My interest is a bit tongue in cheek, but our boy Leroy Brown first burst onto the scene in 1963. I like this bit of cover art:
http://en.wikipedia.org/wiki/File:Encyclopedia_Brown_-_Boy_Detective.jpg
Not a whole lot on Flickr, but I have to imagine other "young adult" novel series had some fun cover art. The Hardy Boys are maybe even too obvious:
http://www.hstreasures.com/img/hardyboys1.jpg
The Great Brain, maybe too much the wrong period?
http://teacher.www92.cn4e.com/Class_pages/library/greatbrain.jpg
Devin,
I can dig it. That Leroy Brown cover is strong stuff. I'm a big fan of old illustration work. I've linked this before, but he always posts a lot of great stuff: http://todaysinspiration.blogspot.com/
Wow, you're giving me a Proustian overload!
The Great Brain books were set in 1890s Utah--prob. not very Ivy. Man, I loved those books, and strangely have never met anyone else who has read them.
D&F, great link. I hadn't seen it before. I'm generally curious about visual records, particularly those within a cohesive thematic, stylistic, or whatever enclosure. The Penguin series of Jack Kerouac novels all have great candids on them, all taken by Ginsberg (or, mostly). I'm glad that sort of collecting is pushing into the digital realm.
Brownshoe: it took me a while to tease The Great Brain out of my fragmented recollection. Proustian indeed :-)