22. "Punisher Kills the Marvel Universe" (Punisher Kills the Marvel Universe #1)
Garth Ennis took on the Punisher for the fist time with this one-shot, drawn by Dougie Braithwaite, where the Punisher's family is killed in Central Park not by mobsters but by, well, superheroes...
Oh man, that "And Cyclops and Jubilee" line gets me every time. So the rest of the story is the Punisher just coming up with creative ways to kill all of the superhumans on Earth. Ennis clearly had a blast with this story.
21. "Means and Ends" (Punisher vs. Daredevil #1-6)
Daredevil vs. Punisher: Means and Ends was a very good mini-series by David Lapham (who wrote and drew the book) that has the Punisher and Daredevil fight a bunch of times, but that works more as a backdrop against the commentary on how violence can ruin people's lives, as a young man slowly descends into some bad territory...
Man, this was a DARK story.
20. "The Tyger" (Punisher: The Tyger #1)
This stunning one-shot by Garth Ennis and the late, great John Severin goes back to Frank Castle's childhood in the early 1960s to see the background of the man who would become the Punisher. It's all so beautifully paced and drawn - it's really a hell of a masterclass in comic book storytelling by two of the all-time greats.
19. "Franken-Castle" (Punisher Vol.8 #11-21)
After the Punisher was killed in the aforementioned Dark Reigh story, Remender (and artist Tony Moore) blew everyone's minds by having Man-Thing collect his remains and then Dr. Michael Morbius and the Legion of Monsters revive the Punisher as a monster like the one Frankenstein created (the Legion included mainly Morbius, Werewolf by Night, Manphibian, Man-Thing and The Living Mummy)...
The next issue, the Living Mummy (N'Kantu) explains why they need his help. They're being hunted down by some psycho. So Punisher stops the bad guy and then sort of joins up with this team of monsters (using the Bloodstone). Eventually, his original human body returns, but for a while there, this book was over the top crazy awesomeness.
Go to the next page for #18-16!