Cody Simpson Reflects on Past Relationships with Kylie Jenner, Gigi Hadid, and Miley Cyrus

The singer opens up about his high-profile romances as a teenager and young adult.

Mar. 10, 2026 at 2:04pm

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Cody Simpson, now 29, looked back on his past relationships with Kylie Jenner, Gigi Hadid, and Miley Cyrus. He revealed details about his first relationship with Kylie at age 14, his "first love" Gigi, and the special bond he shared with Miley during the COVID-19 pandemic. Simpson said these connections helped him navigate the unique challenges of being a young celebrity.

Why it matters

Simpson's reflections provide a rare glimpse into the personal lives of young Hollywood stars and the difficulties they can face in developing romantic relationships in the public eye at a formative age.

The details

Simpson said his first relationship was with Kylie Jenner in 2011 after they met at the Twilight: Eclipse premiere. He explained that it was comforting to connect with someone else in the spotlight at such a young age. After splitting from Kylie, Simpson then dated model Gigi Hadid for about two years, which he called his "first love." Years later, Simpson quarantined with Miley Cyrus during the COVID-19 pandemic in 2020, and he said they bonded over "rebelling from being in that teen pop stardom thing."

  • In 2011, Simpson dated Kylie Jenner after meeting her at the Twilight: Eclipse premiere.
  • From 2013 to 2015, Simpson dated model Gigi Hadid, which he described as his "first love."
  • In 2020, Simpson quarantined with Miley Cyrus during the COVID-19 pandemic.

The players

Cody Simpson

A 29-year-old Australian singer who has had high-profile relationships with several young celebrities.

Kylie Jenner

The founder of Kylie Cosmetics, who dated Simpson when they were both teenagers.

Gigi Hadid

A model who Simpson described as his "first love" and dated for about two years.

Miley Cyrus

A singer who Simpson quarantined with during the COVID-19 pandemic in 2020.

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What they’re saying

“We were supposed to be together when we were and learnt stuff from each other.”

— Cody Simpson

“We connected and bonded through rebelling from being in that teen pop stardom thing. She's obviously rebelled publicly from that over the years and went through certain things. I think when I started to go through that, she came into my life and helped me navigate it in some ways.”

— Cody Simpson

The takeaway

Simpson's reflections on his past relationships with high-profile young celebrities like Kylie Jenner, Gigi Hadid, and Miley Cyrus provide a rare glimpse into the challenges of navigating romance in the public eye at a formative age, and how these connections can help young stars support each other through the unique pressures of fame.