Calvin once responded to the test question "Explain Newton's First Law of Motion in your own words" with, "Yakka foob mog. Grug pubbawup zink wattoom gazork. Chumble spuzz."
Mrs. Wormwood: CALVIN, PAY ATTENTION! We're studying geography! Now, what state do you live in?
Mrs. Wormwood: *sigh* I don't suppose I can argue with that...
An older strip has Calvin taking money from the bank while playing Monopoly with Hobbes. When Hobbes points out that there Ain't No Rule that says you can rob the bank, Calvin counters by pointing out that there Ain't No Rule that you can't rob the bank.
Another strip has Calvin lampshading the "No Shirt, No Shoes, No Service" sign on a restaurant by saying he's going to just walk in with no pants. Hobbes points out that he'd probably be given a court summons.
Employed by Peter in FoxTrot, where he writes a book report three pages long in a massive font. Apparently, the teacher didn't say anything about font size.
In another strip, Paige and Jason ate all the cookies while blindfolded, so that they could answer no when their mother asked if they "saw what happened to the cookies". (Of course, they would have been screwed if she happened to word the question differently.)
And again, Paige asks if she can have a snack before dinner, Andy naturally says no, so Paige asks if she can have a banana, Andy says yes. Paige's response?
Paige: Of course, I'll have to eat this entire loaf of banana bread to GET at the banana...
Or Paige will be allowed to have ONE scoop of ice cream... then takes all of the ice cream out of the box in 1 scoop... Having the entire Fox family use these kinds of loophole abuse is a Running Gag for the strip.
YET AGAIN, this time when Jason asks his mom if he can have his Halloween candy before dinner, specifically reassuring her he means ONE piece.
Peter:(when Jason pulls up a giant lump) I wondered why you put your bag near the radiator.
And YET AGAIN, when Jason asks his parents if Marcus can come over, realizes he's been put in a loop of "ask your mother/father," and has to consult a logic textbook.
In Scott Adams's first book, The Dilbert Principle, he notes that this strip was based on an actual situation that a reader submitted. The submission noted that the result was an immediate "underground bug economy" and the program was scrapped after one employee got a $1700 bonus the first week.)
In one strip of Garfield when the eponymous cat was on a diet, he invoked this trope when he realized a cake was carrot.
The time Jon tried to teach Garfield self-control. He left a box of kitty treats in the room Garfield was in, telling him not to touch it. He left the room, then reentered a short while later. Garfield took everything except the box.
Even more audacious when Garfield was on another diet and Jon told him "You may have a salad." Garfield promptly helped himself to some pork chops, and when Jon called him out he claimed that no one had ever told him that pork chops were not a salad!
And once again: "This salad needs something. I think I'll garnish it. With a ham!" *wham*
And yet AGAIN (Garfield does this all the time, and Jon knows it.)
Jon: Do not damage the new couch!
(Cue destruction sound effects)
Jon: Destroyed everything but the couch right?
In Peanuts, Lucy often uses this trope to trick Charlie Brown into kicking the football. The format is as follows:
Lucy: I'll hold the ball and you come running and kick it.
Charlie Brown: Okay, I guess you mean it this time. (e.g. "It is signed! It's a signed document. I guess if you have a signed document in your possession, you can't go wrong. This year I'm really gonna kick that football.")
[Lucy pulls the football away yet again]
Lucy: <insert explanation of the loophole she left herself> (e.g. "Peculiar thing about this document — it wasn't ever notarized.")