Hollywood Celebrities Who Almost Tied the Knot

Relationships are always fickle, but when you put celebrity relationships into the lime-light, you realize that they get far too complicated to last. Don’t get us wrong! There are a few celebrities such as Will Smith and Jada Pinkette Smith, Tom Hanks and Rita Wilson, Meryl Streep and Don Gummer, who have been with each other for the longest time. Meanwhile, there are some, who came so close to tying the knot but in the end, chose to go their separate ways.

We have created one such list featuring all the Hollywood celebrities who called it quits before they could say, “I Do”. These relationships go so far back that you that you may have almost forgotten about them. So, scroll down to know who these celebrities are, and get ready to get your mind blown!

Alanis Morissette and Ryan Reynolds
Before Ryan met his wife, Blake Lively, he was once engaged to the ‘White Flag’ singer, Alanis Morissette. They started dating each other in 2002, and after two years they announced their engagement. In February 2007, they mutually called it off.

Brad Pitt and Gwyneth Paltrow
Gwyneth once said in a candid interview that she was young and wasn’t ready, and Brad was too good for her. Their split broke her heart but now, they have called it a truce (have they?). This young couple met each other on the sets of the film Seven, and they hit it off from there. They were together for almost two and a half years, and they ended their relationship by 1997.

Courtney Love and Edward Norton
A relationship that has Courtney Love in it has to have some drama. They always had a love-hate relationship, probably why they ended it in 1999. Courtney in an interview mentioned that she regrets not marrying Edward. She also mentions that they are now on good terms and that they occasionally talk to each other.

Courteney Cox and Michael Keaton
The Friends actress was once-upon-a-time dating the Birdman actor, Michael Keaton. They started dating after Keaton split from his first marriage in 1990, and they were together for almost six years. According to rumors, Courteney called off their relationship as she was tired of waiting for Keaton to marry her. After all these years, there might be still some lingering feelings as last year, there were more rumors about Courtney and Keaton getting back together.

Evan Rachel Wood and Marilyn Manson
The ‘Heart-Shaped Glasses’ singer, started dating Wood, who also featured in this video while he was still married to Dita Von Teese. This was confirmed in the year 2007, and they were mainly in a on-and-off relationship until, in January 2010, Manson made it official by proposing to Wood in Paris. Alas, soon the love faded, and this relationship only lasted for a year after that.  

Jennifer Lopez and Ben Affleck
This power couple were engaged in the year 2002. J. Lo later, in an interview, mentioned that her album, ‘This is Me…Then’ was dedicated to her then-fiancé, Ben. This album also had the uber-sexy music video, 'Jenny From the Block', that featured some raunchy scenes of the couple. The tragic part about their relationship was that they called off their wedding four days before the big day.

Kiefer Sutherland and Julia Roberts
Looks like someone else too got cold feet! The Pretty Woman actress was also once engaged to Kiefer Sutherland. They co-starred in the film, Flatliners and got engaged in the year 1990. Three days before the grand June wedding, Roberts decided to call it off.

Kate Moss and Pete Doherty
They met each other on Kate’s 31st birthday party in 2005. They soon started dating each other and found themselves in an on-and-off relationship. In 2007, while performing in a gig, the English musician announced to the crowd that Kate has accepted his proposal and they will soon marry. Later that year, the couple broke up.

Sheryl Crow and Lance Armstrong
The popular country singer, who was also battling cancer was once engaged to infamous cyclist, Lance Armstrong. She started dating the cyclist in the year 2003, and almost after two years the couple got engaged. In 2006, the couple separated, and around the same time Crow was diagnosed with breast cancer.

Winona Ryder and Johnny Depp
Great Balls of Fire! premiere is where this couple met and soon after, they started dating (1989). This couple was also spotted in the famous film, Edward Scissorhands. They had totally fallen for each other. Depp popped the question in 1990 and also got a tattoo “Winona Forever” on his right arm (any regrets now?).

 

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