The act of inserting a black penis into the rectum of a very "loose" woman. This is very different from anal sex in that it can only be performed by a certain individual who was raised on the streets of Brooklyn and therefore is badass beyond all comprehension.
"Yo Darryl did you get with Claire and Stephanie last night?"

"Yea man I gave those McCunes some dilly style lovin."
by black and wild December 13, 2009
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the act of ending any phrase or comment with "silly dilly willie nelson style"
Jizzon: You guys ready to play some golf.

Peezy: Oh for sure. I'm gonna slap them, "silly dilly willie nelson style."
by Vipeezy May 21, 2008
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