Comedian Nikki Glaser and her boyfriend, TV producer Chris Convy, have been in an unconventional on-and-off relationship since first meeting in 2013 on her MTV show 'Nikki & Sara Live'. Their dynamic, often discussed by Glaser in her comedy and on podcasts, has been marked by public honesty about its non-traditional nature.

Convy, a producer for shows like the MTV VMAs and 'The Little Mermaid Live!', first worked with Glaser on her MTV series. Their professional collaboration continued on her Comedy Central series 'Not Safe with Nikki Glaser'. The couple's relationship has weathered breaks, including one prompted by Glaser airing their issues on her podcast.

Despite past challenges, their bond deepened during the pandemic while filming her reality show in St. Louis. Glaser has been open about her views on commitment, even encouraging Convy to see other people. He has supported her high-profile career moves, including attending events when she hosted the Golden Globes.