Comedian Nikki Glaser and her boyfriend, Chris Convy, have been off-and-on for a decade. "I think the off-and-on is [because] I'm just terrified of committing to anything forever," Glaser said during a May 2024 appearance on the 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." According to Glaser, she and Convy have 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.