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Smooth Sailing 

masturbating with sand paper in hand
See smooth sailin' for a more extensive definition
smooooooooooooooooooth sailing, smooth sailing

smooth sailing 

"That bitch was smooth sailing!"

"She wasn't smooth sailing and now I'm not going to be able to fuck for two months!"

"That homeless bum can smooth sail all night for some crack."
smooth sailing by C Witt July 23, 2008

smooth sailin'

The act of jacking off with the assistance of sand paper. The name is derived from sand paper's ability to smooth out wood.
Dude, do you have any sand paper because I really want some smooth sailin'
smooth sailin' by Sampson Walterson February 17, 2008

smooth sailin'

When someone jacks off with sand paper. Typically one who is in to masochist things would perform this.
Hey, what aisle is the sand paper on? I want to go smooth sailin'.
smooth sailin' by Krl Wnslw February 17, 2008