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Fonzie asks Richie to watch after his girl, Denise, while he's out of town at a demolition derby. Denise, upon hearing what Fonzie's asked Richie to do, decides to test Richie's trustworthiness. Richie succumbs to temptation and makes out with Denise at Inspiriation Point, but he later finds out that she has mononucleosis.moreless
Richie, Postie, and Ralph are forced to go cruising for girls in Howard's DeSoto after Marion dents Richie's car at the supermarket. They find three girls but, later, find their boyfriends who are members of a gang called the Dragons.
Richie goes against Howard and, to get a girl, campaigns for Adlai Stevenson in the 1956 Presidential race.
Richie and Potsie plan to host a poker night at the Cunningham house as Howard and Marion will be out of town. However, their plans change when three young women stop by after their car breaks down, and Potsie invites them to stay the night.
Howard wants Christmas Eve to only include the family, but Richie discovers that Fonzie will be all alone.
As a game-show contestant, Richie wins $3200 before time runs out for that week's show. After the show, he is given an envelope by the show's host that contains the answer to the $5000 question.
Spike, Fonzie's little cousin, takes Joanie out on her first date. Richie and his date act as Joanie and Spike's chaperones and discover them missing at the movie theater.
Richie wins a date with a movie star, Cindy Shea, to a school dance, and Gloria breaks up with him because of circumstances surrounding it. Cindy, however, will only be able to meet up with Richie after the dance has started.
After experiencing a few strange happenings, Richie begins to buy into the legend that the place where Ralph's Halloween party is to be held, the old Simpson house, is haunted.
Richie is named R.O.T.C. squad leader but has trouble controlling his squad. After several warnings to obey his commands, he puts them all on report.
Arlene, a girl from Richie's past, is back in town, and Richie goes on a date with her. Very soon, Arlene thinks that Richie wants to go steady with her, and Richie tries to find a way to put her off.
With his dating style being cramped by Howard having to drive him everywhere, Richie convinces his father to buy a second family car that he can use on weekends. Richie persuades Howard to buy a car that Fonzie is selling, but his amorous plans hit the skids when he hears that it is stolen.moreless
Richie feels that he doesn't have enough privacy, so he decides to move in with Chuck. He quickly discovers, though, that bachelor life isn't quite what he expected it to be.