When I was little, I kinda developed Arachnophobia because of this game called Ty the Tasmanian Tiger. They had these real ugly spiders-pitch black and huge.
I'm still scared of them to this day.

There was also Darkside from Kingdom Hearts. I was seven years old when I was first playing Kingdom Hearts, and was like "OH MY GOD TURN IT OFF TURN IT OFF" when I first saw it. First couple of days, I had nightmares, and left the game alone for quite a while--more than 2 years--until I looked at the game again and thought to myself, "okay bro I can take you on you evil abomination of a devil". I'm no longer scared of it, but the sight of it does invoke some pretty bad memories...

Last one-this one time I went to my friend's house for a party and she was playing a pretty scary game on her Wii. I can't remember the title for my life, but the ghost at Chapter 1 was pretty freaky. @_@