I use the skew in many different directions, which is why I claim there is NO RIGHT way, just preferred methods.
Having said that, I prefer, most often, to have the "long point" down and the skew near a 90 degree angle to the toolrest. In this configuration, I CAN (after a LOT of practice) run the long point into the material while it is stll large and take off up to a quarter inch at a time. (to clarify - I hope- once the long point is touching the material, my "push" is toward the headstock, parallel to the material on the lathe, so its what some call a "peeling cut") I use a LARGE skew (one inch plus - some metric thing) to reduce vibration. As the pen nears completion, I switch to a 3/4" skew that is VERY sharp and finalize, sometimes with the same 90 degrees to the toolrest, other times nearer to parallel - but these are "pretty cuts" for final shaping, not "business cuts".
If you keep the long point down on a one inch skew, you will only "catch" if the "short point" hits the wood (or plastic). That requires a BIG mistake. IF the skew is only half an inch, a smaller miscalculation will result in a catch. IF the skew is parallel to the toolrest, a "catch" is MUCH easier. Skew "catches" CAN rattle your nerves, especially if the lathe is turning in excess of 3500 rpm!!! So, in short, this is the method I showed last year at the MPG. SOME went home and tried it, I got several e-mails. This method was initiated out of "sheer" stupidity. I had not seen HOW others used the tool, so my math background told me to use the sharpest part if you want to CUT something.
Works for me!!!