Kesha’s Song Led to Her Breaking Off Secret Engagement (2025)

Kesha’s own music led her to realize that she wasn’t ready to say “I do.”

The singer revealed in an interview with SiriusXM’s The Morning Mash Up on Thursday, April 17, that she was secretly engaged and broke off the relationship after listening back to one of her songs.

“Basically, I find that writing songs leads me to my truth,” said Kesha, 38. “I was engaged and I didn’t wanna be anymore and I didn’t even realize that I was gonna break up with him until I wrote a song about it, and then I listened back to it, and I was like, ‘Oh, no, I’m gonna break up with him now.’”

Kesha did not reveal the name of the man she was engaged to. She began dating longtime boyfriend Brad Ashenfelter in 2014 and was last seen with him in 2021. She has also been linked to entrepreneur Michael Gilvary and producer Riccardo Maddalosso.

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“It led me to my truth ’cause I can’t lie in the song,” the “Tik Tok” singer continued. “You can’t lie in a song. A, your song will suck, but also, that’s not what it’s there for, you know?”

Rolling Stone reported in 2023 that Kesha wrote her song “Too Far Gone” after breaking off an engagement. The song was featured on her 2023 album, Gag Order. She told the outlet that while she didn’t want to name the man in question, the two remain friends.

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Kesha opened up more about her love life in a March interview with People, where she said she’s “explored nonmonogamy” but was looking for more in a relationship.

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“I’ve dated a lot of very cool, very broke hipsters with very bad attitudes, and so I’m trying to swing the pendulum 180 degrees and go in the entirely opposite direction,” she said. “I want someone that goes to an office building because they own the office building.”

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She also admitted she’s “looking for a sugar daddy.”

“I love being able to just be open and honest about it, because I’m f***ing into somebody taking care of me, putting me on a pedestal, taking me on their yacht and flying me on their plane,” she added. “I’m just into it, and I will not feel shame about that.”

Professionally, Kesha is getting ready to release her next album, Period, in July. It will be her first released under her label, Kesha Records, following the conclusion of her legal battle with her former producer Dr. Luke.

“I finally feel free. And I’m excited. I am the CEO of my own record label … and I have written every song, and I have produced every song, and I have chosen all of the artwork and every take, vocally — it’s all been up to me, and I love it,” Kesha told The Morning Mash Up. “I listen to it all the time. I listen to my own record when I need to pump myself up.”

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Kesha’s Song Led to Her Breaking Off Secret Engagement (2025)
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