As far as pressure on the strop I do apply some but the pressure is primarily on the spine of the razor. A good read on stropping and on honing can be found here in the SRP Wiki help files. This barber manual excerpt has been so helpful to me that I printed out two copies. One for work and one for home. Not that I am obsessive or anything.

Note that the author suggests beginning to learn by turning the razor on the strop without moving the arm. So you are teaching yourself to flip the razor before you start moving back and forth on the strop. I had already began to strop before I read that but I wish I would have learned that way. Would have saved my strop from some unsightly nicks.

One other thing. When you feel draw it is resistance against the blade. Some strops have more than others. Horsehide has little to none while cowhide may have quite a bit. Anyhow, keep at it and you'll be expert before too long.