Traditional animal characters were often naked below the waist. Maybe that's one reason they were so appealing and funny. You wanted to laugh before they even did anything.
Modern designs are sometimes pantsless but they're designed in such a way as to de-emphasize the nudity.
For human characters the obvious way to go is clothes that are either too small or too big. I like the way Curly's jacket fits in this photo.
It works like this: the wife waits til her husband is busy with something then asks him a few questions that have an obvious "no" answer, questions like: "Are you saving this ball of lint?" "Do want this pencil stub?" "How 'bout his used Kleenex?" She gets a nice litany of automatic "no's" going then casually throws in the important item, in this case: "Do you want to save this ugly old Uncle Eddie jacket?" The first ten times my wife tried this I reacted with horror that she could even think of such a thing, but she persisted and one day when I was seriously distracted I found myself saying, "Huh... oh, yeah...sure...whatever..." and that was the last time I ever saw my jacket. Now I live in fear that my more-precious-than-rubies Wrinkle Jacket will suffer the same fate.
But I digress.
BTW, how do you like the crumpled forearm fabric and long cuffs?
I wish I could have found a picture of a ballooning "parachute" backed tuck-in but, Alas!, it was not meant to be. Maybe next time.