Cunningham and Deschanel is married to and just had hersecond childwith film producer Jacob Penchenik.

14of 17Gwyneth Paltrow & Brad PittGwyneth Paltrow and Brad Pitt.Kevin Mazur Archive/WireImagePaltrow and Pitt, the 90s “it” couple,dated for two yearsbefore they broke up in 1997. Both have since moved on but Paltrow opened up about how she was glad they dated when they did.“I remember whenBrad Pittand I broke up, it was on the cover of theNew York Postand there was no one outside my house,” she toldWSJ Magazine. “That would never happen today.”

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Gwyneth Paltrow & Brad Pitt

Gwyneth Paltrow and Brad Pitt.Kevin Mazur Archive/WireImage

Paltrow and Pitt, the 90s “it” couple,dated for two yearsbefore they broke up in 1997. Both have since moved on but Paltrow opened up about how she was glad they dated when they did.

“I remember whenBrad Pittand I broke up, it was on the cover of theNew York Postand there was no one outside my house,” she toldWSJ Magazine. “That would never happen today.”

15of 17Lenny Kravitz & Nicole KidmanKevin Mazur/WireImageKidman revealed thatshe was once engagedto herBig Little Liescostar Zoë Kravitz’s father, Lenny Kravitz. The engagement took place after her divorce fromTom Cruiseand before her marriage to current husband Keith Urban. The actress toldVanity Fairthat the secret engagement “just wasn’t right” and that they were both not ready to take the next step.

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Lenny Kravitz & Nicole Kidman

Kidman revealed thatshe was once engagedto herBig Little Liescostar Zoë Kravitz’s father, Lenny Kravitz. The engagement took place after her divorce fromTom Cruiseand before her marriage to current husband Keith Urban. The actress toldVanity Fairthat the secret engagement “just wasn’t right” and that they were both not ready to take the next step.

16of 17Jenna Dewan & Justin TimberlakeFrank Micelotta/ImageDirectThe two briefly dated while Dewan was backup dancing for the singer. They were friends first, then decided to date shortly after his breakup with Britney Spears but it didn’t last very long.

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Jenna Dewan & Justin Timberlake

Frank Micelotta/ImageDirect

The two briefly dated while Dewan was backup dancing for the singer. They were friends first, then decided to date shortly after his breakup with Britney Spears but it didn’t last very long.

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Jake Gyllenhaal & Kirsten Dunst

Jeff Vespa/WireImage

source: people.com