Nikki Glaser and her boyfriend, Chris Convy, have been on and off for a decade.
Howard Stern Show. “I think committing to something forever makes me think of no other adventures. It’s just, kind of, admitting defeat. It’s settling.”
broken up “probably five times in 10 years.”
“Our breaks have gone from maybe two days to one was three years long,” she recalled. “He’s broken up with me. In the beginning of our relationship, I think I wanted a boyfriend so badly, I really misrepresented who I was. I thought getting a boyfriend meant being agreeable and just doing everything, never fighting [and] never saying, ‘I don’t like what you just said,’ because then he’d be like, ‘Well, that’s the way I am, bye.’”
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With Convy’s assistance and support, Glaser has learned to “stop lying” and become a better person. Keep scrolling to revisit their complete relationship timeline:
2013
Nikki & Sara Live.
In Depth With Graham Bensinger. “I just quit drinking, like, a year before that and I didn’t want to have any relationships with people who were heavy drinkers.”
According to Glaser, she initially thought Convy was cute but “too fun.”
“It was, like, a party that we all met each other at,” she added. “He was dancing and he was just, like, too fun and smiley. I was like, ‘That guy’s wasted because how could you be that way?’ So, I just wrote him off, like, ‘No not for me.’”
Matt Winkelmeyer/Getty Images for Critics Choice Associationwas also sober, she developed a “crush.”
The Office.] I was Jim and he had no idea. He was my first real boyfriend.”
previously told Us Weekly in her 2022 “25 Things You Don’t Know About Me” feature that she had her first boyfriend at the age of 24.
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2016
Not Safe With Nikki Glaser on Comedy Central. Around the same time that the show was canceled after one season, they broke up.
Jesse Grant/Getty Images for Comedy Central2020
coronavirus pandemic, Glaser moved back to her native St. Louis and sold her docuseries Welcome Home Nikki Glaser to the E! network. While the TV host initially pitched it as a dating show, she later started seeing Convy again off camera.
Graham Bensinger in 2022, then revealing what she told Convy. “I’ll keep seeing you in private, but I have to date on the show unless you want to be on camera and he was like, ‘I’ll do it.’”
Glaser called Convy’s willingness to publicize their relationship a “turning point” because it illustrated how much he loved her.
“He wants to, like, share a thing together, so it was just all these things,” she added. “Then I started doing things that were hard for me to do, like, making time for him.”
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2022
During Glaser’s sit-down with Bensinger, she confirmed that she and Convy briefly split that September.
“Last month was like a ‘do-or-die’ situation, where it was like, ‘What are we doing? Where is this leading me?’” she added. “We never talked about marriage. We both signed on nine years ago as people who didn’t want to get married, didn’t want to have kids, but now he’s in his 40s [and] I’m in my late 30s. What are we doing? Our priorities have changed, our goals have changed.”
Kevin Mazur/Getty Images for W+P
2024
The Howard Stern Show, noting that they previously split over her podcast confessions.
“Not because I thought he won’t hear them, but they would just come out naturally under the guise of ‘it’s comedy!’” she said. “He eventually heard them and goes, ‘I don’t recognize who this person is.’ … He had every reason to break up with me because it was jarring to him because I was just lying all the time. He really got me to stop lying, I’m better at it. I’m not perfect at it because I still fear abandonment, so there’s some issues in our relationship where I fear he’s going to be mad at me.”
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