Dating can shed a lot of light onto the way we see ourselves, and the world. After a brutal divorce and a run of disappointing relationships, Cheryl shares the one surprisingly simple lesson that turned her luck around. On the advice of her therapist, Natalie dives into the world of "dating badly", and is forced to examine some of her own boundary issues. She has a worryingly good date with a dude named Jack, she and Christos swap war stories ... and strategy.