300E - Oil Filter Removal Question

[Phalcon51]

What's the best way to remove the oil filter on my '86 300E (M103 engine) without it leaking oil all over the side of the engine? I tried putting a hole in the top with a concrete nail a few changes ago and after waiting about 20-30 min. all it did was allow the oil to drain out on the side of the engine much faster as I was removing it. Is there something in either the filter or the mounting that prevents the oil from flowing back when the engine is off? (I'm using only the tall Mann filters) I only penetrated one layer of metal with the nail. Do I need to drive it in further?

Thanks