On her debaucherous 40th birthday, chronically underemployed serial relationship-killer Jackie Rosenblum meets magnetic dreamboat River Manning.
Things take an unexpected turn on River and Jackie's first date.
River and Jackie make a pact to swap places in the dating world and make each other over for their new online profiles.
After making a pact to swap places in the dating world, River and Jackie go on their dates and wind up deepening their friendship in unexpected ways.
Jackie and River take a revealing journey to the past while waiting out the effects of pot cookies at an A-Gay party.
Jackie and River toy with the idea of having a baby and experience an abrupt end to their evening with an unexpected revelation.
Jackie and River run into their off-the-rails exes and decide to set them up, but find their relationship in sudden jeopardy.