Jesse Colburn 2003-2004
Avril’s first public relationship was with bandmate Jesse Colburn.
It’s not exactly clear when the couple started dating, but they were pictured kissing in 2003, a year before Jesse left the band and the couple went their separate ways.
Jesse was 21 at the time while Avril was 18.
She told MTV News at the time, “He just wanted to do his own thing and stuff, and I mean, that happens.”
First love: Jesse Colburn was a member of Avril’s band in the early 2000s. It’s not clear when they made things official, but it was all over in 2004 (pictured in 2002)
Deryck Whibley 2004-2009
Shortly after her split from Jesse, Avril began dating Sum 41 frontman Deryck Whibley, and the couple became engaged in 2005.
The Girlfriend singer became engaged to Sum 41 frontman Deryck in 2005 and the couple married the following year when she was 21 and he was five years older than her.
The couple tied the knot the following year at a traditional Catholic wedding ceremony at a private estate in the coastal town of Montecito, California, when Avril was 22 and Deryck, 27.
The couple parted ways in 2009, with a source telling People that she “married too young.”
Discussing the news on her blog, Avril wrote, “We’ve been friends since I was 17, started dating when I was 19 and got married when I was 21. I’m grateful for our time together, and I’m grateful and blessed for our remaining friendship.
“I admire Deryck and have a lot of respect for him.” He is the greatest person I know and I love him with all my heart. “Deryck and I are parting ways and moving forward positively.”
What a couple! The Girlfriend singer became engaged to Sum 41 frontman Deryck in 2005 and the couple married the following year when she was 21 (pictured in 2007).
Wilmer Valderrama – Rumor has it
Two months after splitting from her first husband, Avril is reportedly dating That ’70s Show star Wilmer Valderrama.
The pair were spotted partying together in November 2009, with a viewer telling People magazine, “There were others at the table but you could tell they only had eyes for each other.”
“They whispered, laughed and had a great time together all night.”
A source added, “They have been friends for a long time and have worked together before.”
Comfortable: Two months after splitting from her first husband, Avril is reported to be dating ‘That ’70s Show’ star Wilmer Valderrama (pictured in 2007)
Brody Jenner 2010 – 2012
Caitlyn Jenner’s son Brody was her next love. The couple has been spotted on double dates with Kim Kardashian and Kris Humphries.
The duo existed between 2010 and 2012 but it was reported that cracks were beginning to appear due to Avril’s intense touring schedule and their conflicting views on marriage.
When they split, a source told Us Weekly, “It was mutual, but Brody really broke up with her.”
“He told her he was tired of always being her plus point and always touring with her.”
Happier times: Caitlyn Jenner’s son Brody was the next love of her life during their relationship between 2010 and 2012 (pictured in 2011)
Chad Kroeger 2012 – 2015
Avril walked the aisle with Nickelback singer Chad Kroeger for a second time in a gothic ceremony in southern France.
The couple tied the knot in 2013, a year after they met, but it wasn’t to be and by 2015 they had split.
Although they went their separate ways, the two have remained good friends and continue to spend time together.
Avril recently said of their unconventional breakup, “Chad and I are really good friends.” We stayed connected and he still supports me to this day. It was really special to have him there and help me.”
Second husband: Avril walked the aisle to meet Nickelback singer Chad Kroeger for a second time in a gothic ceremony in the south of France (pictured in 2013)
JR Rotem 2017 – 2018
Two years after splitting from her second husband, Avril began dating music producer JR Rotem, who has worked with the likes of Rihanna, Gwen Stefani, Nicki Minaj and Britney Spears.
Rumors first emerged when JR shared a cozy Instagram snap with Avril in 2017, in which he called her his “Bae.”
A source told E! News: “JR is a producer she worked with.” He’s respected in the industry. They’ve started socializing lately and there’s definitely chemistry between them. They both have a great passion for music.”
The couple were also spotted at several cozy dinners, but split the following year.
Couple: Music producer JR Rotem called her his “Bae” in a 2017 Instagram post (pictured in 2017)
Phillip Sarofim 2018 – 2019
The Canadian singer began dating billionaire heir Phillip Sarofim in February 2018 after meeting through mutual friends.
Phillip is the son of Texas billionaire Fayez Sarofim – the CEO of Trousdale Ventures, LLC, a private investment firm.
Avril kept their romance a secret for a year and shocked fans when she announced on a radio show in 2019 that they were celebrating their one-year anniversary.
The couple separated in November of the same year.
Rolling in the dough: The Canadian star announced in February 2019 that she has been dating a new man for a year. He was soon identified as billionaire heir Phillip Sarofim (pictured 2019)
Pete Jonas – 2020
Avril went public with indie rock artist Pete Jonas at a pre-Grammy gala in January 2020, but it’s not known exactly when they started dating.
As part of the gala, the couple could be seen holding hands and cuddling on several occasions, and the Complicated singer introduced her new man to a host of high-profile celebrities, including Justin Bieber
The two were first seen together with friends in West Hollywood in November, the same month the eight-time Grammy nominee split from billionaire boyfriend Phillip.
They did not announce their split.
End: Avril rocked out at a pre-Grammy party with singer Pete Jonas in 2020 after meeting him during their tour the previous year (pictured in 2020)
Mod Sun 2021 – 2023
Avril started dating Mod Sun in 2021 and their relationship developed quickly, with the couple getting engaged that same year.
They shocked fans when it was revealed they were splitting in February 2023, and Mod Sun said he was “taken by surprise” when the singer announced the split.
The couple split after a two-year romance – his rep told Page Six that he and Avril “had been dating and engaged for three days when he went on tour.”
TMZ reported that Avril called off her engagement after the couple had been on and off for the past few months.
While it remains unclear exactly what prompted the split, the tabloid said neither party was unfaithful to one another.
Cute: Avril started dating Mod Sun in 2021 and their relationship developed quickly, the couple getting engaged that same year (pictured in 2021)
Tyga 2023 – today
Avril shocked fans when she confirmed her romance with Tyga by kissing at the Mugler x Hunter Schafer party during Paris Fashion Week.
The 38-year-old singer and the 33-year-old rapper locked their lips and snuggled together as he wrapped his arms around her.
The pair were first linked the week before when they were spotted attending the Courrèges show and arriving together at Leonardo DiCaprio’s party at Kuku restaurant in the French capital.
Cozy: Avril shocked fans when she confirmed her romance with Tyga by kissing at the Mugler x Hunter Schafer party during Paris Fashion Week