Successful, egotistic Doug Menford is long on charm but short on class. To him women are nothing more than sex objects, good for a night and nothing more. Nicknamed Dawg by his friends Doug's world is turned upside down when he meets Anna Lockheart who teaches him a lesson he will never forget! Anna is a gorgeous, tough as nails lawyer who is the executor of Doug's grandmothers will. She informs him he is the sole heir of her million dollar estate - but there is a clause. Before he can claim his inheritance he has to track down a number of women he has betrayed, and with Anna as his witness convince them to forgive his indiscretions...with wildly unexpected results! One by one Doug revisits his ex-lovers. Once he witnesses the pain he has caused he starts to show genuine regret. Anna meanwhile learns to lighten up and enjoy life. Two opposites forced together as Anna and Doug set off on their quest to find forgiveness. Along the way they just might find love!