After Will returns to Bel-Air, he learns that Phil now owns a record store, in which he hears and sees Ashley singing beautifully. He then goes on a mission to get Ashley into contact with managers and on the air. He sets up a talent show at the Peacock club on campus where Ashley is being discovered. Of course, Phil is against Ashley's music career... Written by nanoprobe19

Ashley's success is going to Will's head. Phil decides that it would be best if Will did not manage Ashley any further. Upset, Will moves out for weeks, but eventually comes back. As soon he is back, Will learns that Ashley's success is going to her head as well and is upset to find that Ashley is turning into a Diva. Written by nanoprobe19

Will reluctantly takes Nicky to the mall to see the child-hero Dougie the Whale. When Dougie starts yelling at the stage hands, Will talks to Dougie to behave for the children.

While on a double date the girl Will wants, kisses Carlton. This results in a wrangle. Meanwhile, Philip and Hillary try to teach Ashley to drive a car.

Will and Carlton play poker with Jazz but think he is cheating. To get even with Jazz, Will and Carlton make up a story about their witnessing a murder and being in a witness protection program.

Will has a date with Lisa in a cabin. However, things don't go the way Will thought they would go.

Ashley decides she does not want to attend private school. She enrolls in a public school to find out what it is like in the real world.

Philip and Vivian once were on Soul Train and are invited again for a special show. Vivian is very enthusiastic about it, Philip however doesn't want to go.

While Will and Lisa are on a date, another guy starts to pick on them. Lisa steps in and uses self defense techniques to get rid the heckler. Will is embarrassed and takes tae kwon do lessons.

Will, in an attempt to impress Lisa, makes a photo of Jay Leno by night and sells the picture to an editor. However, Will doesn't know the editor works for a sleazy gossip magazine and ends up being sued for libel by Jay Leno.

Will realizes the depth of his feelings for Lisa when he dates another woman. Susan Powter becomes the personal trainer to the Banks family.

Will is going to meet the father of Lisa and wants to make a good first impression.

Hilary bought a house. Will and Carlton are on their annual weekend ski trip and things don't exactly go as planned.

Lisa tells Will is OK if he wants to go out with his friends one night and she will go out with her friends. They each lie about what they are going to do, and happen to both go to the same party. Worse, they find Ashley at the same party.

Will and Carlton are at the ATM and somebody tries to kill Carlton for his money, but Will takes the bullet for him.

Still in the hospital from being shot, Will thinks about his future. He asks Lisa to marry him.

Will and Lisa go to a relationship counselor so Uncle Phil will pay for their honeymoon.

Feeling that their opinions and feelings are being ignored, Will and Lisa run off to Las Vegas to get married.

Will talks Philip into buying an apartment building. The state of the building however is not what they expected.

Will finds out what it is like to have a woman in his life that controls things. Also, Will lands a part in a soap opera and begins to see himself as a major star, spending money to fit his new status.

While at a magic show, Will is unknowingly hypnotized and begins to act like a child at the ring of a bell.

A family friend visits Philip. He asks WIll to do something illegal and Will tries to find a way to avoid the issue. Carlton and Hilary try to find a match in online dating and end up being matched with each other.

Will meets a new student at the university who seems determined to be Will's girlfriend despite the fact that he is engaged.

The guys are throwing a bachelor party for Will. On the way, Will, Carlton, and Jazz get stuck in an elevator. They recall past events for each of them, shown in flashbacks.

Will gets cold feet about the wedding.