Eric has a new friend and Steven and Kelso can't stand it. Steven doesn't like him because he's rich and Eric doesn't give him a ride home anymore because Buddy has a Trans Am. Kelso, on the other hand, seems like a worried spouse. Eric starts to feel uncomfortable around him however when Buddy makes a move on him. Buddy apparently thought that Eric was also gay. And Red makes his first sale.

Red gives Eric 40 bucks to buy a Christmas tree and says that he can keep the change for his party. So Eric, Hyde and Kelso cut down a tree off the interstate and keep the money. They spend the money on beer and Kelso buys Jackie a Christmas present. Laurie spikes the punch with rum and Jackie's friend's are all attracted to Fez all of the sudden. Red has to work on Christmas Eve and not long after he gets home cops show up at his door telling him that his Christmas tree was illegally obtained and that they have to confiscate it. Also Hyde has a thing for Donna.

Prom night is fast approaching and Eric gets a motel room as part of his "spontaneous" plan to "do it" with Donna on the big night. When Jackie finds out that Kelso asked slutty Pam Macy to prom, she gets Hyde to take her out of pity. Fez wants to take his pretty English teacher to the prom. As for the adults, they struggle with how to respond to Midge's idea for her future career.

Donna is acting out over her parents' break up and takes up smoking. Eric gets caught holding one of her cigarettes in the school yard and is suspended. Even though Eric tries explaining what really happened, Red punishes him. Fez and Hyde go on a double date, set up by Fez's host parents; Hyde can't decide which girl he likes better. Jackie and Kelso argue over how many stuffed animals she can have in his van.

Fez finally has a date with Jackie, but not the same Jackie he's coveted; Eric and Laurie have a war of embarrassing secrets; and Kitty reveals her secret about Red's mother's necklace.

Hyde helps Jackie take a Zen approach to Kelso and Laurie, who introduce their relationship to Red at the Forman dinner table.

Kelso's new master plan to get Jackie back is to copy all the lovey-dovey things that Eric does for Donna. To carry out this plan, he tricks the three of them into going to his uncle's ice shack for the weekend. But his plan hits a major snag when Fez tags along and does everything in his power to make Kelso look bad. Back in Point Place, Kitty orders Red to talk to Laurie about her future, while Hyde – who's on probation – gets pulled over while driving Leo and his suspicious brown paper bag.

Jackie tests Kelso to see if she should get back together with him. Fez, Eric and Hyde vandalize an opposing school's locker room because Fez was beaten up by their jocks. Kitty is angry at Bob and Midge for not inviting her and Red to their party until she finds out that Bob and Midge are nudists.

Eric gets upset at Donna when she goes backstage at a Ted Nugent concert and then forgets about him; Hyde and Fez get busted for selling counterfeit t-shirts; Kelso tries to be more romantic; and Red and Kitty can't remember how they first met.

Eric is upset when Donna writes a story in the school newspaper that sounds exactly like events that happened in their relationship; he decides to write his own story. Red and Kitty have dinner with Bob and his new girlfriend. Red doesn't like her because she's taught Bob how to stand up for himself. Kelso invests in a pinball machine but looses out when Fez persuades the owner to get rid of it and bring in Space Invaders instead.

When Red and Kitty go out of town, Eric takes the Corvette out and lets his date drive. She manages to get it all dirty and Eric scrambles to get it clean in time because his parents are coming home early. Jackie and Donna snoop around in Casey Kelso's room while he's away, and discover that Michael likes to hang out there.

In a romantic moment, Donna presents Eric with a ring, much like the promise ring that he gave her, and caused their break up. For Donna, the ring symbolizes their enduring love and committment; for Eric, it symbolizes ugliness. To protect Donna's feelings, he decides not to say anything, but the secret gains a life of its own. Kitty is determined not to let menopause affect her life, but has a hard time living up to her committment.

Red is angry that Donna and Eric are engaged, so he gives Eric the silent treatment, leaving it up to Donna to try to talk to him. Fez finally does it with Nina; he's happy that he finally did it, but afterwards, things aren't so great. Kelso gives Jackie a birthday present, but insists that he's not trying to do anything; Hyde didn't even know it was her birthday.

Nina breaks up with Fez, although he doesn't realize it until the gang sets him straight. It turns out that Nina thinks Fez is too needy. As for the others, they decide to rejuvenate their dull lives by finding another friend to hang out with. Kitty has one candidate in mind, but she has an ulterior motive.

The cheerleaders kick Jackie off the squad, so she invites the gang to the dance to give her popularity a boost. Kelso visits Brooke at the library in an effort to start a friendship with her. Christmas Eve is going to be "Hot Donna's" first shot at being a DJ at the station she works at. And Kitty signs Red up to be the mall's Santa Claus, sparking a rivalry between him and Bob.

When Hyde and Red accidentally walk in on Pam and see her topless, they are shocked by her reaction. They try to keep it a secret, but Bob, of all people, spills the beans. Meanwhile, Donna finds out about a girl Eric dated while she was with Casey.

Hyde starts working at his dad's record company only to learn his job is not as cool as he thought it would be. Kitty, feeling "unneeded, unnecessary and unloved," takes up Tai Chi with Donna and Midge. Seeing an ad in the paper for aspiring artists, Eric tries out for the Cartoon Academy of Fort Lauderdale. And Kelso decides to donate his entire Playboy collection to Fez.

Eric decides to leave town to make a documentary about his life on the road. His car breaks down and he finds Leo. The two go to a truck stop to get something to eat. Kitty, Red, Kelso and Donna set out to find him when Eric doesn't call home. Meanwhile, Fez talks to Jackie and Hyde about their relationship.

Red hires Leo to take pictures at his veterans reunion; Jackie and Fez suspect Donna is cheating on Eric.

Red refuses to go quietly when a national muffler chain threatens his business; Hyde learns the naked truth about his marriage to Sam; and Jackie surprises herself with her list of an ideal man's qualities.