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Drinking an abundance of Captain Morgan Original Spiced Rum.
Yo dude, Me and Donald went sailing with the Captain last night!!
Sailing by Travis November 23, 2004
Related Words

Sailor's Morning Prayer 

1. To vomit the morning after a night of drinking.

2. To bow before the toilet vomiting. Usually from drinking.

3. Made famous from Ray of Achewood.
" My gut felt like it was full of boiled towels. I did a Sailor’s Morning Prayer: I went downstairs, shook up a Stella, and chugged that foamy mess in one go. Sure enough, that little cherry bomb got my whole bag heavin’ and I blew about a gallon of hot, fried disaster into the sink (don’t worry, I used the garbage disposal side)." -Raymond Q. Smuckles

"My uncle would wake up at 12:30 every afternoon, say a Sailor's Morning Prayer in the bathroom, and begin his day of drinking."

sailor mouth

When a dolphin makes a sound right as you swear.
Remember Dirty isabella? she shaked her booty and then got Sailor Mouthed. And then again.
sailor mouth by Green Hell Zone April 18, 2020

Sioux City Sailboat

A conjunction of a robust mullet and its wearer on a skateboard or other wheeled vehicle, usually on a very windy day.
Steve: You're here early today, Jethro.

Jethro: I left at the normal time, but I rode in on my Sioux City Sailboat.
Steve: How are you going to get home. The forecast calls for almost no wind this afternoon.
Jethro: Well fuck my sister! *thinks real hard* Can you give me a lift?
Steve: No! You haven't bathed in weeks!!
Sioux City Sailboat by b-dob December 9, 2009

Sailing Away

A song by the band Styx that is considered a classic. It is so happy and cheery-sounding that it makes people want to punch something.
Song: "I'm Sailing Awayyyyy....."

Person: "AHHH GOD!!!!" *goes nuts and punches a wall*
Sailing Away by Fruuze March 4, 2009
When a sailor is a dumbass and fails.
When a sailor fails to use judgement.

(Hey Bob, that guy's a Sailure waiting to happen.)
Sailure by Soup Sandwich May 26, 2009