Olivia Munn’s Dating History Is Lengthy! Meet Her Ex-Boyfriends, Flings and Partner John Mulaney

Bryan Greenberg

Olivia dated the One Tree Hill alum from 2007 through 2009.

Chris Pine

After her breakup with Bryan, the former Daily Show correspondent began dating the Star Trek actor. They broke up in 2010 after five months together.

Matthew Morrison

Olivia and the Glee star were photographed putting on a PDA show while taking in a New York Rangers at Madison Square Garden in Feburary 2011, although their romance didn’t seem to go any further.

Joel Kinnaman

The Predator star’s relationship with the Swedish-American actor was revealed in 2012. The pair were together for two years before splitting in 2014 due to busy schedules. A source told Us Weekly that the breakup “had to do with distance.”

Aaron Rodgers

Shortly after her split from Joel, Olivia was linked to the then-Green Bay Packers quarterback in May 2014. The pair dated for three years, going their separate ways in 2017.

The Ride Along 2 star denied she was behind Aaron’s estrangement from his family in a May 2018 interview on Andy Cohen’s SiriusXM radio show.

“I was friendly with [his brother] Jordan, and I met the parents only a couple of times. Before he and I started dating, he hadn’t spoken to the parents and one brother for like eight months before we started dating,” she explained

Olivia said she tried to get Aaron to attempt to mend his family rift in 2014, encouraging him to call his parents.

“They had a really nice conversation, then they started coming out my first year when I was in Green Bay in 2014,” she recalled. “I just think it’s really important to try to mend things in a family, and I encouraged that.”

Tucker Roberts

Olivia dated the businessman, who is president of the Philadelphia Fusion esports team, in late 2018. They split after one year as a couple in November 2019.

John Mulaney

Olivia’s romance with the stand-up comic was confirmed in May 2021, shortly after he announced his split from wife Anna Marie Tendler after six years of marriage.

Things got serious fast, as six months later, Olivia and John welcomed son Malcolm in November 2021.

The Oklahoma native praised the former Saturday Night Live writer in a March 13, 2024, Instagram post for standing by her as she secretly battled breast cancer the year prior. It came three days after the couple walked the red carpet at the 2024 Oscars and attended the Vanity Fair Oscars party after the event.

“I’m so thankful to my friends and family for loving me through this. I’m so thankful to John for the nights he spent researching what every operation and medication meant and what side effects and recovery I could expect,” Olivia wrote announcing her diagnosis and double mastectomy.

“For being there before I went into each surgery and being there when I woke up, always placing framed photos of our little boy Malcolm so it would be the first thing I saw when I opened my eyes,” she added about his support.