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.
by Tyrone Biggums Brother January 26, 2009
After coming on a girl's asscrack, the guy uses his penis to smear the semen along the entire length of the ass crack.
by MrODoyle January 23, 2009
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.
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.
by Christian Suba September 8, 2007
"whatever floats your boat" - whatever makes you happy. Caulk wagon is taken from the classic Apple II game Oregon Trail. A phrase meant to sound dirty when its really not.
by RCampz November 9, 2009
by Blake the amazin September 21, 2007