Pop is humiliated when he loses his driver's license due to his failing eyesight. As if that's not bad enough, Kit is trying to sell his car out from under him. Pop discovers Kit's plans when Maureen Brennan, an elderly, outspoken widow just like him, drops by the house asking to see it. Although Pop refuses to give up his '41 Plymouth -- which he courted his wife in -- without a fight, he falls for Mrs. Brennan and agrees to take her for a spin, license troubles and all. Officer Dennis ends up escorting him home, because, as Pop claims, he crashed the car into a tree. But when Mrs. Brennan comes by the house a second time, Chuck and Kit learn that she asked Pop if she could drive, and the accident was all her fault. As it turns out, she still wants to buy the car, as her dead, Irish husband Robert courted her in a '41 Plymouth. A smitten Pop finally agrees to sell it, and Mrs. Brennan repays him with a little backseat nookie.

The Cavanaughs think a week in a monastery is just the thing that will teach them to get along.

When Kit struggles to quit smoking, the rest of the clan agree to give up something of their own to support her.

Father Chuck, Jr. is in a bit of a bind when the homeless shelter where he was helping out is forced to closed down suddenly. He's managed to find a new home for everyone, save for one person, and asks Pop if they could stay with him temporarily. Pop reluctantly says yes, only to learn that there's two people: a Hispanic woman, Rosa, and her infant son, Bob. But when Rosa (who barely speaks any English) overstays her welcome, Pop and Kit begin to suspect that the Father's motives aren't entirely pure, and Rosa is a scam artist. They get one right -- Father Chuck, Jr. goes on to announce that he's resigning from the priesthood, so that he can marry Rosa and be the other kind of father. Although everyone takes the news hard, only Pop is so angry about it that he nearly disowns his grandson. Pop's increasing feelings towards the baby cause him to eventually have a change of heart... at the same time that Junior has his own about the marriage thing.