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For me, the fondest memory I have of Gen 1 is that overwhelming feeling of completeness and accomplishment I get after registering the Original 151 in my Pokedex. That one moment reminds me of a simpler and happier time in my life where it felt like everything was right in the world.
(Can't say I feel the same now. *sigh* I guess we all have to grow up at some point.)
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