What are you working on?? Sometimes headbolts have a shoulder on them, and have to installed in a certain hole. Dobber nailed it, some of those old Fords had exactly that type of bolt, but they would leak coolant, because the bolt actually went through the water jacket in the head. Also because of that, the shoulder would corrode due to lack of maintenance and electrolysis, and the "easy fix" was to slather them all up with silicone.