Erin (Drew Barrymore) is an intern-journalist for the New York Sentinel. Older than most other novices, at 31, she once followed a former flame on his life's journey and got off kilter. Now, she's pursuing her dreams and, after the internship, will be returning to the west coast for the final months of her degree. One day, the managing editor compliments her writing but points out errors in grammar and such. Erin takes it hard. She has been hoping to get a job with the Sentinel after she graduates and now, things are looking bleak. Heading to a trendy bar after work, she starts drinking and blowing off steam over a classic video game. Looking over her shoulder is Garrett (Justin Long), who is impressed by her skill. Garrett, too, is out of sorts because his latest girlfriend broke up with him, after a severe tongue lashing about his attitude. He also just got a tough assignment from his boss (Ron Livingston). But, lo and behold, the two video gamers take a shine to each other and end up spending the night together. Its supposed to be a one night stand but they both want more. However, as Erin points out, she will only be in Manhattan for six more weeks. Long term attachments will be impossible. Or will they? Hey, after a nice 42 days , the two decide to keep the relationship going
