Even though Deadpool and the Punisher typically fight for the same side in the Marvel Universe the two gun happy dispensers of vigilante justice have clashed over the years, most recently in the mini-series Deadpool Vs. The Punisher.
And while this epic mini-series event would make a great movie the folks who own the rights to Deadpool and the Punisher will most likely never let a DP vs. TP movie be made because money.
So instead of having one of your nerdy dreams come true please enjoy this fan made trailer for Marvel's The Punisher Vs. Deadpool by Stryder HD. (NSFW language)
-Via CBR
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