Separate names with a comma.
I would have to say the carnival level in Psychonauts. I just loved that game...all of the boss fights were so fun.
Back when I was into it, Gary from the first two Pokemon games was almost impossible for me to beat after going through the final four or whatever...
I usually just masturbate when I'm drunk so I can't help ya there pal...though I bet Mortal Kombat would be pretty fun while drunk.