Clairo began her career in 2014 with the demo EP Do U Wanna Fall in Love?, released through Bandcamp under her legal name Claire Cottrill.

The video was filmed entirely in Clairo's bedroom in Carlisle, Massachusetts, and its success caused major labels, including Capitol, Columbia and RCA to gain interest in her.

In support of the EP, Clairo performed as an opening act for English-Albanian singer Dua Lipa in 2018, during the Self-Titled Tour.

[4][5][6] Some Reddit users accused Clairo of using her ties in the music industry to promote the release, resulting in an inorganic success.

"[9] The EP received a positive review of 7.0/10 from Pitchfork, with Sasha Geffen praising Clairo's "careful songwriting" and noting that "[s]he has worked hard to make it sound this easy".