Entertainment Movies Chris Pine's Dating History: From Annabelle Wallis to Olivia Munn The 'Poolman' director split from Annabelle Wallis in March 2022 By Sophie Dodd Sophie Dodd Sophie Dodd is a freelance writer for PEOPLE. She previously worked as an editorial assistant at PEOPLE from 2018 to 2022. People Editorial Guidelines Updated on April 25, 2024 09:31PM EDT Close Photo: Ernesto Ruscio/Getty Chris Pine is known best for his roles in Star Trek and Don't Worry Darling, along with both acting in and directing Poolman. But throughout his career, his romantic relationships have also made headlines. Among his leading ladies are several famous faces, including Zoë Kravitz and Olivia Munn, though he has preferred to keep that part of his life as private as possible. In a January 2014 interview with The Hollywood Reporter, he said that his relationships are "something I don't really want to talk about." Most recently, Pine was linked to a mystery brunette while on vacation in Sardinia in August 2023. The two were photographed boating together, as well as swimming in the ocean as she put her arms around his neck. From his brief romance with Audrina Patridge to the long term relationship with Annabelle Wallis that ended in 2022, here's everything to know about Chris Pine's dating history. Annabelle Wallis Stefanie Keenan/Getty ; George Pimentel/WireImage Pine's romance with Wallis first made headlines in March 2018, when they were spotted together at London's Heathrow Airport. The following month, they were seen at a dinner event in Malibu, California. The pair confirmed their romance that summer, holding hands during a romantic stroll in London in July and vacationing on a yacht in Italy with Pine's parents in August. Over the course of their relationship, the actors stayed largely out of the spotlight, avoiding red carpet appearances together. A model and actress, Wallis is best known for her roles in The Mummy and Peaky Blinders. After four years of dating, however, the Wonder Woman actor and the Malignant actress split in March 2022, PEOPLE confirmed. Sofia Boutella David M. Benett/Dave Benett/Getty Pine and his Star Trek Beyond costar Sofia Boutella first hinted at a romantic relationship in September 2016, when Boutella showed support for Pine at the premiere of his Oscar-nominated film Hell or High Water. "With this special special human dear to me at Hell Or High Water London premiere," she captioned a black-and-white photo of them. "So proud of him!" In April 2017, a source told PEOPLE that the pair attended the NYLON Midnight Garden party together at Coachella with Pine's close pals Patrick J. Adams and Troian Bellisario. Another source said Pine was acting "chivalrous" with Boutella and added that the two were "flirty" throughout the event. But despite the affectionate sighting, their relationship was never confirmed. An insider also told PEOPLE that the costars were "friends but not dating" at the time. Vail Bloom Alberto E. Rodriguez/Getty ; Chelsea Lauren/WireImage In May 2015, Pine was spotted with TV actress Vail Bloom, who is best known for her turn as Heather Stevens on The Young and the Restless, for which she earned a Daytime Emmy nomination. The pair were seen cuddling up during a romantic lunch date in Hollywood and were photographed sharing a kiss al fresco. Afterward, they were spotted taking a stroll and shopping around town together. Pine's rep didn't comment on the pair's relationship status at the time. Zoë Kravitz BILLY FARRELL/Patrick McMullan Before stepping out with Bloom, Pine was linked to Batwoman actress Zoë Kravitz. The pair were first seen side-by-side in September 2014 at a Coldplay concert. A few months later, they spent the evening partying at Tao Nightclub during the Sundance Film Festival. The actors were last seen out together at a pre-Oscar dinner party at Madeo restaurant in Beverly Hills, California, where the duo were photographed arriving together. Iris Björk Jéhannesdéttir David M. Benett/Getty Pine also dated Icelandic model Iris Björk Jéhannesdéttir. The couple shared a kiss during a romantic getaway to Paris in November 2013, as seen in photos published by Daily Mail. Two months later, they were spotted in LAX airport. The couple were linked until early 2015, PEOPLE previously reported. Amanda Frances Keith Tsuji/Getty The actor had a brief romance with model Amanda Frances before dating Jéhannesdéttir. Pine and Frances were photographed holding hands and walking to a car together in 2013. Dominique Piek Ian Gavan/WireImage The actor and South African model Dominique Piek dated for two years, from September 2011 until spring 2013. Pine even made a rare red carpet appearance with his girlfriend, marking their official debut as a couple at the 2012 Cannes Film Festival. Olivia Munn Bryan Bedder/WireImage ; Paul Drinkwater/NBCU Photo Bank/NBCUniversal In 2010, Pine entered into a romance with another high-profile star, Olivia Munn. He briefly dated the X-Men: Apocalypse star and kept their months-long romance private. While the pair never officially confirmed their relationship, they were photographed together on a handful of occasions, including a dinner date in January 2010. The same month, the pair enjoyed a "playful" night out at The Woods in Los Angeles. "They looked like they were having a lot of fun," an onlooker told PEOPLE. "They were really playful, and it seemed like they couldn't stop touching each other." Audrina Patridge Franziska Krug/Getty ; Jon Kopaloff/FilmMagic During a May 2021 appearance on the Hollywood Raw podcast, The Hills alum revealed that she and Pine briefly dated in 2009 after meeting him at the ShoWest Awards, where she was being honored with her Sorority Row castmates for the horror film. "[Chris] came up to me and introduced himself to me and gave me his number," the reality star shared, admitting that she didn't know who the Just My Luck star was at the time. "And all the girls were kicking me under the table like, 'Oh, my God. You don't know who that is?' I'm like, 'No.' They're like, 'That's Chris Pine.' I was like, 'Oh, he's hot,' " she said. In her 2022 memoir, Choices: To the Hills and Back Again, she shared more details, revealing that Pine first told her "that he'd seen me onstage and thought that I was really beautiful. He asked if he could take me out sometime." After going out "more than a few times," the pair's lifestyles began to clash. "He didn't like the whole paparazzi side of it. That was my life, was going out and I was followed by paparazzi," she wrote. "So being on The Hills, our lives completely opposite and just so different with my lifestyle and filming." Patridge continued: "He was more a real actor, theater actor and loved to read books and jazz music and didn't really like to go out to clubs or anything like that."