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xander, willow, giles, faith and vampire willow(characters from alternate dimensions count separately, right?).
this is hard.....i think my favorite moment would probably be graduation day, i'd have to get back to you on the other four.... oh! and the one where xander saves the day....
dark willow(seeing her turn against her friends), buffy dying, angel being killed by buffy, mrs. summers dying, buffy dying again(not really as sad though the second time...)
any of xanders funny lines. if i had to pick just one i think it would be the moment where anya confronts him about their "relationship" and he responds with "nothing personal,but when a guy does that it just means his eyes are open"
soo hard to pick just five....