Country singer Zach Bryan married his girlfriend Samantha Leonard one year after his relationship with Brianna “Chickenfry” LaPaglia drew public attention following her abuse allegations. Bryan, who previously married Rose Madden in 2020, has seen his romantic relationships frequently inspire his music.
Madden, Bryan’s first wife and fellow Navy service member, divorced him in 2021. Bryan’s 2020 album Elisabeth—believed to be named after Madden’s middle name—originally featured their photo on the cover. Madden later began dating a man named Sebastian in 2024.
Bryan dated Deb Peifer from early 2022 until May 2023, describing their breakup as “mutual.” By September 2024, Peifer mentioned she had started dating again.
Bryan’s relationship with LaPaglia became public in July 2023, with the couple making their red carpet debut at the 2024 Grammys. Though Bryan celebrated their anniversary in August 2024, he announced their split that October, citing personal struggles. LaPaglia later accused him of emotional abuse on the “BFFs” podcast and claimed she declined a $12 million nondisclosure agreement. Bryan responded indirectly by sharing a Jack Kerouac quote about the pressure to explain oneself.
In March 2025, Bryan briefly dated model Hannah Duncan, sharing a photo of her on Instagram. Their romance ended quietly.
By August 2025, Bryan was with Samantha Leonard, whom he married in Spain that December. Observers noted Leonard’s resemblance to LaPaglia, with commentator Dave Portnoy calling it “insane.” Bryan confirmed the wedding on Instagram with the caption “Tougher than the rest.”