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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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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.

Summer vacation has Heather taking summer classes, Kevin working overtime and Wesley going to a day camp. While at the camp, Wesley finds himself a victim when one of the counselors touches him inappropriately leaving Wesley feeling guilty and scared and unsure if he should keep it a ""secret"" like the couselor encourages him to.

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.

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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.

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.

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.

Wesley needs to take an additional class to fill up his schedule and decides on print shop but once he takes the class, he takes full advantage of the copy machines by making conterfeit money which inadvertantly gets into George's hands and he spends the money all over town. Meanwhile, Kevin's apartment seems to be haunted calling for a seance.

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.

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.

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.

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.

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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.

With Homecoming days away, Heather finds herself considering being dateless that is until she meets Keith Elliot and is swept off her feet, that is until he tries to rape her. Meanwhile, Wesley is making a video about Mr. Belvedere's career but is having a hard time getting anything interesting.

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.

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.

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.

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