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I really liked Season One... The storyline was perfect...
I was a humongous Digimon fan back then. Until Season 4 ruined it!
Ah, they should have left it with the originality it once had...
Seasons 2 and 3 were my favs. Season two had Mimi as an older teen...and back then I had a small crush on her...and I still kinda do...plus the final episode ROCKED! Season 3 had Renamon, and she falls along the lines of Mimi..and the final enemy was a giant blob known as tyhe D-Reaper...
I liked Season Four the most of all, the urgency and the vulnerability of the kids invloved really kept me in, and the opening theme song was wicked. Go Lobomon, his evolutions were cool.
Tamers was the best, it was actually kinda dark for something with the Digimon name to it. A lot better than Zero Two and Adeventures, Frontier was just boring, it took too much from Sentai with the different Henshins and that didn't really mix well with Digimon.
For me, I'd have to say Seasons 1 and 2 because the Dark Masters were interesting to see, and Myelomyotismon was equally interesting seeing as how the gang thought they had defeated Myotismon in S1. Plus, I may have had a little crush on Kari back then...
Adventure 1 and 2 were cool, Frontier was all right, but Tamers was incredibly dark and awesome. Beelzebumon killing Leomon and then using his Beast King's Fist, calling upon Leomon for strength, had to be one of the most heartbreaking times of anime history.
Then you had the random ball of fluffy cuteness that is Kurumon ^_^
Season one was what changed my mind on not watching Digimon since I was convinced that it was a Pok?mon ripoff. But the series detolirated by each season, sadly. ;-;