#28 “Wish You Were Here… To Witness This Awkwardness!”: A Journey Through Hilariously Bad Vintage Postcards #28

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#28

Bright red script declares, “Having a gay old time, Wish you were here,” and the cheerfully old-fashioned message immediately sets the tone for this wonderfully awkward vintage postcard. Instead of a scenic overlook or a sunlit beach, the sender’s “good time” is represented by two small dogs in full costume, staged like vaudeville performers for maximum comedic effect.

On the left, one pup is dressed in jaunty stripes and oversized yellow trousers, posed at a tiny upright piano with its tongue peeking out as if mid-performance. Beside the keyboard, a second dog—perched higher, accessorized with a feathered hat and a little wrap—stares off with the kind of unimpressed expression that makes the whole tableau funnier than it has any right to be. The indoor set, complete with shutters in the background, leans into that studio-made, mid-century postcard charm where animals and props did the work of “humor.”

Posts like this are a reminder that novelty postcards once thrived on staged silliness: punny greetings, exaggerated outfits, and the gentle absurdity of animals acting like people. For collectors of vintage ephemera and fans of retro kitsch, it’s an irresistible example of “Wish You Were Here” gone delightfully off-script—more awkward comedy than travel brag, and all the more memorable for it.