Air date: 6/5/94

An envelope of money falls from a speeding car and Doug finds it with a huge fortune in it. Doug hands it in to the police and everyone makes fun of him for doing it. After no one claims the money, the police tell Doug he can keep the money. When Doug discovers who the real owner is, he must choose between what's legal and what he knows is right.

Doug’s Sister Act

Air date: 6/5/94

Mrs. Funnie invites Judy's new boyfriend over for dinner, but Judy is embarrassed by her boring family, especially Doug. So she decides to "spruce" things up around the house.

Doug Throws a Party

Air date: 6/12/94

Doug is having his first house party and he is very excited about it, he just doesn't want it to be lame. But when Roger suggests to play Truth or Dare, Doug hopes it'll make his party better.

Doug Way out West

Air date: 6/12/94

Doug exaggerates about how well he can ride on a horse and all his friends believe Doug's stories. But then Roger challenges Doug to show them and Patti suggests they all go to a dude ranch to settle the argument. Since Doug can't ride a horse very well, he's nervous about going to the ranch.

Doug Graduates

Air date: 6/19/94

Doug and his friends are getting ready for the end of sixth grade and are graduating from Bluffington School. Doug feels a bit sad about leaving so he tries to find Principal Buttsavitch to talk to him. But when he finds out that Roger is as reluctant to leave the school as he is, Doug convinces Roger (and himself) that the new school will be great.

Doug’s Bad Trip

Air date: 6/19/94

As the summer begins, the Funnies plan to drive across the country to visit the Great Painted Gorge. Mr. Funnie is committed to keeping to a schedule, but Doug and Judy convince him to stop at several tourist traps along the way. The family isn't having any fun on the trip, until they finally reach the stop that makes it all worthwhile.

Doug’s Christmas Story

Air date: 12/16/94

When Porkchop has been mistakenly accused of attacking Beebe, Doug has to try to clear his best non-human friend out. Doug and Judy go Christmas shopping to buy a hat for Porkchop. Unfortunately, former Mayor White, and Bill Bluff are determined to make sure that Porkchop never bothers anyone again. After a trial in court, Porkchop is sentenced to a dog pound for bad dogs. After getting caught, being thrown out by pound guards and not getting a sad Porkchop, Doug begins crying. Then, Doug convinces the court to let Porkchop return to the scene of the crime to show them what really happened. Beebe falls in the thin ice, and Porkchop rescues her. After Porkchop has rescued Beebe, Doug is proud of him. On Christmas Day, Doug, Beebe, and Porkchop and Judy and the Funnie parents get to have a Christmas dinner with former Mayor White and Bill Bluff, who are sharing the holidays.