Although Waldo seems to constantly be in hiding, I always thought he was a happy-go-lucky kind of guy; however the How's Waldo Tumblr seems to think otherwise. Rather than focusing on the game of "Where's Waldo?" as a fun and carefree way to past the time, the How's Waldo Tumblr considers the emotional side of this stripe-loving cartoon character.
One image camouflages Waldo on a beach filled with people having fun in the sun and describes him with these words: "Always instead that dull ache, which by now has become his companion: the feeling of being watched — hunted, almost." The How's Waldo Tumblr asks everyone to recognize that constantly being looked for may not be as fun for him as it is for you.
The next time you're looking for Waldo, maybe you could ask yourself how he is doing instead.