Chris talks Larry into taking the day off for the world premiere of the Hell Loop 2000, a 360 degree looped rollercoaster, where they get stuck at the top of the loop. Same story as the TV pilot episode but with a different actress playing Chris' mother.

While on his first jet airplane flight, Chris falls out, and is disappointed when his life flashes before his eyes and it only covers the past eighteen months.

Chris decides to enter the exciting world of male modeling when he joins the Handsome Boy School of Modeling.

When his pen-pal gets released from prison, she comes to stay with Chris. She takes him hostage when the police come after her when she starts criminal activities under Chris' nose.

Chris becomes a house sitter in an old Victorian house that appears to be haunted.

Chris finds proof that makes him think he is adopted, so he sets off to find his natural parents, an Amish couple.

Chris convinces his father to accompany him to the father-son competition at the annual newspaper boy picnic.

Sharon's sister, Charleen, comes to visit and she is taken with Chris' charm, much to Sharon's chagrin.

Chris tries to raise money to help save a playground, so he tries to set a world record by having the most things piled on top of him.

Larry takes off after to listening to Chris reminding him of everything wrong with his life. So Chris goes in search of Larry and when he fails, he goes in search of a new best friend.

After getting hit by her car, Chris falls for (and stalks) a doctor, later while stalking her, he starts getting stalked by the girl from the drugstore who has fallen for him.

The newspaper fires all the paper boys and replaces them with the Paperboy 2000, a paper delivering robotic vehicle, so Chris challenges it in a paper delivering contest.

While delivering papers in the bad side of town, Chris meets a group of young hoodlums and he decides to ""take back the streets"" by helping the kids.

Much to Sharon's dismay, Chris auditions for and gets the lead part in a local community theatre production of Andrew Todd Keller's musical Zoo Animals on Wheels.

Chris and Sharon show their true feelings when they become trapped in a meat locker together.

Chris time travels to save Gus' career as a law enforcement officer. However he soon discovers the trouble with messing with the past which includes two-headed zombies named Sharon.

There's a new waitress at the local diner, and Chris wants to take her out, but he needs to drive a car for the date. His problem is he never got a license.

Chris goes to work for the police in a sting operation after he buys a counterfeit watch, the Chrono-Sync 2000.

After finding a dead rat in his carton of milk, Chris decides to become a food inspector.

Chris must deal with the fact he is ready to undergo ""major"" surgery and he begins by trying to make peace with Sharon.

Chris decides on a whim to become a male escort, hoping for free plays and dates with young women. What he gets is a elderly woman who is hard up.

After eating bad shellfish, Sharon and Gus get amnesia, and Chris seizes the opportunity to convince them that they are his best friends.

At the family reunion Chris is still struggling to get out from under the shadow of his cousin.

After destroying her kitchen, Chris becomes Sharon's slave to work off the $2000 in damage and she also breaks his will.

Chris and Larry join Mr. Peterson on a camping trip, when Mr. Peterson manages to lose them, the hungry boys eat some berries that cause them to hallucinate.