Plot hole: When the DigiDestined return to the real world, Izzy states that only a few minutes have passed by despite the weeks that have elapsed in the DigiWorld. However, in an earlier episode, Tai returns to the real world for hours and upon his return to the DigiWorld, only a few weeks have passed by.
Digimon (1999)
Episode list - season 2
Starring: Steve Blum, Mona Marshall, Derek Stephen Prince, Tifanie Christun
Genres: Action, Adventure, Animated, Family, Fantasy, Thriller
Takeru "T.K." Takashi: When you can't think of anything to say, do you always resort to fighting?
Ken: I guess.
Takeru "T.K." Takashi: That's your problem. You don't know when to talk and when to fight. Now's a good time to talk... on the other hand... it's also a good time to fight.
Question: How did the streetcar, phone booths, and vending machines end up in the digiworld?
Answer: People who built the digital world most likely had them sent there. Gennai tells the kids in the last episode that the streetcar was from San Francisco, and he asked them to take it back for him.
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Answer: We are never told as to how they got there.