Dating Games People Play (2005)

Synopsis
Dating Games People Play has been compared to Swingers meets American Pie. It is a comedy set in Newport Beach, California that captures the often times unpredictable dating scene; it pokes fun at the very different perspectives that men and women have of dating and relationships. Their misperceptions come crashing together in this quirky and sometimes crazy romantic comedy. Nick Jenkins finds himself back in the single scene as his relationship with his fiancée abruptly falls apart. With his roommate and best friend Jed Rollins, Nick jumps back into the dating world. Soon after he meets Mona, his struggles begin. Nick is torn between building his business and becoming financially secure or committing to a relationship. Mona begins to put some not so subtle pressure on Nick for them to have 'exclusivity'. Nick seeks the advice of his parents and George, an old-time player, who both strongly recommend that he stay single. Jed and Nick set out on a mission to investigate marriage. They visit some old high school buddies to seek their opinion. Nick and Jed discover that marriage does have some 'perks'. Mona, Jed and Robin accompany him as they meander through the quagmire of awkward situations that they encounter during their dating escapades.