40 is the New 20 Trailer
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Forty-something Gary, Simon and Cindy/84033/">Cindy are colleagues at a stockbroker firm. While surfing on his high school alumni page, Gary notices the profile of his ex-girlfriend Jennifer, whom he hasn't seen in twenty years.
Coincidentally, Jennifer happens to be Cindy/84033/">Cindy's friend. After helping Jennifer join their firm, Gary tries to get back with her, but she feels that there is no more chemistry.
Against Cindy/84033/">Cindy's advice, Jennifer begins looking for love in all the wrong places, while Gary embarks on a mission to win Jennifer's heart back. Encouraged by tech-savvy Simon, Gary decides to sabotage her attempts to find a boyfriend by hacking into her computer, voice mail and cell phone.
As his obsession escalates, his actions become increasingly extreme.