Jesse Colburn2003 – 2004

Avril’s first public relationship was with her bandmate Jesse Colburn.

It’s not clear exactly when the pair started dating, but they were pictured kissing in 2003, a year before Jesse left the band and the pair 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 go do his own thing and stuff, and I mean, that happens.”

Deryck Whibley 2004 – 2009

Shortly after divorcing Jesse, Avril began dating Sum 41 frontman Deryck Whibley, and the couple became engaged in 2005.

The Girlfriend singer got engaged to Sum 41 frontman Deryck in 2005 and the couple married the following year when she was 21 and he was five years her senior.

The couple tied the knot the following year in a traditional Catholic wedding ceremony at a private estate in the California coastal town of Montecito when Avril was 22 and Deryck was 27.

By 2009, the two had gone their separate ways, with a source telling People that she had “married too young.”

Avril discussed the news on her blog, writing: ‘We’ve been friends since I was 17, started dating when I was 19 and got married when I was 21. I am grateful for our time together, and I am grateful and blessed for our remaining friendship.

‘I admire Deryck and have a lot of respect for him. He is the most wonderful person I know, and I love him with all my heart. Deryck and I are separating and will continue positively.’

Wilmer Valderrama – Rumors

Two months after she split from her first husband, Avril was rumored to be dating That ’70s Show star Wilmer Valderrama.

The pair were spotted partying together in November 2009, with an onlooker telling People magazine, “There were others at the table, but you could tell they only had eyes for each other.

“They were whispering, laughing and having a lot of fun all night.”

A source added, “They’ve been friends for a long time and have worked together before.”

Brody Jenner 2010 – 2012

Caitlyn Jenner’s son Brody was the next love interest in her life, with the pair seen on double dates with Kim Kardashian and Kris Humphries.

The duo dated between 2010 and 2012, but it was reported that cracks began to appear due to Avril’s intense touring schedule and their opposing views on marriage.

When they broke up, a source told Us Weekly, “It was mutual, but Brody actually broke up.

“He told her he was tired of always being her plus-one and always going on tour with her.”

Chad Kroeger 2012 – 2015

Avril walked down the aisle to Nickelback singer Chad Kroeger for the second time at a Gothic ceremony in the South of France.

The couple tied the knot in 2013, a year after they started dating, but it wasn’t to be and they split in 2015.

Despite going their separate ways, the two have remained good friends and still spend a lot of time together.

Avril recently said of their unconventional split, “Chad and I are really good friends. We have stayed close and he supports me to this day. So it was very special to have him there and help me.”

JR Rotem 2017 – 2018

Two years after divorcing her second husband, Avril was linked to music producer JR Rotem, who has worked with the likes of Rihanna, Gwen Stefani, Nicki Minaj, and Britney Spears.

Rumors first started when JR shared a cozy Instagram snap with Avril in 2017, where he called her his “bae.”

A source told E! News: ‘JR is a producer she works with. He is respected in the industry. Lately they’ve started hanging out socially and there’s definitely chemistry. They are both so passionate about music.’

The pair also enjoyed several cozy dinner dates, but had broken up the following year.

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 Texan billionaire Fayez Sarofim. the CEO of Trousdale Ventures, LLC, a private investment company.

April kept their romance a secret for a year, which shocked fans when she announced on a radio show in 2019 that she was celebrating her one-year anniversary.

The couple separated in November of that year.

Peter 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.

At the gala, the pair were seen holding hands and cuddling on a number of occasions and the complicated singer introduced her new man to a number of high-profile celebrities, including Justin Bieber

The two were first spotted together with friends in West Hollywood in November, the same month the eight-time Grammy-nominated artist split from billionaire boyfriend Phillip.

They have not announced their breakup.

Mod Sun 2021 – 2023

Avril started dating Mod Sun in 2021 and their relationship progressed rapidly with the couple getting engaged in the same year.

They shocked fans when it emerged they had broken up in February 2023 and Mod Sun said he was ‘blindsided’ when the singer quit.

The couple went their separate ways after a two-year romance – with his rep in the know Page six both he and Avril “were together and engaged three days ago when he went on tour.”

TMZ reported that Avril called off their engagement after the couple was “on and off” for the past few months.

While it remains unclear exactly what led to the split, the tabloid says neither party was unfaithful to each other.

Tyga 2023 – present

Avril shocked fans when she confirmed her romance with Tyga by sharing a kiss at the Mugler x Hunter Schafer Party during Paris Fashion Week.

The singer, 38, and the rapper, 33, pursed lips and hugged each other as he wrapped his arms around her.

The pair had first been linked the week before when they were spotted at the Courrèges show and when they arrived together at Leonardo DiCaprio’s party at the Kuku restaurant in the French capital.