I’m a big fan of “death trap” scenarios, so these issues–fill-ins written by Harlan Ellison and Arthur Bryon Cover, totally do it for me.
Continuity-wise, they mean nothing–although it’s notable that David Mazzucchelli still does the art.
It’s just a wild romp through a series of pits, blades and other traps.
Well worth your time if you can find them, especially #208; it can be a stand-alone issue. #209 is just written by Cover and it explains why DD was in the shit in #208, but it’s nonessential. The real fun is in #208.
At the end of his big night in the death house, he goes to Black Widow to help tend his wounds.
In my opinion, issue #208 is one of the 100 best single-issue stories of all time. See my full list here. And this story is in the top 10 Daredevil stories of all time.