Billie Eilish Just Sparked Engagement Rumors With Nat Wolff After Being Spotted With a Ring on That Finger—Take a Look at Her Dating History

Nat Wolff (2025 – present)

Billie Eilish is currently in a relationship with Nat Wolff. The two got close in 2024, and he appeared in her music video for “CHIHIRO.” He and his brother Alex Wolff opened up for Billie during her Hit Me Hard and Soft Tour in 2024.

The two often showed support for each other and collaborated on several projects together. “When we did the song with Billie, it was so homegrown,” Nat told Rolling Stone in an interview published Jan. 16. “It was just the three of us in a room. We had one mic, and I was holding it because we couldn’t reach it to the piano, where Alex was playing 20 feet away.”

The couple turned heads when they both appeared at the 68th Grammy Awards where she was nominated and won Song of the Year for “WILDFLOWER.” Several gossip sites like TMZ and the Daily Mail reported that Billie was seen on the red carpet with a ring on that finger. However, neither Billie or Nat’s team have confirmed anything.

Jesse Rutherford (October 2022 – May 2023)

Billie Eilish and Jesse Rutherford, vocalist for The Neighbourhood, first sparked dating rumors on October 13, 2023, when TMZ spotted them getting cozy at a vegan restaurant. Just five days later, they were seen kissing outside of Lal Mirch Indian restaurant in Studio City.

It wouldn’t be til November 1 that they went “official” on social media, both dressed in costume. She captioned the series of photos “Life is craaaaaaaaaaaaaaazy,” with a clown emoji. They made their red carpet debut at the LACMA Art + Film Gala 2022 with Gucci-designed, bedtime-themed outfits.

In a feature with Vanity Fair, Eilish said she was “really happy and excited” to be in a relationship, calling her boyfriend the “hottest f—ing f—er alive.” “Can we just [get a] round of applause for me?” she joked. “Thank you, Jesse Rutherford, everyone.”

Some fans were critical of their 10-year-age gap, but Eilish’s brother and creative partner Finneas defended them. A source told Hollywood Life that Finneas and Jesse go way back and he doesn’t mind his relationship with his sister. “Jesse gets along flawlessly with [Billie’s] brother Finneas, who is so important to her,” the insider said.

“Finneas approves of this, as he really loves seeing his sister so happy and giddy. Billie has gone through such amazing changes and growth in the past few years, and she is ready to be with a man who is on her same level. She says that Jesse is the perfect guy for her.” The source continued, “The chemistry between them is electrifying and everyone around them can see this. They are both passionate about their music and Jesse treats Billie with so much respect and admiration. He does not look at her as a superstar or anything like that.”

Another source told Hollywood Life that the two have been friends for a while and respect each other. “Billie and Jesse have known each other for years so even though they’ve only been dating a short while, she feels very comfortable with him,” the source explained.

“Billie knows fans may be concerned over their age difference, but it really isn’t a concern of hers because they connect on so many levels. Plus, she’s turning 21 in a few months so there won’t be as many restrictions in terms of where they can hang out because she’ll be old enough at that point.” The source went on to say that Billie admires the “Daddy Issues” singer,  “Not only is he very successful as an artist, but he’s also incredibly smart and funny, and he treats her with nothing but respect. Things are still relatively new but it’s going really well so far.”

Unfortunately, their relationship wasn’t made to last. A rep confirmed to PEOPLE that the pair split “amicably and remain good friends,” following less than a year of dating. During a fan AMA on her Instagram Story in Septmeber, Billie was asked if she was dating anyone, to which she replied, “NO SIRRRRRR.” When a fan specifically asked about Rutherford, she responded: “Very very good friends only,” adding, “My homie forever.”

When describing her ex-boyfriend to Rolling Stone, she said, “That’s my guy, truly one of my favorite people in the world,” she said of The Neighbourhood frontman.

David Enth (2023)

We need to preface this with the fact that this was only a rumor and debunked by Eilish herself. In October 2023 after her split from Rutherford, The Sun UK claimed Eilish had a “new boyfriend”, a tattoo artist by the name of David Enth. “I’m told the pair have been spending time together in Los Angeles, where they were both born and raised and have quickly grown close,” the reporter wrote.

A source close to the singer said: “Their romance is super low-key but they have been on quite a few dates,” adding, “They have really hit it off. David is very much her type because she likes a bad boy with face tattoos — her ex looked like an older version of David. It is all very new but they make a great couple.”

Eilish responded to this herself, taking to Instagram to say: “I’m so dead, literally couldn’t be more single right now LMFAO what the hell is all this,” she shared in a text post published to her Instagram Story. Case closed.

Matthew Tyler Vorce (2021)

Billie was recently in a relationship with podcaster Matthew Tyler Vorce. He confirmed his breakup with Billie in a direct message to his ex-girlfriend’s fans on his Instagram Story on May 30, 2022, in which he also denied cheating on the singer. “Nobody cheated on anyone. Relationships end. Simple as that. Creating rumors and LYING on the internet is dangerous.”

He wrote in a separate Instagram Story, “The fact that thousands of people take time out of their day to write the most heinous things one someone they will never knows [sic] posts is the most cowardly thing you can possibly do. Live your own life.” The posts came after Eilish’s fans speculated that Vorce, a podcaster, cheated on her and flooded his social media with negative comments.