1. Jennifer Aniston
Jennifer Aniston has been one of the most famous single ladies in Hollywood for years now. She was married to Brad Pitt from 2000 to 2005, but since then, she hasn’t tied the knot again. In an interview with Harper’s Bazaar in 2016, she said that she isn’t ruling out the idea of getting married again, but it just hasn’t happened for her yet.
2. George Clooney
George Clooney was married to Talia Balsam from 1989 to 1993, but he’s been single since then. He’s been in a few long-term relationships, but he’s never walked down the aisle again. He’s said in the past that he doesn’t think marriage is for him, and it seems like he’s sticking to that view.
3. Cameron Diaz
Cameron Diaz was married to rocker Benji Madden from 2015 to 2016, but she’s been single since then. She was previously in a long-term relationship with Justin Timberlake, but they never got married. In an interview with InStyle in 2017, she said that she doesn’t feel like she needs to get married again.
4. Jennifer Garner
Jennifer Garner was married to Ben Affleck from 2005 to 2015, but she’s been single since then. She’s been open about the fact that she isn’t interested in dating again, and she seems content to focus on her three kids.
5. Adrian Grenier
Adrian Grenier was in a long-term relationship with Melissa Joan Hart from 2001 to 2004, but he’s been single since then. He’s dated a few celebrities, but he hasn’t settled down with anyone. In an interview with Details in 2010, he said that he’s not interested in getting married or having kids.
6. Jared Leto
Jared Leto has never been married, but he was in a long-term relationship with Cameron Diaz from 1999 to 2003. He’s dated a few other celebrities since then, but he hasn’t settled down. In an interview with Playboy in 2013, he said that he doesn’t think marriage is for him.
7. Leonardo DiCaprio
Leonardo DiCaprio has never been married, but he’s been in a few long-term relationships. He was most recently linked to model Kelly Rohrbach, but they broke up in 2016. He’s said in the past that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
8. Matthew McConaughey
Matthew McConaughey was married to Camila Alves from 2012 to present, but he was single for many years before that. He’s said in the past that he never wanted to get married, but he changed his mind when he met Camila.
9. Ryan Reynolds
Ryan Reynolds was married to Scarlett Johansson from 2008 to 2011, but he’s been single since then. He’s been in a few long-term relationships, but he hasn’t settled down. In an interview with Details in 2013, he said that he’s not opposed to the idea of getting married again, but it just hasn’t happened for him yet.
10. Bradley Cooper
Bradley Cooper was married to Jennifer Esposito from 2006 to 2007, but he’s been single since then. He’s been in a few long-term relationships, but he hasn’t settled down. In an interview with Ellen DeGeneres in 2015, he said that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
11. Jake Gyllenhaal
Jake Gyllenhaal was in a long-term relationship with Kirsten Dunst from 2002 to 2004, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with Details in 2011, he said that he’s not opposed to the idea of getting married, but it just hasn’t happened for him yet.
12. Jon Hamm
Jon Hamm was in a long-term relationship with Jennifer Westfeldt from 1997 to 2015, but he’s been single since then. He’s said in the past that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
13. Bradley Whitford
Bradley Whitford was married to Jane Kaczmarek from 1992 to 2009, but he’s been single since then. He’s said in the past that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
14. Will Smith
Will Smith was married to Sheree Zampino from 1992 to 1995, but he’s been single since then. He’s been in a few long-term relationships, but he hasn’t settled down. In an interview with Men’s Health in 2008, he said that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
15. George Clooney
George Clooney was married to Talia Balsam from 1989 to 1993, but he’s been single since then. He’s been in a few long-term relationships, but he hasn’t settled down. In an interview with Esquire in 2006, he said that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
16. Matthew Perry
Matthew Perry was married to Rachel Dunn from 1997 to 2006, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with People in 2013, he said that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
17. Zach Braff
Zach Braff was in a long-term relationship with Mandy Moore from 2004 to 2006, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with Howard Stern in 2014, he said that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
18. Jamie foxx
Jamie Foxx was married to Kristin Grannis from 1996 to 2001, but he’s been single since then. He’s been in a few long-term relationships, but he hasn’t settled down. In an interview with Power 105.1 in 2013, he said that he isn’t opposed to the idea of getting married again, but it just hasn’t happened for him yet.
19. Leonardo DiCaprio
Leonardo DiCaprio was in a long-term relationship with Gisele Bundchen from 2000 to 2005, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with Parade in 2009, he said that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
20. Josh Hartnett
Josh Hartnett was in a long-term relationship with Scarlett Johansson from 2005 to 2007, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with Elle UK in 2014, he said that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
21. Joaquin Phoenix
Joaquin Phoenix was in a long-term relationship with Liv Tyler from 1995 to 1998, but he’s been single since then. He’s dated a few other celebrities, but he hasn’t settled down. In an interview with W Magazine in 2013, he said that he isn’t opposed to the idea of getting married, but it just hasn’t happened for him yet.
