01of 20MILA KUNIS ON MACAULAY CULKINMacaulay Culkin (left) and Mila Kunis.Chris Polk/FilmMagic"[It was] a horrible, horrible breakup. I f—ed up. I was an a—— in my 20s and I’ll be the first to admit it. And that’s something that took me a long time to come out and be like, ‘Yeah, you know what, I was a d—,’ and accept it and I own it now… And it’s f—— up what I did. It’s f—— up what I did and it’s f—— up how I did it. When I got to be a single I said, ‘I just need to figure myself out.’ I genuinely need to know why I did what I did, and, like, regroup myself as a human being."—on feeling at fault for the demise of the couple’s 8-year relationship, on Dax Shepard’sArmchair Expertpodcast
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MILA KUNIS ON MACAULAY CULKIN
Macaulay Culkin (left) and Mila Kunis.Chris Polk/FilmMagic

“[It was] a horrible, horrible breakup. I f—ed up. I was an a—— in my 20s and I’ll be the first to admit it. And that’s something that took me a long time to come out and be like, ‘Yeah, you know what, I was a d—,’ and accept it and I own it now… And it’s f—— up what I did. It’s f—— up what I did and it’s f—— up how I did it. When I got to be a single I said, ‘I just need to figure myself out.’ I genuinely need to know why I did what I did, and, like, regroup myself as a human being.”
—on feeling at fault for the demise of the couple’s 8-year relationship, on Dax Shepard’sArmchair Expertpodcast
02of 20SOPHIA BUSH ON CHAD MICHAEL MURRAYJon Kopaloff/FilmMagic"How old was I? I don’t even know. It was like the second season. But everybody’s been 22 and stupid … it was not a thing I actually really wanted to do."— onfeeling pressured to marry herOne Tree Hillcostar and then-boyfriend in 2005, toAndy Cohen
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SOPHIA BUSH ON CHAD MICHAEL MURRAY
Jon Kopaloff/FilmMagic

“How old was I? I don’t even know. It was like the second season. But everybody’s been 22 and stupid … it was not a thing I actually really wanted to do.”
— onfeeling pressured to marry herOne Tree Hillcostar and then-boyfriend in 2005, toAndy Cohen
03of 20GWYNETH PALTROW ON BEN AFFLECKKevin Mazur Archive/WireImage"It’s interesting, I think there’s certain boyfriends where you are trying to work stuff out, right? Like, you’re trying to heal certain stuff from your childhood and he was very much a lesson in that way … I’m not sure exactly what I was trying to heal in that instance, but it was … he was, you know, it was specific."— on the couple’s 3-year on-again, off-again relationship, onThe Howard Stern Show
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GWYNETH PALTROW ON BEN AFFLECK
Kevin Mazur Archive/WireImage

“It’s interesting, I think there’s certain boyfriends where you are trying to work stuff out, right? Like, you’re trying to heal certain stuff from your childhood and he was very much a lesson in that way … I’m not sure exactly what I was trying to heal in that instance, but it was … he was, you know, it was specific.”
— on the couple’s 3-year on-again, off-again relationship, onThe Howard Stern Show
04of 20SARAH JESSICA PARKER ON ROBERT DOWNEY JR.Tom Wargacki/WireImage"I learned how to take care of myself. There was a huge amount of time spent making sure he was okay. At a certain point, I had the courage to say, ‘I’m going to walk away and I’m just going to pray that you don’t die.'"— on her 7-year relationship with the actor, who was battling an addiction, to PEOPLE
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SARAH JESSICA PARKER ON ROBERT DOWNEY JR.
Tom Wargacki/WireImage

“I learned how to take care of myself. There was a huge amount of time spent making sure he was okay. At a certain point, I had the courage to say, ‘I’m going to walk away and I’m just going to pray that you don’t die.'”
— on her 7-year relationship with the actor, who was battling an addiction, to PEOPLE
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NICK JONAS ON SELENA GOMEZ

— on one particular memorably bad double date with Gomez,Joe JonasandTaylor Swiftduring aHeart Rate Monitor test for BBC Radio 1
06of 20SELENA GOMEZ ON NICK JONASNEIL HALL/EPA-EFE/REX/Shutterstock; Rob Latour/REX/Shutterstock"We were young, you know; it’s a different time … [The relationship] was like puppy love. It was very sweet. He’s lovely. I do have a love for him for sure."— on dating the Jonas brother, to Capital FM
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SELENA GOMEZ ON NICK JONAS
NEIL HALL/EPA-EFE/REX/Shutterstock; Rob Latour/REX/Shutterstock

“We were young, you know; it’s a different time … [The relationship] was like puppy love. It was very sweet. He’s lovely. I do have a love for him for sure.”
— on dating the Jonas brother, to Capital FM
07of 20PETER FACINELLI ON JENNIE GARTHGary Gershoff/WireImage"People come into your life for a reason and relationships can change and just because we aren’t living together, doesn’t mean you can’t love each other. I think once, there was a time where we had to learn that we had to be able to move forward with love and respect."— on hiscurrent dynamic with his ex-wife, toLaPalmemagazine
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PETER FACINELLI ON JENNIE GARTH
Gary Gershoff/WireImage

“People come into your life for a reason and relationships can change and just because we aren’t living together, doesn’t mean you can’t love each other. I think once, there was a time where we had to learn that we had to be able to move forward with love and respect.”
— on hiscurrent dynamic with his ex-wife, toLaPalmemagazine
08of 20JAMES PACKER ON MARIAH CAREYDimitrios Kambouris/Getty"I was at a low point in my personal life. She was kind, exciting and fun. Mariah is a woman of substance. But it was a mistake for her and a mistake for me."—discussing his broken engagementto the singer, toThe Australian
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JAMES PACKER ON MARIAH CAREY
Dimitrios Kambouris/Getty

“I was at a low point in my personal life. She was kind, exciting and fun. Mariah is a woman of substance. But it was a mistake for her and a mistake for me.”
—discussing his broken engagementto the singer, toThe Australian
09of 20FERGIE ON MARIO LOPEZDavid Becker/Getty Images for iHeartMedia"Oh, he had beautiful, soft lips … It wasn’t that extensive but yea, having feelings at that age. He was a player! He had a me and a girl Renée … He would play Renée and me and our feelings — our little girl feelings."— on how Lopez “was a player,” onWatch What Happens Live
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FERGIE ON MARIO LOPEZ
David Becker/Getty Images for iHeartMedia

“Oh, he had beautiful, soft lips … It wasn’t that extensive but yea, having feelings at that age. He was a player! He had a me and a girl Renée … He would play Renée and me and our feelings — our little girl feelings.”
— on how Lopez “was a player,” onWatch What Happens Live
10of 20MILO VENTIMIGLIA ON HAYDEN PANETTIEREJohn Shearer/WireImage"Never do it again. There are things that happen to you in your life that shape who you are. Everything I’ve been through from jobs to friendships to partnerships, everything has built me to who I am. You learn from it. You learn a better way of doing things. It wasn’t until my mid to late twenties that the job wears on you, relationships wear on you. But I wouldn’t change a thing. When you get knocked over the head in life, it builds your perspective."— on being in a highly publicized relationship with hisHeroescostar, toMr. Porter
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MILO VENTIMIGLIA ON HAYDEN PANETTIERE
John Shearer/WireImage

“Never do it again. There are things that happen to you in your life that shape who you are. Everything I’ve been through from jobs to friendships to partnerships, everything has built me to who I am. You learn from it. You learn a better way of doing things. It wasn’t until my mid to late twenties that the job wears on you, relationships wear on you. But I wouldn’t change a thing. When you get knocked over the head in life, it builds your perspective.”
— on being in a highly publicized relationship with hisHeroescostar, toMr. Porter
11of 20HARRY STYLES ON TAYLOR SWIFTDavid Krieger/Bauer-Griffin/GC"When I see photos from [our second date] that day, I think: relationships are hard, at any age. And adding in that you don’t really understand exactly how it works when you’re 18, trying to navigate all that stuff didn’t make it easier. I mean, you’re a little bit awkward to begin with. You’re on a date with someone you really like. It should be that simple, right? It was a learning experience for sure. But at the heart of it – I just wanted it to be a normal date.““Certain things don’t work out. There’s a lot of things that can be right, and it’s still wrong. In writing songs about stuff like that, I like tipping a hat to the time together. You’re celebrating the fact it was powerful and made you feel something, rather than ‘this didn’t work out, and that’s bad.’ And if you run into that person, maybe it’s awkward, maybe you have to get drunk … but you shared something. Meeting someone new, sharing those experiences, it’s the best s— ever. So thank you, [Taylor]."—reflecting on their 2012 romanceduring a 2017Rolling Stoneinterview
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HARRY STYLES ON TAYLOR SWIFT
David Krieger/Bauer-Griffin/GC

“When I see photos from [our second date] that day, I think: relationships are hard, at any age. And adding in that you don’t really understand exactly how it works when you’re 18, trying to navigate all that stuff didn’t make it easier. I mean, you’re a little bit awkward to begin with. You’re on a date with someone you really like. It should be that simple, right? It was a learning experience for sure. But at the heart of it – I just wanted it to be a normal date.”
“Certain things don’t work out. There’s a lot of things that can be right, and it’s still wrong. In writing songs about stuff like that, I like tipping a hat to the time together. You’re celebrating the fact it was powerful and made you feel something, rather than ‘this didn’t work out, and that’s bad.’ And if you run into that person, maybe it’s awkward, maybe you have to get drunk … but you shared something. Meeting someone new, sharing those experiences, it’s the best s— ever. So thank you, [Taylor].”
—reflecting on their 2012 romanceduring a 2017Rolling Stoneinterview
12of 20JOE JONAS ON DEMI LOVATOJonathan Leibson/Getty"One relationship that meant a lot to fans was the one I had withDemi Lovato, who I’ve known for years. We had been friends forever, we were both Disney kids, and because we played a couple in theCamp RockDisney Channel specials — and fans liked seeing us together— we eventually dated for a month. I really got to know her and got to see the ins and outs of what she was struggling with, like drug abuse. I felt like I needed to take care of her, but at the same time I was living a lie, because I wasn’t happy but felt like I had to stay in it for her, because she needed help. I couldn’t express any of that, of course, because I had a brand to protect."— discussing their 2010 relationship in a2013 essay forVulture
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JOE JONAS ON DEMI LOVATO
Jonathan Leibson/Getty

“One relationship that meant a lot to fans was the one I had withDemi Lovato, who I’ve known for years. We had been friends forever, we were both Disney kids, and because we played a couple in theCamp RockDisney Channel specials — and fans liked seeing us together— we eventually dated for a month. I really got to know her and got to see the ins and outs of what she was struggling with, like drug abuse. I felt like I needed to take care of her, but at the same time I was living a lie, because I wasn’t happy but felt like I had to stay in it for her, because she needed help. I couldn’t express any of that, of course, because I had a brand to protect.”
— discussing their 2010 relationship in a2013 essay forVulture
13of 20JUSTIN BIEBER ON SELENA GOMEZKevin Winter/DCNYRE2010/Getty Images for DCP"I moved in with my girlfriend when I was 18. Started my own life with her. It was a marriage kind of thing. Living with a girl, it was just too much at that age. But we were so in love. Nothing else mattered. We were all about each other. But when it’s like that and you get your value from that, people will always disappoint you. Your girl or your dude, they’re always going to disappoint you. Your full identity can’t be in that person. My identity was in her. Her identity was in me. When stuff would happen, I would lose my freakin’ mind, and she would lose her mind, and we would fight so hard because we were so invested in each other. Love is a choice. Love is not a feeling. People have made it seem in movies that it’s this fairy tale. That’s not what love is. You’re not gonna want to love your girl sometimes but you’re gonna choose to love her. That’s something in life that I had to figure out. “— sharing details of their on-and-off 2011-2014 romance in a2015Complexinterview
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JUSTIN BIEBER ON SELENA GOMEZ
Kevin Winter/DCNYRE2010/Getty Images for DCP

“I moved in with my girlfriend when I was 18. Started my own life with her. It was a marriage kind of thing. Living with a girl, it was just too much at that age. But we were so in love. Nothing else mattered. We were all about each other. But when it’s like that and you get your value from that, people will always disappoint you. Your girl or your dude, they’re always going to disappoint you. Your full identity can’t be in that person. My identity was in her. Her identity was in me. When stuff would happen, I would lose my freakin' mind, and she would lose her mind, and we would fight so hard because we were so invested in each other. Love is a choice. Love is not a feeling. People have made it seem in movies that it’s this fairy tale. That’s not what love is. You’re not gonna want to love your girl sometimes but you’re gonna choose to love her. That’s something in life that I had to figure out. "
— sharing details of their on-and-off 2011-2014 romance in a2015Complexinterview
14of 20SELENA GOMEZ ON JUSTIN BIEBERChristopher Polk/Getty"At this point, there is no anger. There’s closure in a very good, healthy way. We’ve seen each other. I’m always encouraging and I am proud of his journey. I think people are making it out to be something that is more tragic than it really was. We grew up together. We both made mistakes. That’s it."— toRefinery29in 2015
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SELENA GOMEZ ON JUSTIN BIEBER
Christopher Polk/Getty

“At this point, there is no anger. There’s closure in a very good, healthy way. We’ve seen each other. I’m always encouraging and I am proud of his journey. I think people are making it out to be something that is more tragic than it really was. We grew up together. We both made mistakes. That’s it.”
— toRefinery29in 2015
15of 20BURT REYNOLDS ON SALLY FIELDRon Galella/WireImage"I miss her terribly. Even now, it’s hard on me. I don’t know why I was so stupid. Men are like that, you know. You find the perfect person, and then you do everything you can to screw it up."— on their 1980s relationship,toVanity Fairin 2015
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BURT REYNOLDS ON SALLY FIELD
Ron Galella/WireImage

“I miss her terribly. Even now, it’s hard on me. I don’t know why I was so stupid. Men are like that, you know. You find the perfect person, and then you do everything you can to screw it up.”
— on their 1980s relationship,toVanity Fairin 2015
16of 20KRISTEN STEWART ON ROBERT PATTINSONSDFL/Splash News Online"People wanted me and Rob to be together so badly that our relationship was made into a product. It wasn’t real life anymore. And that was gross to me. It’s not that I want to hide who I am or hide anything I’m doing in my life. It’s that I don’t want to become a part of a story for entertainment value."— discussing their 2009-2012 relationship in a 2016 interview withT Magazine
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KRISTEN STEWART ON ROBERT PATTINSON
SDFL/Splash News Online

“People wanted me and Rob to be together so badly that our relationship was made into a product. It wasn’t real life anymore. And that was gross to me. It’s not that I want to hide who I am or hide anything I’m doing in my life. It’s that I don’t want to become a part of a story for entertainment value.”
— discussing their 2009-2012 relationship in a 2016 interview withT Magazine
17of 20AARON CARTER ON HILARY DUFFL. Cohen/Wireimage"Don’t be that stupid douche that loses the love of your life forever Like me … I’ll spend the rest of my life trying to better myself to get back to her. I don’t care what ANY of you think."— regretting their early 2000s break-upon Twitter in 2014
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AARON CARTER ON HILARY DUFF
L. Cohen/Wireimage

“Don’t be that stupid douche that loses the love of your life forever Like me … I’ll spend the rest of my life trying to better myself to get back to her. I don’t care what ANY of you think.”
— regretting their early 2000s break-upon Twitter in 2014
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JENNIFER LAWRENCE ON NICHOLAS HOULT
Dave M. Benett/Getty

— talking about the end of their 5-year relationship during a2015 interview with Diane Sawyer
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NICOLE KIDMAN ON TOM CRUISE
David Mcgough/DMI/The LIFE Picture Collection/Getty Images

— reflecting on their 1990-2001 marriage during a2016Redmagazine interview
20of 20JENNIFER LOPEZ ON SEAN ‘P. DIDDY’ COMBSJennifer Lopez and Sean Combs.George De Sota/Newsmakers/Getty"It was the first time I was with someone who wasn’t faithful. I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin … I never caught him but I just knew. He’d say he was going to a club for a couple of hours and then never come back that night."— sharing details about dating the rapper from 1999 to 2001 in a2003Vibeinterview
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JENNIFER LOPEZ ON SEAN ‘P. DIDDY’ COMBS
Jennifer Lopez and Sean Combs.George De Sota/Newsmakers/Getty

“It was the first time I was with someone who wasn’t faithful. I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin … I never caught him but I just knew. He’d say he was going to a club for a couple of hours and then never come back that night.”
— sharing details about dating the rapper from 1999 to 2001 in a2003Vibeinterview
source: people.com