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messy sailor

A play on the stranger, in which the participant drops trow and places himself appropriately on a toilet bowl and then defecates. The participant then places his off-hand (the hand which he or she is not accustomed to wiping with) under his ass cheek until the blood in the hand has been restricted and the hand becomes numb. Unlike the stranger, the participant is not buffing the banana, but rather, attempts to wipe his ass with the numbed off-hand. If feces comes in direct contact through poor coordination or toilet paper misplacement, then the participant has become "messy sailor'd" and thus loses.
After tag-teaming Chavo's sister in the Home and Garden section, Jimbo and Pickles went to the K-Mart bathroom stalls and played a rousing game of messy sailor. Jimbo lost.
by Ginz June 23, 2008
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hole sailor

A hole sailor is a fierce pirate who unlike a wholesaler, sails the world in search for the booty hole.
My god, Sharon is dating a total hole sailor again.
by XxHoleSailor69xX June 28, 2017
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Related Words
sairo sairomi sairoop sairoro sairose sairoz Sailor Moon sailor saira Saiko

Sandy Sailor(TM)

A Sandy Sailor is the same thing as a Sandy Seagull, however the male has foresight to protect his penis with a prophylactic. Therefore, ensuring the pleasurable experience for him upon insertion and a questionable experience for her.
I went to the beach on a romantic date with Nate snd he blessed me with a Sandy Sailor(TM); it was fantastic.
by callmemommy707 August 25, 2017
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Musty Sailor

The sexual act of a women who has not bathed in 3-5 days, then after intercourse she squirts in her partners face, enough to simulate a musty sea breeze.
George: “Hey Michael, you smell kinda bad, what happened last night?”
Michael: “Veronica gave me a Musty Sailor last night.”
by ohc@ptainmyc@ptain October 16, 2018
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bulky sailor moon

a roblox avatar that looks like a child mollester dressed like sailor moon
by roater 500 August 9, 2020
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garin sabro haefner

Garin Sabro Haefner is like an angel. I've never seen anything like him before.
by edtbz October 27, 2020
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Pseudo-Sacrosanct Perversion

Packaging Subversion; Pseudo-Sacrosanct Perversion
by rps120108 February 23, 2023
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