Break-Up Rumors, Is Ryan Cabrera Single Again?

Is the 42-year-old singer officially back on the market?

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Are celebrities more likely to divorce or break up? Earlier this week news reports surfaced that Ryan Cabrera, 42, and his partner had split up. Is the singer best known for his hit song On the Way Down really single again?

UPDATE 18/05/2025 : This story seems to be false. (read more)

Cabrera spotted alone

A fan spotted Ryan Cabrera walking alone, probably coming back from picking up his mail at the end of his several mile long driveway, on the afternoon of May 16, 2025. Was he all alone? “Definitely yes,” says the fan, adding that “He was wearing a large sweater and looked really cute!”

Is Ryan back on the market?

A rep for Ryan Cabrera was not immediately available for comment.

Truth or rumor, when news that the singer - known for having been romantically involved with Ashlee Simpson or Lydia Hearst-Shaw - was splitting hit the internet Saturday (May 17), Twitter immediately exploded with pithy commentary. It seems everyone had an opinion on the matter:

“Has anyone Ryan’s phone number?”
— Michelle Whedon (@mimiwhedon) May 17, 2025

“So very sad… Those 2 were so great as a couple. So cute together.”
— Crystal (@crystal_clear) May 17, 2025

Based on the facts (Cabrera spotted alone with a cute sweater), is there trouble in paradise or is it much ado about nothing?

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