In MILF: The First Episode, StepMom Jessica Ryan Overhears Her Teen StepDaughter Talking About Her Boyfriend, and decides to do something about it. She takes Fiona Sprouts' phone and makes a call to the mysterious boyfriend. She then convinces him to come over and show her his dick. Jessica soon learns that Fiona needs some help when it comes to sex, and she prepares her daughter for a long sexual adventure with the boyfriend..