Sailboating 

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.

Sailboating by Greenhower January 22, 2016

Sailboating 

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 by chappynyc September 20, 2018

Sailboating 

Same concept as a motorboating (where you bury your face between a pair of boobs and vigorously shake your head from side to side) except sailboating is slower so you can take it the view.

I wanted to motorboat the girl, but her bazongas were so nice that I opted to slow down and ended up sailboating her instead.

Sailboating by Lake Partiers May 4, 2021

Sailboating 

The tender act of gently laying one's face against another's breasts. Akin to motorboating, but without the noise of the motorboat. Rather than revving your emotional engine, you're drifting peacefully upon emotional waters.

"After the week I had, all I wanted to do was go sailboating and forget my responsibilities."

Sailboating by dAni5742 April 15, 2025

sail boating 

the act of pressing you nose against a flat chested woman and just blowing

Did you motorboat sarah's friend last night? Nope, just went sail boating, there where no boobs!

sail boating by Touge_Drifter September 19, 2012

sailboarding

To use a piece of cloth(ex. bedsheet) and tie one end to your longboard, and to hold the other ends up with your hands.

Allows you to skateboard without needing to kick, as the wind pushes you.

Did you guys see that guy sailboarding down the road?

I used my extra bedsheet to sailboard yesterday.

sailboarding by bombsite March 23, 2011

Sallyboating 

Motorboating of the anus or cheeks of the buttocks.

Jacob: What did you do last night Brandon?
Brandon: I went SALLYBOATING all night, bro, with these totally hot babes.
Jacob: Oh, thats just nasty.

Sallyboating by saylboat December 13, 2010