Wait—They Dated? Ten Past Couples You Forgot They Were Together

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Hollywood marriages are like the weather. Do you remember when it rained in 1995 on this day? You’re right. So, it’s totally understandable if some of the most unlikely Hollywood pairings didn’t stick in your memory. Here are some of the most unexpected celebrity couples you’ve probably forgotten about.

Courteney Cox And Michael Keaton

Courteney cox is a Sitcom darling Batman star Michael Keaton met in 1989. The couple were very private, with only a handful public appearances between them during their five year-long relationship. Their first date took place at Cox’s house where she and Keaton reportedly talked for hours about their dream homes. In 1995, they separated. Cox spoke People That she loved him still, but that their relationships were complex.

Owen Wilson and Sheryl Crow

The Royal Tenenbaums Actor met the “Soak Up Silver Screen Beat” songstress in 1999 when she made her acting debut in Wilson’s The Minus Man, a serial killer flick that you’ve also probably forgotten about. They were together for two years before they split up in 2001. Crow was later admittedIn the liner notes to her 2002 album C’mon, C’monThat’s her song “Safe and Sound” was about her and Wilson’s romance.

Christina Applegate and Brad Pitt

It turns out that Jennifer Aniston wasn’t the only Green sister Brad Pitt had ever had an eye for. Christina Applegate dated The Fight ClubThey were together in 1989 as actor, but very little is known about their brief marriage. They attended the MTV Movie Awards that year together, but Legend has it, Applegate left Pitt.For another man before the night was done. Applegate was relegated to the sidelines by a rising star. However, we know that this marked the end of their brief romance.

Matthew McConaughey, Sandra Bullock

The unlikely couple struck up a friendship on the set of Time to Kill1996. The couple, who were secretive for two years, finally broke up. Both went on to have children and marry other people, but it is believed that they remained close friends. Bullock even been spotted socializing with McConaughey’s wife,  Camila Alves.

Neil Patrick Harris And Christine Taylor

Former child actor Neil Patrick Harris didn’t come out of the closet until 2006, and he certainly dated a few of Hollywood’s most eligible bachelorettes before coming to terms with his sexuality. Harris was a sex-partner with Christine Taylor, a actress from 1997 to 1998. He even credits Taylor for helping him to accept himself. “She’s the coolest, nicest chick ever. She’s an absolute catch, and I thought, ‘If I’m not going to feel the super sparks with her… it probably means I’m gay,” In 2008, he shared this with Howard Stern..

Brooke Shields & Dean Cain

After their meeting at Princeton University, 1983, Shields met Cain and they quickly became a picture of young love. They dated for their entire college careers, before finally calling it quits in 1987. Shields writes that her maternal overbearing role in their split is reflected in her memoir. Cain still remembers his college sweetheart fondly. Telling Today 2014, “We were in love. She was a wonderful girl.”

Gary Oldman and Uma Thurman

This forgotten couple didn’t just date, they actually ended up tying the knot. Although the unlikely couple began dating in 1989, details about their early relationship are still a mystery. Thurman was only 18 when she fell for the Academy Award-winning actor. They were married in 1990. Divorced in less than 2 years. While they haven’t breathed a bad word about each other in the press, they have both expressed that their marriage was a mistake.

Lance Bass and Danielle Fishel

If you were a teen in the late ’90s, you might remember that Boy Meets World star Danielle Fishel once dated NSYNC member Lance Bass. The young couple’s romance lasted about a year, and Bass even took Fishel to her high school prom. Bass still remembers that night as an important moment in his journey to discover his sexuality. Bass and Fishel became friends after he came out to the world in 2006. The former couple are now together. Their relationship is the basis for a movie..

Chris O’Donnell And Reese Witherspoon

If you don’t remember O’Donnell and Witherspoon’s brief maybe-romance, we don’t blame you. After they were married in 1993, the pair sent their tongues wagging for the first time. We attended Al Pacino’s tribute party together. However, Witherspoon was only 16 at the time while O’Donnell was 22, and neither star ever confirmed their relationship. There’s still a possibility that they never actually dated, but, either way, it’s clear this pairing wasn’t meant to be.

Ashton Kutcher & January Jones

Ashton Kutcher & January Jones are the last known Hollywood couple. This seemingly random couple actually is Dated at the beginning of their careersKutcher’s big break came on the same day that they were living together. That ’70s Show 2000. Jones has alluded that they didn’t end on the best of terms in 2001 after 3 years of dating, but it’s clear their careers and personal lives recovered quite well from the ill-fated relationship.

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