Jess Parks (Hudon) has a good job, great friends and a cool apartment in the city. She has it all, except the ability to find her perfect match that would appreciate her quirky humor and outgoing nature. The only person that ever truly understood Jess is her lifelong Best Friend Ted (Paevey). Jess and Ted grew up together as neighbors in the suburbs and were inseparable. When Ted reveals to Jess that he’s getting married and asks her to be his Best Man, or in this case Best Woman at his wedding, Jess is happy until she finds out that he’s marrying her high school rival and mean girl Kimberly Kentwood (Kruger). As Jess and Ted spend time together planning his big day, Jess realizes that her perfect match has been Ted all the time but is it too late to be his BFF bride?

When an IT guy meets a beautiful girl who dreams of being an actress, he pretends to be a big shot producer to win her over. With the insistence of her suspicious friends, she continually tests to see if he is the real deal. This leaves him no choice but to desperately keep up the illusion, because he finds himself falling in love with her.