A tornado watch adds to the tension between George and Mr. Belvedere after Belvedere takes it upon himself to edit a story George is writing. Things reach a head when a tornado forces everyone in the basement and a pool contest begins between George and Belvedere.

On the night of his prom, Marsha has Kevin sign a contract promising that if he should drink, he should call home for a ride and George and Marsha would promise not hassle him. This leads Kevin to take the contract a bit too far and begins drinking all the time which is masking a deeper problem.

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.

While at the library, studying for his SAT's, Kevin runs into a lost Amish girl whom he brings home, where she marvels at modern conveniences. However, Kevin becomes smitten with the idea of becoming Amish himself, in hopes of escaping from the pressure of his world.

Heather and Angela are participating in an Adopt-a-Grandparent program at a retirement home and Wesley is talked into going with the prospect of squeezing some money out of and unsuspecting old person. However, Wesley makes quick friends with one woman in particular but he soon realizes she has Alzheimer's disease.

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.

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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.

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.

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.

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.

Kevin has begun college and decides to join a fraternity. Part of his initiation includes, donning women's clothing bringing the worst looking girl to a frat party. Coincidentally, Kevin meets a girl whom he thinks fits the bill, but wants to spare her feelings. However, he finds himself trapped and hurting her feelings seems to be the only way out.

One evening, Kevin brings home his date thinking he has the house to himself only to discover George and Marsha making out on the couch. Fed up with having no privacy, Kevin decides to move into an apartment of his own and advertises for a roommate. His ad is answered in the form of Mr. Belvedere.

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.

George is having a fit when he and Wesley have to go to the dentist for a routine checkup. However, when they come back Wesley is the one having the fit, the dentist suggested he get braces. Meanwhile, Mr. Belvedere buys Kevin's old car and he doesn't know that Kevin's unloading a lemon.

Wesley and Heather talk their parents into letting them thow a New Years party and to get Mr. Belvedere out of the house they set him up with the Hufnagel's housekeeper, Ilsa. However, things get more serious than intended and Belvedere tries to fend off her advances. Meanwhile, Kevin becomes an unwelcome houseguest when he falls ill.