The box itself is from Cherry and Webb, a New England women's clothing store, and dates back to the 1950's.
A peek at the contents:
In elementary school exchanging Valentines with everyone in the class was a yearly tradition. In the 1950's these cards generally came in multi-packs with standard envelopes or punch-out books with envelopes that had to be cut out, folded and glued by hand. Here are examples of both.
Yikes! I don't think this Valentine would be considered appropriate nowadays.
Weekly Reader from 1956. The publication is still being distributed as supplemental classroom material.
Also school related... a notepad with lined paper. I was pleasantly surprised when I found this exceptionally well preserved forgotten treasure at the bottom of the box. Gene Autry notepad, 1959.
Sewing patterns booklets from Fall, 1960. Hats and gloves were still standard accessories.
And finally, an example of my early artistic talent.