In "Be Careful What You Fish For", when Stewie leaves the daycare covered in fingerpaints and reports neglect in the classroom, Brian offers to discuss matters with Miss Emily. But when Brian scores a date with Miss Emily, he resorts to running interference with Stewie to keep him from getting Miss Emily in trouble when she dislocates his arm until Brian has a chance to have sex with her. But when Brian discovers she already has a boyfriend named Devin, Brian decides to do the right thing. As Emily is arrested by the police, Brian quotes "What you did to those children, there's a special place in Hell for people like you." As the police car carrying her drives off, Brian and Stewie make cracks about Miss Emily becoming "Les-Chow" as Brian takes Stewie to find a new pre-school for him.
In "Valentine's Day in Quahog", Stewie gathers scores of Brian’s former girlfriends including Miss Emily to get to the bottom of why he’s unsuccessful in love.