Two displaced ex lovers navigate the lonely streets of New York City in search for a definition to describe what their relationship once was.
Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.
Zia, distraught over breaking up with his girlfriend, decides to end it all. Unfortunately, he discovers that there is no real ending, only a run-down afterlife that is strikingly similar to his old one, just a bit worse. Discovering that his ex-girlfriend has also "offed" herself, he sets out on a road trip to find her.
The klutzy yet stunning Rebecca Sommers walks in on her hunky boyfriend in bed with another woman. They break up and Rebecca starts to fall apart, but, with the help of her close girlfriends, she begins to date again. Unfortunately, the men she meets all happen to be crazy. John, her dorky guy friend, tries to express his secret love for Rebecca, but she's too busy to notice as she tries to come to terms with her breakup.
Soy is a former professional skateboarder who now earns a living recording video messages on demand. Denis wants to leave his skateboard-obsessed partner, but doesn't know how to break the news to him. He decides to use Soy's services for the occasion.
Ben is a young editor for a famous german music magazine in the mid 90's. His life is falling apart after his girlfriend breaks up with him. From now on he decides to go solo...
Dave is a professional internet troll who lies for a living. Candace works at a blood lab with a bipolar boss. They meet online and discover it's hard to hug someone when you're keeping them at arm's length.
A New York writer on sex and love is finally getting married to her Mr. Big. But her three best girlfriends must console her after one of them inadvertently leads Mr. Big to jilt her.
After getting dumped for the 11th time in a row, Frankie discovers that she has a "loser in love" gene, which predisposes her to chronic failure and rejection for the rest of her life. She decides to embark on a quest to change her romantic future.
Pushed to the breaking-up point after their latest 'why can't you do this one little thing for me?' argument, Brooke calls it quits with her boyfriend Gary. What follows is a hilarious series of remedies, war tactics, overtures and undermining tricks – all encouraged by the former couple's friends and confidantes …and the occasional total stranger! When neither ex is willing to move out of their shared apartment, the only solution is to continue living as hostile roommates until one of them reaches breaking point.
Bridget Jones is still dating her new love, barrister Mark Darcy, for a perfect six weeks. However, while on assignment in Thailand with her disreputable ex, Daniel Cleaver, claiming to be reformed, Bridget questions if she has everything she's ever dreamed of having.
When actress Sarah Marshall dumps aspiring musician Peter Bretter for rock star Aldous Snow, Peter's world comes crashing down. His best friend Brian suggests that Peter should get away from everything and to fly off to Hawaii to escape all his problems. After arriving in Hawaii and meeting the beautiful receptionist Rachel Jansen, Peter is shocked to see not only Aldous in Hawaii, but also Sarah.
After a painful breakup, Ben develops insomnia. To kill time, he starts working the late night shift at the local supermarket, where his artistic imagination runs wild.
An actress dumps her boyfriend when she gets a television show. He finally gets over the breakup and falls in love again, just in time for his ex to return -- wanting him back.
Lucy is a young gallery assistant who collects mementos from her relationships. She discovers that she must let go of her past to move forward, and comes up with a lovely, artistic way to help herself and others who have suffered heartbreak.
Corporate overachiever and all-around fly chick Shanté Smith thinks she's got the goods to keep her slickster boyfriend Keith, from straying—until he discovers a greener pasture, Shanté's archrival, Conny. Scorned, she plans to get her man back by any means necessary.
Amy Tyler has planned the perfect surprise vacation for her boyfriend Josh Merit. But the real surprise is on her when he breaks things off on their anniversary. Stuck with reservations in her ex-boyfriend's name, Amy's two best friends suggest if Amy can't change the tickets ... why not change the guy?
On the night that Bo finds his boyfriend Sun cheating on her, she befriends Louis, a professional swindler who ends up recruiting her to join his entourage.
J.C. Wiatt is a talented and ambitious New York City career woman who is married to her job and working towards partner at her firm. She has a live-in relationship with Steven, a successful investment broker who, along with J.C., agreed children aren't part of the plan. J.C.'s life takes an unexpected turn when a distant relative dies and the will appoints her the caretaker of their baby girl, Elizabeth. The baby's sudden arrival causes Steven to leave, breaking off their relationship. Juggling power lunches and powdered formula, she is soon forced off the fast track by a conniving colleague and a bigoted boss. But she won't stay down for long. She'll prove to the world that a woman can have it all and on her own terms too!
Evo and Grace are from different worlds. Their paths cross serendipitously when Grace, a waitress in a girlie bar, agrees to fill in for a stripper friend on a bachelor party attended by Evo. His not-so gentlemanly behavior during the party doesn’t endear him with Grace, and unfortunately, neither with his girlfriend who instantly breaks-up with him. Wanting his girlfriend back, Evo arrives at a scheme upon discovering that Grace happens to be his bestfriend’s girlfriend.