What you want is what as known as Cutting-In for the painting trade. That is the getting the trim line of paint exactly where it is supposed to be.
The pros rarely use any form of tape. It adds expense and takes too much time. They just about all use some type of brush or pad. My old partner was a super fast cut in guy. Just about all folks can do it in the business, speed is what you want with great accuracy.
Tricks of the trade:
It works best with an older brush that has been well used. They get worn into particular shapes. You are trying to get a small wave of paint to move along ahead of the brush, there are no brush marks left. Not one way to do it, various folks have different techniques. I had a collection of brushes saved for the purpose.
I like a one inch brush like this well worn, two inch work but the one inch is more accurate. Those bristles will be about half that long on a well worn brush. Nice stubby handle is best.
Brushes like this also work well in some areas. I have a bunch of sizes. Again around one inch, a tad worn works best for me.
Something like a striping brush works well. Bon Tool used to sell them in larger sizes. They are expensive but can be super fast and accurate. They are sort of round and have that sword shape.
You just need the right tools and a bit of practice. I also like those bristle pads, (no wheels) about 3 x 4 inches. Works well but you can only use the pad a couple of times. If the edges get ragged they are finished. Most folks use the brush and skill. A good cut in man will be done by the time you have a bit of that tape applied. Pads do not work all that well with oil based paints.
If there is any trick, don't use a new brush for trim cut in. Hold only a small pot of paint, use little weight in the pot, I like a 4 inch or so soup can for the paint bucket, fits easy in one hand. I have some super worn brushes that work the best. If I use any tape at all it is the one with the built in paper shield, only 1/4" or so gummed taping edge. Use that most on baseboards, can do it with newpaper but try to get the paper shield tape on sale cheap and buy a bunch.
With the right eye you can get well worn brushes at yard sales for just about nothing. Good brush care is critical.