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 Sailboat

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

douche sailboat

Exceeding the limits of being a douche canoe but not douche yacht level quite yet.

"You're a douche sailboat Chad"

by israinpee January 22, 2014