Split the Casper
The act of penetrating an uncertain hole. An often risky maneuver, "Splitting the Casper" involves taking aim in the general vicinity of two known holes, where the entire area is occluded, or glazed-over, leaving neither hole fully visible. The penetrating object is then thrust at the goopy mess with the hopes of slipping comfortably into either one of two holes. Often this maneuver results in "Hitting the trailer," which is a less that desired result.
Nine guys deep in her gangbang, Michelle's nether region was a sloppy, uncertain mess, but Big Tom didn't care where he ended up so he closed his eyes and "Split the Casper." Unfortunately for Michelle, he was hitting the trailer this time.