It always starts out so innocent. A drink, a laugh, a bet. For 40-year-old Dee Harper, her hum-drum life is about to become...educated. When Dee's wealthy friend, Gail, makes her a ridiculous bet, she never dreams she'll actually go through with it. After all, dating 26 men in one year, from A-Z, is ludicrous. Right? Then Gail offers her fifty thousand dollars if she succeeds. Now that, is an offer she can't refuse. From Adam the cocky limo driver to Kevin the klepto Dee learns the hard way what sort of guy she doesn't want. Together the life long friends get schooled in the art of dating and love and laughter. Filled to the brim with snark and sarcasm and the joys of dating 'later in life.'