The acting of rocking a mans member (aka sailboat) back and forth inside a womans vagina (aka cum-boat), this process is refered to as surfing her seas, after which the man finishes within her, this process is refered to as "unloading cargo"
*all aspects must be followed to be considered sailboating
*all aspects must be followed to be considered sailboating
Friend 1: "Dude, what'd you do last night?"
Friend 2: "Not much, just some sailboating."
Friend 1: "Idiot! Think she'll get pregnant?"
Friend 2: "I dont care, not my bitch."
Friend 2: "Not much, just some sailboating."
Friend 1: "Idiot! Think she'll get pregnant?"
Friend 2: "I dont care, not my bitch."
by Gary Flongtard December 7, 2011
Get the Sailboating mug.Bill and Jerry like to go sailboating in the jungles of Costa Rica, because they prefer the old fashion way of getting stoned.
by Agent O November 15, 2010
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A person who embraces the sailboat lifestyle. One who acts better than everyone else, by driving European cars or not waving to no one except people who have sailboats.
Because Norbert likes to sail all day and drive his volvo and never wave to people and act rude and snobby he is considered a Sailboater.
Norbert loves to go sailing and think nothing but of himself.
Branson is from Nantucket, it is the land of Sailboaters.
Boston is a safe haven for Sailboaters, but filled with many assholes. Because they sail.
Norbert loves to go sailing and think nothing but of himself.
Branson is from Nantucket, it is the land of Sailboaters.
Boston is a safe haven for Sailboaters, but filled with many assholes. Because they sail.
by Kevin Baines March 14, 2006
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The man's (or she-man's) penis is wrapped underneath the ball sack till the penis is pulled perpendicular to the body. This is the "boat." Note, the balls remain behind the dick. Then, the scrotum is then stretched into a triangle where base is held against the penis. Note, the top requires pinching the scrotum and pulling up hard, which can be enjoyable or painful. This is the sail. When completed, the penis sailboat appears to be cruising at about 3 knots across the pubis. It's very popular and appropriate for most parties.
The man's (or she-man's) penis is wrapped underneath the ball sack till the penis is pulled perpendicular to the body. This is the "boat." Note, the balls remain behind the dick. Then, the scrotum is then stretched into a triangle where base is held against the penis. Note, the top requires pinching the scrotum and pulling up hard, which can be enjoyable or painful. This is the sail. When completed, the penis sailboat appears to be cruising at about 3 knots across the pubis. It's very popular and appropriate for most parties.
Hey, this party needs a kick, should I bust out a sailboat?
Cody's balls are so big his sailboat would be hella' fast.
I was surprised how much she liked my sailboat trick, then she let me dock my boat in her lady bay.
Cody's balls are so big his sailboat would be hella' fast.
I was surprised how much she liked my sailboat trick, then she let me dock my boat in her lady bay.
by ucla sailor January 3, 2012
Get the Sailboat mug.by BarrettAll November 27, 2011
Get the Sailboating mug.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.
by marblegoggles August 23, 2010
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