The type of intercourse in which a guy has an unfortunately narrow penor, and therefore instead of performing the old in-and-out, he must stick it in the hole and swirl it around to even touch the edges.

Alternately, it could mean that the chick is cavernous, thus all but the most well-endowed men are forced to perform in such a way.
Rich and Regina were poorly suited in bed; he being so small and she so large, that Rich was forced to resort to the dip and twirl, and he later described the sex as akin to stirring a pot of porridge with a long wooden spoon.
by blurrysparrow May 20, 2011
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A phrase meaning to dance around a question, made popular by politicians
Zach Galifianakis - What my opponent just did was the old D.C. Dip and Twirl
by Batdad Merla February 19, 2013
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