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Treblig said
THAT BRITISH HUMOR IS JUST TOOOOO MUCH!!!! I couldn't stop watching!!

On a serious subject, you simply drill the small hole in the plug before you install it. Then deburr the hole as required. Yes it is a delicate operation but if you drill it with the plug in a vise and you are careful the worst that can happen is that you break the drill bit (no big deal). You could also take a die grinder and grind a very small hole in the plug this way you don't break any drill bits. Actually once your carbide burr breaks through just the littlest bit you can take your drill bit and finish the job. If the hole only ends up being .020/.025/.030" it doesn't matter as long as you don't make it any larger!! If it comes out too big (no big deal) get another plug, they are cheap!! You can get a lot of oil to shoot out of a .020" hole under 30/40 PSI.

Treblig

Yes, it is best to drill off of the engine.

I would recommend, getting a bushing that the plug fitsinto from the hardware store, then installing it in the bushing, so you can clamp it tight in the vise without damaging the threads on the pipe plug. Who cares if you damage the threads on the bushing, they're cheap and that way you won't damage the pipe plug threads with the vise jaws while clamping it tightly so it does not move while drilling.

Yes, that's one of my favorite Monty Python skits. When my mom and grandma start bickering/arguing, I just refer to that and say, "I came here for an argument..." And they look at me funny...