Skip to main content
Urban Dictionary Merch
Your favorite words on things you can wear, drink from, read, or give to a friend.
The Urban Dictionary Store sells gifts you’ll have to explain.

Pussy Sailing 

a term that means looking for girls/pussies.
looking for wiling girls to have sex.
"Man, It's been a rough week."
"Yes, we should go pussy sailing."
"Indeed"
Pussy Sailing by De Jay Hemmingston January 18, 2010

Pussy Sailing 

The act of "sailing" many female genitalia's in the width of one cruise. To have sexual relations with many woman in one sitting
Andrew: Dude, Broken told me the other day that he was going pussy sailing for some ass and I laughed hysterically.

Sandy: Broken can't go pussy sailing, hes missing the sail.

Andrew: that is not all he is missing.
Pussy Sailing by Druidbegone December 18, 2009

pussy sailing 

when lads go out in their car's looking for some pussy
"Got my car fixed earlier mate, fancy going pussy sailing tonight?"
"Yeah! Pick me up, and we'll go!
pussy sailing by pussysailer April 4, 2011

pussy sailing 

The act of tying a very loose woman to the mast of a ship and pulling her lips apart in order to catch wind
we went pussy sailing with Bianca last weekend and we went faster than my buddys speedboat.
More from Urban Dictionary

briefcake 

"Did you check out the briefcake in courtroom C?"
briefcake by Ben Frey April 6, 2006
Word of the Day on November 3, 2026
Brought to public attention by Bob Woodward and Carl Bernstein in the book on the fall of Richard Nixon, All The President’s Men, ratfucker was Nixon’s term for a political operative who sows chaos among opponents; an agent provocateur. It is thought to have originated among campus political rivalries at USC, and seems to have some usage in the US military.
Along with Nixon’s other ratfuckers, Roger Stone caused fights at otherwise peaceful Democratic Party protests to generate a false narrative that the Democrats were violent and dangerous.
Ratfucker by Ricky Ramjet November 2, 2017
Word of the Day on November 2, 2026

countrypolitan 

Term used to describe someone who is a mix of both rural (country) and urban (metropolitan) lifestyles/upbringings. He/she is typically equally comfortable in both settings and is able to seamlessly slip back and forth between the two, appreciating the characteristics of each.
That ol' gal of mine drives the 12 lane freeway during the week and a John Deere on the weekends. She likes opra and the Grand Ol' Opry. I love them countrypolitan women.
countrypolitan by MOChick November 7, 2006
Word of the Day on November 1, 2026

Witch Bath 

A bath consisting of a variety of slats, oils, soaps or any other added ingredients such as fruits, milks, herbs or any other spices for health or beautifying benifits.
She brought home alot of stuff and took it to the bathroom. She must be taking a witch bath.
Witch Bath by carnieboy30 October 26, 2020
Word of the Day on October 31, 2026

kinktober 

An excuse for people to write porn with different types of kinks throughout the month of October.

Smut Fanfiction
That chick doesn't write often but when she does, its for Kinktober.
kinktober by Kinkiest July 12, 2018
Word of the Day on October 30, 2026

proper lad 

a lad that is such a lad that he is a proper lad
person1:did you see bob
person2: ya he was a proper lad
Word of the Day on October 29, 2026
Load more