Dan makes some extra money by hiring himself out as an escort to wealthy ladies, but is shocked when one of his clients wants him to go all the way and sleep with her. Yakov eagerly awaits the arrival of his wife and children from Russia, but panics when she doesn't show up.
Hijinks ensue when Harry throws a birthday party for Dan at his apartment, including Christine getting trapped in a magician's box, Quon Le's Vietnamese family threatening mass suicide, and Mrs. Lund from Juvenile Services arriving to check on Leon at the same time as a stripper.
Leon threatens to run away again when Juvenile Services attempts to take him from Harry and place him with a pair of geeky foster parents. Harry is so preoccupied that he misses a visit by Mel Torme, his idol.
After being mugged, Christine becomes belligerent and mistrustful, and unable to do her job as a public defender. She has to rediscover her compassion when her mugger is trapped in the cafeteria and threatens hostages with a grenade. Meanwhile, Phil gets a hot stock tip from an old Wall Street buddy, and Dan nearly bankrupts himself trying to wheedle it out of him.
Harry finds a random piece of information that leads him to track down his long-lost mother. He finds out that she's dead, but accepts the news calmly. When Christine asks him how he cannot feel loss, he coldly retorts that it's impossible to feel loss over someone who abandoned him before he ever knew her. This leads to a visit from Buddy Ryan, Harry's stepfather, who met his mother in a mental hospital... and he wasn't on the staff.
Bull is horrified to be told that his entry in a children's book contest was unintentionally violent, horrifying, and obscene. He breaks both hands punching holes in the wall, then goes to hide at the Natural History Museum. Dan is enticed by a woman with Dissociative Identity Disorder whose personality switches without warning from a prude to a sexpot, and back again.
Dan is hospitalized for surgery on a minor ulcer, but refuses to stay in the hospital. Insisting on returning to work, he eventually collapses and must return to the hospital in an even more serious condition. After foolishly attempting relations with Sheila while in his hospital bed, he falls into a coma.
While Harry's away a female judge fills in for him. And Christine talks back to her in court which leads to her being thrown in jail. Harry returns just as Christine's being taken away. Harry goes to see her and suggests that she apologize to the judge but she refuses. Harry offers to talk to the judge. And in the end, Harry spends the night with her. And when Christine learns about it she feels betrayed.
A woman arrested for swimming naked in Central Park claims to be a princess from a tropical island; Harry is convinced to help her escape her arrogant brother, the Prince, and her arranged marriage with the trollish Ogg. Meanwhile, the prince becomes smitten with Christine.
On New Year's Eve, a sweet old man brought into court on a minor charge turns out to be a convicted felon who has escaped prison to visit Times Square in memory of his wife; another man runs around the courthouse in a diaper, claiming to be the spirit of the new year.