Mathers of the Heart

Kissed by Helen after he fixes her stove, Lowell decides to ask for a date. She laughs in his face, but concedes to a date while apologizing to him. The next day, the brothers discover that Helen had wonderful time, while Lowell was bored out of his mind. It takes a while, but on their next date, Lowell finally gets up the nerve to dump Helen. Depressed after being dumped, Helen wonders if her and Joe were meant to be together. But after sharing a steamy kiss in the airport terminal, they quickly dismiss the idea.

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S04E06 - Two Jerks and a Jill