try to fit a tin can in there

peeled banana as much as you can

put 5 sharpies up your ass, then draw on a wall.

lol easy

your dogs tounge you pervert

freeze your pee in the ice tray and shove five of the piss-cubes in your ass.

For me, something small in diameter please, can be multiple.

10 ice cubes, sit on a cup or bowl, then drink the water.

Your computer mouse

16 crayons and you have to write your name on a piece of paper with them in
 

16 crayons and you have to write your name on a piece of paper with them in
:p

a thick highlighter 10 times

3 thick highlighters, head first. It hurts like hell to take them out,'
and also a bottle of and sanitiser head first (the ones that go up into a triangle posistion)

insert dog chew toy... and then get dog to try and pull it out. Clench to try and resist.

Tv remote control

fuk urself with a candle
u may carve it if needed bt make it smooth

insert a lit candlestick

A shampoo bottle n ass