House — Of D

: Tommy befriends an incarcerated woman named Bernadette (nicknamed "Lady") at the New York Women's House of Detention. Though they only communicate through her cell window, she becomes his unconventional mentor, offering life advice through a piece of broken mirror. The Turning Point

: Tommy's closest companion is Pappass (played by Robin Williams), a middle-aged, mentally challenged janitor at his Catholic school. They spend their days making deliveries and saving money for a bicycle they call the "Green Lady". House of D

Decades later, prompted by his own son’s 13th birthday, adult Tom returns to New York to reconcile with his past, visiting the people who shaped him and finally telling his family the truth about why he fled. House of D (2004) : Tommy befriends an incarcerated woman named Bernadette