If oiling a baseball glove is like oiling a strop, then I would wrap a clean rag around two fingers and pour a small amount of neatsfoot oil onto the rag. Then, just work it into the leather a little bit at a time. I little bit of oil goes a long way, and remember that you can always add more!

Personally, I store my strop in my closet and strop before the shower. For some reason it puts me in the shaving mindset while I'm in the shower lol. Also, the dorm bathrooms are tiny with little to no ventilation, and walking out of there looks like you're just getting off a spaceship with how much steam there is.

Peace,
Conor