1. Ryan Reynolds and Scarlett Johansson Kevin Mazur / WireImage The two actors were married in 2008 and divorced two years later. Their joint statement read, "We entered our relationship with love and it's with love and kindness we leave it." 2. Kim Kardashian and Reggie Bush Kevin Winter / Getty Images Kim dated Reggie starting in 2007. They broke up in 2009, but got back together again until 2010, when they called it quits for good. And yes, this was all detailed on the early seasons of Keeping Up With The Kardashians. 3. Zac Efron and Vanessa Hudgens Michael Caulfield / WireImage They met on the set of High School Musical in 2005 and broke up in 2010. 4. Avril Lavigne and Deryck Whibley Chris Polk / WireImage This pop-punk dream team divorced in 2010 after three years of marriage. 5. Courteney Cox and David Arquette Michael Kovac / WireImage They were married in 1999, had a daughter named Coco, and announced they would be separating in 2010. 6. Laura Dern and Ben Harper Lee Celano / WireImage Ben and Laura got married in 2005, but divorced in 2010. 7. Jim Carrey and Jenny McCarthy Alexander Tamargo The comedic pair dated from 2005 to 2010. 8. Emmy Rossum and Adam Duritz Patrick Mcmullan / Patrick McMullan via Getty Image Emmy and Adam met while on out tour together and dated from 2009 to 2010. 9. Sandra Bullock and Jesse James George Pimentel / WireImage They wed in 2005 and broke things off in 2010 when a cheating scandal broke just weeks after Sandra won an Oscar for The Blind Side with Jesse in the audience. 10. Jennifer Love Hewitt and Jamie Kennedy Kevork Djansezian / Getty Images For some reason, these two dated from 2009 - 2010. 11. Kelsey and Camille Grammer Mathew Imaging / FilmMagic Married in 1997, their relationship unraveled on the first season of The Real Houswives of Beverly Hills. They divorced in 2010. 12. Russell Brand and Katy Perry Dave M. Benett / Getty Images Katy and Russell's marriage ended after 14 months allegedly via text message. 13. Jennifer Lopez and Marc Anthony Kevin Mazur They first met in 1998 and married in 2004. They gave birth to twins Max and Emme in 2008, and called things off in the summer of 2011. 14. Kris Humphries and Kim Kardashian Denise Truscello / WireImage Ah yes, their famous 72-day-long marriage! 15. Jude Law and Sienna Miller Dave M. Benett / Getty Images After meeting on the set of Alfie in 2004, Jude and Sienna embarked on a whirlwind, on-again-off-again relationship that ended for good in 2011. 16. Ashton Kutcher and Demi Moore Jemal Countess / Getty Images They met at a "casual dinner" in 2003, married in 2005 and divorced six years later. 17. Zooey Deschanel and Ben Gibbard Kevin Winter / Getty Images The Death Cab for Cutie frontman and "quirky girl" announced their divorce in January in 2012. They were married in 2009. 18. Ashlee Simpson and Pete Wentz Kevin Mazur / WireImage They got married in May of 2009 and divorced in 2011. In the most unsurprising fact ever, they met at the 2006 MTV VMA's. 19. Derek Jeter and Minka Kelly Mike Coppola / FilmMagic The notoriously private couple ended things in 2011. 20. January Jones and Jason Sudeikis John Shearer This couple only dated for a few months, but ended things in January of 2011. 21. Christopher Knight and Adrianne Curry Kmazur / WireImage This reality TV couple ended their marriage five years after it began. VH1 Celebreality anyone? 22. Tom Cruise and Katie Holmes John Sciulli / Getty Images To the delight of conspiracy theorists like myself, TomKat's marriage ended almost exactly five years from when it began. (Remember when people called them "TomKat"?!) 23. Heidi Klum and Seal Gregg Deguire / FilmMagic They were married for over nine years, but pulled the plug on their relationship in January of 2012. 24. Selena Gomez and Justin Bieber Christopher Polk After dating for two years, Justin and Selena broke up in November of 2012. They got back together for a hot minute years later. 25. Amy Poehler and Will Arnett Jemal Countess / WireImage These two comedic powerhouses married in 2003 and separated in September of 2012. They share two sons together. 26. Peter Facinelli and Jennie Garth Handout / Getty Images The two actors split in March of 2010 after 11 years of marriage. 27. Miranda Kerr and Orlando Bloom Alexandra Wyman / Getty Images This good-looking couple wed in 2010 and separated in 2013. They share a son named Flynn. 28. Idina Menzel and Taye Diggs Jason Merritt / WireImage They met on the Broadway production of Rent in 1995, married in 2003, and separated a decade later in 2013. 29. Ryan Seacrest and Julianne Hough Kevin Winter / Getty Images Ryan and Julianne split in 2013 after dating for two years. 30. Khloe Kardashian and Lamar Odom Kevin Mazur / WireImage Khloe filed for divorce after four years of marriage in 2013. RIP Khloe and Lamar. 31. Caitlyn and Kris Jenner John Sciulli In October of 2013, the pair released a statement to E! News that read, "We are living separately and we are much happier this way." They had been married since 1991. 32. Gwyneth Paltrow and Chris Martin Charley Gallay / Getty Images After 10 years of marriage, Gwyneth announced that they'd be "consciously uncoupling" on her goop website. 33. Jennifer Lawrence and Nicholas Hoult Kevin Winter / Getty Images After over three years of dating, Jen and Nicholas broke up in August of 2014. 34. Katy Perry and John Mayer Christopher Polk / Getty Images The two singers dated off and on starting in the summer of 2012 and called it quits in February 2014. 35. Khloe Kardashian and French Montana Ethan Miller / Getty Images Khloe rebounded from Lamar with French, but for only about eight months of dating. 36. Nick Cannon and Mariah Carey Christopher Polk Nick Cannon confirmed his split from Mariah, his wife of six years, in August of 2014 by saying "There is trouble in paradise." 37. Evan Rachel Wood and Jamie Bell John Sciulli After two years of marriage, the couple ended their relationship in 2014. 38. Jason Derulo and Jordin Sparks Jason Merritt / Getty Images The two singers broke off their three-year relationship in September of 2014. 39. Jennifer Lopez and Casper Smart Ethan Miller / Getty Images They dated from 2011 to 2014. 40. Mama June and Sugar Bear Jonathan Leibson The Here Comes Honey Boo Boo stars broke up one year after their commitment ceremony aired on TV. 41. Blake Shelton and Miranda Lambert Jason Merritt / Getty Images The two country singers divorced after four years of marriage in July of 2014. 42. Gwen Stefani and Gavin Rossdale Jason Merritt In August, the rock-n-roll royalty couple announced their splitting up after 13 years of marriage. In November of the same year, Gwen confirmed her budding relationship with fellow The Voice judge Blake Shelton. 43. Ben Affleck and Jennifer Garner Pascal Le Segretain / Getty Images When they split up after 10 years of marriage, they released a statement that said, "We go forward with love and friendship for one another and a commitment to co-parenting our children whose privacy we ask to be respected during this difficult time." 44. Emma Stone and Andrew Garfield Dimitrios Kambouris / Getty Images The pair reportedly began dating soon after starting filming The Amazing Spider-Man in 2010. They broke up nearly five years later. 45. Jon Hamm and Jennifer Westfeldt Jason Merritt / Getty Images In 2015, these two broke up after 18 years of dating. 46. Kourtney Kardashian and Scott Disick Chris Weeks / Getty Images They met in 2006 and had been dating for nearly a decade when they called things off. They share three children together: Mason, Penelope, and Reign. 47. Liev Schreiber and Naomi Watts Ian Gavan / Getty Images After eleven years together, Naomi and Liev broke things off. They are parents to Sasha and Samuel. 48. Rita Ora and Calvin Harris Andrew Cowie / AFP / Getty Images They dated from 2013 until 2015. 49. Avril Lavigne and Chad Kroeger Timothy Clary / AFP / Getty Images This Canadian couple split up in 2015 after two years of marriage. 50. Lady Gaga and Taylor Kinney Pascal Le Segretain / Getty Images They were together for five years after Taylor was cast opposite of Gaga in her video for "You and I." Gaga announced she was engaged in 2015 and by July of 2016 they were over. 51. Wilmer Valderrama and Demi Lovato Getty Images They met in 2010 but waited until Demi turned 18 to begin dating. Five years after that, they broke up but seem to have remained friends. 52. Brad Pitt and Angelina Jolie Jason Merritt / Getty Images They first met costarring in Mr. and Mrs. Smith in 2003 and were spotted on vacation together in 2005. They adopted children together and eventually got married in 2014. Their nasty divorce hit the press about two years later. 53. Taylor Swift and Calvin Harris BACKGRID / GG/FAMEFLYNET PICTURES Taylor and Calvin broke things off after fifteen months of dating in June of 2016. It got kind of messy. 54. Taylor Swift and Tom Hiddleston FameFlynetUK/THE IMAGE DIRECT/FAMEFLYNET PICTURES "Hiddleswift" lasted for only a few fleeting months, but we loved it. 55. Nick Young and Iggy Azalea Getty Images Iggy took to Twitter to go off about her former fiancé Nick Young's infidelities. 56. Joshua Jackson and Diane Kruger Frederick M. Brown / Getty Images They began dating in 2006 and called their relationship quits ten years later. 57. Josh Groban and Kat Dennings LC/FAMEFLYNET PICTURES Josh and Kat dated for two years. 58. Josh Duhamel and Fergie Jean Baptiste Lacroix / AFP / Getty Images The couple of 10 years released a joint statement that read, "With absolute love and respect we decided to separate as a couple earlier this year" in September of 2017. They didn't actually get fully, truly divorced until 2019. 59. Nicki Minaj and Meek Mill Larry Busacca / Getty Images Meek Mill confirmed the split in January of 2017. 60. Anna Faris and Chris Pratt Daniel Leal-olivas / AFP / Getty Images These two separated in August of 2017 after eight years of marriage and share a son. 61. FKA Twigs and Robert Pattinson Vivien Killilea They had been dating since 2014 but broke up at the end of 2017. 62. Hayden Christensen and Rachel Bilson Michael Loccisano The on-again-off-again couple got engaged in 2008 and broke up for good in September of 2017. 63. Tyga and Kylie Jenner Jamie Mccarthy Kylie confirmed the split in August of 2017 saying, "There was no crazy fight. We decided, well, I decided, that I’m really young. I don’t want to look back in five years from now and feel like he took something from me, when he’s really not that type of person." 64. Rob Kardashian and Blac Chyna Greg Doherty / Getty Images The on-and-off pair — and stars of Rob & Chyna — called it quits in February of 2017. 65. Jennifer Aniston and Justin Theroux Kevin Winter / Getty Images Justin and Jen got engaged in 2012, married in 2015, and broke up in January of 2018. 66. Pete Davidson and Ariana Grande Nicholas Hunt / Getty Images They broke up in September of 2018, but we'll always remember their time together walking around New York City. 67. Jenny Slate and Chris Evans Todd Williamson / Getty Images They broke up in March of 2018 after they began dating on the set of Gifted in 2015. 68. Brooklyn Beckham and Chloë Grace Moretz Alberto E. Rodriguez / Getty Images If you asked me, I'd have guessed they were still dating but they broke up in 2018 after four years of dating. 69. Cassie and Diddy Nicholas Hunt / Getty Images They broke up in August of 2018. 70. Channing Tatum and Jenna Dewan Kevin Winter / Getty Images They broke up in April of 2018, and now Jenna is engaged and Channing is with Jessie J. 71. Nikki Bella and John Cena Matt Winkelmeyer / Getty Images They broke up in April of 2018, and it played out on Total Bella months later. 72. Hayden Panettiere and Wladimir Klitschko Luca Teuchmann / Getty Images Hayden and her very-tall husband called it quits after nine years together. 73. Liza Koshy and David Dobrik Emma Mcintyre / Getty Images They broke up in June of 2018 and announced it via a long YouTube video. 74. Lil Xan and Noah Cyrus Angela Weiss / AFP / Getty Images They broke up in September of 2018, but not before becoming a meme. 75. Liam Hemsworth and Miley Cyrus Valerie Macon / AFP / Getty Images After over a decade together — with a few bumps in between — Miley and Liam released a statement in August that they had separated. They had just gotten officially married in December of 2018. 76. Teddy Geiger and Emily Hampshire Vivien Killilea / Getty Images The singer and Schitt's Creek star called off their engagement of seven months in June. 77. Zayn Malik and Gigi Hadid Pascal Le Segretain / Getty Images In January of this year, E! news confirmed that the two were taking a break in their relationship. 78. Emma Roberts and Evan Peters Frazer Harrison / Getty Images The pair decided to end their engagement of seven years this past March. 79. Anna Camp and Skylar Astin Alberto E. Rodriguez / Getty Images The Pitch Perfect couple ended their marriage after two years. 80. Brody Jenner and Kaitlynn Carter Tommaso Boddi / Getty Images This couple, who was featured prominently on the latest season of The Hills, called off their relationship after five years together and one year of marriage. 81. The Weeknd and Bella Hadid Larry Busacca / Getty Images This off-again-on-again couple pumped the breaks once again in 2019, but have stayed friends. 82. Kate Beckinsale and Pete Davidson Jd Images / JD Images/Shutterstock After being photographed making out everywhere earlier this year, they fizzled out after a few months. 83. Katie Holmes and Jamie Foxx Kevin Tachman / Getty Images Us Weekly announced the secretive couple's break-up after six years of dating this past August. 84. Travis Scott and Kylie Jenner Tommaso Boddi / Getty Images Earlier this month, Kylie and Travis confirmed their split when Kylie tweeted a denial that Tyga had anything to do with it. 85. Tristan Thompson and Khloe Kardashian Jerritt Clark / Getty Images The cheating betrayal heard 'round the world.