Another one from Loüßëãr, but it's not funny without the picture. However I do not have Marine Express on my computer anymore and I don't know on which CD or DVD it's now, but you were the one who posted that picture jeffbert, so you can probably do something.

The post is
here.
I don't have time to search right now, but I also remember Strange Wings' caption about Astro being lost in the desert because Elefun's GPS system didn't work. In the same round, I think DrFrag (?) had "photoshopped" the picture so Astro would get the awful Windows blue screen.

The picture was of Astro looking at his built in screen in the desert, from "The Robots Nobody Wanted" IIRC.
As for quotes by myself, I remember posting maybe a dozen in one round. The picture was posted by DrFrag. It was something he had done in the Photoshop game (from a picture submitted by jeffbert): a baby watching Astroboy on TV, Astroboy having been replaced by Tenma screaming through the TV.

Edited:
Here is the post in which DrFrag had posted the picture for which I found a lot of captions... Do you still have it somewhere, DrFrag?
I'll search for the desert one later.