When record store owner and compulsive list-compiler Rob Gordon gets dumped by his long-time girlfriend, Laura, because he hasn't changed since they met, he revisits his top five breakups of all time in order to figure out what went wrong. As he examines his failed attempts at romance and happiness, the process finds him being dragged, kicking and screaming, into adulthood.

Aspiring writer Tommaso makes a living by penning the self-help column of a women's magazine. One day he receives a letter from a reader asking for advice on how to break up with her man: it is none other than Zoe, his partner of ten years, unaware of his pseudonymous side job. Tommaso can't believe his eyes and answers her in private to learn more.

A man is broken hearted at the loss of his lover, then later visits the same pain on the next woman with whom he becomes involved.

Faced with unfortunate complications beyond her control, go-getter events manager Andi Medina has no other person to turn to. She is then forced to reconnect with her ex-boyfriend, cosmetic surgeon Max Labarador. Much to Andi’s shock, Max is already in a three-year live-in relationship with pediatric oncologist Christian Pilar. With nowhere else to go and left with no other options, she agrees to live with the couple – both parties agreeing into a deal that will change the course of their lives and hearts.

Jenny is a real crazy girl. Latest feat is an ad that asks for work, convenient to young and unmarried entrepreneur office Candidate bosses and lovers arrived at her house. But this by accepting only serious offers will come to Mr. Papadopoulos office. Her acquaintance with Mr. Alekos and lies that will say from the outset, that is plousiokoritso will put her in big trouble