Cricket and Tilly urge their father to start dating again and set him up with a polite bakery owner. Things seem to go well until Nancy, his ex-wife, meets her and begins to feel jealous, but denies having any feelings for him. Though, the kids can see right through her and decide to help get their parents back together.

[Big City Greens] Cricket's latest screwup lands him in hot water with Gloria. But when he tries to make up for it by getting her a new job, she may wind up with a lot more than she bargained for,

Gramma Alice shows she has an extreme dislike towards teenagers and doesn't trust them as far as she can throw them. But when she goes to the community center with her family for a fun event. She meets a teenager whose a total gentleman but she still suspects he's up to no good. It takes some convincing from her family and others that not all teenagers are bad people.

The Greens are at Big City Park for a day of fun but they meet up with Andrew. But when he meets Nancy Green, suddenly love-struck by Nancy Green but he doesn't want to make things weird between him and the Greens. So he has two choices: Pursue a relationship with Nancy and not make things weird between him and the Greens. Or find another girl whose more his dream woman.

Bill and Gramma Alice are out of the house for most of the day and they hire a babysitter that volunteers to watch their kids while they're out. But Cricket and Tilly are concerned about their babysitter as they see their babysitter is stoic, doesn't smile or laugh. They attempt to try and make him laugh or smile but the challenge might be tougher than they predicted.