Urban Sail

When a breeze kicks up and your umbrella becomes either uncontrollable, inverts itself in your hands, or flies from your grip.

Synonyms: urban kite, umbrella sail, umbrella kite

"Umbrellas are a pain in the ass. Sure, they protect your head and shoulders from the rain, but the second the slightest breeze kicks up, you suddenly find yourself the unwitting mast for an urban sail that, best case scenario, inverts itself in your hands, and worst case scenario, flies from your grip, whips down the street and spears the Pope in the neck." - Tracy V.

Source: Cracked.com, Tracy V. (Invictus99)

by notfeelingcreative June 4, 2014

angry sailor

When a man walks into a mens shower room and yells the word look,then,makes an angry face and frowns while twisting his waist causing his penis to flap side to side

Tommy was dared to do the angry sailor after the ball game

by tommyasshley February 21, 2015

Mud Sailing

When you pee and take a shit at the same time. Most notably when you have food poisoning or had a beefy 5 layer burrito from Taco Bell.

Dude how's your stomach? Bro I been mud sailing all day from that burrito.

by Jermeiser October 6, 2016

bag sailor

one who's nutsack is so big they can use it as a sail on a boat

we got off the island because it was windy and Gene was an old bag sailor...

by genopetralli September 30, 2015

tub sailor

Members of the coast guard. Bath tubs are about the same size of a Coast Guard cutter.

Well if you can't get into the Navy, you might want to be a tub sailor.

by mighty mighty SEALtone November 24, 2016

Scamming Sailors

A famous Tripfag on 4chan, mostly visiting /OPGG/. Known for his Blackbeard posting and baiting underage kids falling for his "It's okay If I cheat" bait.

Scamming Sailors !Scam/X6css
>I hate cheaters they are the scum and should quit the game, it's only okay If I do it.

by JewJulie November 28, 2016

clam sailing

When a woman with a skirt and no underwear (or naked) stands over a vent that's blowing air.

Marilyn Monroe was holding her skirt down because she was clam sailing to dry off.

by DoomEngin33r March 31, 2017