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Zach Bryan's Dating History: From Brianna LaPaglia to Samantha Leonard

Zach Bryan married Samantha Leonard in late 2025 after splitting from Brianna LaPaglia amid allegations including a $12.9 million NDA offer, sources say.

  • Bryan confirmed his marriage to Samantha Leonard on December 31, 2025, in Spain, where guests enjoyed a live band and the couple left in a waiting convertible.
  • Bryan began dating Brianna 'Chickenfry' LaPaglia in July 2023 after meeting at the Academy of Country Music Awards and ended the relationship on October 22, 2024.
  • Brianna 'Chickenfry' LaPaglia said Zach Bryan was controlling about her clothing, citing a Golden Globes incident, and claimed she declined $12 million and $12.9 million NDA offers; her laugh appears on a voice memo tied to the song 'Smaller Acts'.
  • Bryan asked the public to respect privacy and urged respect for involved parties in a message, while Brianna 'Chickenfry' LaPaglia said she felt blindsided and co-hosts Dave Portnoy and Josh Richards released a diss track.
  • Before Leonard, Zach Bryan dated Deb Peifer and was briefly married to Rose Madden, and his 2022 album American Heartbreak raised interest in his personal life before he went Instagram-official with Leonard in October 2025.
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San Sebastián was dressed up this 31st December. The tradition marked the celebration of New Year’s Eve, where he said goodbye one year to start the next with all the illusion of the world, surrounded by loved ones and, as tradition also marks, with excesses that throw away the good purpose set. But the Basque city has not only dressed long for New Year, but also to serve as the stage of one of the weddings that is making the most noise on socia…

·Spain
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