Bosco struggles with homophobia and gets himself involved in tit for tat games with Doherty. Sully and Maggie reconnect; Bobby visits his brother Matty and tries to prepare him for his release from prison; Sunny asks Kim for a place to stay and runs away when Kim refers her to a shelter; Carlos hits a pedestrian with the bus; Faith and Bosco investigate a grave robbery and ponder immortality; Jimmy rescues a new recruit who is trapped under a collapsed ceiling in an apartment fire; Bobby takes Doc's advice and tells Kim how he feels, only to learn that Kim feels she isn't good enough for him; Sunny ODs and Bobby helps a saddened Kim find out her real name and hometown so that her parents can be notified; Sully's approach to "problem solving" goes horribly awry in a domestic dispute; Carlos and Doc come to blows over Doc's training methods, forcing Morales to break them up; Sully learns that Ty has good instincts, enabling them to save a teenage girl from a sexual predator.Ty is worried about Sully's dating Maggie; Faith and Bosco lose a witness who turns out to be the perp in a homicide; Bobby prepares for Matty's release from prison; while driving the bus, Carlos collides with a pregnant driver and later attempts to revive the baby she delivered prematurely after Sarah pronounces it dead, unaware of the consequences for the parents; Jimmy rescues a boy from a tree; Bosco and Ty take issue with Sully over his handling of a belligerent collar.
The Dating Guy is rated TV-14 for its adult themes.On Thanksgiving Day, Bosco tries to resolve a family conflict in a restaurant while Faith deals with the same thing in her own home.Bobby's mother refuses to allow Matty to attend the family's holiday celebrations, and leaves it up to Bobby to tell his brother. With no real direction, and not much in the bank, they live day to day, and explore the world of dating.
They’re out of school and living on their own, but they aren’t settled yet.
Both Bobby and Jimmy introduce their new girlfriends to Kim, who isn't thrilled with the potential competition.