Aviator,
The oil in the plug wells should be removed before you extract the plug. You do not want any dirt or crap to flow into the cylinder with the oil.
A Mini-Vac hand vacuum pump works well for sucking out the oil. Otherwise a pump from any household cleaner, Windex for example, also works well. (all kinds of fluid dispensers have these little fingertip pumps)
The solution to the problem is as stated above, and that is to replace the plugwell seals. The Fel Pro kit sold by Auto Zone is the least expensive way to get the gaskets for the plug wells and valve covers.
The six plug well seals alone would cost as much as the whole kit if you went to a Ford dealership parts department! If your new to the SHO you would be very wise to search this forum any time you need a part, whether it is a gasket or brake disks.
If the part has to be an OEM (Original Equipment Manufacture)part they will tell you, and they will tell you where to get it at the most reasonable price. If it does not have to be OEM, they will tell you where to get it at the best price.
If you own and drive a SHO you won't be a rookie for long!

rangerj
PS How ironic, an Aviator getting advice from Oshkosh, WI (Home of the EAA) thumb