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Soul Silver because it was my favourite pokemon game by far and it was my first 2nd gen game.
I will have access to HG though because my sister is getting it and she's only just started getting into pokemon ^^. She recently completed her Pearl version.
I preordered HeartGold last week :] Gold was the Gen II game that I always played and loved, even though I had both, so I'll be getting it for sentimental value, mostly. xD I may or may not end up getting SoulSilver though.
I'm still thinking about it. Well, my first Gen II game was Crystal so that doesn't really make the choice any easier. I think I'll be getting whichever my brother doesn't.