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Six New Yorkers juggle love, friendship, and the keenly challenging specter of adulthood. Sam Wexler is a struggling writer who's having a particularly bad day. When a young boy gets separated from his family on the subway, Sam makes the questionable decision to bring the child back to his apartment and thus begins a rewarding, yet complicated, friendship. Sam's life revolves around his friends-Annie, whose self-image keeps her from commitment; Charlie and Mary Catherine, a couple whose possible move to Los Angeles tests their relationship; and Mississippi, a cabaret singer who catches Sam's eye.

Jenna is unhappily married, squirreling away money, and hoping to win a pie-baking contest so, with the prize money, she'll have enough cash to leave her husband Earl. She finds herself pregnant, which throws her plans awry. She bakes phenomenal pies at Joe's diner, listens to old Joe's wisdom, tolerates her sour boss Cal, is friends with Dawn and Becky (her fellow waitresses), and finds a mutual attraction with the new doctor in town. As the pregnancy advances, life with Earl seems less tolerable, a way out less clear, and the affair with the doctor complicated by his marriage. What options does a waitress have?

Jake and Brian are friends. They are Jewish and Catholic respectively. They would grow up and become a rabbi and priest. Anna, whom they knew when they were younger, comes back to town a stunning woman. Jake is up to be the head of his synagogue but he is not married which doesn't make his appointment any easier. Jake finds himself attracted to Anna but because she's not Jewish, he can't marry her as it would make his appointment less likely. Brian also finds himself attracted to Anna, but the priesthood doesn't allow that. Their friendship is strained when each learns of the other's feelings for her.

L.A. soft-porn writer Carter Webb is frustrated enough, after his actress girlfriend dumps him, to need a serious break. He decides to spend it with his grandmother, who can't really take care of herself and her Detroit suburb house anyway. Helpful Carter soon overcomes mishaps to bond with the foxy neighbor across the street and her daughters. Helping them actually helps him regain perspective and self-confidence.

Celebrity couple Joe and Sally Therrian are going through yet another rough stage in their six-year marriage: while Joe's novels have been climbing higher and higher on the best-seller lists, Sally's film career has been steadily sinking into oblivion. Joe's been given the rights to cast and direct the screenplay of his latest book, but rather than resurrect Sally's career by casting her in the lead role, he's given it to Sally's rival, Skye Davidson. Even worse, he's invited Skye to their anniversary bash. Will the marriage, or anything else for that matter, survive the party?

Jennifer does not fit in. A total misfit, she's as wacky as a teenager can be. Goth-ed out with multiple piercings, tattoos, and dyed hair, she listens to strange music, watches vintage TV, eats primarily chocolate, and self injures. But now high school is over and she needs a job. Can she possibly have anything in common with the overweight middle-aged man in the haberdashery window? He gives her a job, not to mention a real friendship.

Sisters Kat and Daisy work along with Jojo at the pizza parlour in Mystic, Connecticut. Kat, shortly off to Yale, finds herself drawn to a local architect she is babysitting for, while her more tearaway sister starts dating a guy from the money side of the tracks. Jojo leaves her man at the altar; she loves him but shies away from commitment. Meanwhile the fame of the pizza continues to spread; it seems to contain something almost ..... mystic.

About a recent college grad who returns home while she tries to figure out what to do with her life.

Beautiful, sophisticated women are all over Oscar Grubman. He is sensitive and compassionate, speaks French fluently, is passionate about Voltaire, and thinks the feature that tells the most about a woman is her hands. On the train home from Chauncey Academy for the Thanksgiving weekend, Oscar confides in his best friend that he has plans for this vacation--he will win the heart of his true love. But there is one major problem--Oscar's true love is his stepmother Eve. Oscar is certain that he could be a better mate to Eve than his work-obsessed father. He fails to win Eve's heart and is consequently dejected. Oscar's path to his true love is further crossed by Diane, Eve's best friend who, one night while wearing Eve's borrowed perfumed scarf, offers him temporary comfort in an unconventional tryst. For Diane, Oscar fills a void in her life. For Oscar, Diane is somewhat of a distraction, as his continued pursuit of Eve leads to an unexpected resolution.

They're in their 20s. He works in a video store; he's eager, chatty, sleeps in his car. She rents adult films, looks disheveled, rarely speaks. He chats her up, she brushes him off. He takes her address from store records and contrives to run into her. He rings her doorbell; she tells him to go away. He invents a story of a great-aunt who lives in the building and fakes her death to get the girl to let him in her apartment but holds a butcher knife between them. So it goes and he is no longer living in his car. He presses for a relationship; she ignores him, insults him, or yells. He's persistent, inviting her to get out of the apartment, cooking, washing her hair. Both have demons and, as their stories become more clear, his addictive personality and her sex nausea may be on a collision course.

Everett Stone, who made it on Wall Street, returns home for Christmas with his new girlfriend, Meredith Morton. His ultra-liberal, anti-conventional rustic Connecticut family doesn't exactly warm to the outsider, who despite her best efforts to please the prospective in-laws, looks, sounds, and acts like the conservative bigots they hate, while various Stones have their own problems. Only matriarch Sibyl Stone's unshakable maverick other son Ben gives her a chance, and as Everett won't actively turn against either, she feels more supported by him and a weird romance blossoms. Feeling beleaguered, Meredith calls in help from her easygoing sister Julie, who proves no help to her but soon develops a chemistry with Everett, so everything may now shift if they dare follow their hearts.

A 16 year old Louisiana girl moves in with her homosexual half-brother and immediately starts coming on to his sexual partner, finally forcing him into an affair in which she becomes pregnant. The whole affair blows into a scandal exposing her school teacher brother and the true parent of the child is called into question as it is revealed that there have been a series of lovers.

Nora Wilder is freaking out. Everyone around her is either in a relationship, married, or has children. Nora is in her thirties, alone with job she's outgrown and a mother who constantly reminds her of it all. Not to mention her best friend Audrey's "perfect marriage". But after a series of disastrous dates, Nora unexpectedly meets Julien, a quirky Frenchman who opens her eyes to a lot more than love.

Andrew Largeman is a semi-successful television actor who plays an intellectually disabled quarterback. His somewhat controlling and psychiatrist father has led Andrew ("Large") to believe that his mother's wheelchair-bound life was his fault. Andrew decides to lay off the drugs that his father and his doctor made him believe that he needed, and began to see life for what it is. He began to feel the pain he had longed for, and began to have a genuine relationship with a girl who had some problems of her own.

Single father Dan Burns dedicates his life to his children, but one day he meets Marie at a bookstore. They get to know each other, but then Dan finds out that Marie is actually dating his brother, Mitch.

New Year's Eve, 1981, the Lower East Side. Monica's having a party, but as late as 9, no one's there. She stews (and drinks). Folks are on their way, all looking for love, sex, or both. En route, paths cross, gambits misfire: a performance artist, her boyfriend until today and his long-time pal Lucy, two Long Island high-school girls, two punk rockers, a bartender, a Scottish painter who's lousy in bed, a pretty face named Jack who runs when women say they love him, his cute but clumsy date Cindy, two trendy vamps, a loquacious cabby, the man-crazed Hillary, and Elvis Costello. Nearly everybody smokes, and nearly everybody scores. And all get who and what they deserve.

Camden College. Sean Bateman is the younger brother of depraved Wall Street broker Patrick Bateman. He's also a drug dealer who owes a lot of money to "fellow" dealer Rupert Guest, as well as a well-known womanizer, for he sleeps with nearly half of the female population on campus. Lauren Hynde is, technically, a virgin. She's saving herself for her shallow boyfriend, Victor Johnson, who's left the States to backpack across Europe. Her slutty roommate, Lara, has the hots for Victor as well. Paul Denton, who used to date Lauren, is openly bisexual and attracted to Mitchell Allen, who's dating Candice to prove to Paul that he's not gay. Sean loves Lauren. Paul loves Sean. And Lauren may love Sean.

In 1987, James Brennan's dreams of a summer European tour before studying at an Ivy League school in New York City are ruined after his parents have a severe career setback. As a result, James must get a summer job to cover his upcoming expenses at the decrepit local amusement park, Adventureland, where he falls in love with a witty co-worker, Emily Lewin. In that bizarrely shady workplace, the young carnies have unforgettable and painful learning experiences about life, love and trust while James discovers what he truly values.