My contribution Value is still 47,99 USD but it should 100$

I counted that under regifting :P

looks like they were both won yesterday, maybe he just happened to win both rather than win and then enter for it again. or maybe he didn't accept both(or get both, does it list wins you never received or accepted?(I don't know how that works))

if I won the same game twice after entering a bunch of them hoping to win I'd only accept the first one(even not knowing the rules what'd I do with 2?) and just tell the sender to give it away again to somebody else who entered.(and probably I'd mark received(cause I did so couldn't leave them hanging) or something and let the mods remove the duplicate credit, I donno....how hard would it be to get a reroll in that case? little enough hassle to just do that probably(and likely the same as it'd take to undo my marking recieved). so actually nevermind that doesn't make any sense lol don't know where I was going with this)

edit- ah, see what you meant it isn't just the duplicate wins, he gave away 3 copies immediately after winning 2 of the same thing.
is this one of the dlc that shows redeemed in a profile or is it like trine where it doesn't? if it doesn't show that'd explain how he'd be able to enter

What does being smart have to do with knowing a home-brew rule? There's an FAQ that explains the "rules". Bundle vs. non-bundle value is not part of that FAQ. A reasonable person looks at the TOS (if one's available) and whatever manual/rulebook is around, then operates under the assumption that those are the only major considerations.

http://www.steamgifts.com/forum/91wob/faqrules-and-guidelines -- this is pretty clear, yet the same question pops up each day. Either everyone who joins is progressively stupider than the last person who joins or the site doesn't adequately explain how things work, causing frustration among the newer folks who join the site. I'm willing to bank on not all the new people being an idiot, so the site needs some better documentation.

Yup, otherwise what's the point of the bundle list? People will just find any "non-bundle" game to farm as we've seen so it renders the whole bundle list useless.

Now instead of getting a flood of games like Serious Sam 3 and Two Worlds 2, we get a flood of Shadow Harvest or Perimeter 2... How is that better?

What we need is a clear definition of a bundle/exploited game. There is a difference between a bundle game and a game that's on a good sale. It doesn't make any sense to immediately put a game in the list of exploited games just because people can buy it from a good deal.

Instead of complaining about it, have you thought of asking the guy in charge and find out the reason?

Yes, but what you did was decide to just give them games, and decided to try and scam contribution for it. So expect to be disliked for that.