New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

In late 1960s New York City, fed up with monotonous college life and police repression, free-spirited Fritz, an impenitent seducer and unrestrained party-animal, decides to explore the world. And just like that, as he flees NYC, heading to San Francisco, Fritz embarks on an endless adventure of illumination. Immersed in a world surrounded by drugs and sex, Fritz participates in mad orgies, brings about a revolution, incites mass urban riots, and crosses paths with drug-addled Nazi bikers.

An egotistical saxophone player and a young singer meet on V-J Day and embark upon a strained and rocky romance, even as their careers begin a long uphill climb.

Henry Hackett is the workaholic editor of a New York City tabloid. He loves his job, but the long hours and low pay are leading to discontent. Also, publisher Bernie White faces financial straits, and has hatchet-man Alicia Clark—Henry's nemesis—impose unpopular cutbacks.

In the mid-1960s, wealthy debutant Edie Sedgwick meets artist Andy Warhol. She joins Warhol's famous Factory and becomes his muse. Although she seems to have it all, Edie cannot have the love she craves from Andy, and she has an affair with a charismatic musician, who pushes her to seek independence from the artist and the milieu.

New York, 1937. A teenager hired to star in Orson Welles' production of Julius Caesar becomes attracted to a career-driven production assistant.

While investigating a young nun's rape, a corrupt New York City police detective, with a serious drug and gambling addiction, tries to change his ways and find forgiveness.

Seen-it-all New York detective Frank Keller is unsettled - he has done twenty years on the force and could retire, and he hasn't come to terms with his wife leaving him for a colleague. Joining up with an officer from another part of town to investigate a series of murders linked by the lonely hearts columns he finds he is getting seriously and possibly dangerously involved with Helen, one of the main suspects.

New York in the 1920s. Max Perkins, a literary editor is the first to sign such subsequent literary greats as Ernest Hemingway and F. Scott Fitzgerald. When a sprawling, chaotic 1,000-page manuscript by an unknown writer falls into his hands, Perkins is convinced he has discovered a literary genius.

A radical student is adopted by a group of young New Yorkers, serves as a catalyst to alter his and their lives. Gathering in a Manhattan apartment, the group of friends meet to discuss social mobility, Fourier's socialism and play bridge in their cocoon of upper-class society - until they are joined by a man with a critical view of their way of life.

The Talbots, formerly one of the Eastern Shore's first families, have gone to seed: Pap is a drunk, soddenly decaying in his ruined ancestral home, and three of his sons (William, Carol, and Ezra) are lazy, shiftless young men. Mulligan, Pap's second son who supports the entire family by oyster fishing, falls in love with wealthy Anna Lee, but when he first kisses her, she calls him "white trash."

Two aspiring boxers and lifelong friends get involved in a money-laundering scheme through a low-level organized crime group.