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Dog #1: …The term "motorboating," in its colloquial usage, is derived from the mimicking of this motion and sound in a rather intimate context - usually involving a pair of breasts and a willing participant's face. Etymology Escapades. Tracing the exact origin of 'motorboating' in the context of breasts can be a bit like trying to find a specific wave in …"Another girl ogled my cleavage in delight and said to her mate, “Hold my drink, I’m gonna motorboat her!” "I barely had time to fling a hand over my poor chest before this girl – a stranger – had her face buried in my breasts, which just meant not only was my chest covered in her spittle, so was my hand. 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