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For the first round at least I tried to get similar game match-up but that wasn't always possible. Anyway, the further we go along the crazier the match-ups are going to be, you've got to decide for yourself how pick between to totally different types of games.
There are only a few games this generation that would cause me to think about voting against Dark Souls since it's one of the best games ever. Spelunky is not one of those games.
Edit: Just looked at the full bracket and those are some crazy match ups right from the start. Half the games on the list I don't give a shit about and the other half are directly matched against each other.
Here's my plea/eulogy for Spelunky:
It's a perfect game. It has a core ruleset which everything in the game adheres to. Once you've figured out the rules then you truly appreciate the depth the game has. I've played it for nearly 100 hours now across two platforms and I've yet to get the true ending or even discover most of the secret that game has to offer. It can be an unfair experience at times but that's part of the fun. When you pull off an epic dodge and, against all the odds, manage to escape a level then you get an incredible feeling. Basically, everything you like about Dark Souls in a 2D platformer with better music.
Spelunky is an incredible game as it has that Super Meat Boy like quality of constantly making me keep playing it despite how difficult it can be. I haven't played Dark Souls and I probably won't considering that it doesn't look like something I'd enjoy. I'll vote for Spelunky knowing that it has no chance of winning.
Dark Souls and Spelunky are both great because of their challenge and depth, they both create a countless number of stories for people to share with each other about their experiences.
But can you play Dark Souls forever? No. In Spelunky, the randomly generated worlds gives you an endless amount of new gameplay to explore.
Is the Giant Bomb community seriously going to allow a game with awful framerate issues beat a perfectly packaged 2D side-scroller that runs at a crisp, smooth, and elagent 60 frames per second? Shame on you, Giant Bomb Community, Shame on you.
Don't make the wrong decision again, Giant Bomb Community. Vote Spelunky.
Dark souls, I love how I feel like I'm playing a game from my childhood again. Death is a real thing (punishing at times and never trivial), you can outsmart the game, the story is what you make of it, you are not being led through a narrative but instead learning to cope and survive in a inhospitable environment. It's like an early 90's game updated and improved. Best game of the generation (for me!).