The Happy Guys of Pittsburg return and they reveal that there is someone stealing shoes from women while they are wearing them. They dub him the High Heel Bandit. When Marsha is his latest victim, they decide to go in drag to get him. But he strikes where they were not patrolling which leads Belvedere to suspect that the bandit is closer than they think.
Wesley decides to run for class president and is ready to play dirty. But when he learns that his opponent is a paraplegic, he decides not to. But his opponent is just as, probably more devious than Wesley. And it's Belvedere's birthday and he tells the Owens that he would rather that they not do anything. But he is constantly expecting them to surprise him which they don't.
When George and Marsha decide to go on a cruise, they leave Belvedere in charge of the kids but when he gets a call from the Royal Family asking him to return he bolts leaving George and Marsha in a lurch. So they ask Kevin to look after the kids while they're away. George and Marsha learn that they were booked on a freighter, and it's during the cruise that they find themselves drafted onto helping out on the ship. And when things get out of control at the house, Kevin's roommate Casey has to step in to put things in order.
Kevin gets a job as an escort, and the woman he gets is an elderly, wealthy woman. The two of them have such a good time that she makes him an offer. And when Marsha and George hear about it, they freak out.
Wesley is grounded but he sneaks out. So Belvedere goes after him but gets in an accident and ends up in a coma. The Owens stand over him. That's when he leaves his body and sees them standing over him. That's when he's approached by an Angel who calls herself Angel who looks like Angela. She tells him that they're waiting to see if he will be called to the next world or if he will return. And he says he is needed because without him the Owens would end up in chaos. But Angel shows him they can make it without him.
It's George's birthday. He's been pushing Wesley to excel at baseball and when Wesley decides to cheat, George is upset at him and Wesley say she did it for him. When they throw him a party, and help George relive some of life's greatest moments but only shows him at how he has done nothing he set out to do, like play baseball with some greats. So Belvedere decides to give George a different present. The next day at Wesley's game, he arranged for some great players like Hank Aaron, Willy Mays, Reggie Jackson, Johnny Bench, and Ernie Banks to be there. and along with ...
Belvedere gets George to invest in live commodities, pigs. While Belvedere sells out, George holds on to it without knowing that if he doesn't sell them, he will have to take possession of them. So dozens of pigs are sent to him. So he has to unload them. And the only buyer is out of town. So he hires a truck and he and Belvedere set out to deliver them. Eventually they like being truckers and decide to do it leaving Marsha and the kids.
George and Marsha are planning a trip but when George learns that they have to fly to get there, he backs down. When Belvedere learns that George has a fear of flying he does what he can to help. He takes George to the amusement park and they both go on the Ferris wheel. However, when they get stuck George's fear increases. Belevedere then enrolls George in a fear of flying therapy group.
When a woman claims that Wesley's dog is harassing hers and worried that he might impregnate her dog which she plans to breed. They instruct Wesley to have his dog fixed which he tells him they did. But when the woman returns with puppies she claims were sired by Wesley's dog, Wesley has to find homes for them.