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.

The Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows and arrows) to New York and they arrive during a nuclear drill that has cleared the streets.

Putting its own 'twist' on the story of Oliver Twist, the orange runt of a litter of kittens must fight for survival on the rough streets on New York City, finding unlikely friends in the dogs owned by a down-on-his luck man named Fagin. Soon, Oliver and his new band of comrades must fight for survival when Fagin is unable to pay his debts.

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.

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

Three bachelors find themselves forced to take care of a baby left by one of the guy's girlfriends.

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.

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

A young Donald Trump, eager to make his name as a hungry scion of a wealthy family in 1970s New York, comes under the spell of Roy Cohn, the cutthroat attorney who would help create the Donald Trump we know today. Cohn sees in Trump the perfect protégé—someone with raw ambition, a hunger for success, and a willingness to do whatever it takes to win.

"KnitWits Revisited" brings us back to the KnitWits' knitting store.

Jim and Connie's postwar New York building troubles keep Jim from working on his novel. Ex-WAC from Jim's army days Roberta moves in, further upsetting Connie but pleasing Jim's friend Ed. Tenant Charley, who marries tenant Eadie, loans money to Jim to help him keep the building, money which this Casanova obtains from rich widows.