Country singer-songwriter Zach Bryan entered a new chapter of his personal life with a wedding that drew swift attention across entertainment media. According to Barstool Sports, Bryan married Samantha Leonard in San Sebastian, Spain, just months after confirming their relationship. The ceremony concluded with the newly married couple leaving together in a convertible, marking a celebratory moment in the coastal Spanish city. The report noted that the marriage came less than a year after Bryan’s previous high-profile relationship ended.
The marriage followed Bryan’s public confirmation of his relationship with Leonard earlier in the year, making the timeline notably brief between announcement and wedding.
Bryan’s relationship history has also been part of recent coverage. He previously dated Brianna “Chickenfry” LaPaglia beginning in 2023, and the pair separated in October 2024. That breakup was widely reported at the time, particularly because of the public nature of both figures’ careers and online visibility.
How Brianna “Chickenfry” LaPaglia Rang in the New Year in Florida
As news of Bryan’s marriage circulated, LaPaglia spent New Year’s Eve in Florida. Through videos shared on her verified Instagram Stories, the Barstool Media personality documented herself spending time with friends, taking shots, and later heading out to a bar. The posts showed her welcoming the new year in a social, upbeat setting, separate from events unfolding overseas.
Following the October 2024 breakup, LaPaglia publicly accused Bryan of abuse and stated that he had offered her $12 million in exchange for her not speaking about their relationship. These claims were reported by Barstool Sports and attributed directly to LaPaglia. No additional details beyond her statements were included in the reporting. As LaPaglia marked the holiday in the Sunshine State, Bryan was concluding wedding celebrations in Spain, closing out the year with both figures moving forward on clearly different paths.
