Six 30-somethings live in Chicago and are either involved, formerly involved or looking to become intimately involved with one another. Susan is a beautiful and sexy go-getter with an uninhibited attitude who used to date Patrick, the cocky, good-looking guy of the group. Sally is Susan's attractive and unspeakably vain best friend and beauty therapist who is desperate for a man and now dates Patrick. Steve wants to date Susan but can't seem to shake his clingy ex-girlfriend, Jane, who is completely in love with Steve and refuses to be dumped by him. Jeff is Steve's "porn buddy," who, unknown to his friends, is terrified of sex or the prospect of it. He works in the same office as Susan and had a forgettable fling with her.