Bree Andrews' innocence is replaced by a quarter-life crisis when the most beautiful man she's ever seen is suddenly asking her for a small favor. She falls head-over-heels (with the rest of her body showing just as much enthusiasm) for this mysterious, but younger guy who becomes her summertime obsession. With the help of her best friend a stand-up comedian named Justin, she attempts to swing fate into her favor while sacrificing more than her pride. As her plans unfold, Bree is faced with continuous surprises including somehow ending up on stage behind a microphone telling jokes for an audience. With each improvement she attempts to make in herself, life somehow becomes even more complicated. This hilarious journey sweeps through every emotion a gal can fit into one summer and after all of the twists and turns, Bree finds herself Dreaming the Chase.