Plot Summary
Reuben Feffer, a risk assessment expert for a large life insurance company, is celebrating his honeymoon with his new wife, Lisa Kramer, on the island of Saint Barthélemy. However, he catches her having sex with Claude, a scuba instructor. Lisa claims to be in love with Claude and chooses to stay in Saint Barthélemy with him. Reuben returns home to New York alone and attempts to piece his life back together. While at an art gallery with his friend Sandy Lyle, he runs into former middle school classmate Polly Prince. Reuben asks out Polly, and she invites him to dinner at a Moroccan restaurant, which he agrees to despite having irritable bowel syndrome.
The date ends badly when Reuben clogs Polly’s toilet. On their second date, they go salsa dancing. Polly dances provocatively with her friend Javier, and Reuben admits to being uncomfortable, explaining that he actually hates spicy food and generally avoids “risky” behaviors that she clearly enjoys. Despite this, Polly takes him home, and they have sex. Polly and Reuben continue to see each other regularly. Reuben finds himself challenged to experience new things as well as by Leland Van Lew, an adventurous CEO who wants Reuben’s company to insure him so that he can maintain control of his company.
Reuben also asks Javier to teach him to dance salsa, which allows him to surprise and charm Polly when they return to the salsa club. When Lisa returns hoping to reconcile with Reuben, Polly is spooked by Reuben referring to her as his girlfriend. Reuben tells Lisa he doesn’t want her back and she has to leave. He enters information about them both into a computer insurance program which measures risk. It tilts the decision toward Polly. The results suggest that, despite his numerous blunders with her, she is the least risky choice for him.
Meet the Cast
Info & Stats
Director:
John Hamburg
Writer:
John Hamburg
Stars:
Ben Stiller, Jennifer Aniston, Debra Messing
Categories:
Comedy, Romance
Budget:
$42,000,000.00
Revenue:
$178,300,000.00
Age: PG13 | Duration: 1h 30m
Watch the Trailer