Wesley has been grounded to the house after yet another prank on the Hufnagels but he's determined to sneak out. When Mr. Belvedere discovers he's gone he goes after him and ends up in the hospital in a coma after wrapping Marsha's porsche around a tree. Mr. Belvedere is then taken on an ""angelic"" journey of what the Owens' would be like without him.

When one of Wesley's friends is revealed to have AIDS, he is taken out of school due to the ignorance and uncertainty that many of the other children's parents share. This leads Wesley to shun his friend in fear of getting the disease himself.

When George learns that he is the winner of The Happy Guys of Pittsburgh Man of the Year Award he is thrilled. That is, until he learns he must give a speech, something he's terrified of doing. Meanwhile, a project in one of his classes has Kevin married to a nice girl but he's resistant to being seen with her in public.

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When one of George's cousins' suddenly dies it prompts George and Marsha to prepare a will and they must decide whom should look after the children if they should die suddenly. Mr Belvedere, who happens to be their number one pic, turns them down without hesitancy.

Heather has been floundering in her French class and Marsha insists that she get a tutor. Heather is thrilled to learn her tutor will be a high school boy but isn't prepared to learn that he's blind. However, she quickly realizes he is just like any other boy. Meanwhile, there is an all out war between the Owens' and their neighbors, the Huffnagels, thanks to Wesley's antics.

George and Marsha have conflicting events. George has a high school reunion and Marsha has a convention in Atlantic City and both places have things about them that are a bit tempting, gambling for Marsha and for George it's an old flame he once had a crush on and who's eagerly fanning it now.

After a disasterous date, Kevin vows to give up women and he throws himself into his part-time job. However, one evening he meets an older woman whom he instantly becomes smitten with which leads to him losing his virginity. Later, his parents aren't exactly happy when they meet his girlfriend.

George and Wesley have resons for wanting to play hooky from work and school. When they discover one another sneaking around the house they decide to play hooky together and decide to go fishing. However, a last minute trip to the market gets them into trouble when they run into Mr. Belvedere and two armed robbers.

George buys a pinball machine to recapture memories from his youth but quickly tires of it. However, Mr. Belvedere takes a liking to the machine and quickly becomes a pinball junkie and in the process begins to neglect his household duties. But when George sells the machine, Mr. Belvedere takes up a new residence, in the local arcade.

With everyone busy with their own lives, Mr. Belvedere appears to be lonesome, at least from Wesley's point of view and decides what he needs is a woman in his life. However, the woman who peaks his interest, wasn't quite the woman Wesley had in mind, when Mr. Belvedere begins seeing Wesley's teacher.

Kevin's 18th birthday is approaching and he's apprehensive for his first sexual experience. Pressure from his friends doesn't help any when they suggest he take out a girl who has a reputation for being easy. Kevin quickly finds himself in an uncomfortable situation when he takes their advice.

Fired from his job, George finally decides to go down to the unemployment office, however, George quickly finds himself the community hero, when he saves a woman from a mugger. However, the media attention leads the Owens' financial situation to become public knowledge and the they find themselves swamped with gifts from the people in the community.

Wesley becomes a mini-mogul when he organizes a company that goes around the neighborhood doing odd jobs. The company starts off small with just him and Miles as partners. However, when greed overwhelms Wesley, Miles splits leaving Wesley power hungry and taking advantage of his employees.

Wesley is all set to join the football team but is in for a shock when the only girl on his team gets a position on the team while Wesley is a bench warmer. Wesley sets into motion a plan of sabatoge that uses her crush on Wesley to his advantage. Meanwhile, Heather and Angela try to find an act for a talent show.

To celebrate their wedding anniversary, George and Marsha go on a romantic cruise but it turns out to be a cruise from Hell. Meanwhile, Mr. Belvedere takes a sojurn to England to rub elbows with royalty leaving Wesley and Heather at the mercy of Kevin whose pushy roommate, Casey, barges in and takes over.

For some extra money, Kevin picks up a job as an escort and after having an encounter with a sexpot, Kevin meets a sweet old woman whom he hits it off with and even begins thinking seriously of marriage when she proposes. Meanwhile, the Owens' monthly bills have gotten out of hand and Mr. Belvedere suggests a strategy to curb the family's expenses.

Wesley is trying to get the attention of a girl he likes and begins writing love letters to her. Meanwhile, Marsha and George's spring cleaning unearths some old love letters from an old flame and this prompts her to wonder why George can't be that romantic. In response, George begins plagerizing Wesley's poems. Meanwhile, Kevin and Mr. Bevedere become the repairmen for Kevin's apartment building.

During an accordian lesson, Wesley's teacher, Mr. Zabriskie suddenly dies right after a frustrated Wesley silently wished his death. This leads Wesley to believe he is the one responsible for his teacher's death and begins to believe he has a special power.

Valentine's Day has one particular girl going wild over Wesley who does his best to try to avoid her. Meanwhile, Heather is let down after sending out tons of valentines but gets none in return, that is until a secret admirer begins sending her gifts.

Marsha has been busy night after night with her study group leaving little time for George. So George decides to plan a romantic dinner for two with Belvedere's help, but a surprised Marsha can't even find time for that. Meanwhile, Kevin begins dating a Swedish foreign exchange student.

Wesley has been cast as the lead in the school play and he's all set to play the part. However, when the director quits the play, Mr. Belvedere steps in as director and makes a decision for the best of the play. He decides to recast the lead with Tommy Sullivan leaving Wesley out in the cold.

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Kevin gets a ticket after he goes through a stop sign but complains that he could see the stop sign due to a tree branch being in the way. This leads Marsha to test her knowledge at law and represent Kevin in court. Meanwhile, Mr. Belvedere is after a raise and George is dead set against giving him one.