1) A flogging session with different areas of the body and different implements is very good at finding threshholds, but may be advanced if you are new to the Scene. Things like wax play and clothespins can be extremely painful without doing too much harm...just adjust the locations as needed.

2) Punishments will vary between people. Painful punishments could include kneeling on an upside down computer chair mat (with the plastic raised ridges) or on rice, but do not do anything to a submissive that you have not experienced yourself...Other punishments could include humiliation or emotional (disappointment or collar removal for serioius infractions) distress, but should not be approached lightly. Disappointment usually works most effectively for me.
3) PRACTICE and try and find training before handling whips. Use pillows, hitching posts, or hanging pieces of paper for targeting. Real bullwhips should only be handled and used by people who have lots of PRACTICAL experience handling them, and even then, many things are apt to go wrong and should be anticipated