Know Which Celebrities Dated Most

Dating dozens of men and women is rare to be heard in real life, but these celebrities in fact proved it. Cameron Diaz, George Clooney, Taylor Swift, Madonna and some more Hollywood stars had relationship with many. Have a look to them and their lovers.

Cameron Diaz

Being famous for her roles in The Mask, There’s Something About Mary and My Best Friend’s Wedding, Cameron Michelle Diaz has dated a fair share of celebrities including actor Matt Dillon, singers Justin Timberlake and Jared Let, New York Yankees baseball star Alex Rodriguez, musician Criss Angel, athlete A-Rod and Scottish actor Gerard Butler too.

George Clooney

The American actor, filmmaker and activist George Timothy Clooney is two Academy Awards and three Golden Globe Awards winner who started to gain recognition from his role as Dr Doug Ross in medical drama ER. However, he is also widely known to be a womanizer. He had relationships with multiple women including actress Kelly Preston, British model Lisa Snowdon, former WWE Diva Stacy Kiebler, Italian actress Elisabetta Canalis and British-Lebanese human rights lawyer Amal Alamuddin.

Taylor Swift

The American singer-songwriter Taylor Alison Swift debuted her album in 2006 that peaked at number five on Billboard 200 and two years later released her second album titled Fearless, which became best-selling in the United States in 2009. Her list of lovers includes Taylor Lautner, Calvin Harris, John Mayer, Jake Gyllenhaal, Joe Jonas and Harry Styles.


The American singer, songwriter, actress and record producer Ciara Princess Wilson released her debut album Goodies in 2004. Being successful in career, she dated numerous men from Hollywood including 50 cent, Bow Wow, Trey Songz and Future.


The American singer, songwriter, actress and businessman Madonna Louise Ciccone is widely known for reinventing music as well as her image. She is commonly called as the “Queen of Pop”. She had some torrid love affairs and bedded several male celebs including Alex Rodriguez, Guy Ritchie, Warren Beaty and Vanilla Ice.

Johnny Depp

The Amerian actor, musician and producer John Christopher “Johnny” Depp II is the winner of Golden Globe Award and Screen Actors Guild Award for his contribution to the entertainment industry. However, he is also awarded with lots of luck to have relationship with several women including actress Jennifer Grey and Sherilyn Fenn, co-star Winona Ryder, French singer Vanessa Paradis and supermodel Kate Moss.

John Cusack

The American actor, screenwriter and producer John Paul Cusack gained popularity from movies like Better Off Dead, Say Anything, High Fidelity and Grosse Pointe Blank. He regularly dated top celebrities including Rebeccaf Romijn, Lili Taylor, Minnie Driver and Neve Campbell.

Justin Timberlake

The American singer, songwriter, actor and record producer Justin Randall Timberlake rose to prominence from boy band NSYNC. In 2002 he released his debut solo album Justified. He dated Beyonce, Lindsay Lohan, Britney Spears, Fergie, Olivia Munn and Alicia Keys.

Leo Dicaprio

The American actor and producer Leonardo Wilhelm DiCaprio is no new to dating. He had relationship with many celebs including Naomi Campbell, Glsele Bunchen, younger model Blake Lively, Demi Moore, Rihanna, Paris Hilton and Miranda kerr.

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