That second one! XD I've fallen in there so many times I now call it 'The Pit of Death'. That is, until I used the Sonic and Knuckles hack. That's when I realized that I freakin' loved Knuckles climbing ability!
Also, the first panel on this one apparently filtered through my subconscious and inspired my Mystic Cave picture I just did. I originally read all these months ago and had forgotten a lot of details, so I only just recently made the connection between the two when rereading these.
I don't mean to spam, but the fact that I unknowingly recreated part of this was too weird to keep to myself!
What can I say, I get too focused on getting through the act to pay attention to Tails. Maybe he gets crushed, maybe he doesn't. I just happen to think those boxes are really easy to avoid, even for the game's AI.