Synopsis
Jamie (Mila Kunis) is an Executive Recruiter for a leading job agency in New York City and Dylan (Justin Timberlake) works as an art director for a small internet company in Los Angeles. Jamie has the task of trying to recruit Dylan to interview for a job with GQ magazine and begin working in New York City. Dylan comes to New York and after interviewing for the position learns from Jamie that he has been given an offer to work for GQ. At first Dylan is hesitant to accept and move from Los Angeles to New York, but in an effort to get Dylan to accept the job Jamie spends the evening taking him around the city trying to sell him on the opportunity and the city.
After a fun night together exploring the city Dylan agrees to take
the job. The next day Jamie presents Dylan with the contract to sign so
she can land her commission for recruiting him. Not knowing anyone else
in the city he and Jamie quickly develop a friendship. One night, while
hanging out at Jamie’s apartment watching a romantic comedy, they get on
the topic of sex and relationships. They come to the conclusion that
sex should not come with so many emotional attachments. Both feeling the
need for a physical connection they agree to have sex without emotion
or commitment involved. After several trysts together Jamie comes to the
realization that this isn’t really what she wants, and she would like
to start dating again and informs Dylan that they need to stop.
Jamie meets Parker (Bryan Greenberg)
and they begin dating. After five dates they consummate their
relationship but the next morning Parker leaves and informs Jamie he
really wasn’t looking for anything more. Furious, Jamie tells Parker
off, assuring the end of their relationship. Trying to be sympathetic
and to help Jamie get over the pain of the situation Dylan suggests she
come with him to California over the July 4th weekend while he visits
his family. Jamie is very hesitant, but agrees after much persistence
from Dylan. They fly to California where Jamie meets his sister Annie (Jenna Elfman) and father (Richard Jenkins).
While in California emotional feelings for each other begin to form and
they share a passionate kiss, which leads to a night of close intimacy
unlike any they had shared before. However the next day Jamie overhears a
conversation between Annie and Dylan indicating he has no real feelings
for her. Hurt, she flies back to New York. A few days later Dylan
returns to New York trying to reconcile his friendship with Jamie and
find out why she has been ignoring him. He finally finds Jamie and she
informs him she overheard everything he said and has no interest in
maintaining any kind of a friendship with him.
Soon after this Jamie discovers that Dylan may be leaving the GQ
position for another job, which would affect her commission. She
confronts Dylan about this which leads to another argument. Both begin
to do some soul searching trying to come to terms with their feelings
about their relationship. Jamie spends time with her mother (Patricia Clarkson),
while Dylan discusses it with his sister over the phone. His sister
informs him that their father, who suffers from the early stages of Alzheimer's disease,
will be flying to New York and he needs to be picked up at the airport.
While eating at the airport with his father, his father, in a moment of
Alzheimer's-induced confusion, incorrectly recognizes a passerby as a
woman from his past. Dylan asks him about this woman, and his father,
upon regaining his lucidity, says that she was a woman he met in the
Navy, that she was the love of his life, and regrets decisions he made
in his youth to let her go.
Dylan realizes how he feels about Jamie and after a talk with his friend and coworker, Tommy (Woody Harrelson), decides to go after her. He calls Jamie’s mother to set up an excuse to get Jamie to go to Grand Central Station
thinking she will be picking her mother up and arranges to have a flash
mob scene set up to surprise Jamie at Grand Central. When the moment
comes he catches up with Jamie and tells her how he really feels.
Surprised and happy by this turn of events Jamie tells him to kiss her.
After sharing a kiss Dylan suggests it is time they go on their first
real date. They go to the café across the street, and although they
attempt to keep the date casual and relaxed, the film ends with them in a
sensual embrace and passionate kiss.
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