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Nat Wolff’s Dating History: From Miranda Cosgrove to Rumors With Billie Eilish

  • June 9, 2025
  • 6 minute read
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From his early days as a Nickelodeon heartthrob to his current status as an indie dreamboat, Nat Wolff has quietly crafted an impressive career filled with films, music, and, surprisingly, a trail of intriguing romantic connections. Though he may not flood the tabloids like some of Hollywood’s biggest stars, his dating history reads like a curated guest list of the industry’s coolest names. Now, as whispers mingle with paparazzi flashes, one question remains: Who has Nat Wolff truly shared both the spotlight and the sparks with?

From music videos to movie sets, and most recently, a Venetian balcony, Nat Wolff’s love life has kept fans guessing. Here is the list of rumored romances, flings, and low-key Hollywood sparks.

Miranda Cosgrove

Back in 2009

, fans swore something romantic was brewing when Nat Wolff starred in Miranda Cosgrove’s ‘About You Now’ music video.

Their chemistry felt too natural to be scripted, and the fandom was all in. However, neither ever confirmed anything

, and the rumored romance became one of those internet mysteries that linger without answers. Still, for a generation of Nickelodeon kids, it felt like a crossover event destined for more.

While Miranda and Nat Wolff’s love story stayed in the realm of Nickelodeon lore, his next chapter brought paparazzi flashes, Big Apple lunch dates, and an actress with prestige TV in her bloodline.

Margaret Qualley

In 2016, Nat Wolff and Margaret Qualley turned heads after being spotted at a New York lunch and various events.

Their public outings looked casual but undeniably close—cue internet sleuths dissecting body language. Though the pair never made it official

, their friendship stayed intact. Qualley, who shines in both indie darlings and award-season hits

, remains one of Wolff’s most quietly captivating chapters, a romance that fizzled without any public fallout.

As Qualley floated into award-season glory, Wolff’s love life took a glossier turn, with a model-actress hybrid whose after-party vibes and Brit-chic charm stirred rumors over champagne and Paper Towns

credits.

Suki Waterhouse

In 2015, Nat Wolff was linked to British model and actress Suki Waterhouse after the two reportedly met at a dinner party.

The rumor mill kicked into high gear after they were seen getting close at a Paper Towns

after-party.

No Instagram posts or love declarations followed, but fans were convinced the vibes were real. Waterhouse, now engaged to Robert Pattinson, added Wolff to her short list of captivating maybe-flings.

Once the confetti cleared from that fashion-forward fling, Nat Wolff 

found himself in courtside lighting with someone who traded Disney sparkle for controversy, music videos, and the occasional viral clapback.

Bella Thorne

Nothing says “maybe dating

” in Hollywood like sitting courtside at a Lakers game, and that is exactly what Bella Thorne and Nat Wolff did in 2015

. Their flirty energy and cozy banter fueled headlines, though they never confirmed anything.

The spark was brief, but the sighting alone added a splash of teen drama to Wolff’s dating history. Thorne has since dominated headlines with her entrepreneurial moves, but Wolff remained a fun footnote.

As the Bella Thorne buzz faded, Nat Wolff’s next rumored spark ditched the Hollywood hype for indie film sets, subtle smiles, and a co-star whose quiet elegance left critics and fans equally intrigued.

Grace Van Patten

Sparks flew on the set of Good Posture

in 2017

, where Nat Wolff and Grace Van Patten reportedly took their on-screen connection off-screen.

The two were frequently seen at film premieres and fashion events, radiating low-key couple energy. 

Though their relationship eventually ended, it appeared to end amicably. Patten, with her impressive film lineage and quiet star power, added a layer of art-house romance to Wolff’s increasingly eclectic love story.

Just when the indie love story seemed complete, enter Gen Z alt-pop queen Billie Eilish

, a viral kiss in Venice, and a romance that brought the internet to its knees—like a chart-topping ballad you never saw coming.

Billie Eilish

Whispers turned into full-blown screams when Nat Wolff was spotted with Billie Eilish during her ‘Hit Me Hard and Soft’ tour.

While Wolff and his brother opened the shows, the real duet happened off-stage. On June 8, 2025, paparazzi caught them kissing on a Venice balcony,

triggering an internet meltdown. Bonding over shared childhood fame

and their experiences with Tourette’s syndrome

, the pair seems inseparable. Wolff’s cameo in Eilish’s ‘CHIHIRO’ video

only fueled the romance rumors even more.

From Nickelodeon roots to Venice rooftops, Nat Wolff’s love life has quietly become its own cinematic universe, full of plot twists, fan theories, and blink-and-you-will-miss-it cameos. Whether it is music video chemistry or balcony kisses, each rumored romance adds a new chapter to his low-key heartthrob legacy. And while Wolff may never spill the tea himself, the internet is more than happy to write the script.

Read More: “Hard & Soft”: Billie Eilish Stuns Her ‘Close Friends’ With Her Midriff Tattoo, Making Fans Go Wild

What are your thoughts on Nat Wolff’s off-screen romances and headline-making flings? Do you think his Venice love story with Billie Eilish is endgame or just a summer spark? Drop your take and your favorite rumored Nat Wolff match in the comments below.

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