Factual error: In the montage sequence showing Drew Barrymore hanging out with the math club, they have a Pi poster with 3.1457869986. Only the first 3 digits are actually correct. (Pi = 3.1415926535897...)

Revealing: When Rob is in the Cafeteria eating all the coleslaw, he yells "I'm the coleslaw king of the world!" there is a girl in the background who mouths it as he is saying it.

Continuity: Drew Barrymore's character is supposed to be 25 years old. If she graduated even at age 17 she would have graduated in 1990 yet the flashbacks and the advertising lead you to believe the senior year sequences take place in the mid-80s.  Impossible.

Continuity: After George has put the wings on Josie's lapel, he waves his hand in front of the pin to make sure it works. As Josie gets out of the van, you can see on the screen that her pin is working. However, after she leaves the van, George has to turn on the TV screen and adjust some knobs before he picks up the video.

Continuity: In the scene where Aldys and Josie drive by the Court, Aldys' sister is in the back seat of the car. When they drive off, her sister is missing, next shot she is back.

Other: When Josie just arrives to the school and is standing with her back to the car, we see a blonde girl with a short blue dress pass, in the next shot, she passes again.

Continuity: In the scene where Josie is in the toilet in the tiki post you see her break the chain, however when the camera shows her just before her flashback you can see the chain handle behind her again.

Continuity: In the scene where Aldys and Josie drive by The Court, Guy comes up and makes fun of Aldys. Watch each shot angle in that scene. First Guy comes up and looks in through the window. Then when the camera changes angles, he has his arms resting on the window frame, and it goes back and forth through out that part.

Continuity: In the part when Josie doing sprints in gym class, she stops and holds on to the gym teacher's shoulders, with both hands, and begs for water. When the camera switches to behind the gym teachers head, Josie's hands aren't on the gym teacher's shoulders. When the camera goes back to behind Josie's back, her hands are back on the gym teacher's shoulders again. This happens several more times throughout the movie.

Continuity: Pay attention to the lunchroom scene at the beginning of the movie. As Molly Shannon sits down, she is seen opening a bottle of water. The next time you see her the bottle is in the shot but the lid has never been taken off. The next time you see her, the bottle is nowhere to be found.

Continuity: In the scene where Josie is talking to the 'Popular' girls in the canteen on her first day you see a couple walk past behind her on the left (a man in a blue shirt and a girl in a sixties style dress). When Guy turns up, the couple walk past again in the same direction. This happens again with the same couple outside at the end of shool when Josie and Aldys are talking about their names. You see this couple a bunch of times during the movie.

Factual error: Also shortly after the boy is shown he walks towards Drew and goes to dump his soda in her bag. The Pepsi One can turns into a Sprite can of new design, rather than the design which would have been used at the time.

Continuity: In the scene where the first board meeting is taking place, Anita has on dark lipstick, which you can see while she is licking the pencil. Afterward, when Josie runs out, Anita follows and when they reach Josie's office, you can see that Anita has no dark lipstick on at all.

Continuity: During the sex talk with the kids are putting the condoms on the bananas, watch the curves of Josie and the blonde headed girl's bananas.  They switch throughout the different scenes.

Continuity: In the beginning during the lunch scene Molly Shannon puts her fork down to open her water bottle but in the next scene the fork is in the Chinese food box.

Continuity: In the scene where Josie walks out of the house and sees Guy pulling up in the limo, the part in her hair changes from one shot to the next.

Continuity: In the scene where Josie and Aldys pull up to the court, the sidewalk beside the car is completely deserted. In the far distance, you can see people hanging out and congregating around garbage cans. Then in the very next shot, Guy is suddenly knocking on Josie's window. There's no way he would've had time to make it all the way from the congregation of people to the car that quickly.

Continuity: In the lunchroom scene where Josie is telling her coworkers what a "real" kiss should feel like, the amount of sunlight coming in through the window changes between shots. In one shot, Josie's hair and face are matte, but in other shots her hair and the left side of her face is illuminated by sunlight. All the shots in this scene appear to have been filmed at different times of the day.

Continuity: In the sex talk class, you can see when Anita grabs the banana off the desk there's only about four bananas on the desk. In the next scene you can see there are about a dozen bananas all piled up.

Continuity: When Josie and Rob arrive at the prom, Rob follows Josie and Guy in. In the next shot, Rob and his date are in front.