15. Shannen Doherty and Ashley Hamilton

Not being too good with people on the set of shows like “90210″ and “Charmed”, it only seems natural that Shannen Doherty would strike out with the men she would married as well. Doherty first struck out when she married Ashley Hamilton in 1993, their divorce happened only seven months later in 94′. Her second strike would come nine years later when she married Rick Salomon in 2002. Doherty had the marriage annulled shortly after Salomon’s famous sex tape with Paris Hilton surfaced. Last year “90210″ came calling again, so until her temper flares up Doherty will continue her role as Brenda Walsh.

*10 Signs He Is A Long Term Boyfriend

16. Courtney Thorne- Smith and Andrew Conrad

Actress Courtney Thorne-Smith of “Melrose Place” and “According to Jim”, seemed like a very happy bride in 2001 on the cover of In Style Weddings magazine. Sadly, that would be the last time Smith would be happy about the wedding. Only a week after the magazine was published she called for a separation from her husband of seven months, genetic scientist Andrew Conrad. Last year Smith brought good news into her life with husband Roger Fishman as they welcomed baby boy Jacob Emerson Fishman.

*5 Relationship Tips from David Arquette and Courteney Cox

17. Jennifer Lopez and Cris Judd

Hopefully the third time’s the charm for Jennifer Lopez as she shines in the glory of her marriage to Marc Anthony. Her first marriage to waiter Ojani Noa lasted longer than her second, but none the less failed. Years later Lopez’ marriage to dancer Cris Judd was put on the cover of many magazines when it started to fail just after ten months. They hadn’t officially divorced but according to pictures of Ben Affleck with Lopez, Judd was already out of the picture. Now almost five years after they married, Lopez and Anthony are enjoying time with their twins, daughter Emme and son Max.

*How Would You Draft Your Prenup?

18. Jim Carrey and Lauren Holly

Jim Carrey and Jenny McCarthy are very lucky in love with one another. But when Carrey was in love with another blonde actress named Lauren Holly, luck was not on his side. Carrey and Holly had broken up and gotten back together before they decided to marry, but as it shows it would have been the better decision to stay apart since they finally separated after nine months together.

Is one thing that I want to master at some point, but I have not been good at it,” said Carrey about marriage.

*10+ Ways to Get a Guy to Ask You Out

19. Alyssa Milano and Cinjun Tate

Best wishes go to the newly engaged Alyssa Milano for a happier and longer marriage. Milano of “Who’s the Boss?” fame didn’t quite make it to her one year anniversary with her first husband Cinjun Tate back in 1999. The couple divorced ten months after they wed. Milano has not yet set a date or given any details about her planned wedding with her new fiancé David Bugliari. The two started dating over a year ago.

*10 Practical Tips on Meeting Your Boyfriend’s Parents

20. Helen Hunt and Hank Azaria

Helen Hunt has seemed to stay away from the gossip and the front row of Hollywood for most of her career. But she was not too fortunate in 2000 when she split with her husband actor Hank Azaria after eleven months together. In recent years Hunt and her boyfriend Matthew Carnahan welcomed a daughter named Makena Lei Gordon Carnahan into their lives.

*David Beckham’s Marriage Secrets

What are your predictions for celebrity couples who married in 2008 or who will marry in 2009?

Source Credit: People.com, abcnews.com,

Photo Credit: Vox.com, USmagazine.com, Mesra.net, hillsclassicfilm.blogspot.com, mylifetime.com, usatoday.com, au.lifestyle.yahoo.com, soundoflife.net