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Fanpup says...

This Playboy foto contains fedora, vilten hoed, homburg, cowboyhoed, trilby, fedora met vilten hoed, and stetson. There might also be schipper, leghorn, panama, hoed, zeeman, skimmer, strooien hoed, livorno, panama hoed, matroos, stro hoed, goed gekleed persoon, pak, broek pak, broekpak, and kostuum broek.

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Source: JuicyGraphics