 Risk analyst Reuben Feffer loses his wife on their honeymoon when he discovers her doing the nasty with a scuba instructor. When he returns home, Reuben s friend and coworkers try to cheer him up and take him out to meet new people. He has a chance encounter with middle school classmate Polly Prince. The movie then follows the dating of Reuben and Polly, he an anal retentive risk avoider and she a free spirited wanderer. When Lisa, Reuben s wife, returns from her fling with Claude Reuben must choose to take back his cold-hearted wife or run with the commitment-fearing Polly.