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Will Mackenzie regards his first day at his new high school as the perfect opportunity to start afresh and reinvent himself. The Vice Principal assigns Jay, Neil and Simon to show him around.
Simon gets his driver's license. After discovering that Carly will be at the Sunshine Mountain amusement park that weekend, the gang decide to tag along and Will sets out to ride the park's most terrifying rollercoaster.
The guys make another failed attempt to increase their social standing by trying to buy alcohol at the local bowling alley. Instead, they jump at the opportunity to meet Carly and her friends at a downtown club the next night.
Will meets the girl of his dreams and starts a campus cooking club in an attempt to appeal to her interests. Simon also joins, hoping to establish his own cooking connection with Carly.
Simon enlists Will to caddy for him in a golf game against his father that has $100 at stake. However, when Simon's competitive side emerges, he storms off the green and Will has to take his place.
Carly's family is forced to stay with Simon's while their house is fumigated. The guys rally to help Simon give his childish bedroom a makeover before Carly's arrival.
In an attempt to get over Carly, Simon tags along with the rest of the gang to stay with Jay's family at a campsite, a holiday Jay promises will present ample opportunities to meet attractive girls.
The guys go on an overnight field trip to an American Civil War battlefield. On the bus journey, Will meets a cute new girl named Lauren, but struggles to overcome his travel sickness and soon sees her stolen away by Simon.
When Will is accused of starting a fire in a school trash can, he's forced to make enquiries to discover who the real culprit is in order to clear his name of arson. Meanwhile, the others are in pursuit of an elusive party.
The school library is reopened after a renovation sponsored by an energy drink. Irked by the new library's flat screens, rock-climbing wall and absence of books, Will attempts to stage a protest there.
While Carly and her friends host a school car wash, the guys take a trip to the local day spa.
Will tries to impress Samantha as chairman of the homecoming dance; Simon wants to sweep Carly off her feet; and Jay tries to win back Brie's affections.
