The Sk8er Boi's Exes: A Complete Timeline Of Avril Lavigne's 10 Most Shocking Relationships

Avril Lavigne, the undisputed princess of pop-punk, has had a love life as dramatic and headline-grabbing as her music career. Her dating history is a fascinating journey through the rock and hip-hop worlds, featuring two high-profile marriages to fellow rock frontmen and a string of serious romances with reality stars, producers, and rappers. As of December 2025, the Canadian singer is single following her breakup with rapper Tyga, but her past relationships continue to be a hot topic of conversation.

From the early days of her career dating her own band members to her most recent split, this article provides a deep dive into the men who have captured the heart of the "Complicated" singer, detailing their biographies, the timeline of their romance, and the lasting impact they had on her life and music.

Avril Lavigne's Complete Dating and Relationship History: A Deep Dive

Avril Lavigne's romantic partners often share a common thread: a deep connection to the music industry or the entertainment world. The following is a comprehensive list of her most significant relationships, starting with her two ex-husbands and two most recent public romances, followed by a look at her less-publicized but equally important pairings.

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The Two Husbands: Rock Star Marriages

Avril Lavigne has been married twice, both times to Canadian rock musicians, demonstrating her deep-rooted connection to the punk and rock scene.

• Deryck Whibley (Husband #1)
  • Biography: Deryck Whibley is a Canadian musician, singer, songwriter, and producer, best known as the lead vocalist, rhythm guitarist, and main songwriter for the rock band Sum 41. He was born on March 11, 1980.
  • Relationship Timeline: Lavigne and Whibley began dating in 2004, having been friends since she was 17. They married in July 2006 in a lavish ceremony and divorced in 2010.
  • Relationship Insight: Despite their divorce, the two remain incredibly close friends and collaborators. Lavigne has publicly supported Whibley through his health struggles, and they have even reunited on stage, a testament to their enduring bond.
• Chad Kroeger (Husband #2)
  • Biography: Chad Robert Kroeger is a Canadian singer, songwriter, guitarist, and producer, most famous as the lead singer and guitarist of the rock band Nickelback. He was born on November 15, 1974.
  • Relationship Timeline: The couple's romance was a whirlwind, starting in July 2012 after they collaborated on music for her fifth album. They were engaged just one month later and married in July 2013 in the South of France. They separated in September 2015.
  • Relationship Insight: Like with Whibley, Lavigne and Kroeger have maintained a strong, amicable friendship, often collaborating musically and supporting each other's careers.

The High-Profile Engagements and Breakups

Following her two marriages, Avril entered into two significant, high-profile relationships that ended in heartbreak, both with fellow musicians.

• Mod Sun (Ex-Fiancé)
  • Biography: Derek Ryan Smith, professionally known as Mod Sun (which stands for "Movement on Dreams, Stand Under None"), is an American singer, songwriter, rapper, and musician. He was born on March 10, 1987.
  • Relationship Timeline: Lavigne and Mod Sun started dating in 2021 after working together on his album Internet Killed the Rockstar. He proposed in a romantic Paris setting in March 2022. Their engagement ended abruptly in February 2023.
  • Relationship Insight: Their relationship was a major creative partnership, with Mod Sun co-writing several songs on Lavigne's album Love Sux. The breakup was reportedly a shock to Mod Sun, who was on tour when the news broke.
• Tyga (Ex-Boyfriend)
  • Biography: Michael Ray Nguyen-Stevenson, known professionally as Tyga (an acronym for "Thank You God Always"), is an American rapper. He was born on November 19, 1989.
  • Relationship Timeline: Lavigne and Tyga were first linked in February 2023, shortly after her split from Mod Sun. They confirmed their relationship with a kiss at Paris Fashion Week in March 2023 and reportedly split in June 2023.
  • Relationship Insight: The pairing was unexpected by many fans, bridging the worlds of pop-punk and hip-hop. Their brief, yet intense, romance included a reported $80,000 custom-made necklace gift from Tyga to Avril.

The Less-Publicized Romances and Entanglements

Beyond the headline-making marriages and engagements, Avril Lavigne has been linked to several other figures in the entertainment industry, adding layers to her complex dating narrative. These relationships, while often shorter, are key to understanding the full scope of her personal life.

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• Brody Jenner (2010–2012)
  • Details: Brody Jenner is an American television personality, model, and DJ, known for his appearances on The Hills and Keeping Up with the Kardashians. He and Lavigne dated for two years and were serious enough to get matching tattoos. Their breakup was attributed to Lavigne's demanding touring schedule.
• Phillip Sarofim (2018–2019)
  • Details: Sarofim is the son of billionaire investor Fayez Sarofim. Their relationship was private and lasted for about a year, marking a departure from her usual musician boyfriends.
• J.R. Rotem (2017–2018)
  • Details: Jonathan Reuven Rotem is an Israeli-American record producer, songwriter, and music executive who has worked with artists like Rihanna and Jason Derulo. They were linked after working together on her album Head Above Water.
• Pete Jonas (2019–2020)
  • Details: Jonas is a musician from the indie rock band Jagwar Twin. They made their relationship public by attending Clive Davis’ pre-Grammy gala together in January 2020.
• Jesse Colburn (2002–2003)
  • Details: Colburn was the rhythm guitarist in Avril’s original band during her debut Let Go era. Their short-lived romance ended around the time he left the band, a classic case of an on-tour relationship that didn't last.
• Mitch Allan (2003)
  • Details: Allan is an American musician, songwriter, and record producer, known as the lead singer of the band SR-71. He and Lavigne were rumored to have briefly dated while working together on her third album, The Best Damn Thing.

The Enduring Legacy of Avril's Love Life

The men Avril Lavigne dates are more than just boyfriends or husbands; they are muses, collaborators, and key figures in her artistic evolution. Her relationships have consistently influenced her music, with her two marriages resulting in deep, long-lasting friendships that transcend the traditional "ex" label. This ability to maintain amicable ties, especially with Deryck Whibley and Chad Kroeger, showcases a rare maturity in the often-turbulent world of celebrity romance.

The singer’s willingness to jump back into creative and romantic partnerships, such as her engagement to Mod Sun and brief fling with Tyga, highlights her passion for life and her commitment to blending her personal and professional worlds. While she has been the subject of countless relationship rumors—including brief links to figures like Wilmer Valderrama and a recent unverified rumor about dating a country artist named Luke Basil—her core dating history is a powerful narrative of a punk rock icon who truly puts her heart into everything she does, both on and off the stage.

As Avril Lavigne continues to evolve as an artist, fans are always eager to see who will be the next person to inspire her. Whether it’s another collaboration or a new romance, one thing is certain: Avril Lavigne’s love life will always be anything but complicated.

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