I've read this scenario a number of times in different fanfics, and most of them Dib comes to regret putting Zim in there and ends up being the one to rescue him.
How could he not feel guilty? It's like he's sending the only thing that motivates him to his death. I like this kind of scenario.
Lol, Zim's wig managed to stay on his head XD. He's pleading Dib not to let him die even though he doesn't want to sink that low, he's terrified to be in there.
So will Dib bust him out? Who knows, but you can bet on it that he would
could you perhaps link me to one of these stories that you read? And I love, love, love this piece. Truthfully, how could he not feel bad after locking up Zim? They keep each other going, like in the unmade episode "Mopiness of Doom".