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Random
A statement made to bring attention to a person who hallucinants throughout the day
“ there’s a sailboat in the window”
When your friend from Waverly tells you a sad story about the past, you feel like you are riding on the "underground sailboat."
Thanks for bringing up that trip to Malmo, now I'm all chilling on the underground sailboat!
When you're on a sailboat and you have no wind, so you fart to make the boat go.
toot toot
Sailboat farts
Exceeding the limits of being a douche canoe but not douche yacht level quite yet.
"You're a douche sailboat Chad"
When one partner spreads the other partners scrotum with both hands forming a "sail", then performs a raspberry by blowing on the scrotum with lips pursed thus creating vibrations.
Jason: If I fall asleep and start snoring, wake me up and I'll go to bed.
Travis: Yeah you'll wake up to me Sailboating you!
Jason: don't you mean.....nah nevermind.
As opposed to the pedestrian act of motorboating, sailboating, shuts off the motor and gets back to nature. First, you drop anchor in preparation for a little sunset rose and cheese. The captain puts his or her face down between the butt cheeks. Whilst the first mate uncorks the wine and cuts the cheese, you just let the wind blow across your face and through your hair enjoying all that nature has to offer.
Chad took up Thadeus on his offer to go sailboating...they had a great time!
Sailboating is the act of very very very slowly dragging and flaccid penis across someone's face.
"I love sailboating with my boyfriend. it's the softest 5 minutes of my life."