Chris Fleming is best known for his YouTube series Gayle, in which he stars as the eponymous character Gayle Waters-Waters. Fleming has been described as a "progressive gender-bending role model" Fleming's comedy is aimed at deconstructing social norms, including masculinity. Gayle is a 40-episode, absurdist comedy series on YouTube. Fleming's mother co-stars as Bonnie, Gayle's best friend and biggest rival (i.e., frenemy) Fleming has gained over 465,000 subscribers as May 2025.