We all have people in our past that we wish never to forget. The memories and the moments with these friends connect us to who we were when we were young, allowing us to relive that wild, carefree time. These are the people who know our secrets, who prop us up in the tough times, who share the joy and laughter and own a piece of our heart and soul. And it is this type of friend that unexpectedly reappears in Lila Westcliff's life. Lila's fiancé, Luke, is a loving, devoted man, and despite her difficult past, she finally feels happy. But when Lila returns to Boston to celebrate the wedding of her longtime friends, Jenny and Scott, she is reunited with Jake, her onetime lover, and suddenly nothing is as it seems anymore. When Jake attempts to recapture her heart, Lila must wade through the memories of their relationship and the sea of questions plaguing her thoughts. Now she is faced with an uncomfortable decision. Will she choose a second chance with Jake, or will she remain with the man whose ring she wears?