Here are some of my favorites.
A little boy's straw sailor cap, circa 1890.

A classic silk plush top hat with box, circa 1900.

A fluffy puffy ostrich thingy from the late 1930s.

A draped hat from the 1940s, with a corseted back surprise.


The ingenious Dobbs 'Pocket Hat' trilby in red fabric. Looks like cotton. I assume that this is a packable hat that won't crush if flattened.

A crazy pop-over shaped hat. From the 1960s? Satin fabric, sewn construction.

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