Nick Jenkins finds himself back in the single scene as his relationship with his fiancee abruptly fall apart. With his roommate and best friend Jed Rollins, Nick jumps into the dating world. Mona, Jed, and Robin accompany him as they meander throught the quagmire of awkward situations they encounter on their dating escapades.
Leonard Hoffman is an insurance salesman struggling to make ends meet. The fact that he has triplet sons who all want to go to Yale isn't making things any easier. Blanche Rickey is also worried about money; her husband is a millionaire with a weak heart, and she worries that he'll blow through all his cash before he finally dies. When Blanche meets Leonard, she devises a murderous plan that she claims will fix both their problems.
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