Still Standing/YMMV

Crowning Moment of Funny: Brian finally gets up the nerve to ask out Sarah, Lauren's tutor. She accepts. After she leaves the house, Brian goes into full-on celebration mode, spinning his baton and singing "She said yes, she said yes, she said yes!" As these moments normally go, Sarah, having forgotten her purse, walks back in, catches Brian's antics, and changes her mind.
Crowning Moment of Heartwarming: In the Series Finale, Bill and Judy think there's something wrong with them because they don't get emotional over Brian leaving to go to college. That is, until they move Brian's dresser and find a drawing he made of the family when he was little.
Squick: United by their shared loneliness, Brian and his aunt Linda start hanging out with each other more often. They talk, they laugh, they do activities. They are really enjoying themselves, until Lauren points out to them that they're essentially dating. This brings everything to a halt rather quickly.