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The photo of this Aqua Towncraft suitcase (suitcase for sale from Etsy shop "bamabelle" and featured on the Etsy homepage) makes me want to jump into the 1940's, travel cross-country by train while wearing a smart skirt suit, stockings, a hat and pumps- aqua suitcase in hand (um, and never mind that the suitcase is from the 1950's...)
Oh! Perhaps the outfit I'd wear would look something like this.
Too dressy? I suppose it doesn't matter if it is, seeing as I would also be traveling with a yet-to-be-made suitcase!