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...
Continuity mistake: Marge walks through the doorway from a room with a piano, beside a bare wall, and on the piano are two frames and music sheets. But when Marge turns the jar upside down, there is a large picture on the wall beside the piano, and the music sheets and frames have disappeared from the piano. (00:08:00)
Continuity mistake: The lettering on Smithers' desk name plate changes between shots. While he is taking the call from Mr Burns' mother you can see his name "W. Smithers" in black letters. The shot after seeing Burns, who keeps falling asleep, the letters are now red.
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.
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.
Continuity mistake: Millhouse is in the classroom at the beginning when Principal Skinner says that superintendent Chalmers is coming for a surprise inspection, but when they show Nelson he is getting crud put down his shirt. How could he be at two places at once?
Continuity mistake: When the Flanders and Simpsons first meet at the golf course, Flanders is wearing his usual long-sleeved green sweater over his shirt. After Homer says to him, "The fruit of my loins can beat the fruit of your loins any day of the week", the color of Flanders' sleeves is missing, making it look as if he's wearing a sleeveless pullover.
Continuity mistake: In "The Thing and I": After the kids have found Hugo in the attic, when Marge and Homer return home, both front door knobs (inside and outside) do not have backplates, but once Hugo escapes both door knobs have backplates. The two backplates vanish and reappear repeatedly in following shots. It's funny because when they leave to search for Hugo, Homer shuts the door with no backplates, but then Bart uses a key in the backplate to lock The Front door.
Continuity mistake: Ms. Krabapple takes the cellular devices from the children in her class and puts them in a Laramie Cigarette box. She dumps the box into a desk drawer filled with frogs. A few seconds later there is a shot of the class from her point of view with all of their cellular devices on their desks. (00:03:00 - 00:08:15)