From NDA Rumors To UCLA Student: Everything To Know About Zach Bryan’s Current Girlfriend And Explosive Dating History

Country music superstar Zach Bryan has a love life as dramatic and headline-grabbing as his chart-topping music. As of December 2025, the "Pink Skies" singer is officially in a new relationship, following a tumultuous, very public, and highly scrutinized breakup with his previous partner, internet personality Brianna "Chickenfry" LaPaglia. This new chapter introduces a relatively private figure to the spotlight, an interior architecture student who has successfully pulled the musician off the market.

The transition from one high-profile romance to another has been anything but quiet, involving social media drama, allegations of cheating, rumored engagement rings, and even an alleged non-disclosure agreement (NDA). To truly understand who his current girlfriend is, you must first trace the complex and intense timeline of Zach Bryan's dating history, which has fueled countless fan theories and tabloid headlines.

Zach Bryan’s Complete Relationship Timeline: From Marriage to Samantha Leonard

Zach Bryan’s romantic journey is marked by intense, but often short-lived, relationships. His dating history provides crucial context for his music, with many of his most introspective songs believed to be inspired by his past partners. Here is a detailed look at the women who have been a significant part of his life.

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1. Rose Madden: The Short-Lived Marriage (2020–2021)

The first public chapter of Zach Bryan’s adult love life was his marriage to Rose Madden. The couple met while both were serving in the United States Navy, a pivotal time in Bryan’s early career before his music career fully exploded.

• Relationship Type: Marriage.
• Timeline: Married in 2020 and divorced in 2021.
• Impact: The relationship and subsequent divorce occurred as Bryan was transitioning from active-duty military to a full-time musician. Madden is widely believed to be the inspiration behind some of his most heartfelt early tracks, providing a deeply personal foundation for his songwriting.

2. Deb Peifer: The Private Romance (2022–May 2023)

Following his divorce, Bryan began dating Deb Peifer, an education program coordinator who maintained a relatively private life despite her boyfriend's rising fame.

• Relationship Type: Serious Girlfriend.
• Timeline: Dated from 2022 until May 2023, a period of approximately 18 months.
• The Split: The couple's breakup was announced publicly, with both parties confirming the split. Peifer later gained attention for reminding fans to be respectful following Bryan's subsequent, more controversial breakup.

3. Brianna "Chickenfry" LaPaglia: The Viral, Explosive Romance (July 2023–2024)

The relationship between Zach Bryan and internet personality Brianna "Chickenfry" LaPaglia became a social media phenomenon, often referred to as one of the most high-profile and controversial romances in country music. LaPaglia is a co-host of the popular *BFFs* podcast published by Barstool Sports, bringing a massive, engaged audience to the relationship.

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• Relationship Type: High-Profile Girlfriend.
• Timeline: They were first linked in May 2023 and went public in July 2023, dating for over a year before splitting in 2024.
• The Controversy: The breakup was dramatic. LaPaglia made claims that Bryan had purchased her an engagement ring just a week before their split. Furthermore, the influencer revealed she was offered and turned down an alleged NDA (Non-Disclosure Agreement) worth a significant amount of money following the separation, fueling intense media speculation and fan debate about the nature of their relationship.

The New Chapter: Who is Zach Bryan’s Current Girlfriend, Samantha Leonard?

After the highly scrutinized split from Brianna LaPaglia, Zach Bryan quickly moved on, seemingly seeking a partner with a more private, less public-facing career. The country star hard-launched his new relationship on social media in the latter half of 2025, confirming that he is now dating Samantha Leonard.

Leonard represents a significant shift from the media frenzy of his previous relationship, as she is not a major public figure or a full-time influencer. This move suggests Bryan is prioritizing privacy and stability in his personal life.

Samantha Leonard: Biography and Background

Samantha Leonard’s life is centered on academic and professional pursuits, far removed from the entertainment industry spotlight. Her background offers a stark contrast to the viral content creator he previously dated.

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• Occupation: Interior Architecture Student.
• Education: She is currently pursuing a degree at the University of California, Los Angeles (UCLA), with her studies spanning from 2024 to 2026.
• Location: Leonard's social media indicates ties to Newport Beach, California, suggesting a West Coast base for her personal and academic life.
• Relationship Launch: The couple was first publicly linked in August 2025 and made their relationship "Instagram official" in October 2025, with a birthday tribute post.

While the exact details of how Zach Bryan and Samantha Leonard met have not been publicly disclosed, the relationship has been described as a fresh start for the musician. The move to date a non-celebrity has been praised by many fans who believe it will bring a much-needed sense of normalcy to his life and allow him to focus on his music without the constant drama of a public-facing relationship.

The ‘Look-Alike’ Controversy and Fan Reactions

In the wake of the new relationship, the internet was quick to point out a curious detail: Samantha Leonard bears a striking resemblance to his ex-girlfriend, Brianna LaPaglia. This observation quickly became a viral talking point, with fans and media outlets highlighting the similar physical features between the two women.

The speculation prompted a direct response from LaPaglia herself, who acknowledged the similarity but urged fans to be respectful of the new couple. This dynamic has continued to keep Bryan’s dating life at the center of online discussion, with many LSI keywords like "Zach Bryan dating a Bri look alike" trending across social media platforms.

For a brief period in March 2025, Bryan was also rumored to be dating Australian marketing manager Hannah Duncan, after posting a photo of her on his Instagram Story. However, the later, more official hard-launch with Samantha Leonard in the fall of 2025 effectively ended the Duncan speculation, solidifying Leonard as his current partner.

Why Zach Bryan’s Love Life Stays in the Headlines

Zach Bryan’s relationships are constantly under a microscope for several reasons, all of which contribute to the high search volume for terms like "Zach Bryan dating history" and "Zach Bryan exes":

• The Music Connection: Bryan’s raw, honest, and emotionally intense songwriting often directly references his personal life. Fans meticulously dissect his lyrics for clues about his ex-wife Rose Madden, Deb Peifer, and his dramatic split from Brianna.
• The Social Media Drama: The public nature of his breakup with Brianna LaPaglia, coupled with her status as a Barstool influencer, ensured every detail—from the alleged NDA to leaked texts—was scrutinized by millions.
• The Contrast in Partners: His choice of partners—from a military spouse to a private education coordinator, a mega-influencer, and now a UCLA student—shows a restless search for connection, mirroring the themes in his music and keeping the public guessing about his next move.

As Zach Bryan continues his successful *The Great American Bar Scene* tour and prepares for his next album, the focus remains split between his professional achievements and his newly stabilized personal life with Samantha Leonard. The relationship marks a distinct turn toward privacy, a welcome change after a year of intense public scrutiny.