Highlights

  • Lindsay Lohan and Wilmer Valderrama denied dating in 2004, but Lohan's appearance on The Tonight Show revealed their relationship was more than friendship.
  • Lohan and Valderrama went public as a couple in July 2004, celebrating Lohan's eighteenth birthday together.
  • Lohan wrote a song about her breakup with Valderrama, revealing her emotional state at the time and the impact their relationship had on her.

Lindsay Lohan has had her fair share of high-profile romances in her lifetime. From Aaron Carter to Samantha Ronson, Matt Nordgren, and a plethora of other rumored romances, Lohan's personal life was constantly under media scrutiny. There was even speculation that Lohan had a brief romance with Chad Michael Murray, a rumor that was later revealed to be untrue.

There was one relationship that got more attention than others, and that was with Wilmer Valderrama, a man who has managed to amass a $20 million fortune thanks to his time on That '70s Show, among other projects. The speculation that the much older actor and a not-yet-18 Lindsay had a romance under the radar rubbed many the wrong way.

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Before Lohan turned 18 years old, many believed that despite both her and Valderrama's denial of dating, there was more going on than met the eye. Lohan's Jay Leno interview from 2004 revealed a troubling detail about her relationship with Valderrama around that time.

Lindsay Lohan Denied That She Was Dating Wilmer Valderrama In 2004 When She Was 17 Years Old

Lindsay Lohan and Wilmer Valderrama denied having anything other than a friendship in 2004

Lindsay Lohan went on the Tonight Show with Jay Leno in 2004 to promote Mean Girls. However, before the film could even be discussed, Leno delved into what the audience really wanted to know about.

What the audience wanted to know was whether Lohan was dating Valderrama. An admission of dating Valderrama would not be acceptable, given that Lohan was only 17 years old. But given the discussion, Lohan did all but say the words that she and Valderrama were dating in 2004.

"I hear you like the party," Leno stated. "Is that true?"

"I'm 17. I think that's normal for 17," Lohan explained. "I'm going to be 18 in less than a month. It's fun to go out."

"And are you still seeing the guy from The 70s Show?" Leno asked.

Jay Leno Lindsay Lohan Wilmer Valderrama
TheThings/Instar/IMDb

"We're friends," Lohan replied.

"Oh, friends," Leno said. "You're not like dating or anything?"

After a long pause and a smirk on Lohan's face, Leno stated," That means yes."

"No. Jay, it's not legal," Lohan said. "He's 24."

"Let's get him thrown in jail," Leno said. "What do I care?"

Lohan replied, "No. We're very good friends. He's a dear friend to me. I care for him very much."

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"So you'll be 18 in a month...," Leno said.

Lohan interrupted and said, "So I'll just come back on the show when I'm 18. We'll see where things are at with everything."

"Yeah," Leno said. "That'd be perfect."

It was clear that while Lohan and Valderrama were not public with their relationship, there was something between the two of them. Just what that was would finally become clear in the month after the Tonight Show appearance, when Lohan and Valderrama made their first appearance together as a couple.

Lindsay Lohan And Wilmer Valderrama Came Out As A Couple Months Later

Lindsay Lohan and Wilmer Valderrama were a couple on Lohan's eighteenth birthday

In July 2004, Lohan and Valderrama made headlines when the two were spotted at a club in Los Angeles to celebrate Lohan's eighteenth birthday. Instead of remaining friendly with one another, Valderrama and Lohan took things to the next level. The two were reportedly dancing and kissing the night away, closing down the club at 3:00 AM. Lohan was "smitten."

"He’s a great guy," Lohan explained. "Seriously, I think he’s one of the best guys any girl could be with. He’s really sweet. It’s very fun."

Wilder Valderrama and Lindsay Lohan on the red carpet
via Instar

A source close to Lohan shared that despite the relationship was just weeks old, Lohan was "really into" Valderrama and the fact that he was older than her.

"She’s really into him," the source stated. "She seems really smitten and enamored of the fact that he is (six years) older. … He’s a little more reserved."

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The age difference between Valderrama and Lohan did not seem to bother either star. In fact, it seemed to attract Lohan to Valderrama even more. Lindsay and Wilmer even starred on That 70s Show as a couple. Comments like this left few questioning that Lohan and Valderrama were closer than what was expressed before Lohan turned 18.

However, the romance would not last. As after all the scrutiny and the dodging of questions that Lohan and Valderrama dealt with when Lohan was 17, the couple broke up just a few months later.

Lindsay Lohan Wrote A Song About Wilmer Valderrama After They Broke Up

Lindsay Lohan was more upset about her breakup with Wilmer Valderrama than she let on in 2004

By November 2004, Lohan and Valderrama were living together. It was also at this time that it was announced that the two had broken up, although it was reportedly friendly. However, this may not have been exactly true. A fact that came to light years after Lohan admitted the meaning behind her song, "Over."

At the time of Lindsay and Wilmer's breakup, there was not much information being given to the media.

Both reps for Valderrama and Lohan were working overtime to respond to requests for details about what happened between the two stars.

Lindsay Lohan in Paris
via Instar

"She's totally fine," Lohan's rep, Leslie Sloane Zelnick stated. "She is working on her film, shooting some magazine covers and preparing for her appearances on all major New York shows for her album."

Valderrama's rep, Heidi Slan confirmed the split. She went on to assure the press that Valderrama and Lohan were "still friends."

This was where the conversation was left to lie in 2004.

A decade after Lohan and Valderrama broke up, Lohan appeared on The Ellen DeGeneres Show. At that time, she went into why her singing career did not go in the direction she wanted it to. Lohan also discussed the song "Over," a song that Lohan wrote about Valderrama.

"I didn't really do much promotion for it," Lohan explained about her debut album. "I love music. Music is a huge part of my life, just in general."

Lohan went on to say, "I was really nervous that day I remember...That was a really emotional song...I'd just broken up with someone."

"Who?" DeGeneres asked.

"It was Wilmer...I was really upset, and that song I had written like the day after and we were still living together," Lohan stated. "I sang it in his house. Tortured him just recording the song so loud in his house… And I was filming [Herbie Fully Loaded] at the same time...there was a lot going on."

Clearly, the breakup was rough on Lohan. Just who wanted to end things has never been discussed. However, based on the fact that Lohan was devastated and Valderrama would go on to date Ashley Simpson a short time later, many have speculated that Valderrama ended the relationship.

While the relationship was under a lot of media scrutiny at the time, both Lohan and Valderrama have moved on from it. Lohan with her marriage to Bader Shamas and their baby boy and Valderrama with his engagement to Amanda Pacheco and their baby girl, showing that it was for the best that the two broke up when they did.