Charlie is unlucky in love. After a string of failed relationships where he is told he is "too nice", his friends decide to take action. They sign him up to a number of dating websites as different people and he has to go on dates pretending to be someone else in order to learn how to 'Man up'. Charlie enters a whole new world of one night stands and begins to see what he has been missing. But will he lose who he really is, and fail to see what's right in front of him?