I like to judge games by how well they get me.  Meh, it's the girl in me.  The most immediate two guys in my mind have to be Thomas MacLaine (Deadly Premonitons) and Harold (due to his demise in Fallout 3).  Then there was the case of Stray Dog in Rule of Rose.  Does anyone else get all choked up from games?

Only once.
 

Uh, you should be careful with spoiler stuff.

Hope, I cry that I have to deal with him for 50 hours.

Rico from Killzone 2.  Fucking shit man.  Fucking game ended before I could kill him myself.