Sex Can Be Difficult

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.

Andy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex between child and adult. Much to the dismay of his mom (who wonders why all her carrots and cucumbers keep disappearing), Andy spends much of his private time practicing for the big moment when he'll finally take the plunge.

Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

A high school senior drives cross-country with his best friends to hook up with a babe he met online.

A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.

The gang from Dorm Daze is back, but this time they're on a cruise ship on a tropical voyage through the high seas. The cruise makes an educational stop at the island of San Paradiso, where the students are supposed to explore an important archaeological site. Things go from normal to crazy as their visit coincides with every other college's spring break. The moment the boat docks, classes are over! For these Billingsley students, their Semester at Sea will be an adventure no one will ever forget.

An uproarious version of history that proves nothing is sacred – not even the Roman Empire, the French Revolution and the Spanish Inquisition.

In 1954 Florida, a group of high school boys head to a strip club in the Everglades in an attempt to lose their collective virginity. When the club's owner and his sheriff brother swindle them out of their money and embarrass them, the boys plan revenge.

Lifelong platonic friends Zack and Miri look to solve their respective cash-flow problems by making an adult film together. As the cameras roll, however, the duo begin to sense that they may have more feelings for each other than they previously thought.

Stud's world revolves entirely around sex, sex, and more sex — an interest he shares with his way-out friends and his girl Kitty, who likes her men mean and muscular!

When a hypochondriac assumes that he is dying, he makes an elaborate plan to ensure his wife's happiness. However, trouble ensues when she misunderstands his intentions.

Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a complaint against him, Brad sets about to seduce her in the guise of a sincere and upstanding Texas rancher. When mutual friend Jonathan discovers that his best friend is moving in on the girl he desires, however, sparks fly.