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- A streetwise, poor young man from Philadelphia is sent by his mother to live with his aunt, uncle and cousins in their Bel-Air mansion.
- 1990–199623mTV-PG7.9 (1.6K)TV EpisodeA streetwise teenager is sent by his mother to live with wealthy relatives in an upper-class California neighborhood, where he must adjust to a new lifestyle.
- 1990–199624mTV-PG7.5 (1.3K)TV EpisodeAfter Ashley reveals to him that she does not enjoy playing the violin he takes her to and trades her violin in for a drum set. Then reveals that he has already hired Ashley a teacher. Jazz.
- Will tries to impress a girl's father so he can date her. Mr. Banks, Carlton, and Geoffrey try to teach him how to be a gentleman in a My Fair Lady way.
- 1990–199624mTV-PG7.7 (1.2K)TV EpisodePhilip's parents come to visit for the weekend when he wins a prestigious award. After finding the rehearsed lines of the Banks' to be boring and deciding to kill the story, Will talks to the interviewer telling her embarrassing stories about Philip's past "barnyard life" he heard from Philip's parents.
- 1990–199624mTV-PG7.6 (1.1K)TV EpisodeWill gets a visit from an old pal named Ice Tray, who, to Vivian's and Philip's dismay, warms up to Hilary.
- While Philip and Vivian go on a trip to Palm Springs in Mr. Furth's helicopter, Will and Carlton drive Furth's car there as well. They get pulled over for "stealing" the car. Hilary babysits Ashley as Geoffrey has the weekend off.
- Will enters into an after school program, following the girls into a Poetry class he makes up a poem on the spot to impress the girls. After creating a poet, Christina asks to bring the made up poet to Poetry Night. After Jazz doesn't come through with an impostor, Will uses Geoffrey as the fake poet.
- 1990–19961hTV-PG6.3 (1K)TV EpisodeThe family heads to the mall to pick up costumes for Hilary's Halloween Party, while Will and Carlton place a bet to see who can find a date for the party. Philip gets held up at a gadget store. Vivian sing in a Record-A-Song booth. Hilary forgets to take a hat off Ashley and walks out of the store with it, they get accused of theft.
- 1990–19961hTV-PG6.6 (987)TV EpisodeWill and Carlton both try to win Melinda over by making up stories about themselves. She ultimately chooses Carlton over Will, though she hides a secret.
- It is Geoffrey's birthday and Will decides to set him up on a blind date as a gift. Will winds up thinking she is perfect and breaks up the two dancing at a nightclub. Later when Geoffrey comes home, he gives Will Helen's phone number stating she would be more fit for Will.
- Will's talents help him become a basketball star at school, but cause Carlton to begin feeling insignificant and inferior to him.
- Will's taskmaster mother visits for the holidays and puts the kids to work preparing a thanksgiving dinner, but preparations soon go awry.
- 1990–199624mTV-PG8.0 (973)TV EpisodeHilary rats Will out for several things including getting in at 3 in the morning the previous day in order to get the family car instead of Will. Will plans revenge, while going to find out where Hilary is shopping he learns that she dropped out of college three months ago. Will uses this in order to get Hilary to slave for him while he is punished. Hilary tries to get Carlton to go against Will, but he also uses it against her.
- Ashley and her friends ask Will to tell a scary story at their slumber party before they go to sleep. Will tells the tale of his first day at Bel-Air Academy.
- Will realizes that Ashley has never experienced a real Christmas before and goes out of his way to let her have one. He decorates the inside of the mansion and also the outside fully, upsetting some of the neighbors.
- One of Philip's clients is very superstitious and befriends Will because of a couple of coincidences. He thinks Will is his good luck charm and lets Will make some major decisions.
- Will proposes a black history class be instituted at Bel-Air Academy, and gets a surprise when Aunt Viv arrives to teach it.
- 1990–199624mTV-PG7.4 (857)TV EpisodePhilip's mother joins the family for the weekend after recovering from a cold, Philip wants her to relax for the weekend but she wants to be more active.
- Jazz asks Will the favor of taking his sister out on a date after she moves into town, Will turns it down until Jazz introduces the two. Will takes her on a date and learns that she has her whole life planned out for the two already.
- Geoffrey's old employer Lord Fowler and his daughter come to the Banks' house for the weekend. Will wants to use the car to go to a Ziggy Marley concert in Nevada, Philip and Viv won't let him so he makes a proposition to be on his best behavior for the week. Lady Penelope winds up not being what Will thought she was.
- 1990–199624mTV-PG7.3 (844)TV EpisodeOne of Vivian's students, Kayla Samuels comes over for dinner and Will tries to impress her but fails. It upsets Will that he fails so the next day they have an argument but wind up liking each other. Will starts taking time away from her studies and Aunt Viv tells him to cut back on seeing her so she can have a good future ahead of her. Vivian winds up lecturing Kayla and revealing things about her struggle to be successful.
- Vivian goes away to Berkeley for the weekend, leaving Hilary in charge of the house while Philip is at the office. Will steals the car keys to go to the pool hall he winds up losing his money and the car to a hustler. Philip goes down to the pool hall to claim the money back, playing the hustler.
- Will makes a bet that Carlton wouldn't last a weekend in Jazz' neighborhood, Compton. Carlton starts to fulfill the bet, by not only fitting in, but getting along with the guys in "The Hood". Will has to find a way to stop him from going to MacArthur Park at night, to "Hang with the crew".
- Ashley's birthday is nearing and when the family asks her what she would like for her birthday shows a picture of a boy, Little T. Hilary knows T's agent so she has him come to Ashley's birthday party to perform a song for her. They hit it off and set up a date for the next day. Will and Carlton disagree with the date, so they decide to follow them on their date.
- Hilary lands a new job as an assistant to an actress, Marissa Redman. Ms. Redman turns out to be completely bossy. Will surprises Hilary with Jazz in the office and Marissa takes a liking to Will, wanting to bring him to a restaurant opening, she puts Hilary's job on the line if she can't set the date up. Will will only do it if Hilary goes on a date with Jazz.
- 1990–199624mTV-PG7.5 (816)TV EpisodePhil and Vivian feel that Will and his new girlfriend are moving too fast.
- 1990–199623mTV-PG7.5 (798)TV EpisodeWill and Carlton try to help solve Ashley's bully problems at school until Philip and Vivian find out and try to solve the problem their own way.
- Will gets a job to help pay for his prom.
- Will and Carlton take the PSATs with surprising results, while Geoffrey is up for his annual raise.
- Philip gets upset when he sees his mother spending time with a new man. The kids bet each other that they can't do something the other sex would normally do.
- 1990–199624mTV-PG7.6 (806)TV EpisodeMuch to their surprise, the family learns that Vivian's sister is engaged to a white man.
- Vivian has a mid-life crisis after her 40th birthday party and decides to become a dancer.
- Will has a blind date and likes the girl, Dee Dee, a lot, but her weight is an obstacle to him when it comes to asking her for the school dance.
- Will drives without car insurance, and faces the consequences.
- Will and Carlton think that the famous actress Sonya Lamor has stolen Vivian's silverware.
- Philip and Vivian take a weekend vacation and leave the kids home alone, Hilary and Carlton set up a video shoot with Bell Biv De Voe in their house, and then everyone must rush to clean up after Philip and Vivian decide to come home early.
- 1990–199624mTV-PG7.2 (720)TV EpisodeWill gets lucky at a fundraiser and wins some money. When Will doesn't follow the club's tradition, it starts rumors about the Banks family. Ashley is too young to go to the fundraiser, so she and Geoffrey set up their own poker night.
- Will finds out that his mom is seeing a new man while on a holiday skiing trip to Utah. When the adults go out to the lodge for the Christmas party, a knock on the door brings the kids trouble.
- 1990–199624mTV-PG7.3 (702)TV EpisodePhilip and Vivian force Hilary to get a job after going over the family's credit card bills.
- 1990–199624mTV-PG7.6 (746)TV EpisodeWill has a game coming up with Malibu Prep in which a scout will be in the crowd. He meets a player from the other team. After learning that Marcus has a child Will must choose between being greedy or realizing what the scholarship would mean to Marcus.
- 1990–199624mTV-PG7.4 (708)TV EpisodeGeoffrey falls for the woman next door while thinking she is a butler. When he finds out she is just visiting and is worth 25 million dollars he must decide whether he wants to continue seeing her, or not.
- Jazz stays at the Banks house when he has no place to go. Hilary must do community service at the clinic after going to court for parking tickets. While there she meets a doctor.
- Will has to go to the doctor for a tonsillectomy. While he's there we find out that Will is afraid of hospitals. The Banks' learn that Geoffrey is writing his memoirs on the family.
- Philip tries to work on repairing things in the house. Will goes on a game show and he must decide which of his friends will be his partner.
- 1990–199624mTV-PG7.2 (700)TV EpisodeWhen an old friend comes to town, Phil and Vivian have to decide between friendship and the law.
- 1990–199624mTV-PG7.3 (709)TV EpisodeWill's mom comes to visit with her new boyfriend and Will has problems with sharing his mom with another man.
- 1990–199624mTV-PG7.2 (688)TV EpisodeWill and Carlton set up dates with two French women visiting L.A. Their parents are supposed to be going away for the weekend, but when Will's aunt shows up unexpectedly, everyone's plans change.
- 1990–199624mTV-PG7.4 (689)TV EpisodeWill is stunned when Ashley asks him a question about the birds and the bees.
- 1990–199623mTV-PG8.2 (796)TV EpisodeVivian trusts Wil and Carlton to take her heirloom bracelet to the jewelry shop to have it reset. Before they do that, Carlton tells Wil about a hot insider tip he got on a company's stock, and they can make thousands. They don't have the money to buy the stock, but the boys figure the appraised value of the bracelet will easily cover its cost. So, they take it to the pawn shop and sell it, then buy the stock. That night, they watch a news report where the company has announced bankruptcy. Uh oh - now not only have the two lost money on a bad tip, they don't have any money to buy back Vivian's bracelet. The two scramble for ways to raise the $500 needed to buy back the bracelet ... and decide the best option is to take jobs as male strippers. When they accept the job, they are told they will be the main entertainment at a party for a socially elite organization - unknowing that Hillary and Vivian are among the guests. Carlton is making loads of money with his sensuous routine, and the girls are begging him to take it off - then Vivian walks in and demands, "Put it on!" At home, Wil and Carlton now have no choice but to explain everything. The entire story makes Phil extremely furious, and he tells the boys in no uncertain terms to do whatever it takes to get the bracelet back, or they will be arrested on federal charges. At the pawn shop, they find themselves at odds with a customer who wants to buy the bracelet ... and Carlton is backed into a corner when, after asking what he has to do to get the bracelet back, the rotund, ugly owner makes a suggestion.