sailboating

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."

by allthemarbles May 30, 2015

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.

by Lake Partiers May 05, 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."

by dAni5742 April 15, 2025

the golden sailboat

The act of peeing on a piece of toilet paper from the dry part of the bowl down to the toilet into the water and across the bowl setting it in its maiden and final voyage

Thar blows the Golden Sailboat, the SS Charmin, traversing across the yellow sea

by Sklpkl May 30, 2025