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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 

adj.
The lack of teeth dragging during fellatio.
"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
More from Urban Dictionary

Slop Grenade

When someone uses AI to generate a large document, slide deck, or piece of code/software and tosses it over the fence for you to deal with.
Chad: Hey Brent I sent you the new backend API change to review, it’s only 100 files changed.

Brent: he just tossed me a slop grenade
Slop Grenade by Joe Squid September 28, 2026
Word of the Day on September 29, 2026
Short-hand for the word floccinaucinihilipilification, meaning the estimation of something as valueless (encountered mainly as an example of one of the longest words in the English language).
After we broke up, he was floxi to me.
floxi by Dr. Geek May 13, 2009
Word of the Day on September 28, 2026
NYC people who migrate north to Quahog, RI to see the leaves in the fall.
New York and everyone from there can fornicate themselves with an iron stick.
leafers by ss++ February 8, 2005
Word of the Day on September 27, 2026

Respectfully 

Precedes or follows either a gratuitously disrespectful or honest remark, originated in New York City. Used in similar fashion to "no offense" or "to be honest," interchangeably.
Ya mans is wild buns, respectfully. Respectfully he's washed.

After school, The Modells on Jamaica Ave was active. Respectfully.
Respectfully by john quan the first December 20, 2020
Word of the Day on September 26, 2026
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