Ginger Sailor 

a sailor almost as good as a normal sailor, but brought down by the weight of their hair

1: Did you hear Tim got into the national sailing team?
2: But I heard he's a ginger sailor - he can't be that good!

Ginger Sailor by HuffmanEnthusiast March 9, 2022

The bigger the boat, the smoother the sailing.

A response to the phrase "it's not the size of the boat, it's the motion of the ocean".

Implies that "size matters".

Woman - "Wow dude, that's a really below average penis."

Man - "It's not the size of the boat, it's the motion of the ocean!"

Woman - "Maybe. But the bigger the boat, the smoother the sailing."

The bigger the boat, the smoother the sailing. by Dakron July 11, 2014

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.

pussy sailing by jeffery r. sutherfizzle March 15, 2010

San Bernardino Sailboat 

A man and a woman pierce their scrotum and labia minora together using a pair of 5 gauge surgical steel rings and then attempt to perform intercourse.

My girlfriend and I just went to Berkley last Tuesday to get our junk pierced and decided to take a ride on the old San Bernardino Sailboat when we got home. It was fun.

San Bernardino Sailboat by rectacular March 25, 2008

Stinky Sailor 

When a guy jizzes on a girls face so it looks like she has a white beard and then takes a crap on her shoulder and names it polly.

Did you hear that John gave Brianna a stinky sailor before she went to college?

Stinky Sailor by W3 December 31, 2008

Sailor's Salute 

You must have perfect timing to pull this off. You must wait untill your oppenents head is approximatley 3 in. from your face. Then headbutt them in the forehead/face with your forehead.

I pulled a Sailor's Salute on that bastard in the fight and he went down fast, holding his aching head.

Sailor's Salute by Nova_gnome February 28, 2009

conrad the sailor 

conrad the sailor is conors secret identity, its true you can see it on the posts down by the river!!!! anyway he sails on a boat haunted by an unfriendly ghost.

mum, im just going sailing
who with????
Conrad the sailor!!!!!!

conrad the sailor by Rwolbic May 3, 2005