Bobby, a cynical yet self-critical podcast host and museum curator, navigates life in New York City with a sharp wit and sarcasm. He's content with his single life, pouring his energy into creating the world's first LGBTQ+ history museum and sharing comedic insights on his podcast. Despite his aversion to commitment, Bobby's friends encourage him to break out of his shell and explore new relationships. During a night out, he meets Aaron, a strapping yet restrained lawyer who seems like the antithesis of Bobby. Their initial friction belies a deeper attraction, and soon they find themselves drawn into each other’s lives through unexpected circumstances, which push both to confront their fears and insecurities about love and vulnerability.

As Bobby and Aaron's connection deepens, they must navigate the complexities of modern dating and their own emotional baggage. Bobby struggles with societal expectations and personal apprehensions about true emotional intimacy while attempting to balance his ambitions and burgeoning relationship. Aaron, seemingly confident yet cautious, grapples with his own hesitations about commitment and how he envisions his future. Their journey together is peppered with heartfelt moments, humorous mishaps, and candid explorations of identity and community. Each must decide if they are willing to open themselves up to the unpredictability of romance as they learn that love can be both challenging and transformative.