Lobo versus Deadpool.
Wolverine versus Lobo was only a two-page fan pleaser in Marvel versus DC. A REAL match would be Lobo against Deadpool. They're both alot alike. Well, sortof.. Deadpool seems more "human" and has more ninjitsu to his bran of mercenray rather then brute force and bug guns..
But who do you think would win if they were hired to kill the other?
(Course once the Taskmaster or Lex Luthor was caught wind to thier scheme they'd be payed an unpleasent visit by the two heheheh..)