When Graham and Rory are cast in their school's production of "Grease," with Graham as the lead and Rory with a lesser known part, Poppy and Angie get involved and try to appeal to the drama teacher, Dr. Biscuits, to make changes. Meanwhile, Will is not ready to tell Sophie that he's seeing Dr. Dewan, so against his better judgment, he takes Douglas' advice and lies to Sophie.

When no one bids on "Lunch with KZOP's Will Cooper" at the school auction, Poppy and Sophie scheme together to recruit Dr. Biscuits to bid on Will and play the role of his No. 1 fan. Meanwhile, Douglas attempts to teach a reluctant Angie how to cut back on extra spending and become more fiscally responsible.

Will feels like everything is changing as Sophie returns home from camp a seemingly different person and as he loses out on being room parent to Douglas. Meanwhile, Miggy gets a new temp job at Angie’s law firm to help him earn more money to go toward Jack’s preschool costs, but he ends up discovering he may like the position more than anyone expected.

After Will’s parents confess that they are inspired by his relationship, which they think is with Angie, Will and Angie must pretend to be a couple for the night in order to keep them from seriously considering divorce. Meanwhile, Douglas steps up to the boyfriend plate and offers to help Poppy with errands, only for her to discover how much she actually likes having time off; and the kids give Tony a makeover to ease his broken heart.