Jess Parks (Hudon) seems to have it all: a successful career, wonderful friends, and a stylish city apartment. However, she struggles to find a partner who truly appreciates her unique sense of humor and vibrant personality. The only person who has ever truly understood her is her lifelong best friend, Ted (Paevey). Having grown up as next-door neighbors in the suburbs, Jess and Ted have always been inseparable. When Ted announces his engagement and asks Jess to be his Best Woman at the wedding, she is thrilled—until she discovers that his fiancée is her high school nemesis, the notorious Kimberly Kentwood (Kruger). As Jess helps Ted prepare for his wedding, she comes to the realization that Ted has been her ideal partner all along. But now, the question is whether it’s too late for her to become more than just his best friend.