Revealing mistake: When a comet is about to hit Springfield, everyone is standing on a hill in the shadow of it. But the shadow is still there even after it breaks up.
And Maggie Makes Three - S6-E13
Continuity mistake: When Homer remembers finding out that Marge was pregnant with Bart, he screams, tears out his hair and runs upstairs, past a picture of Lisa in the pink hat she wears to church. This mistake re-occurs seconds later when Homer remembers finding out Marge was pregnant with Lisa. Hard to have photos of Lisa on the wall before Bart and Lisa were even born...
Tree House of Horror V - S6-E6
Continuity mistake: In "Time and Punishment", when Homer returns to the basement after his first time travel, there is a scorch mark on the work bench where the toaster was placed when he turned it on. The angle changes to a shot from the stairs, and the scorch mark is gone. Later in the episode, the mark is back on the bench.
Grandpa vs. Sexual Inadequacy - S6-E10
Continuity mistake: Homer leaves the Simpson house to go to the farm house in the station wagon, and when he parks in front of the farm house he's driving his pink car.
And Maggie Makes Three - S6-E13
Continuity mistake: Bart comments on Homer's extreme reaction when he realised Marge was pregnant with Maggie. In the next flashbacks, when Homer reacts in the same way to hearing about Bart and Lisa, they are shown in the house at Evergreen Terrace both times. In Series 4, in the episode Lisa's First Word, they show that the Simpsons did not move to Evergreen Terrace until just before Lisa was born. Other episodes have also shown that Homer was with Marge at Doctor Hibbert's when she found out about her other pregnancies.
Grandpa vs. Sexual Inadequacy - S6-E10
Other mistake: Look closely when the clerk scans the books. Ueberroth is a brown book, and Al Gore's book is green. The book that sends the message to Al Gore is the Ueberroth book.
Springfield Connection - S6-E23
Continuity mistake: When Marge is lying on the sofa reading her book the red lamp behind her is first seen to be fully red.In a following close up shot it has an orange rim on the bottom of the shade.
Continuity mistake: Homer's two hairs over his head are dishevelled when the family arrive at Itchy and Scratchy land due to whatever has happened on the detour - however, it suddenly changes to being like he normally has it in the last frame that shows the family in the car, before the car park is shown.
Homer Badman - S6-E9
Character mistake: When Grandpa is putting up the American flag for Homer's public access show and Marge says the flag only has 49 stars, there are actually only 38: 8+7+8+7+8.
And Maggie Makes Three - S6-E13
Plot hole: When Homer is seen at work in the flashbacks (before Maggie was born), he is at his usual control panel in sector 7-G, but he only began working here when Burns made him safety supervisor in season 1, "Homer's Odyssey". Before Maggie was born he should have been working at the conveyor belt with the carbon rods, where we saw him in the first couple of episodes.
Lisa's Rival - S6-E2
Continuity mistake: The position of Ralph's Star Wars action figures changes the two times they show his diorama.
Homer Badman - S6-E9
Continuity mistake: When Homer's badly-edited "Rock Bottom" interview is shown on TV, the hands on the clock behind him keep jumping around between all the different cuts. But when we saw him giving the actual interview earlier, the clock behind him stayed at 5 o'clock the whole time. The hands on the clock are also slightly different.
Two Dozen and One Greyhounds - S6-E20
Continuity mistake: There are twenty-six puppies eating from their bowls in the kitchen. As the title suggests, there's meant to be twenty-five.
Tree House of Horror V - S6-E6
Audio problem: In 'Time and Punishment,' Lisa yells "Dad your hand is jammed in the toaster!" and we then hear her screaming in the following shot, however her mouth is closed. (00:08:55)
Lisa's Rival - S6-E2
Continuity mistake: During the diorama show, they cut to a shot of Milhouse, and his glasses are broken and taped together. But when he's shown a second time, they are back to normal.
Homer Badman - S6-E9
Continuity mistake: Homers car gets blown over by a helicopter, and gets dented, and all the windows smash. But in the next overhead shot the car is parked on the side of the road, perfectly intact.
Springfield Connection - S6-E23
Continuity mistake: When the Simpsons are eating and the family are praising Marge, Homer's plate is first seen to have a small amount of yellow food and a bit of pink food (meat?).In a later shot when Homer steals and uses Marge's pepper spray he has a large pile of yellow food.
Continuity mistake: When Wolfcastle says that 'Jay Sherman insulted him, now he will die', for a few shots the shadows are on the floor before they magically disappear. Also, the shadow of the gun does not match the real gun.
Continuity mistake: When Homer is driving home in a bad mood (just before he gets stopped by Chief Wiggum), you can see that there is a pattern on the side of the car. In a next shot when Wiggum is walking alongside the car there is no pattern.
Continuity mistake: After Bart attempts to escape by using spray paint cans as rockets, his feet alternate between clean and spray-painted for a few shots.