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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"
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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.
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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!
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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.
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