#5 - Drill to Kneecap
Slowly drill your way through my kneecap until I give in. It doesn't matter what size bit you use. I'll probably give in before you even have it turned on.
#4 - Rusty Cheese Grater
Imagining you using a rusty old cheese grater to slowly shred you way through my epidermis gives me the heebie jeebies!
#3 - Needle in Eyeball
I can't imagine facing a needle coming ever closer to my eyeball. I barely made it through Lasik surgery! I can't imaging what that or a needle would feel like without any kind of numbing...
#2 - Paper-cuts
These would have to be made with manila folders, and focused around the webbing on fingers & toes, under the tongue, and in the corners of lips
#1 - Fingernails Ripped Out
Ugh. Can't even imagine the pain. It hurts bad enough to get a hangnail, but to have your whole nail slowly pulled out... Ouch!