I really would ove to see DD grapple with Spidey. While DD and Punisher work well in the comics, I just don't think they'd work well in a movie.
I'd be up for a re-interpretation. I think the DD movie was made by a passionate fan, but only an average director and an even worse writer. Add in a lot of studio interference and we're lucky it turned out as well as it did. I think the whole cast did well with what they were given and played off each other well (****, I mean Affleck married Garner two years after that movie). But the screenplay was just too strung together, the direction too slick and overdone and ultimately the studio cut it up too much.
I will say that DD had moments of greatness in it, though. Even though it was against the comics I think the subway scene was excellent, when Bullseye kills the guy in the pub was a great character moment (as was his talk with the Kngpin), Bullseye killing Elektra and the inital beating in the DC Kingpin gives DD all worked really well. However the one scene that really hit it out of the park was DD coming home after killing Quesada and seeing the dark, empty side of being a superhero. And people thought Peter had it bad in SM2. I really liked in the DC him hearing a woman murdered across town and just going to bed like it is routine, as there is nothing he can do.
And there ar e a few other great moments in it. But overall the story is very juvenile, the dialogue even moreso and it has as much tonal and editing coherence as a kid on ADD. As a whole it is messy. But there are great moments in it. And if Marvel redoes it (albeit without the origin) and takes their time, they can find the good DD movie that was hidden in there somewhere.
Who knows maybe they'll cast Casey Affleck.
Oh the irony!
...seriously Casey would be good, but he'd never do it.