After realizing the marriage to her first ever boyfriend was too good to be true, Isabella files for divorce and leaves their life in California for the home of her youth in Chicago. Upon her arrival, she reconnects with her cousin and best friend Daniel, who has been taking care of her parents' home since they passed. When Daniel enlists the help of his friend Taylor, who Isabella had a childhood crush on, will she be forced to face the pain of rejection again, or will Taylor see what he has missed all these years?