Jessie is hopeless about finding love, after asking out the fourteenth guy she had a crush on, and being rejected for the fourteenth time, she gets disappointed and decided: love doesn't exist. Jessie's best friend, Rachel, feels sorry for her, she thinks Jessie deserves to be loved, after all she's pretty, kind and she's a girl any guy would want to get as his girlfriend, but neither Jessie nor Rachel understand why the guys keep rejecting Jessie.
Rachel gets very worried about her friend that she will have no other choice but to ask a favor from her brother, Nathan. She begs him to pretend he's in love with Jessie.
Nathan is too busy with work and college that he doesn't have time for love, so he finally agrees, since Rachel promises it will only take two months, She wanted Jessie to feel loved and that's all.
Rachel's plan backfires when Jessie falls madly in love with Nathan, and gets devastated to know the truth behind Nathan approaching her.
Her feelings take a very long time to heal, or maybe not healed after all.
His mother has a terrible boyfriend
Her parents died when she was younger and she was left for dead
His parents were both divorced and had remarried but they all lived together
Her life was normal but she hates him
He lived with his father who hated him
Not very specific on names but together each of them have their own place they love and hold dear, the Coffee Shop