Plot hole: When the chipmunks finally release their first song, there is a montage showing the chipmunks rising musical success. In one shot we see a marquee promoting "The Chipmunks Premiere CD Release", and on it is a picture of the chipmunks in the clothes Dave has made them (note Alvin in his 'A' jumper.) However, Dave doesn't actually make the chipmunks these clothes until further on in the film. (00:41:50)
Alvin and the Chipmunks (2007)
1 plot hole - chronological order
Directed by: Tim Hill
Starring: Justin Long, Jason Lee, Jesse McCartney, David Cross, Jane Lynch, Cameron Richardson
Continuity mistake: When the chipmunks start practicing for the first time with Ian, Ian gives Simon "cooler" glasses that he should use it from now on. However, in their tour shots he's still using his old glasses. Much later in the movie he is also seen rummaging through a desk cabinet for his his old glasses which he found to be already bent. (01:01:50)
Alvin: I feel like P. Diddy with fur.
More trivia for Alvin and the Chipmunks
Question: Throughout the course of the movie, why is Ian so obsessed with making money off the Chipmunks? After all, he lives in a mansion, has an outdoor pool, a nice car, and a group of house servants, and if he has enough money to afford that many extra toys for the Chipmunks when they arrive, any extra diamond or ring shouldn't be a problem for him.
Answer: Ian is a greedy "business man", no matter how much money he has he will always want more.