Ben Affleck
Ben’s dating history includes strippers, gambling, and a long line of exes. After leaving Jennifer Lopez for Jennifer Garner, Garner and Affleck enjoyed a ten year marriage and three lovely children. However, rumor has it that Affleck got caught cheating, and the couple divorced shortly after.
John Mayer
Mayer’s sweet voice and flirting skills have landed him a reputation in Hollywood. He’s dated everyone from Taylor Swift to Jennifer Aniston to Minka Kelly. The serial dater told Ellen Degeneres back in 2009 that relationships freak him out. Can you say red flag?
Ryan Gosling
Who doesn’t love Ryan Gosling? After The Notebook aired, Gosling and his co-star Rachel McAdams developed a real relationship before it fizzled out and Gosling became the face of every meme on the internet. It seems that he’s finally settled down with Eva Mendes, who he now shares a child with.
Bradley Cooper
Cooper, named Sexiest Man Alive by People, seems to have a thing for blondes. He’s been romantically linked to Cameron Diaz, Jennifer Aniston, and most recently, Irina Shayk. The couple split after four years together following the release of A Star Is Born. Fans wonder if the chemistry between Cooper and Lady Gaga could have anything to do with the split.
George Clooney
Clooney is most definitely the notorious bachelor of Hollywood. Women and men alike want to date him. He’s got a long list of exes he’s left behind, including ex-wife Talia Balsam. Has the hunk finally decided to settle down? He’s now been married to Amal Clooney since 2014 who he seems to be very happy with. The couple share a son and a daughter together.
Leonardo DiCaprio
Known for dating super models and younger women (most under the age of 25), DiCaprio’s dating record is unrivaled. Leo keeps getting older, but his girlfriends stay the same age. It seems Leo has dating down to a science.
Orlando Bloom
This one might be a bit surprising for some. From Lindsey Lohan to Miranda Kerr, Bloom shows us that not everyone has a “type”. He’s now engaged to Katy Perry; however the couple states that they’re taking wedding planning slow because they’re in no rush to tie the knot.
