Jessica Simpson's High Profile Dating History

Even though Jessica Simpson got her fairytale ending and is happily married to Eric Johnson, she had to kiss a lot of frogs along the way. Don’t feel too sorry for her, those “frogs” were hotties which were rumored to include Adam Levine, Justin Timberlake and John Mayer! The actress and fashion mogul’s high profile dating history shows us that she doesn’t really have a specific type — something she has touched upon in her new memoir, Open Book. Simpson confessed that she is attracted to men emotionally more than physically.

More: 10 Surprising Revelations from Jessica Simpson’s Memoir Open Book

From her first celebrity crush, Supernatural’s Jensen Ackles, to her highly publicized marriage to Nick Lachey and her rumored hook-ups with Levine and Johnny Knoxville, Simpson jumps headfirst into her relationships. Although many of her relationships are paparazzi magnets — such as when she dated John Mayer or Tony Romo — you may be surprised by some celebs she reportedly secretly dated, including Jeremy Renner and Smashing Pumpkins’ Billy Corgan.

More: The Top 12 Celebrity Rebounds No One Saw Coming

From Adam Levine to JT, check out Jessica Simpson’s 12 hottest hookups!

One of Simpson’s first romances was with Supernatural star Jensen Ackles. The couple, seen here at the Teen People launch of Planet Hollywood in 1998, dated briefly before claims he cheated on her with LeAnn Rimes, says Contact Music. Simpson spilled the beans about her relationship and his alledged cheating on an episode of Newlyweds.

Rimes denied the accusations, says Contact Music. “We were friends, but there was no real dating. He's a great guy, but there was no cheating."

Simpson met 98 degrees singer Nick Lachey at a Christmas party in 1998, and the two hit it off immediately. They got married in 2002 with Simpson saying in her memoir she was a virgin until they tied the knot. Fans got to follow along during much of their married life as they appeared on MTV’s Newlyweds for three seasons.

The couple divorced in 2006. Simpson wrote in her memoir, Open Book, that the last time she saw him they slept together.

“I was numb, just blank. How do you react when you find out you have apparently hurt someone so deeply that they feel entitled to such actions?,” she wrote. “I felt manipulated into some revenge fantasy, but I had put myself in this situation. I didn’t know any other way to make it better, so I slept with him.”

She wrote that she knew that was the end of their relationship. “He didn’t stay the night. I was relieved because I could feel his hate. The whole situation was very dark. When he walked out the door, I knew I would never see him again.”

While she was still married to Lachey, there were rumors that Simpson  cheated on him with Maroon 5’s Adam Levine in 2004, says Us Weekly.

"I don't know if there were other men. But if she did cheat, it was the result of something bigger, not the reason we didn't work," Lachey told Rolling Stone.

Neither Simpson nor Levine have commented on their rumored hookup.

Jackass star Bam Margera told Howard Stern on his Sirius XM show that he and Simpson slept together when she was still married to Lachey. In fact, he remembered the exact date of April 11, 2005.

He said that she took him to her parents’ home in Encino, California while they were out of town.

"We were just drinking margaritas and stuff, and you know, from there …" he said.

He went on to say she looked “good” naked and they have only slept together that one time.

"It was when her parents were away and Nick was away. It's not a secret."

It’s certainly not a secret now!

Simpson has not commented on his claims that they hooked up.

Margera isn’t the only Jackass star that Simpson was involved with, at least on an emotional level! Simpson wrote in her memoir, Open Book, that she and Knoxville had an emotional affair while filming Dukes of Hazzard. At the time she was still married to Lachey, and he was married as well. She denied cheating with Knoxville.

"First off, we were both married, so this wasn't going to get physical. But to me, an emotional affair was worse than a physical one,” she wrote. “It's funny, I know, because I had placed such an emphasis on sex by not having it before marriage. After I actually had sex, I understood that the emotional part was what mattered ... Johnny and I had that, which seemed far more of a betrayal to my marriage than sex."

“I could share my deepest authentic thoughts with him, and he didn't roll his eyes at me. He actually liked that I was smart and embraced my vulnerabilities," she continued. "He believed in me and made me feel I could do anything."

While making an appearance on Jimmy Kimmel Live, Simpson said she and Justin Timberlake had a little smooch session, but it didn’t end well!

“After my divorce and he was out of a relationship, he was over at my house and we shared a nostalgic kiss. But I thought, Oh, this is interesting," she revealed on the talk show. "And he took his phone out and started typing. And I was like, 'Okay, I hope that's not another girl. Like, did I stick my tongue out too much or, you know?'"

"Apparently, him and Ryan Gosling had a bet on who would kiss me first when they were 12 years old. And so, he texted Ryan and said he won the bet. And I was like, 'Oh, okay. Um. So we don't kiss again. That's done.'"

2006 was a busy year for Simpson, as she reportedly also hooked up with her Employee of the Month costar, Dane Cook, says OK! Magazine.

Dane went on Andy Cohen’s Watch What Happens Live and made a comment about Simpson being dumb years after their rumored relationship had ended, and Simpson reportedly didn’t take his comment well.

“Jess has a pretty thick skin, but one thing that sets her off is when people insult her intelligence,” a source told OK! Magazine. “She thinks Dane is so tacky and although she isn’t surprised he’d stoop to something so cheap and degrading, it still makes her mad.”

“Jessica says it’s sad that Dane is obviously still sore about her all these years later,” the source continued. “He was without doubt the most egotistical, controlling guy she’s ever dated.”

Simpson dated singer John Mayer for about a year in 2007, and she revealed a lot about their relationship in her new memoir.

“We were great at loving each other. That was easy, but the relationship was very complex,” she wrote. She added that they broke up and got back together nine times!

She claimed that Mayer was “obsessed with me, sexually and emotionally,” but she said the anxiety of being in a relationship with him drove her to drink.

“He'd dump me, then come back saying he had discovered he loved me after all. I always saw it as him mercifully taking me in from the cold. Every time John returned, I thought it was a continuation of a love story, while my friends saw a guy coming back for sex with some foolish girl,” she wrote.

“I constantly worried that I wasn’t smart enough for him,” she said, revealing that is when she started “relying on alcohol to mask my nerves.”

Mayer gave that now infamous interview to Playboy in 2010 in which he said, “That girl, for me, is a drug. And drugs aren’t good for you if you do lots of them. Yeah, that girl is like crack cocaine to me. Sexually it was crazy. That’s all I’ll say. It was like napalm, sexual napalm.”

Those comments didn’t sit well with Simpson.

"I didn't accept his apology,” she said. “I deleted all his contact information from my phone. I was done with this man in a way I never thought was possible. When he reached out to me, I changed my number and changed my email. Delete."

Simpson began dating Dallas Quarterback Tony Romo in 2007, and the two seemed like the perfect couple. They dated for two years before calling it quits.

Simpson blames Mayer for ending her relationship with Romo, writing in her memoir that Mayer sent her a text around her birthday, and Romo saw it.

"Tony confronted me with it immediately," she said. "I hadn't cheated on Tony at all.”

Regardless, he “broke up with me right there.”

Simpson briefly dated Smashing Pumpkins frontman Billy Corgan in 2009.

“She asked me to help her out on the theme song for her new TV show,” Corgan said in an interview, referring to the VH1 show The Price of Beauty.

Although Corgan gave a very vague response when pressed further about their relationship status,

“The stuff that I've seen doesn't have any bearing to the reality that I'm in. It's like being in a cartoon. It has nothing to do with what's really going on or how I feel."

Simpson and Avengers: Endgame star Jeremy Renner reportedly briefly dated in 2010, but neither confirmed the relationship despite the fact that they were spotted out together several times.

Renner reportedly stopped calling her, says Us Weekly. She stopped by his house to talk to him about it, and another woman was there.

A source told RadarOnline.com in 2010 that the relationship was “just for publicity,” and the two were never officially an item. Neither Simpson nor Renner have commented on their relationship.

Simpson appears to have gotten her fairytale ending with Eric Johnson. She began dating the former NFL player in 2010, and they were engaged just six months later.

They welcomed their daughter Maxwell in 2012, followed by their son Ace in 2013 before finally getting married in 2014. They welcomed their third child — a daughter named Birdie — in 2019.

“With Eric, we connect mind, body, soul,” Simpson said. “It’s a very spiritual experience … I call him my sexual shaman.”