Hank and Peggy convince Bobby that one of his pranks has gotten Luanne pregnant.
Hank, Dale and Bill see Boomhauer off as he leaves on a trip to rendez-vous with a woman he met through the Internet. Hank convinces Boomhauer that Bobby would make an excellent housesitter during his absence. He hands his son the keys to Boomhauer's house, reminding him about his responsibilities as he enters the newest phase of his life: adulthood. Meanwhile, Luanne cuts the hair of Rad Thibodeaux, a nattily dressed man who oozes self-confidence. Rad, a "self-proclaimed genius" and alleged concert promoter, easily wins over the gullible Luanne. The two begin dating. Rad brings her to an "industry party" at an apartment populated by CD store clerks and night club staffers. Soon, Bobby is also won over by Rad's charm and alleged importance within the entertainment industry. One day, as Luanne and Rad kiss near Arlen's memorial fountain, Bobby mentions that he is in charge of looking after Boomhauer's empty house. Rad arches an eyebrow, suddenly interested. A short time later, he throws an industry party for his many friends at Boomhauer's residence. Eventually, Luanne realizes that Rad never notified Boomhauer about his intentions. Angered, she ends their relationship and storms off to get her father. Hank orders everyone out of the house. He then spots Bobby sitting in a hot tub with two ladies. Several cans of beer sit on the edge of the hot tub. Hank grabs Bobby by the arm and marches him out the door.
Hank and Peggy end Bobby's duties as Boomhauer's housesitter. As punishment, they take away his comedy props. A rift soon develops between Bobby and Luanne. Bobby consults Dale for help. A short time later, the boy replaces Luanne's hairspray with an air horn. Luanne reacts to the deafening blast. She retaliates by replacing Bobby's fruit pie filling with dirt. Not to be outdone, Bobby cuts holes in the seat of Luanne's pants. The pranks soon escalate until Bobby replaces Luanne's birth control pills with candy. Luanne notices the difference and decides to take action. She tells Bobby that women who don't take their pills get pregnant. A look of grave concern passes over the boy's face. Later, Luanne tells Hank and Peggy about her ruse. The pair decide they must teach their son a lesson. They continue the charade by telling Bobby there is only one thing left for him to do: marry Luanne.
Hank and Peggy arrange for Bill to "marry" Luanne and Bobby in the backyard. As the ceremony gets underway, Hank escorts Luanne, clad in a wedding dress, out the patio door. Bobby's eyes widen, the seriousness of the situation growing by the minute. After the pair finish their vows, Bobby begins throwing up. A short time later, Peggy and Hank decide to teach Luanne a lesson. They tell her that, as it turns out, Bill is actually a licensed minister and that she is legally married to Bobby. Luanne becomes panic-stricken, and even more so when Peggy and Hank inform her that she must wait a year before she can finalize a divorce. After Luanne runs off, Peggy and Hank share a sneaky chuckle. Eventually, Bill becomes morose at the thought of being a single man. His emotions churning, he tells Luanne and Bobby the truth. Later, a relieved Bobby and Luanne happily enjoy their wedding cake.