Factual error: In the scene where Tucker is talking with Hugh Hefner, the chess board in the background is set up backwards. The pieces are basic Stanton style, and the kings and queens are obviously in the wrong positions.
Revealing mistake: In the scene where Tucker takes off his fireman outfit, there's a waitress at the right side of the screen with four wine glasses on a tray. Gravity seems to have no pull on the liquid or the glasses, as both remain stuck even when she tilts the tray too far towards herself. (01:03:10)
Other mistake: Throughout most of the sequence in Hugh Hefner's office, the framing of the camera cuts the main character's head off. This is not a cinema error, this is bad framing. The framing fixes itself then goes back to cutting the character's head off.
Visible crew/equipment: During the beginning of the prom party scene, the camera pans from left to right down a street. On the left side of the frame, the shadow of the camera equipment can be seen at the start of the shot.