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Deacon, Matt and Fred will do anything for even a glimpse of sex and spend their mornings pirating porno movies from Fred’s after school job at the video store. But when Fred is fired, the well runs dry, and our heroes come up with a new plan: make their own “adult” film.

While the rest of his high school graduating class is heading to the same old grind of college, skateboarder Eric Rivers and his best friends, Dustin, a goal-oriented workaholic, and misfit slacker Matt have one last summer roadtrip together to follow their dream of getting noticed by the professional skateboarding world—and getting paid to skate. When skating legend Jimmy Wilson’s skate demo tour hits town, the boys figure that as soon as he sees their fierce tricks, he’ll sign them up for his renowned skate team immediately, right? Unfortunately, the guys are intercepted by Jimmy’s road manager and they can’t get their foot in the door, much less their boards. But they do get some free advice: keep skating, stay true to yourself, and stay in the game—if you’re good, you’ll get noticed. Following their dream— and Jimmy’s national tour—Eric, Dustin and Matt start their own skate team, reluctantly sponsored by Dustin and his college fund. After recruiting laid-back ladies man Sweet Lou to join their crew and provide the wheels for their tour, team Super Duper launches the ride of their lives in an outrageous road trip from Chi-town to Santa Monica. The professional scene doesn’t exactly welcome nobody skaters, but these outsiders stick together through extreme misadventures. In their quest to go pro, they meet professional vert skating champions Bucky Lasek, Bob Burnquist and Pierre Luc Gagnon, skate pro Bam Margera and his crew Preston Lacy, Ehren Danger McGhehey and Jason Wee Man Acuña, as well as sexy skate chick Jamie as they grind handrails across America and force the skateboarding world to give ‘em a piece of the action.

A group of billionaires led by a Las Vegas casino owner (John Cleese) search for things to bet on. They decide to pull a group of six strangers together to race from Vegas to Silver City, New Mexico to retrieve $2 million hidden in a locker. First one there gets all of the money. The first team are two addled brothers (Seth Green and Vince Vieluf, who talks indecipherably because of a newly pierced tongue). When they cannot catch a plane, they plot to destroy an airport control tower in a very funny sequence. Their antics carry them into a hot air balloon chase that catches a cow with a dangling rope and into a monster truck competition. The second team is an estranged mother (Whoopi Goldberg) reunited with her daughter (Lanai Chapman), who is struggling to start a business. They face an insane squirrel-selling woman (Kathy Bates) and steal a rocket car scheduled for a land speed record attempt. A hated NFL referee (Cuba Gooding, Jr.) is stranded in the desert by an irate cabbie (Paul Rodriguez) and hijacks a busload of Lucille Ball look-alikes on the way to a convention. The Jewish family man (Jon Lovitz) on a family vacation joins the race without telling his wife (Kathy Najimy) why they are rushing across the country. When his daughter insists on stopping at a Barbie museum, it is without realization that it is the Klaus Barbie Nazi Museum. The escape from that location involves the theft of Hitler’s personal touring car and culminates with Lovitz having his tongue burned and accidentally crashing into a WWII Veteran’s convention. A narcoleptic Italian (Rowan Atkinson in his best Mr. Bean-like manner) gets a ride with an ambulance driver (Wayne Knight), who is carting a human heart for a transplant. Through various ineptitude, the heart ends up flying out of the truck’s window and the two have to recover it from a playful dog. The final race member (Breckin Meyer) is a straight-laced future lawyer who at first declines to participate in the race, but re-thinks his position after he meets a smart, beautiful woman (Amy Smart) who is flying a helicopter to New Mexico. He quickly finds out that she is unbalanced after she flies over her boy friend’s house and starts an attack on the boy friend when she sees him in the pool with an ex-girl friend. An air pursuit results in the crash of the helicopter. Dave Thomas also appears as Cleese’s humorless attorney.