In Season 1, Will persuades Ashley to give up her violin in favour of the drums, Will and Carlton are mistaken for car thieves, Geoffrey celebrates his birthday and Will's mother visits.
In Season 2, Will gets trapped during an earthquake, Carlton's pride is dented when Will is awarded a better grade in a school test and Vivian takes up dancing when she reaches 40.
In Season 3, Uncle Phil forces Will to move out of the family home, Ashley seeks relationship advice from Hilary and Carlton accidentally overdoses on drugs found in Will's locker.
In Season 4, Will and Carlton begin their first year of college, Will regrets withdrawing from a difficult philosophy class and Will and Carlton get involved in a legal battle with Philip.
In Season 5, Will promotes Ashley's pop career with a record producer, Will falls out of favour with Nicky, Ashley is given driving lessons and Will witnesses a Mob murder in Philadelphia.