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Nikki Glaser and Chris Convy’s Relationship Timeline

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comedian Nikki Glaser and her boyfriend, Chris Conwayhas been on and off for ten years.

“I think intermittently [because] I’m just afraid of committing to anything forever,” Glaser said during a May 2024 appearance. the howard stern show. “I think being committed to something forever keeps me from thinking about other adventures. It’s just kind of admitting failure. Things are working out.

According to Glaser, she and Conway broke up “probably five times in ten years.”

“Our break went from two days to three years,” she recalled. “He had broken up with me. At the beginning of our relationship, I think I wanted a boyfriend so much that I really distorted my identity. I thought having a boyfriend meant being nice, doing everything, and never fighting. [and] Never say, ‘I didn’t like what you just said,’ because then he’ll be like, ‘Well, that’s it, bye.

With Conway’s help and support, Glaser learned to “stop lying” and become a better person. Keep scrolling to revisit their full relationship timeline:

2013

Glaser and Conway met on the set of her MTV series, Nikki and Sarah perform live.

“This was my first TV show, and he was a producer on the show, and he’s from St. Louis, which is where I’m from,” Glaser recalled during an October 2022 appearance. Learn more about Graham Bensinger. “I just quit drinking about a year ago and I didn’t want anything to do with people who were alcoholics.”

According to Glaser, she initially thought Conway was cute but “too funny.”

“It was like we all met at a party,” she added. “He was dancing, and he was so funny and hilarious. I was like, ‘That guy is such a waste, because how could you do that?’ So, I turned him down, like, ‘No, not for me.

Nikki Glaser and boyfriend Chris Convy's on-again, off-again relationship timeline in 2023
Matt Winkelmeier/Getty Images Critics’ Choice Guild

Glaser became “obsessed” when she realized Conway was also sober.

“I just had a crush on him from afar for a long time, which was funny because I just kept missing him,” she quipped. “It’s very Jim and Pam [from The Office.] I’m Jim, he doesn’t know. He was my first real boyfriend.

Glaser told before us weekly In her 2022 “25 Things You Didn’t Know About Me” feature, she had her first boyfriend at the age of 24.

Who Are Nikki Glaser’s Parents? 5 Things You Need to Know About Julie Glaser and Edward Glaser

Related: Who are Julie and Edward Glaser? Get to know Nikki Glaser’s parents

Nikki Glaser’s parents played a big role in her career – even before they were making headlines themselves. The comedian was born in 1984, the eldest of two children of Julie Glaser and Edward Glaser. Despite having supportive parents, Nikki has previously spoken out about not wanting to become a mother. “I think some mothers think that if […]

2016

Conway continues to work with Glaser on a season of her show Nikki Glaser Insecure on Comedy Central. They broke up around the same time the show was canceled after one season.

Nikki Glaser and boyfriend Chris Convy’s on-again, off-again relationship timeline in 2016
Jesse Grant/Getty Images Comedy Central

2020

Glaser moved back to her hometown of St. Louis and sold her docuseries during the coronavirus pandemic welcome home nikki glazier to E! network. While the TV host initially pitched it as a dating show, she later began seeing Conway again off-camera.

“I’m a little bit [wanted] Date someone who wants to be on camera with me,” she said Graham Bensinger 2022, then revealed what she told Conway. “I’ll continue to see you privately, but I have to date you on the show unless you want to be on camera and he’s like, ‘I’ll do that.'”

Glaser called Conway’s willingness to go public about their relationship a “turning point” because it showed how much he loved her.

“He wanted to share one thing together, so that was it,” she added. “Then I started doing things that were hard for me to do, like making time for him.”

2022

During Glaser’s conversation with Bensinger, she confirmed that she and Conway briefly split that September.

“The last month has been like a ‘life or death’ situation, like ‘What are we doing? Where is this going to lead me? ‘We’ve never talked about marriage. When we signed the contract nine years ago, we didn’t want to get married, we didn’t want to have kids, But now he is over 40 years old [and] I’m over 30 years old. What are we doing? Our priorities have changed, our goals have changed.

Nikki Glaser and boyfriend Chris Convy's on-again, off-again relationship timeline in 2024
Kevin Mazur/Getty Images W+P

2024

Glaser provided more insight into their relationship on SiriusXM the howard stern shownoted that they had previously split over her podcast confession.

“It’s not that I don’t think he would hear them, but they would come naturally under the guise of ‘This is comedy!'” she said. “He eventually heard them and said, ‘I don’t know who this person is.'” … He had every reason to break up with me because it made him uncomfortable because I kept lying. He really made me stop lying and I’m better at it. I’m not perfect in this area and there are some issues in our relationship because I’m still afraid of abandonment and I’m worried that he’ll be angry with me.

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