“ there’s a sailboat in the window”
by Kpoop2316 December 05, 2020
When your friend from Waverly tells you a sad story about the past, you feel like you are riding on the "underground sailboat."
by Zaimejs September 09, 2017
toot toot
Sailboat farts
Sailboat farts
by Urban Cutester January 10, 2017
When you take a shower curtain rod and put it in the girls ass with the shower curtain still attached while you’re fucking her from behind causing the shower curtain to flap wind.
I rode her like the sailboat.
by ACSailer April 26, 2025
by israinpee January 22, 2014
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.
Travis: Yeah you'll wake up to me Sailboating you!
Jason: don't you mean.....nah nevermind.
by Greenhower November 17, 2015
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.
by chappynyc September 20, 2018