As she reaches her mid-thirties and quits her lucrative job, singleton Olivia finds herself unsure about her future and her relationships with her successful and wealthy friends. She begins to envy the security of her richer friends and, although their lives may seem easier, Olivia's friends have their problems too: screenwriters Christine and Patrick are unable to collaborate on their latest project, Jane and Aaron have lost the romance in their relationship, and Franny and Matt have difficulties handling the demands of parenthood.
After taking his dying father's advice, Hal dates only the embodiments of female physical perfection. But that all changes after Hal has an unexpected run-in with self-help guru Tony Robbins. Intrigued by Hal's shallowness, Robbins hypnotizes him into seeing the beauty that exists even in the least physically appealing women. Hal soon falls for Rosemary, but he doesn't realize that his gorgeous girlfriend is actually a 300-pound-not-so-hottie.
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
Blonde, bouncy Buffy is your typical high school cheerleader. But all that changes when a strange man informs her she's been chosen by fate to kill vampires.
Fledgling comedian Eric Rushton has never been on a date - until this documentary.
A trio of friends scheme to find a wife for their socially inappropriate friend Barry, and end up finding a girl just like him.
Caroline is forced to leave her unfaithful boyfriend, and the only place she can crash is with her sister Sarah, with whom she does not get along. Sarah graciously offers Caroline a tiny room in her apartment and decides to help her find Mr. Right. Caroline isn't sure she's cut out for the dating game, but Sarah assures her there's nothing to it. Caroline is sent on a series of grueling and comic dates with everything from nimble pickup artists, to adventure sports freaks and a karaokesinging stockbroker. But in the end what the two sisters really find is themselves.
Sheila Levine – an innovative, bright, but painfully introverted individual – arrives in New York City to take an apartment with a partygoing roommate. There, she experiences love and heartache in equal measure.
A girl decides that she will only date married men, and she runs into a bachelor who tells women that he is married in order to avoid long-term commitments.
A young bachelor using a dating service picks a woman whose information card read "Anything goes." When he takes her out and finds out that she didn't live up to her description, he sues her for breach of contract.
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player cousin, Evan, choice tips on how to win the battle of the sexes. After Evan's beautiful girlfriend, Nikki, utters the words "we need to talk", Evan panics and decides to leave her before she can leave him. But when Nikki realizes Evan's connection to break-up guru Quincy, it's these players that end up getting played.
Filmmaker Nicky offers to track down the son that Mamie gave up for adoption nearly two decades before. Meanwhile, Mamie's stepbrother (and the father of her child), Charley, along with his boyfriend, Gil, try to find out what became of the sperm Gil donated to a lesbian couple. Finally, singer Jude becomes entangled in a love triangle with androgynous drummer Otis and his conservative father.
It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.
Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by 'lesbian-curious' Helen Cooper, a thirtysomething art gallerist.
Two business executives--one an avowed misogynist, the other recently emotionally wounded by his love interest--set out to exact revenge on the female gender by seeking out the most innocent, uncorrupted girl they can find and ruining her life.
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.
When Ben Wrightman, a young teacher, begins dating pretty businesswoman Lindsey Meeks, the two don't seem to have a lot of the same interests, but they fall in love, regardless. Their romance goes well until baseball season begins, and Lindsey soon realizes that Ben is completely obsessed with the Boston Red Sox. Though she tries to understand Ben's passionate team loyalty, eventually it threatens to end their otherwise happy relationship.
"Mad" Mary McArdle returns to Drogheda after a short spell in prison for something she'd rather forget. Back home, everything and everyone has changed. Her best friend, Charlene, is about to get married and Mary is maid of honor. When Charlene refuses Mary a 'plus one' on the grounds that she probably couldn't find a date, Mary becomes determined to prove her wrong.
After his fiancée, Kate, dies in an accident on their wedding day, veterinarian Henry grows depressed. To help him move on, his sister has him visit psychic Ashley and gives her Kate's diary. Ashley uses the journal's details to convincingly deliver the fake message that Kate wants Henry to move on. However, Kate's ghost is watching over Ashley and Henry. Furious when they fall for each other, she vows to sabotage their relationship.
A commitment-averse man frantically hits the dating scene after his girlfriend starts pressuring him to pop the question.