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Racing Sailboats

The act of pretend racing large model sailboats between individuals, in which the finish line is the other participant's entire colon. First racer to take the entirety of their opponent's vessle loses. Smooth sailing!

Man, this day is really dragging. I cant wait to get home so me and my boy can be racing sailboats.

by Milk Money Mike March 22, 2019


Michigan Sailboat

A sexual maneuver where one goes to the corner of the room and does handstand push-ups whilst someone else sodomizes a six-year-old.

Me and my boy Oscar Pendleton totally Michigan sailboated last night with his little cousin.

by marblegoggles August 23, 2010

12๐Ÿ‘ 21๐Ÿ‘Ž


sailboat no rudder

Rubber-less anal sex or a person associated on the receiving end of mentioned acts.

'' That girl is a sailboat no rudder"

by toonies July 1, 2010

1๐Ÿ‘ 1๐Ÿ‘Ž


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!!

by b-dob December 9, 2009

9๐Ÿ‘ 3๐Ÿ‘Ž


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.

by rectacular March 26, 2008

11๐Ÿ‘ 7๐Ÿ‘Ž


Sailboat - sail boat

A sailboat - sail boat, is a boat that driven by sails. Some have 1 sail others 2 sails or more. Thoses that aresearching for a sail boat, used or a new boat, visits the scandinavian website www.scanboat.com where they will find sail boats from all over Europe and especially from Scandinavia.

As Sailboat - sail boat you will find fx. Maxi, Bavaria, Albin boats, Dehler, Swan, Jeanneau, Beneteau etc.

by scanboat December 4, 2011

1๐Ÿ‘ 1๐Ÿ‘Ž


Sailboat tea grinding mill

The man sits with his legs stretched out. The woman sits opposite the man and places her hips onto him and spreads her legs wide apart. The man puts both hands under either her lower back or legs and draws her to him.

John: My wife wants a new sex position tonight and I'm out of ideas.
Jake: How about the Sailboat tea grinding mill? It's a rare position. I use it sometime with my wife and she loves it.
John: Never heard of it, but I'll give it a shot.

by WouldntYouLike2Know August 18, 2013