Lenny is a high-powered lawyer at the top of his game, that is until he approaches a client with an out-of-the-box idea for their case. When the client is offended, Lenny is subsequently fired. As he attempts to figure out what's next, he meets the beautiful, free-spirited Naomi who runs a monthly live-in experience for people who may need to find a little more love in life, and she sees Lenny as her October. Finally convinced to give it a shot, Lenny and Naomi begin a whirlwind of a month of adventure, joy, and maybe even love.
