Make It Last Forever — Or Not! 15 Couples We Just Knew Would Last, But Didn’t

November 23, 2012  |  
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Call us naive but there are definitely some Hollywood couples that we thought would last forever and have that coveted happily ever after fairy tale. Even though the celebrity couples listed here seemed to be perfect for each other, things just didn’t work out. Here are 15 couples we thought would last, but sadly didn’t.


Lenny Kravitz & Lisa Bonet

Lenny Kravitz and Lisa Bonet were the perfect spunky couple. The pair married in 1987 and were together until 1990 when they separated. Lisa Bonet filed for divorce in 1993, citing irreconcilable differences. Now all that’s left of the pair is their daughter Zoe.

Brad Pitt & Jennifer Aniston

Brad Pitt and Jennifer Aniston seemed like the perfect blue-eyed blonde-haired couple. The two were married for seven years and all seemed to be going well — that is until Brad worked on set with Angelina Jolie and decided to stay with her. Though the divorce took a toll on Jennifer, she’s now engaged to Justin Theroux.

Heidi Klum & Seal

Four kids later and seven years as a married couple, January 2012 turned out to be Heidi Klum and Seal’s demise. Though the couple isn’t legally divorced just yet, they are separated.

Jennifer Lopez & Marc Anthony

Though both Jennifer and Marc has been married previously, we really thought this was their happily ever after relationship. However, despite the fact that the couple was married for seven years and has twins together, Jennifer ended the marriage in July 2011 and got herself a young boo.

Nas & Kelis

When their relationship blossomed, Nas and Kelis quickly became the king and queen of hip-hop and R&B. The couple was married for five years and had a son together, but the relationship ended in a nasty divorce due to cheating, money problems, frustration, and so much more.

Usher & Chilli

Usher and Chilli were truly the cutest couple and in all of their public appearances, they seemed to be on Cloud 9. Chilli wasn’t ready to get married at the time though and Usher was. This caused the couple to split with the promise of still remaining faithful to each other, but Usher couldn’t keep his side of the deal. The two broke up in early 2004.

Reese Witherspoon & Ryan Phillippe

Reese met Ryan when she turned 21 and proclaimed that he was her birthday present. The couple married in 1999 and had two children, though the marriage went sour after seven years due to rumors of cheating on Ryan’s part.

Tom Cruise & Katie Holmes

The TomKat saga ended this year with all sorts of speculations flying though the Hollywood air, including claims of Tom forcing Scientology beliefs onto Katie and their daughter, Suri. Nevertheless their divorce was one of the quickest and quietest in Hollywood.

Erykah Badu & Common

Though everyone was in love with Erykah and Andre 3000, Common seemed like a suitable replacement as Erykah’s new lover. And he was up until Erykah called the rapper and flatly told him she didn’t want to be with him anymore because she was feeling someone else.

Johnny Depp & Vanessa Paradis

After rumors swirled for almost a year, Johnny Depp and Vanessa Paradis broke up in June 2012. The break up came after the couple had two children together and were a couple for 14 years. Good thing the two were never married.

Sandra Bullock & Jesse James

Sandra and Jesse had a near fairy-tale romance. She included him in her Oscar thank you speech, one that definitely impacted the night. However, just a few days later, Jesse came clean and admitted to cheating after his mistress spoke out.

Scarlett Johansson & Ryan Reynolds

ScarJo and Ryan Reynolds were one of the few Hollywood couples to keep their relationship quite private; the couple even got married in secrecy. However, their busy schedules and lack of time together ripped them apart.

Chante Moore & Kenny Lattimore

After a beautiful marriage that lasted 9 years and plenty of beautiful music to go along with it, the divorce between Chante Moore and Kenny Lattimore definitely came as a shock to everyone.

Demi Moore & Bruce Willis

The 2009 breakup between Demi and Bruce definitely came without warning. The couple have three children together and they always gave off a vibe of being so in love. It turned out not to be everlasting though.

Susan Sarandon & Tim Robbins

Though the two never married, Susan and Tim were together for 23 years and seemed to be one of the most enduring relationships in Hollywood. But, things came to an end in December 2009.

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