Well I don't know much about the game, but that last one kinda gives it away. :P

NEO Scavenger?

Finally ^^
Yes, it is Neo Scavenger.
The second picture was Merga Wrath.
The third picture was Enfield Horror.
Enfield Horror is a cryptid, the developer must like them a lot.
Michigan Dogman was also added to the game, which some people confuse with a werewolf.
Also you die when you're turning into a Wendigo.
Forth picture are the buttons that appear in the game [url=http://neoscavenger.wikia.com/wiki/File:Mainscreen.png]screen[/url].
Your turn!

Alright, here's a strange one.

Mr. Robot?

Nope.

This one is an old DOS game(and one that needs to be on gog already!).

I was going to say System Shock but I guess that's not it since it's already on GOG.

Nah, but the original release date happens to be the same year(yet it looks much worse).

I might give more hints, or I'll probably have to do another drawing because I'm not sure how many folks even played this game long enough to see these robots, lol.

Alright, another pic, should be much more recognisable. I put a little more effort into this one, too.

I see a redhead character and I think Another World but this game is already here so... I have no idea

Is that Commander Keen without a helmet? (He's the grandson of B.J. Blazkowicz, so it would also expalin the file name).

Nope, this game just looks a lot like Wolfenstein, even though it came out later than Doom.

Nitemare 3D.

I'll admit I never played it but googled it based on the hints.

http://www.mobygames.com/game/dos/nitemare-3d/screenshots/gameShotId,451056/

EDIT:
And found the robot:
https://www.youtube.com/watch?feature=player_detailpage&v=yJNnukuLrFI#t=38

Yup! Not a very well known game I guess, but I used to like it when I was younger and think it was one of the better Wolfenstein clones. And my parents would rather I play that than the more gory games, heh.

It's a spin-off of the Hugo series of adventure games, and since those came to gog, I'm wondering if we'll ever get this one.

Anyway, your turn!

Should be easy:

Gobliiins