This is an interesting question, in my opinion punishment should not be enjoyable as that surely defeats the objective. Punishment must begin in the mind. If as a sub you feel you have displeased your D and he/she then explains or demonstrates his/her displeasure…I can think of nothing more upsetting. Frankly, when I’ve been spanked or whipped as punishment I’ve walked away with a smile on my face, simply because it fed my masochistic tendencies.
So, as others have said, for me punishment is more about mental punishment by my partner than physical pain say. If a D is trying to communicate his/her displeasure at an action or deed then lifting a crop would not necessarily prevent me from doing that deed again…rather if my D lifted it and then placed it away in the wardrobe, perhaps a slow, sad shake of the head with no words spoken…my heart would break and I would be begging for forgiveness at their feet! “Please…whip me…beat me…please punish me…”