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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

smooth sailing 

easy going, an unbumpy ride into the future.
"I've finally got that out of the way". "Well, now it's smooth sailing from here"
smooth sailing by shortanstuff February 6, 2009

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