Jay is an insurance adjuster who wants to be a travel blogger. His conservative girlfriend wants him to keep his stable job. When he meets a bohemian woman who supports his dreams, Jay has a decision to make.

Bunny (Angell Conwell) and Carlyle (Lyriq Bent) are roommates and have been best friends since college. Despite their undeniable attraction for one another, they have managed to keep their friendship platonic. Bunny's group of friends, including the very outspoken Rona (Elise Neal), plus Bunny's meddling mother (Jack̩e Harry), would love to see the best friends cross that line once and for all - and they use their Ladies Book Club meetings to try to spark a love connection.