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‘Cleaning Out A House And Came Across This’
Answered by u/Real_Consequence1240:
It’s a bridal cup. Bridal cups are a Nuerenberg, Germany tradition that date back to the 1400s. It represents the start of a lifelong union between man and woman and is a symbol of faithfulness and good luck.
The small swiveling cup and inverted hollow dress were designed to allow both bride and groom to drink simultaneously to toast their wedding. The groom would drink from the larger cup (the inverted skirt), and [the] bride would drink from the small swivel cup.
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‘I Dug This Up While On Holiday In Devon, UK’