Billie Eilish and Nat Wolff have been hitting the headlines with their budding romance. The couple’s dating buzz first began back in March 2025, when they were spotted leaving an award show together. Following this, in June 2025, the couple was seen sharing a kiss in Venice. After that, they were spotted in several locations together, including at the Grammy Awards.
Billie Eilish and Nat Wolff made their first red-carpet debut recently on May 7, 2026, at the Los Angeles premiere of Eilish’s latest concert film, Billie Eilish – Hit Me Hard and Soft: The Tour (Live in 3D). The couple looked delighted as they arrived alongside each other, making their first red-carpet debut. Well, amid this, let’s have a look at Billie’s beau, Nat Wolff’s dating history, including one of his confessions of feeling weird when he had to attend one of his ex’s weddings.
Nat Wolff’s dating history: His dating buzz with Miranda Cosgrove
Nat Wolff was first speculated to be dating Miranda Cosgrove. The couple’s dating buzz began when they starred together in Miranda’s music video, About You Now. The duo was linked back in 2009. While speculations about their relationship were already up, they didn’t actually ever confirm the same. In 2010, Miranda, in an interview with TigerBeat, revealed that she and Nat were only ‘good friends’.
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However, it was in 2011, when Miranda, during an interview with Seventeen (by PEOPLE), shared that she had been through a tough breakup, which made people wonder if it was Nat with whom she broke up, leading her through the breakup. Miranda never confirmed whether it was Nat, but she did speak about her feelings for her ex, adding:
“We broke up not that long ago. He’s the one guy I really, really liked. People say they have that one person they never forget — I feel like that. Even though we don’t talk too much anymore, he’ll be the one who got away.”
Nat Wolff’s dating buzz with Margaret Qualley
While the exact details about Nat Wolff and Margaret Qualley’s relationship aren’t known. It was reported that the couple met each other at a mutual friend’s party. The couple, following this, were spotted several times with each other, thereby continuing to spark their dating speculations. It was in 2014 when Nat and Margaret reportedly made their first red carpet debut as they attended the premiere of The Fault In Our Stars.
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While the couple was seemingly together for a few months, they reportedly parted ways eventually, as he was referred to as her ex-boyfriend in one of the interviews with British Vogue. It’s not known why Nat and Qualley broke up; however, it seems that they had no bad blood between them, as it was in the same year that they were featured in the film Death Note together.
Nat Wolff’s dating history with Suki Waterhouse
It was in 2015, that Nat Wolff was speculated to be dating Suki Waterhouse. The couple reportedly met at a dinner party, and eventually, they started getting photographed often. Suki and Nat attended The Strokes concert in London, and the following night, the Daily Mail obtained some photos of the actor sneaking out of Suki’s house. Reportedly, they were also seen getting cosy at an after-party of Nat’s movie, Paper Towns. The duo never confirmed being in a relationship with each other, but as reported, they have a deep connection with each other. However, the couple was together for a few months and parted ways after that, as reported by Elle.
Nat Wolff and Bella Thorne
Nat Wolff was also linked to Bella Thorne. If the reports are to be believed, the couple was seen getting cosy during a game night, and following this, they were also spotted hugging each other. The snaps didn’t take enough time to turn into a relationship buzz. To mention, the duo never publicly confirmed being in a relationship with each other.
Nat Wolff’s 4-year-long high-profile dating life with Grace Van Patten
One of Nat Wolff’s most talked about relationship was with Grace Van Patten. Nat and Grace started dating each other in 2017, after they met on the set of their film, Good Posture. It was in the same years that they made their relationship IG official, with Van Patten sharing an adorable birthday post for Wolff. The couple had been together for more than three years, and reportedly, it was in 2021 when they parted ways, for the reasons best known to them. They haven’t made their breakup so much of a public topic; rather, they had a quiet split after they were last spotted back in May 2021.
Nat Wolff had to attend one of his ex-girlfriends’ weddings, and it was ‘weird’
Attending an ex’s wedding isn’t as funny and bold as it sounds, but quite the opposite, and the same happened to Billie Eilish’s beau, Nat. In an interview with Cosmopolitan, Nat Wolff revealed that he had to go to one of his ex’s weddings along with his brother, Alex Wolff. The actor shared that he felt really weird in the first few seconds, but as time passed, he eased a bit and had a whole lot of fun.
Nat added that he and his brother drank, and they were there till the very end. Nat stated that he was the most ‘unhygienic’ one at the wedding of his ex. Yet in another interview on The Drew Barrymore Show, Nat Wolff spoke about the same incident and mentioned that the moment he walked into the wedding, someone addressed him as the ‘ex’ of the bride, and everyone cheered for him. He further mentioned that people generally came to him and asked him whether he was the ‘ex’. Nat Wolff said:
“It was amazing — it was amazing. I got, immediately when I walked in, I had somebody say, ‘Nat Wolff, the ex. An evolved man.’ And they all cheered to me. Throughout the night, a handful of people came up to him and asked, ‘Are you the ex?'”
Photos from: Socials/IG, X
What do you think about Nat Wolff’s dating history?
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