ZOMG JUDGING!
Grand winner: TheSid

Really cute and baffled expression, excellent shading for an MS Paint drawing, and nice touch with using a coloured outline. Makes it look smoother, I think. So congrats, you win the right to decide the next Pokemon. :D
LolAward: thoadthetoad

I don't even know Solid Snake, but that Poliwag is lol nonetheless. So grats on getting the LolAward~
The rest of the entries, in submitted order:
deth4:

A good replication of one of the classic Poliwag poses. Thick lines that cover up any insecure waver of the mouse nicely.
RaptorExx:

I find this one very cute, though the lighting of the eye looks a bit weird without any shading of the body. Still, it's a nice pose.
Cholokid:

XD Poor Poliwag needs glasses to make up for that lazy eye...
Estel:

I was looking through the thread again, trying to figure out if you referenced it back to a previous entry, since you said you were "going to bring back an old memory from the beginning of this thread" - but I found nothing. O.o?
Next theme will be selected by TheSid, or by me if he hasn't done so within two days!
That aside, it's pretty cute~