Caulk The Wagon And Float It Edit Meaning

1.

To take your time and be cautious when crossing rivers, but also not so cautious that you will only cross a river if there is a ferry present.

Originally a mindset used in the classic computer game The Oregon Trail, but can also be a way of life.

Don't be foolhardy and just try to ford the river. Take your time, be cautious, caulk the wagon and float it.

See careful, cautious, prudent, wary, thoughtful

2.

to stick your dick in a girl doggy and then pick her ass up and bounce it on you

dont bend your hips, dont ask her to do it; just caulk the wagon and float it.

See caulk, the, waggon, and, float, it