Plot
Joe MacGonaughgill (Eric Schaeffer) and Lucy Ackerman (Sarah Jessica Parker) are roommates and best friends living in a small Manhattan apartment. Lucy is turning thirty and her love life is embarrassingly dull. Joe on the other hand is infatuated with his attractive neighbor Jane (Elle Macpherson). Lucy then decides to form a death pact with Joe like they'd had back in college. If they do not both find true love by the time Lucy turns thirty, then they will both jump off the Brooklyn Bridge.
Jane comes to an artwork show of Joe's where Joe finally gathers up the courage to ask her out, while Lucy begins dating Bwick Elias (Ben Stiller), a weirdo artist who paints with his own body parts. Joe soon realizes that Jane isn't who he thought she ought to be. Bwick also turns out to be "no Joe" for Lucy. It is at this point that Joe and Lucy realize that they are perfect for each other.
Read more about this topic: If Lucy Fell
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““The plot thickens,” he said, as I entered.”
—Sir Arthur Conan Doyle (1859–1930)
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The careful Devil is still at hand with means;
And providently Pimps for ill desires:
The Good Old Cause, reviv’d, a Plot requires,
Plots, true or false, are necessary things,
To raise up Common-wealths and ruine Kings.”
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“There comes a time in every man’s education when he arrives at the conviction that envy is ignorance; that imitation is suicide; that he must take himself for better for worse as his portion; that though the wide universe is full of good, no kernel of nourishing corn can come to him but through his toil bestowed on that plot of ground which is given him to till.”
—Ralph Waldo Emerson (1803–1882)