Re-Tales, a blog specializing in the wonders and horrors of retailing, has an excellent selection of creepy vintage toys to enjoy. [via Metafilter]
The implicit appeal of these, I think, is that they were originally intended to be creepy, but have become unintentionally creepy. The primary amused-children creepiness of an one era becomes the unsettled-adults creepiness of another, but it's not really the same thing performing the work in each case. And, maybe, the real creepiness is in our appreciation of how the object slowly acquires its secondary creepiness.
