Tear Jerker / The Torkelsons

• The family's house being foreclosed at Season 2 Episode 1, because Millicent can't pay the mortgage anymore, and them having to leave Pyramid Corners. Millicent is heartbroken about this and alludes that she feels she failed as a (single) parent because of this.
• Dorothy Jane crying on the porch being heartbroken after Riley, the boy she had an intense crush on for half a season, rejected her. It's all the more played up by the facts that: to the audience watching Dorothy Jane and Riley's interactions during half the Season beforehand, it was clear that he thought nothing more of her than "a random girl going to the same school and happening to live next door" while she thought he was the "love of her life"; that Millicent repeatedly had pointed out aforementioned fact to Dorothy Jane but Dorothy Jane always blatantly denied / ignored that; and that no scene was showed of how Riley actually rejects Dorothy Jane, we just see the aftermath.
• Dreama's bullying / tearing down Dorothy Jane at a prom because the latter wears a dress she bought at the Salvation Army, and that Dreama had donated.
• Boarder Hodges' Day in the Limelight story about that he has a granddaughter (of his son who passed away) who was cut out of his life because the girl's stepfather (Hodges' ex-daughter-in-law's new husband) shut the girl's grandpa out of her life. Especially heartbreaking when you consider how warmly Hodges interacts with all five Torkelson children, and especially is sweet to Mary Sue, who has the same age as his own granddaughter. It ends in a heartwarming moment, though, when Hodges' ex-daughter-law re-establishes contact between herself and Molly, with Hodges.
• Millicent receives a video tape from her estranged aunt Jimmie, who has just died. In it, Jimmie poses a riddle: What is the wrong way to eat spaghetti? Jimmie then proceeds to execute a series of pranks from beyond the grave, culminating in a final tape in which she expresses regret at having shut Millicent out of her life, and answers the riddle. The answer is, "Alone."
• Molly, who apparently has been a sub-par high school student up until now, comes home with her first report card with a grade higher than a C and shows it to her Dad Brian proudly - upon which Brian not only chastizes her for the rest being C's, but he says "Dorothy Jane had only A's except for one B, why can't [Molly] be like that"? Even Dorothy Jane herself reacts uncomfortably and says "Hey, leave me out of this". Molly is heartbroken for her father not giving her any recognition (something she apparently longs for but is afraid to show).