Caulk the Wagon 

The act of pulling out during sexual intercourse (anal or vaginal) and ejaculating along the crack of the ass. Can be used alone or in combination with the Dirty Sanchez, the Tony Danza, the donkey punch, as a climax to the alligator fuckhouse, etc. depending on the level of frustration and/or kinkiness involved.

That bitch didn't want a creampie, so I caulked her wagon instead. Afterwards she floated in the bathtub. You would have thought she was on her way to Oregon. Caulk the wagon or ford it? I chose the former.

Caulk the Wagon by Tyrone Biggums Brother January 26, 2009

Caulk The Wagon 

After coming on a girl's asscrack, the guy uses his penis to smear the semen along the entire length of the ass crack.

The fat girl's ass stank so bad, I had to Caulk The Wagon to get to sleep.

Caulk The Wagon by MrODoyle January 23, 2009

Caulk the wagon and float it

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.

Caulk the wagon and float it by Christian Suba December 9, 2008

Caulk the wagon and float it

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.

Caulk the wagon and float it by Blake the amazin October 3, 2007