Simmons, best-known for her photographs of miniature rooms populated by dolls and of oversized objects—such as a house, birthday cake, and pistol—balanced on female legs, both human and fake, brings these characters to life in a three-act mini-musical. The film is inspired by three distinct periods of Simmons’s photographic work: vintage hand puppets, ventriloquist dummies and walking objects enact tales of ambition, disappointment, love, loss, and regret. Working with composer Michael Rohaytn ("Personal Velocity") and cameraman Ed Lachman ("The Virgin Suicides" and "Far From Heaven"), Simmons’s puppets come to life in miniature domestic scenes that echo real life.

Jack is the fastidious manager of a local supermarket. The harmless but disruptive actions of his customers frequently give him headaches, which he remedies by holding a can of frozen juice against his forehead. At home, however, Jack is consistently kind, loving, and patient with his wife and daughter. One day the child brings home a stray dog, and his life is turned upside down.

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.

Ben is an art college student in London, whose imagination runs wild as he works the late-night shift at the local supermarket. What do he and his colleagues do to pass the long, endless hours of the night?

On Motunui, Maui tries to catch a fish with his magical fishhook, only to be comically foiled by the ocean.

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.

Charley is invited to a high class party, where he feels ill at ease and has no idea how to act, yet he wants to impress his young lady.

Grim desperately needs one more soul to win his work competition, but his last scheduled collection at a rigorous bike race turns his world upside-down. At the finish line, he learns that life is not always about the trophy at the end of the race.

Jeff heads home to rest before cooking for an important person. When he is lured to a pool by an amorous mermaid, he has to choose between satisfying his libido or staying focused on the future.