Mark Harmon is a washed-up baseball player who is called back home to handle the ashes of his childhood sweetheart/ first love who had committed suicide. As he searches for what to do with them, he remembers the past and the relationship they had. In doing so he finds himself again.

Dorothy, a twenty-four-year-old kindergarten teacher born, raised, and still working in Harlem, is celebrating Thanksgiving with her extended family, but she doesn't seem to be thankful for much in life. She lives a self-imposed sheltered life; she is shy and unfulfilled. Things change for her when she is caught in a snowstorm while chasing after her dog, Toto. They are transported to the mysterious Land of Oz, where she is informed that the only possible way to find her way back home is through the assistance of the powerful wizard in the Emerald City. As she goes searching for him, she befriends some creatures who are facing problems in life just like her. In their quest to find and get help from the wizard, they also face Evillene, the equally evil sister of Evermean, the wicked witch whom Dorothy inadvertently killed when she arrived in Oz, and who may be their biggest obstacle in achieving their goals.