Source: dorkly.com

5. Batman/Punisher

This is actually the second Batman/Punisher crossover, technically. But since the first was between Frank Castle and Knightfall's temporary Batman Jean-Paul Valley, this is the one you probably want to read.

In the story, The Punisher returns to Gotham, chasing crime boss Jigsaw, who has allied himself with The Joker. When he arrives, it doesn't take him long to run into the Batman. The dynamic between the two is pretty solid as Punisher is convinced that he and Batman are on the same side, no matter how clear Batman makes his hate for him.

Some character sacrifices are obviously made, as a truly accurate Batman/Punisher crossover would just be Batman kicking the living hell out of Frank Castle for 22 pages, but both characters still feel well served. Plus, the scene in which Joker realizes Frank Castle doesn't intend to take him in alive is a pretty solid one.

All-in-all, a fun crossover that fans of either character should definitely check out.