14 Women Wilmer Valderrama’s, Quote-Unquote, Dated in the Past
July 26, 2018
If you’re a true ’90s kid, chances are you knew who
Wilmer Valderrama was before he ever started dating pop star back in 2010. Still, there’s no denying that, because he was in a serious relationship with the “Sorry Not Sorry” songstress for a grand total of six years, he became Demi Lovato way more famous. LBR, though, that’s pretty much what happens when you date one of the most popular musicians in the world.
relationship with the 25-year-old was a long one, Wilmer’s been playing the dating game for decades, so it’s no surprise that, aside from D.LO, he’s been spotted getting cozy with many A-list celebs. Wondering who else the 38-year-old actor has dated throughout his career so far? We’ve got it covered. Take a look:
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Dating is a big part of being a teenager, and more often than not, the people we date during those years don't end up being our soulmates. This seemed to be the case for Wilmer and
Christina Milian, because when they were teens, they dated for approximately three months before she one-two-stepped out of his life.
That's right! Wilmer and Christina dated for a short time in 1998. Even though they found out quickly that they were incompatible for one another, we'd be willing to bet that, at the very least, it was a learning experience for both parties involved.
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The following year, Wilmer went on a date with actress
Ariana Richards, and if she doesn't look familiar, it may be because her most well-known role was as the little girl in Jurassic Park.
Although we don't know if Wilmer and Ariana ever went on a second date, Wilmer was just 17 years old at the time, and like we said before, teenage relationships are hard... especially when you're a celebrity. Oh, well!
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If you were a fan of
That '70s show, there's a chance you might've shipped Wilmer and Mila Kunis's characters, Fez and Jackie, onscreen as well as offscreen. Well, if you were one of those people who were rooting for them IRL, rumors did swirl as they were filming the hit sitcom.
Unfortunately, we never got an answer as to whether or not these two actually dated, and in the end, she wound up marrying her other
That '70s Show costar, Ashton Kutcher. Clearly, everything worked the way it was meant to, because now, Mila and Ashton have two beautiful children together.
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Back in 1999, rumors swirled that Wilmer and
Jennifer Love-Hewitt briefly dated. Interestingly enough, the two didn't seem to agree on what constituted as dating because Jennifer completely denied it and Wilmer, well... didn't.
In an interview with
Howard Stern, Wilmer let it slip that Jen was an "eight" in bed. And, considering the fact that she completely denied that anything ever happened, we have to admit... we're still cringing. YIKES!
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Once those JLH relationship rumors died down, Wilmer dated Venezuelan actress
Majadra Delfino from 2000 to 2001. The two reportedly hit it off after meeting at a photoshoot, and this time, the relationship actually lasted a while.
That's right! Wilmer and the
Roswell star dated for around a year before calling it quits. But, not before they attended the ALMA awards together in 2001. Welp, we guess it just wasn't meant to be.
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Soon after his relationship with Majandra came to an end, Wilmer entered into a fairly serious relationship with none other than
Mandy Moore. The couple dated from 2001 to 2002, but in more recent years, things got pretty complicated when Wilmer decided to make some false comments about how he took Mandy's virginity.
According to Mandy, those claims made by Wilmer were downright false, which is
extremely awkward. And although we don't know if these two ever kept in touch prior to those comments, we'd be willing to bet big money that they most definitely don't speak anymore. Wow.
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Mischa Barton is far from an A-list celeb nowadays, back in 2004 she was one of the most talked about celebrities, all thanks to the hit show, The O.C.. That's why, we still can't make total sense of how Wilmer managed to charm her at the time, but somehow, he did.
Like most of the other relationships on this list, Wilmer and Mischa didn't last very long, and seriously,
no one was surprised. Clearly, there were very little (if any) sparks between these two. Onto the next!
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In March 2004, Wilmer moved on to yet another young face in Hollywood:
Lindsay Lohan. Sadly, though, their relationship didn't even last a year. In November of 2004, the two called it quits, and it's safe to say that LiLo was very heartbroken.
An entire decade after Wilmer and Lindsay broke up, Lindsay appeared on
The Ellen DeGeneres Show and mentioned that Wilmer broke her heart all those years ago while she was recording her album, Speak. Even though 10 years had passed, she clearly wasn't over it.
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Hold on, y'all… it's about to get dramatic. In 2005, rumors began to spread that Wilmer moved on from LiLo and began dating
Ashlee Simpson. But, there's a catch. As it turns out, Lindsay was pretty much convinced that Wilmer left her for Ashlee. Yeah... we told you there was drama.
While many people were aware of the rumors that Wilmer and Ashlee were together, it wasn't confirmed that they were ever in a relationship until the following year when he did an interview with
Howard Stern. He told the radio host that Ashlee was a "screamer" in bed. Excuse us?
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Rihanna is one of the most famous musicians in the world, she often gets romantically linked to many different celebs. Well, in March 2009, Wilmer officially made the list.
That's right! Although we're definitely not prepared to say that Wilmer and Bad Gal were in a full-on relaysh, multiple reports
did say that they were, in fact, hooking up. Obviously, this pairing was super random, which, in hindsight, is probably one of the telltale signs that it just wasn't going to work out.
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Avril Lavigne has had her fair share of failed relationships, and her relationship with Wilmer Valderrama is one of them. After her divorce from Deryck Whibley, Avril and Wilmer took a shot at love, but as it turns out, it just wasn't right.
The good news is, after their split, both Wilmer and Avril moved on to some of their most serious relationships ever. Avril went on to date
Brody Jenner and marry (and then divorce) Chad Kroeger and Wilmer spent several years with — you guessed it — Demi Lovato.
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Wilmer and Demi spent six beautiful years together before Demi broke up with him in an effort to gain some independence. The thing is, in Demi's YouTube documentary,
Simply Complicated, which was released last year, she said she never fell out of love with Wilmer, but just needed some time alone.
Most recently, Wilmer showed up at Demi's bedside following her alleged overdose, so clearly, the two still love each other very much. At the moment, we're sure Demi is focusing on herself and her recovery, but we're not ruling out the possibility that these two will rekindle their romance sometime in the future. We mean... they're
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Adriana M. Barraza/WENN.com
In 2012, during a brief split with Demi, Wilmer dated Minka Kelly. Considering the fact that Demi and Wilmer were eventually back on, it's sae to say his time with Minka was short, but alas, it did happen, so it's worth mentioning.
Since they weren't seeing each other for that long, we can't imagine that their relaysh was too serious. However, they did vacay together in Cabo. Soon after, though, they called it quits. Sounds like a vacation gone wrong if you ask us!
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NGL, once Wilmer and Demi broke up, we couldn't imagine who Wilmer would move on to next. Well, in 2017 we got our answer because he began dating model
If that name sounds familiar, it's probably because she's been linked to plenty of other A-list celebs, including
Justin Bieber and Travis Scott. Needless to say, Wilmer and Chantel didn't have quite the same magic as he did with Demi, which is why this was yet another relationship of Wilmer's that didn't quite last. Bummer!