Comic Nikki Glaser and her boyfriend, Chris Convy, have been off-and-on for a decade.
“I believe the off-and-on is [because] I'm simply petrified of committing to something without end,” Glaser mentioned throughout a Might 2024 look on the Howard Stern Show. “I believe committing to one thing without end makes me consider no different adventures. It's simply, type of, admitting defeat. It's settling.”
Based on Glaser, she and Convy have damaged up “in all probability 5 occasions in 10 years.”
“Our breaks have gone from possibly two days to at least one was three years lengthy,” she recalled. “He's damaged up with me. At first of our relationship, I believe I wished a boyfriend so badly, I actually misrepresented who I used to be.”
With Convy's help and help, Glaser has discovered to “cease mendacity” and grow to be a greater individual. Preserve scrolling to revisit their full relationship timeline:
2013
Glaser and Convy met on the set of her MTV sequence, Nikki & Sara Stay.
“It was my first TV present and he was a producer on the present and he was from St. Louis, the place I used to be from,” Glaser recalled throughout an October 2022 look on In Depth With Graham Bensinger. “I simply stop ingesting, like, a 12 months earlier than that and I didn't need to have any relationships with individuals who have been heavy drinkers.”
Based on Glaser, she initially thought Convy was cute however “too enjoyable.”
“It was, like, a celebration that all of us met one another at,” she added. “He was dancing and he was simply, like, too enjoyable and smiley. I used to be like, ‘That man's wasted as a result of how might you be that manner?' So, I simply wrote him off, like, ‘No not for me.'”
When Glaser realized Convy was additionally sober, she developed a “crush.”
“I simply had a crush from afar for a very very long time, which was so enjoyable as a result of I used to be simply, like, pining for him continuously,” she quipped. “It was very Jim and Pam [from The Office.] I used to be Jim and he had no thought. He was my first actual boyfriend.”
Glaser beforehand advised Us Weekly in her 2022 “25 Issues You Don't Know About Me” function that she had her first boyfriend on the age of 24.
2016
Convy continued to work alongside Glaser, producing her one-season present Not Protected With Nikki Glaser on Comedy Central. Across the identical time that the present was canceled after one season, they broke up.

2020
Amid the coronavirus pandemic, Glaser moved again to her native St. Louis and offered her docuseries Welcome Residence Nikki Glaser to the E! community. Whereas the TV host initially pitched it as a courting present, she later began seeing Convy once more off digital camera.
“I kinda [wanted] up to now somebody who will probably be on digital camera with me,” she advised Graham Bensinger in 2022, then revealing what she advised Convy. “I'll maintain seeing you in personal, however I've up to now on the present except you need to be on digital camera and he was like, ‘I'll do it.'”
Glaser known as Convy's willingness to publicize their relationship a “turning level” as a result of it illustrated how a lot he liked her.
“He needs to, like, share a factor collectively, so it was simply all these items,” she added. “Then I began doing issues that have been onerous for me to do, like, making time for him.”
2022
Throughout Glaser's sit-down with Bensinger, she confirmed that she and Convy briefly cut up that September.
“Final month was like a ‘do-or-die' state of affairs, the place it was like, ‘What are we doing? The place is that this main me?'” she added. “We by no means talked about marriage. We each signed on 9 years in the past as individuals who didn't need to get married, didn't need to have youngsters, however now he's in his 40s [and] I'm in my late 30s. What are we doing? Our priorities have modified, our objectives have modified.”
2024
Glaser provided extra perception into their relationship on SiriusXM's The Howard Stern Present, noting that they beforehand cut up over her podcast confessions.
“Not as a result of I assumed he gained't hear them, however they might simply come out naturally beneath the guise of ‘it's comedy!'” she mentioned. “He ultimately heard them and goes, ‘I don't acknowledge who this individual is.' … He had each motive to interrupt up with me as a result of it was jarring to him as a result of I used to be simply mendacity on a regular basis. He actually received me to cease mendacity, I'm higher at it. I'm not excellent at it as a result of I nonetheless worry abandonment, so there's some points in our relationship the place I worry he's going to be mad at me.”
June 2025
Glaser mentioned the difficulties of deciding to joke about her relationship in her standup acts in an interview with People.
“The toughest half is speaking about your relationship on stage or injecting jokes the place you're upset about one thing, and also you carry it to the stage earlier than you carry it to him. So possibly that's the place rigidity arises, however probably not anymore,” she mentioned, including that Convy is “so cool” and has “given [her] permission” to joke about him.
“He mentioned, ‘You may discuss something on stage about me so long as it's humorous. The second it isn't, if it bombs, then we've got a difficulty,” Glaser continued. “‘In the event you're simply venting up there simply to get it off your chest and embarrass me, not good, however for those who're up there and also you're making a strong joke, you are able to do no matter you need.'”
October 2025

Nikki Glaser, Chris Convy Karwai Tang/WireImage
Glaser joked about Convy in her controversial Saturday Night time Stay monologue, telling the viewers, “I do date a brief man.”
“He's shorter than me. However he's, like, actually scorching. And actually, I believe that's why I received him. As a result of I might by no means get his face on a taller mannequin. Like, if you wish to get a ten within the face, you gotta go [5-foot-7] within the peak. That's the trick,” she joked. “It's like getting a scorching man on low cost. He's marked down. I met my boyfriend at TJ Maxx, clearance rack, he was hiding in it.”
Glaser continued, “It's loopy ‘trigger generally I'll put up footage of us on-line, and I'll get feedback of, like, ‘Woman, he's scorching.' Like, ‘How'd you get him?' And I'm like, ‘In the event you zoomed out, you'd see he's sitting on my lap, so this can be a tiny man. Went digging within the discount bin, girls.'”

