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I've used my Platinum for everything. I got up to 432 on the Pokedex. When HGSS came out, I got HG and started transferring... starters, legends. Hopefully I finished transfers !
Now, I only use HeartGold. My Platinum is restarted, challenge-wise game ! ;)
I play my Platinum game my most. When i first bought SoulSilver (after I had already beaten Platinum), I stopped playing Platinum and beat SoulSilver with my Butterfree. After that point, though, I kind of lost interest since most of my accomplishments were in Platinum. Since then I've racked up hundreds of hours more on my Platinum. I'm still playing it now.
LeafGreen comes to mind. I can't tell you how many times I've started that game, beaten it, and started over again. Plus its an awesome remake of the old classics.
Fire Red and Emerald. The newer games do not give me the same feeling of epicness, but maybe Im just getting older.Gary and Steven Stone are the only trainers to always present a real challenge and my coaches favorte of all games.
Green version, then Silver, then SoulSilver.
I've noticed I tend to like the older games, and also the second game.
(ex: Blue, Silver, Sapphire, Pearl, SoulSilver, LeafGreen)
I feel I enjoyed Pokemon Crystal the most. It's got a good replay value and I've found myself going back to replaying it over and over again. Pokemon Yellow and Emerald were very fun as well.