So, it was way to cold to change the oil in my truck so I took it in to jiffy lube and kept a watchfull eye over them as they went through the process. I totally forgot about the crush washer until they had already poured in the full 0w-30 amsoil I brought with me. So, I'm like how the hell are we gonna get the crush washer on there without loosing half of my oil. Turns out they had done the same thing before and their solution was as follows.

1. Get a shop rag
2. Get a vacuum cleaner
3. Turn the vacuum cleaner on and place the shop rag over the vacuum hose.
4. take the oil fill cap off and stick the vacuum, with the rag on it, right up on the oil fill area.
5. take the drain plug off put the washer on and screw the plug back in.

I had never heard or seen this done before and I found it so funny that it actually worked. It was also kind of funny to hear as the oil made a slurping noise as the air kept it from exiting the drain. Not one drop of oil was lost and it was actually one of the cleanest oil plug removals I've ever seen.