Inside Chappell Roan’s Dating History, Kept Romance With Different Partners A Secret

Chappell Roan, whose offstage name is Kayleigh Rose Amstutz, is hogging the limelight for all the wrong reasons. For the unversed, Chappell has been accused of harassing soccer star, Jorginho’s 11-year-old daughter. Chappell rose to fame with her debut album, The Rise and Fall of a Midwest Princess. She achieved worldwide recognition with her single, Good Luck, Babe. Last year, in 2025, she won the Grammy Award for Best New Artist.

People who have closely observed Chappell Roan’s work know that some of her biggest hits are all about relationships, love, and coming to terms with her sexuality. Chappell never shied away from speaking her mind. Over the years, she dated both men and women but never disclosed their identity. But do you know that Chappell’s single, My Kink Is Karma tells the story of her worst breakup? Yes, you read it right. So without further ado, let’s dive deep in to have a look at her complete dating history.

Chappell Roan opened up about having more interest in women than men

In 2018, Chappell Roan moved to Los Angeles. At the time, she realised that she was more interested in women than men. Speaking about the same in a 2023 interview with Teen Vogue, Chappell revealed that dating a man is not fun. The American singer and songwriter highlighted that she had thoughts like that from a young age, but as she hailed from a conservative family, she couldn’t explore the thing. She was quoted as saying:

“Dating a boy is just literally not fun. It’s not fun. It’s not hot. It’s not interesting. It’s boring. Maybe I like girls. I was like, girls are so much prettier. Girls are nicer. I like hanging out with girls more. That was in the back of my head for all of high school. I think I like girls. I didn’t know how to deal with that part of myself except to make fun of it. It’s so funny. It’s a phase.”

Chappell Roan ended a nearly five-year relationship with a man in 2020

2020 was a big year for Chappell Roan as her popular single, Pink Pony Club got released. However, soon after its release, Chappell ended a four-and-a-half-year relationship. The reason behind the breakup is still unknown. At the time, she also ran out of money. Speaking of the same, during a 2023 interview with Teen Vogue, Chappell Roan shared she broke up with a man and moved back to her parents’ in Missouri.

Chappell Roan’s hit single, My Kink Is Karma tells the story of her worst breakup

In a March 2022 TikTok video, Chappell Roan played her song, My Kink Is Karma. In the video, Chappell shared the backstory behind the single’s creation. The American singer and songwriter stated that she wrote the song, My Kink Is Karma after she had a bad breakup. She called it the worst breakup she ever had. Chappell added that she thought that the relationship would be a forever partnership, but it ended. She was quoted as saying:

“My Kink Is Karma, I wrote this song after the worst breakup I’ve ever had. I really felt like we would be together forever. But honestly it couldn’t have ended worse. So, I ended up writing this about how I feel now.”

Chappell Roan has been in a serious relationship with her partner since October 2024

In March 2024, Chappell Roan shared that queer relationships are very difficult. She called the relationship complicated, as sometimes it’s about falling in love with a friend, who is sometimes a woman. In September 2024, Chappell confirmed that she was single and trying to find a date. However, things changed in October 2024, when Chappell met a new person through a friend. Soon, they became partners. Speaking about the relationship, in March 2025, Chappell told Alex Cooper that she’s been in a committed relationship for six months. The My Kink Is Karma singer added that she is very much in love with her partner.

It is worth mentioning that although Chappell Roan has been vocal about her sexuality, relationships and love, she never disclosed her partner’s identity and kept it a secret from the world. What are your thoughts on Chappell Roan’s song, My Kink Is Karma? Let us know.

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