Test of Time - I think Team Fortress 2 is going to win, not because it's the longest surviving game, but rather because pretty much everyone has played it at least once and it still has a huge playerbase after almost a decade.
I'm Not Crying, There's Something In My Eye - had a lot of trouble with this, voted HL2 EP2. I think Brothers: A Tale of Two Sons will win even though I've never played this. Just seems every time I hear about the game people talk about how it heartbreaking it was.
Just 5 More Minutes - personally voted Factorio, Civilization VI will win easily though.
Whoooaaaaaaa, dude! - Hard to tell really. Last time I felt this way about Bioshock Infinite, but I doubt it's gonna win.
Villain Most In Need Of A Hug - Best I could think of was Super Meat Boy, no idea though.
Game Within a Game - Voted Tabletop Simulator, but I think people will vote open world games like GTA.
I Thought This Game Was Cool Before It Won An Award - Voted Fistful of Frags, zero idea what other people are going to go for. I think that's kind of the point, though.
Best Use Of A Farm Animal - Voted Worms Armageddon. Those sheep man. No idea what's gonna happen.
Weirdest Dev - my custom category. Voted Robocraft, because every time I boot the game up, I'm playing a completely different game than the last time. Sometimes it's better, sometimes it's worse. Never played any other game that had such drastic changes done to it between patches.