FIRST Design
by Jeff
Image text: Pool on the roof must've sprung a leak.
This comic is about a robot competition between two sides. The protagonist's side comes up with a robot that has a match on an extending arm to set off the sprinkler system to disable the opposing robot. Then the protagonists added an umbrella to their robot so that their robot could complete the competition without getting wet.
The image text is the protagonist's flimsy excuse for the reason there is water everywhere.
UPDATE: As Zero Cool and Alexandra said in the comments, the Image text is a reference to the movie, Hackers.
Prudence
by Jeff
Image text: Moments later, the White Witch rolls up and, confused, tries to tempt the probe with a firmware upgrade.
This comic is a reference to the book The Lion, The Witch and The Wardrobe by CS Lewis and later made into a movie. The children in the book are playing "hide and seek" in an unfamiliar house when one child hides in a wardrobe. They then find a entire world known as Narnia behind (or inside) the wardrobe.
The comic is making a play on the Narnia tale, by instead of the child exploring the new world herself, she sends a probe. This is similar and possibly a reference to the probes that NASA deploys to gather information about new worlds. It also may be a reference to Stargate, in which the Stargate Command sends a probe to new worlds to gather information about the world.
EDITED TO ADD: The title appears to be a reference to the fact that the child in the comic does not run blindly into the new world, like in the book, but instead she deploys the probe to gather information first, which would be seen as "prudent".
More Accurate
by Jeff
Image text: We live in a world where there are actual fleets of robot assassins patrolling the skies. At some point there, we left the present and entered the future.
This is a comic referencing the Terminator series , in which a super-intelligent machine from the future time travels back in time to kill Sarah Connor.
However, we currently have robots that are able to attack specific locations and targets. Originally, unmanned aerial vehicles were only used for surveillance and reconnaissance. But, now more than ever, they are used for attacks. One thing that keeps us short of a Terminator scenario is that most of the unmanned aerial vehicles are either pre-programmed or flown remotely by members of the military. Still, the image text is correct, the future is here.