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Plot

Mike Peters is a struggling comedian who left New York to find success in Los Angeles and is still upset over the break-up with his girlfriend of six years, Michelle, six months prior. To help Mike with his depression, his womanizing friend Trent and some other aspiring actor friends try to get him back into the social scene.

The movie opens with Mike telling his friend Rob about how desperately he misses Michelle and that she has not called him. Rob explains that "somehow" women "know" not to call their ex-boyfriends until they have completely moved on from them.

To help Mike recover, Trent coaxes him into an impromptu trip to Las Vegas. Trent succeeds in picking up two waitresses, but Mike's obsession with Michelle ruins Trent's plans. The women seem interested, but Mike spoils the mood, telling his date about her.

Back in Los Angeles, Mike, Rob and other friends golf, play video games, and go out. They are all trying to make it in the entertainment industry. Then they go bar hopping, stopping at a party, and later an after-hours spot, where Trent demonstrates his prowess in handling the opposite sex. Inspired by this, Mike meets a woman named Nikki and gets her phone number. His friends insist he wait two days minimum before calling. In the parking lot, some thugs accost Sue who retaliates by drawing a gun, scaring the thugs and his friends. Sue upsets Mike, ridiculing his unhealthy obsession with his ex prompting Mike to reconsider his behaviour and try to move on.

Back at his apartment, however, he leaves a series of increasingly desperate messages on Nikki's answering machine in the middle of the night, before she answers telling him to never call her again. Missing Michelle more than ever, he contemplates moving back to New York until Rob comes over and consoles him.

Out again for swing night at The Derby, Mike spots a woman named Lorraine. He summons all his courage to approach and connect with her. She has also recently come out of a relationship and moved to LA, and they dance swing together.

The following morning, Mike receives a call from Michelle, and finds that he no longer misses her. When Lorraine calls him, Mike cuts off his call with Michelle mid-sentence while she is about to say she loves him, to further things with Lorraine. Like him, Lorraine had disregarded friends' advice to wait days before calling.

The next day, the buddies meet at a coffee shop. Trent makes a fool of himself over a pretty redhead in a case of mistaken identity. Mike smirks, knowing that his life is moving forward while Trent is stuck in the past.

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