Liz Matthews agrees to a blind date for her daughter's wedding with only one goal in mind- making her ex-husband jealous. The plan works, but also backfires as she finds herself enjoying the company of her younger date. Widower Bennett Grayson has his hands full enough adapting to single parenthood of a teenage son and has no intention of falling in love again. When a friend arranges a blind date, Ben reluctantly accepts as a favor to his friend, but gets more than he bargained as the funny and charming divorcee catches his eye. Brandt Matthews has much to atone for in life, starting with his daughter and his ex-wife. In spite of their troubled marriage, the one constant for Brandt has been Liz, until a new man in her life makes him realize how much he stands to lose- or has already lost. As Liz and Ben embark on a new adventure called dating, they are faced with a host of challenges, including the ghosts of the past and Ben's son Landon, who wants nothing to do with his father's new girlfriend. Can they overcome the obstacles and start a new life together, or will Liz succumb to Brandt's charms again?