Philip and Will don't see eye to eye on Ashley's singing career, but record producer Gordy Berry is all ears. Will discovered Ashley, will he get credit? Does somebody else help Ashley to to top or does she end at the bottom?
Will blasts Carlton for stealing his woman while on a double date, and their ensuing fight lasts for days until Will gets knocked unconscious. Philip and Hilary teach Ashley to drive. They don't do very well teaching Ashley.
Will tells a tall tale about seeing a mob killing, then being placed in a witness-protection program in the backwoods of Alabama. What happens to Will in this story? Does Will go to far to fool Jazz?
Will may soon regret using one of his phony lines to snag a sorority recruit. Its hard to live up to what is said. Geoffrey considers legal action for an on-the-job injury. Will Geoffrey sue?
Ashley secretly abandons her private-school education for the real world of public education, thanks to inspiration from Will. Reality sets in to Ashley. Hilary tries to broaden her talk show's demographics.
An invitation to a Soul Trainreunion has Vivian feeling romantic recalling Philip's marriage proposal on the show 25 years earlier but has Philip feeling like a dinosaur. Meanwhile, Carlton competes with Will in a dance contest.
While on a date with another woman, Will feels the power of love for Lisa. And, in a weighted suit, he feels what fitness guru Susan Powter hopes will be empathy for Uncle Philip. Will Will get caught in the suit by Lisa?
Will goes overboard to make a good first impression on Lisa's father and soon regrets it. Does Lisa's dad take a liking to Will. Meanwhile, Carlton, Ashley and Hilary try to find out who is daddy's favorite by searching for his will.
Will gets roped into a weekend ski trip with Carlton that quickly turns to disaster when their party arrives. Will had invited Lisa. Meanwhile, back home, Hilary prepares to leave the nest.
Will and Lisa each lie about their evening plans. Both feel guilty about the lie. They then wind up at the same party. Ashley is found in the coat room with a football player. Will goes nuts.
After getting shot, Will proposes marriage to Lisa in a moment of vulnerability; but she shoots him down with no for an answer. Meanwhile, accident-prone Hilary prolongs Will's recovery. Will Will ever get out of the hospital? Will Lisa ever say yes?
Thanks to relationship counseling, Will and Lisa hope to move on up to a new understanding in preparation for marriage. Meanwhile Hilary wants Geoffrey to work at her new home. Geoffrey tells her he has a job but Hilary won't listen.
Will and Lisa have their hearts set on a small wedding, but plans get out of hand when Lisa's dad can't agree on the arrangements so the couple tries to elope to Las Vegas. Meanwhile, while Carlton helps Hilary with taxes, a financial adviser falls for Carlton.
Will wows Philip with his sound investment advice to buy Jazz's apartment building -- but the tenants scream slumlord after Philip acts on Will's moneymaking tip. Will the apartment get fixed?
Will inadvertently finds himself in the right place at the right time and lands a part in a daytime soap opera. Does Will keep the job or give it up on moral principles due to what he has to do.
Put into a trance by a stage hypnotist, Will behaves like a 4-year-old just as the family gears up for an interview with the admissions head of a private school. Will Will come out of the trance in time?
A dream job for Will with a businessman friend of Philip's turns into a nightmare when the man offers him a bonus to help bribe a councilman. Will Will take the money or will his conscious kick in.
It's double trouble for Will when a temptress schemes to make him forget his fiancée -- and also befriends Lisa. Can Will pass on the temptation? Will Lisa find out what her friend Denise is up to?
While en route to his bachelor party, Will gets trapped in an elevator with the feuding Carlton and Jazz. While in the elevator his life with the women in his past flashes before him. Is Will making the right decision?
Just before the wedding, as tempers heat up between Vy and Fred, Will gets cold feet about marrying Lisa whom he feels he may not really know. He will go through with the wedding as he is not the one with cold feet.