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Adam Brody and Rachel Bilson ; Hayden Christensen and Rachel Bilson

Rachel Bilsonhas had some famous flings.

The actress, who’s most well-known for her work on television series likeThe O.C.andHart of Dixie, famously dated costarAdam Brodyon and off-screen throughoutThe O.C.’s run. But her longest relationship was withHayden Christensen, whom she met on the set of their 2008 filmJumperand dated for nearly 10 years. The two welcomed their daughter,Briar Rose, in 2014.

Since their split in 2017, Bilson has been linked toBachelorstarNick ViallandSaturday Night LivealumBill Hader. Most recently, she revealed she’s"not" singlemore than two years after her split with Hader.

Bilson has been open about her up-and-down dating life. In March 2023, she and comedianWhitney Cummingsbonded over not having an orgasm from penetrative sex until they were older.

“It didn’t happen for meuntil I was about 38,” Bilson admitted. “Isn’t that crazy?”

OnThe Viall Filespodcast, Bilson clarified that her inability to orgasm had nothing to do with a particular former partner.

“Apparently, there were certain names brought up in both regards, and I’m not okay with that because it has nothing to do with that,” she told Viall. “Nobody was involved other than myself. It was all about me. It’s all about knowing my own body and my own self.”

From Adam Brody to Bill Hader, here’s a look back at Rachel Bilson’s dating history.

Adam Brody

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Adam Brody and Rachel Bilson attend Afterparty for the MARC JACOBS Fall 2006 Fashion Show at 24 Fifth Ave on February 6, 2006 in New York City

Bilson’s first public relationship was famously with herO.C.costar Adam Brody, whom she met while filming season 1 of the drama. The two, who played on-screen couple Summer and Seth, dated for three years, even adopting a pitbull terrier together named Penny Lane.

“We always have a lot to talk about, and wetell each other everything,” Bilson toldTeen Peopleabout their relationship in April 2006. “I feel like I have everything now — the dog, the house, the job and him. I can’t ask for anything more!”

Ultimately, the couplecalled it quitslater that year, right before the premiere of the series' fourth and final season. At the time, a source told PEOPLE they had a “typical romance” and “just grew apart.”

“They’ve been on and off for a while now,” the insider added.

In 2021, theHart of Dixiealum told PEOPLE she’s only spoken to Brody a few times since the show has wrapped: Once when theyran into each otherat the airport in 2019, and another time when Brody made aguest appearance on Bilson’s podcast,Welcome to the OC, Bitches!. But Bilson has admitted she’s appreciative of her young love.

“Because of what the show was and how young we all were, going through it with someoneexperiencing the same thingand having that kind of support was really awesome,” Bilson told NYLON in 2021. “I’m actually grateful that I did have it.”

Hayden Christensen

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Glacier Films Launch Party Hosted By Hayden C And Michael Saylor Aboard The Yacht Harle - The 66th Annual Cannes Film Festival

After her split with Brody, Bilson got together withStar Warsstar Hayden Christensen, whom she met on the set of their 2008 thrillerJumper. The twogot engagedlater that year, with a source telling PEOPLE at the time that Bilson appeared to be “thrilled beyond belief.”

The couple broke up in 2010 due to long distance, but reconciled later that year. And, according to theAccusedstar, they were closer than ever.

“I’m areally good girlfriend— I always put all that first in my life,” Bilson said in a 2013 interview withCosmopolitan. “I’m definitely the person who would make him his favorite dinner to come home to. I love to cook, so we make dinner at home a lot and watch movies.”

The couple welcomed daughterBriar Rosein 2014. According to Christensen, their daughter’s name came from a pretty magical place.

“There’s a Disney reference there, I suppose,” he said on Hallmark Channel’sHome & Family.“Theoriginal Sleeping Beautyis called Briar Rose. We both love all things Disney — but Rachel especially was very keen on the name.”

Bilson and Christensensplit for goodin 2017 after nearly 10 years together. A source close to the actress told PEOPLE thatpersonality conflictsplayed a role in the breakup, saying, “Rachel is very outgoing and her friends are very important to her. Hayden is the opposite. He can be very antisocial.”

The former couple remain dedicated coparents, with Bilson sharing that"communication is key"to the relationship.

“Luckily [my daughter’s] dad is prettyhardcore with [COVID restrictions],” she said of raising her daughter during the pandemic. “But you have to trust each other and you are bubbled up. It’s also nice because she’s had the opportunity to have another house to go and not be stuck in our house the entire time, so I’m grateful for that and we’ve just handled it. Survival mode.”

Nick Viall

Nick Viall/Instagram

Rachel Bilson and Nick Viall:

“I’m not reallydefining any relationshipsthese days,” he told PEOPLE. “But I do think she has a great Instagram and it is very easy to comment on her content.”

Later, Viall confirmed the two haddinner together— although he noted that “her friends were there too … a bunch of people.”

When Bilson laterconfirmed her relationshipwith Bill Hader at the 2020 Golden Globes, Viall wrote on Instagram, “He’sno Nick Viallbut he’ll do,” adding, “It makes it easier since I’m such aBarryfan.”

Bill Hader

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NBC’s “77th Annual Golden Globe Awards

“They spend a lot of time together and itseems like a serious relationship,” a source told PEOPLE in February 2020. “She won’t stop laughing when she’s with Bill. He is very sweet and considerate to her. Quick to open doors and acts very attentive.”

The twosplit just six months after going publicin July 2020. And, according to Bilson, the breakup was especially devastating since it happened during the COVID-19 pandemic.

“I could not leave my house, you know what I mean? I had nothing else to do but sit in it, and deal with it and feel it,” Bilson said on a 2022 episode of herBroad Ideaspodcast. “It was probably the hardest thing I’ve ever done⁠.Harder than childbirth.”

In a later episode of the podcast, Bilson joked about Hader’s manhood, revealing after the split, she missed his"big d—“the most.

source: people.com