bleed

drain ooze trickle weep

exude gush hemorrhage leech phlebotomize run seep shed spurt

open vein

drain squeeze stick

blackmail confiscate deplete exhaust extract fleece impoverish leech milk mulct overcharge pauperize rook sap skin steal strong-arm

put the screws to

add give increase offer put in

ache suffer

agonize pity sympathize

be in pain feel for