One kiss is all it takes for tabloids to spiral into full-on detective mode. And hey, who are we to break the tradition? So, like any self-respecting pop culture stalker, we’re diving headfirst into the juicy chaos surrounding Billie Eilish and Nat Wolff. The duo was recently spotted sharing a kiss in Italy, and now the rumor mill is working overtime.
Are they dating? Are they in a situationship? Is it a publicity stunt? So many questions, so few answers. Billie Eilish and Nat Wolff haven’t said a word about their make-out moment yet, but that hasn’t stopped fans (and us, too) from obsessively decoding every detail. So let’s take a look at the pair’s relationship.
Billie Eilish and Nat Wolff bonded over Tourette’s Syndrome
You might wonder what brought Billie Eilish and Nat Wolff close. Turns out, it’s not a red carpet moment or a viral TikTok duet, but something far more real—Tourette syndrome. Apparently, Wolff and his younger brother Alex both live with the same condition, and before Eilish ever confirmed her diagnosis, the Wolff brothers kind of just knew (via People).
They had seen the signs, they had felt the familiarity. And when the Grammy winner finally opened up about it, it wasn’t just a moment of awareness—it was the beginning of a genuine bond among the trio, rooted in shared experiences. And that’s how the 30-year-old actor came close to Eilish, through his younger brother, Alex.
Meanwhile, the Bad Guy singer first publicly spoke about her Tourette’s in 2018, after a compilation video of her physical tics started circulating online. She hopped on Instagram to set the record straight by sharing a story, where she admitted she never wanted her diagnosis to define her (via Billboard).
I’ve never mentioned [my Tourette Syndrome] on the internet because nobody thinks I’m deadass. As well as the fact I’ve just never wanted people to think of tourettes every time they think of me.
Later on, during her appearance on David Letterman’s series My Next Guest Needs No Introduction, the singer told the host that she had always embraced her condition, but eventually learned to make peace with it. Diagnosed at 11, Eilish informed her fans how she now feels “pretty confident in it” (via ABC News).
And guess what? That self-acceptance didn’t just help Eilish—it brought people like Wolff into her life, proving that sometimes the most unexpected parts of us lead to the most meaningful connections. Therefore, in a world full of glitz and glam, it was this honest, human connection that quietly pulled the two musicians into each other’s lives.
Billie Eilish and Nat Wolff turned up the heat: Their relationship timeline
March 2023
Before Nat Wolff even entered the picture, it was his brother Alex Wolff who made the first connection with the Grammy winner. Turns out, the 27-year-old met Billie Eilish at an Oscar afterparty, where they spoke about neurological quirks. Yup, Wolff told Variety that when he met Eilish, they immediately bonded over having Tourette’s syndrome.
Billie and me and my brother, we all have Tourette’s. And I think we all have bonded over that. Even when I saw Billie on interviews, I said, ‘Oh, she’s one of us.’
And if there’s anything Hollywood loves, it’s bonding over something real at superficial events. It might’ve started as a casual chat, but this low-key moment kind of set the foundation for what seems to have become everyone’s favorite soft-launch romance (we’re still speculating).
December 2023
Fast forward to the glitzy 2023 Academy Museum Gala in Los Angeles, where Billie Eilish and Nat Wolff finally meet in person. And it turns out, much like his brother, the 30-year-old star instantly connected with the singer over their shared experience with Tourette’s (via Harper’s Bazaar).
Months later, Nat Wolff confirmed during an interview that it wasn’t just his brother vibing with her; he also clicked with Eilish during their first official conversation. And no, even if you’re dying for the duo to get together already, sparks weren’t flying between them back in December 2023. They were still just friends.
April 2024
Nothing says “we’re getting closer” like a group trip to Coachella. So, when Billie Eilish and the Wolff brothers went full influencer mode at the music festival, and even documented their experience through Instagram posts that screamed “bestie vibes”, fans secretly saw more.
It was giving the ultimate Kissing Booth energy for Eilish—vibing as best friends with the younger brother, while secretly falling for the elder bro. From retro images to blurry concert videos, the Wolff brothers’ Instagram post left the internet abuzz with speculation.
Sure, it was just three friends enjoying the chaos of Coachella—but it was looking like the ultimate rom-com plot, hinting at the inception of a new musical power couple.
June 2024
Well, well, well. Things started getting serious. Billie Eilish dropped her music video for CHIHIRO, and guess who appeared running through cinematic hallways with her, in oversized streetwear? That’s right—Nat Wolff. Going from connecting over Tourette’s to grooving at Coachella, the duo started dropping artsy vibes.
As Wolff and Eilish appeared in their matching fits, their chemistry immediately popped on screen, sending fans wild over their dynamic. Soon, people began wondering if it was just great acting or if there was something actually unfolding behind the scenes, based on the way they moved together.
September 2024
Guess what? After Coachella 2024, things started heating up fast for Eilish and Wolff. From starring in her music video to accompanying the singer on her Hit Me Hard and Soft tour, the duo seemingly got close.
Turns out, while Billie Eilish was gearing up for her Hit Me Hard and Soft tour, Nat and Alex Wolff joined her as opening acts. That’s right—the 30-year-old, alongside his brother, went on the road with the Grammy winner (via Cosmopolitan). Sharing stages, green rooms, and probably post-show snacks, the duo then sparked romance speculation.
Come on, after watching them grow close over the years and make repeated public appearances, it was only obvious for fans to start whispering, tweeting, and even theorizing about a behind-the-scenes romance. After all, it’s quite common for people to gain feelings when you’re sharing that much space (and spotlight) together. So yeah, this is when people started reading between the lines.
October 2024
Guess what? Even though the duo tried to keep things low-key and shrug off their budding romance as just friendship, Nat Wolff bombarded fans with his October 2024 interview with Vogue, where he practically wrote Eilish a love letter in quote form.
Yes, the actor/singer, famously known for his appearance in The Fault in Our Stars, openly gushed about the 23-year-old and praised her for being “better than everyone else at everything”. Not just that, Wolff also narrated a story about Eilish riding a horse so well that the trainer said she could go to the Olympics.
She’s one of those people where almost everything she does, she does better than everyone else. She’s like, ‘Come see me ride my horse,’ and the teacher says, ‘You know, if she put all her energy into it, she could go to the Olympics.’ You just have to kind of submit to the fact that she’s going to be better than everyone else at everything.
Fans couldn’t help but swoon at his admiration for the Lovely singer. Whether it’s romantic or not, the man clearly seemed to have a major soft spot for her, and the internet noticed.
March 2025
Let’s fast forward to a cold spring night in Manhattan. Because that’s when Billie Eilish and Nat Wolff were spotted leaving the iHeart Music Awards and then hitting up a play at the Lucille Lortel Theater before going bar-hopping in the East Village, call it a date? After all, this time Alex Wolff wasn’t with the duo as a third wheel.
And guess what? A few days later, sources tell Page Six that they’re “just close friends” and that “Billie is affectionate with all of her friends”. Sure. Because we all have platonic pals whom we take on cozy date nights in NYC. Major sus, major side-eye.
June 2025
BAM! Paparazzi gold. Billie Eilish and Nat Wolff are spotted on a balcony in Venice, Italy, kissing. Like, actual smooching, with a glass of champagne, standing on the balcony, and zero attempts to hide it. So much for sources trying to hide it.
The PDA-packed photos leaked by DeuxMoi on June 8 are what sent the fandom (and the press) into a frenzy. Suddenly, those “just friends”, “platonic pals” comments felt like a distant memory. Whether it was a soft launch, a hard launch, or just two people vibing in Italy, one thing is clear: the Billie-Nat ship is officially sailing.
Billie Eilish and Nat Wolff’s dating history
Now that Billie Eilish and Nat Wolff are making fans go gaga over their liplock, let’s take a look at their respective relationship history.
It turns out that, even though Eilish keeps things mysterious and extremely private, tabloids have pieced together a list of her reported (and confirmed) exes. From Brandon Quintin Adams to 2 Little Monsters actor Matthew Tyler Vorce, The Neighbourhood singer Jesse Rutherford, and internet star Quenlin Blackwell, the 23-year-old has made some striking romantic headlines in the past (via Elle).
Meanwhile, let’s not forget—Nat Wolff has been around Hollywood since he was a kid, so he has had his share of high-profile romances too. From iCarly queen Miranda Cosgrove, to Margaret Qualley, Suki Waterhouse, Bella Thorne, and Grace Van Patten, Wolff’s romantic history has been a whole Netflix teen drama (via Popsugar).
But at this point, we’re only shipping Billie Eilish with Nat Wolff, despite their lengthy romantic past. Even though neither of them nor their reps have publicly confirmed the relationship, their history, chemistry, and now their Italian balcony moment all seem to have convinced fans that they’re more than “just friends.”
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