When Dawn had to stay in Sinnoh while Ash and Brock left for Kanto.
Definitely the last episodes of shinno.
But other ones I found sad were,
Mistys togetic leaving
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My safari: FIRE, slugma,growlith,ninetales
When happiny evolved. I know it was for the best, but i miss her so much
Happiny is awesome
Bands and artists I like at the moment:
Boards Of Canada
Nine Inch Nails