Eric helps a single mother named Harriet and her son Clarence to try to convince the IRS that she shouldn't be responsible for her ex-boyfriend's enormous debts. Annie confronts the kids about their lack of good manners after an incident at a ""Free Sunday Blue-Collar Special Lunch"" at a restaurant. The kids do not take Annie seriously and fool around. Meanwhile, Matt accuses Mary and Lucy of placing a personal ad in his name in the school newspaper for a date. Also, Simon and Ruthie try to figure out how to pay off Happy's accidental credit card and purchase.

Annie and the girls are fixing up an old car for Matt as his college present for him as he moves into a fraternity house. Simon is having a hard time living around the girls when fixing up the old car and needs to be around some male energy, especially after hearing from his mom that two more girls MAYBE on the way when she predicts the twins' sex. Meanwhile, a new woman at the church flirts with Eric. Lastly, Matt's friend almost dies after drinking too much for an initiation at a fraternity party and Matt quickly takes him to the hospital.

Ruthie wants the ""Booboom"" video game that her friend has and is walking around the house pretending she is dropping bombs which is annoying Annie a lot. Simon has a BIG problem at school when his girlfriend Deena tells him that her former boyfriend Johnny just got dumped by his girlfriend and might be coming after him so he could get back together with Deena. Johnny then threatens to shoot Simon the next day at school. Simon tells Eric this and tries his best to settle this matter leading to bad consequences on both sides as someone gets shot. Meanwhile, Matt introduces Mary to his friend Shana and her brother. He asks Mary out on a date, but has no idea that he has a BIG problem--- he is violent. Meanwhile, Lucy tries to be romantic with Jordan and wants to slap him after watching ""Gone with the Wind.""