A Timeline of Their Relationship – Hollywood Life

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Olivia Munn and John Mulaney have kept their relationship low key since romance rumors first began in May 2021. Reports of the coupling came a few months after John completed a 60-day stint in rehab in December 2020, and three days after the comedian’s rep confirmed that he split from his wife. While the timing has raised some eyebrows, there’s no doubt the two Hollywood stars are going from strength to strength as they welcomed their first baby together last November. Let’s take a deep dive into Olivia and John’s relationship timeline, which starts all the way back in 2015, below.

2015: Olivia Gushes about John

Olivia and John had a fateful meeting at Seth Meyer’s wedding, where the X-Men actress chatted up the Saturday Night Live comedian and his then-fiancée Anna Marie Tendler. We were at a wedding together and I was like, ‘Oh, my gosh, do you and your fiancée want to go have dinner or something and go hang out?’” Oliva told HuffPo in 2015. “At first it was cool, and then I kept going up to him at the wedding like, ‘So, you having fun?’ I was just so obsessed with hanging out with and talking with him.” She said she emailed him, but never heard back. “I might’ve got the wrong email… probably,” she added. “That’s what I tell myself.”

2020: John Enters Rehab, Olivia Sends Him Support

In December 2020, John checked himself into rehab for substance use disorder. The comedian has long been vocal about his struggles with drug and alcohol addiction, telling Esquire in 2019: “I drank for attention. I was really outgoing, and then at 12, I wasn’t. I didn’t know how to act. And then I was drinking, and I was hilarious again.” While he was completing the 60-day stint, Olivia tweeted a message of support, writing, “Sending SO MUCH love and support to John Mulaney. You got this.”

2021: He Splits From His Wife of 6 Years

A month after he completed his rehab, John’s rep announced he had split from his wife. While John did not release a statement at the time, his estranged wife did. “I am heartbroken that John has decided to end our marriage,” Anna Marie said. “I wish him support and success as he continues his recovery.”

2021: Olivia & John Are Dating

A few days after it was announced John and Anna Marie had broken up, reports confirmed he and Olivia were a love match. While the news brought a mix of responses, Olivia said she wouldn’t address the speculative chatter.  In an interview with the Los Angeles Times in November of that year, Olivia said she avoided criticisms so not to “feed into a narrative that’s just not true.”

“It’s definitely not foreign for me to have people speculate incorrectly about things and to have rumors run rampant in one way,” she said. “They think they know our relationship so well, when in reality, they don’t. There’s no way anyone could know what any of his relationships were or what our relationship is.” She added, “For whatever reason, it’s easier to blame me. If I try to say anything, I run the risk of being called messy or not telling the truth.”

2021: Olivia Is Pregnant With Their First Child

During an appearance on Late Night With Seth Meyers in September 2021, John tells the host he and Olivia are pregnant. “We’re having a baby together. I was nervous when I was about to say the news,” John revealed. “I’m gonna be a dad. We’re both really, really happy.”

In November 2021, Oliva and john welcomed a baby boy. They officially announced his arrival a month later on Christmas Eve via Instagram, letting fans in on the little tyke’s name as well. “Meet Malcolm Hiệp Mulaney,” John wrote in the caption. “He has his whole life ahead of him. He hasn’t even tried seltzer yet. I’m very in love with him and his whole deal. Happy Holidays.” Olivia shared the same photo and wrote, “My Golden Ox baby. Malcolm Hiệp Mulaney. Happy Holidays.”

2022: John & Olivia Celebrate Son’s First Birthday

Olivia gushed over her and John’s baby boy’s first birthday celebration by sharing photos to Instagram.

“Just got back from celebrating ONE YEAR of the most joyful baby being in this world and in our lives. My son, my joy,” she captioned the post. “Happiest Birthday Malcolm Hiệp! I love you so so so much.”

2023: Olivia & John Take a Vegas Trip

Olivia and John enjoyed a trip to Sin City with their son. In a hilarious Instagram Stories post at the time, the actress shared a photo of her and Malcolm sitting on the floor and playing with toys.

“Partying in Vegas looks a lot different now,” she quipped in her Story.

2024: John Supports Olivia Amid Cancer Diagnosis

In March 2024, Olivia broke the news via Instagram that she had been diagnosed with luminal B breast cancer in 2023. She and John kept the news private for one year while she underwent treatments and operations.

“In February of 2023, in an effort to be proactive about my health, I took a genetic test that checks you for 90 different cancer genes,” Olivia wrote via Instagram.”Two months later, I was diagnosed with breast cancer. … In the past ten months, I have had four surgeries, so many days spent in bed I can’t even count…surprisingly, I’ve only cried twice.”

In response to her social media post, John commented, “Thank you for fighting so hard to be here for us. Malc and I adore you.”