Atlas/Craftsman Lathe Oiling for Dummies

That looks like the tip on the can I've used for years on my 12" Craftsman metal lathe. Most of the points are no problem but a few will back up and spit it back out. I think it is more the design of the oil passage but if you have the oil can square to the port, the ball may be blocking the oil hole and making it difficult. Try tipping the can at a bit of an angle so the ball gets pushed in, but is not bearing on the hole in the tip. A pointy type tip may work ok and I have those too but I usually use those for hosing down the ways or filling cups. I like the flared one because on most of them I'm pushing the oil down the port, not dribbling it in and waiting for it to overcome the vacuum and flow.
This reminds me that I still have a few extra parts for the 12x36 and 6x18 that I need to put up for sale since I don't have the lathes anymore.