Best TV Shows Like Don’t Trust the B—- in Apartment 23

The series begins when June Colburn, an ambitious and idealistic Midwestern girl, moves to New York City for her dream job and apartment. However, her life collapses within twenty-four hours: the company goes bankrupt for massive fraud, and she is evicted. Desperate for housing, June sublets a room from Chloe, a cynical, amoral party girl who scams all her roommates into fleeing. Chloe intends to drive June away using bizarre psychological torment, but June surprises her by standing her ground. Impressed, Chloe allows June to stay, and the two form a bizarre, codependent friendship. Chloe, living primarily off elaborate cons and her parents' credit cards, introduces June to the harsh, absurd realities of Manhattan, gradually chipping away at June's naive optimism.A major catalyst in their lives is James Van Der Beek, playing an exaggerated, arrogant version of himself. James, desperate to escape his 1990s teen-idol typecast, hires Chloe as his manager and confidante. Chloe and James share a chaotic, toxic dynamic fueled by mutual narcissism, bizarre schemes, and shallow ambition, often dragging June and Chloe’s perpetually exhausted neighbor, Mark, into their wake. Mark, who harbors a secret, intense crush on June, acts as the voice of reason, though he is easily manipulated by Chloe’s psychological games.As the series progresses, June’s character evolves. While she initially strives to maintain her wholesome Midwestern values, New York corrupts her just enough to make her a formidable partner in Chloe’s schemes. June works various odd jobs, notably at a hipster coffee shop run by the eccentric Eli, and eventually secures a marketing position. Despite her wild antics, scams, and total lack of empathy, Chloe develops a strange, protective fondness for June, occasionally showing rare flashes of genuine loyalty.Throughout the second season, the core group navigates increasingly surreal storylines. James attempts to star in a Broadway musical, launches terrible business ventures, and tries to revive his glory days, while Chloe continues her hedonistic lifestyle, navigating fleeting romances and elaborate grifts. June tries to find lasting romantic happiness, facing disastrous dates and complicated feelings for Mark. The overarching narrative centers on the strange, unbreakable bond between June and Chloe. Ultimately, Chloe’s wild lifestyle threatens to ruin everything June has built, forcing June to constantly balance her personal ambition with her chaotic roommate's destructive influence. Despite the frequent betrayals, kidnappings, and social disasters, the duo remains inseparable, thriving in their chaotic New York bubble until the abrupt cancellation of the series leaves their bizarre misadventures hanging in hilarious, unresolved limbo.