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At least a dozen times actually. Follow Me always keeps me going back for more
I just beat it again last week. Once I get through replaying Pt with the Torchic I got at the end of HG, I'm going to replay HG with the Squitle I got at the end of that same play through...
I played the normal edition one and then got a hacked/edited version with funnier sprites and more Pokemon! I know it's not the original one but this one is more fun!
I've lost count. ;n; I had SS, which I had played twice before it got stolen. /sobcry. Then last year I got Heart Gold for my birthday, which I've played maybe... Three times? Then recently I got Soul Silver again, and I'm currently playing that. Soul Silver is going to be the one that I never restart and that I'll try to 100% complete it, and Heart Gold is going to be the one I restart whenever I get bored and want to play it again. xD
I've replayed HeartGold around five times, but only beaten Red twice. Both times with Feraligatr. I gave up in Kanto twice with a Typhlosion and gave up another time because Bayleef was naff and I didn't want to evolve it. Gonna give it another go this summer though, maybe with Cyndaquil.
I'm replaying it for the first time now, actually. I started my first file when I just got the game on release day and haven't replayed until just a few weeks ago. Definitely played through every other game more than HGSS. :(
I played it once with cheats to get a Porygon as my starter Pokemon because I love it to death, then once au natural, then once I played the hack Neo Soul Silver. Does that count?