Partly because it describes a longstanding tension: the needs of the drivers (to see as much as possible at night) vs the needs of pedestrians (to not be blinded.)
And also because of selection bias: for every relatable cartoon, there are 3-4 that rely on obsolete details, 2-3 where the joke falls flat, etc. When we pick a cartoon to post, we tend to favor those that are still relatable.
Here are a couple that have amusing lore, but that I didn't think were worth posting. I wouldn' call them "shitty", just not as relateable and because of that they're not as amusing. For example, the first one involves mailing a photo, which isn't something we do much any more; the equivalent would be maybe something like sending a friend request:
Everett True has a nephew called "J. Basil True", who is pictured in the Daily East Oregonian on Sept 27 1919.
there's a comic from The Day Book of September 27 1915 that doesn't seem to show Everett at all... unless Everett is the baby! This is one of Everett's earliest Outbursts.
Everett True was skinny when he got married, according to The Seattle Star of Oct 1, 1916.
Evertt True has a cousin from Kokomo, according to The Daily East Oregonian of October 7, 1919.