The Pokémon Generation Game

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Can you name the generation that answers each question?

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Which generation was the first to...GenMore info
allow you to catch a wild Pokémon at level 100?
have Caterpie learn more than two moves in total?
introduce a 'Bagworm Pokémon'?
have a move tutor?
have a rival who you can't name yourself?
have a move whose power varies with weight?
introduce ten or more legendary Pokémon?
allow two games to interact wirelessly?
have a Champion without a Flying-type on their team?
have a Key Item that you can use in battle?
allow you to get more than one Master Ball without trading?
allow you to register more than one Key Item at once?
allow you to get a TM before the first Gym?
have two Gym Leaders for the same Gym?
hold your first meeting with a certain Gym Leader outside their Gym?
Which generation was the first to...GenMore info
have more than one version for a town/city's theme music?
let you play as a female Trainer?
introduce a Pokémon that weighs over 1000 lbs?
have a city with exits to four different routes?
have the 8th Gym Leader battle you with just three Pokémon?
introduce a Pokémon with a base stat of 250 or higher?
situate the Day Care before the second Gym?
have a trainer classified as a PokéFan?
give you the Running Shoes?
introduce the Sweet Heart item?
require you to trade twice to fully evolve a certain Pokémon?
have an HM be in an item ball?
give you unlimited space in your Bag's Items pocket?
introduce a Pokémon with a height of 4 inches or smaller?
introduce a Pokémon that evolves at level 55 or higher?

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