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First, as he stands there while his pants are dropped and later his undies are dropped as well, with a bit sore bottom the first time and a quite sore bottom the second time, gives them the sense that yes, his bottom is sore already, but it is going to get much worse.
Then there is the humiliation factor as they don't want their pants down, let alone for a spanking.
There is the embarrassment factor as he knows his bottom is going to be seen in all his glory.
Then the psychological factor that he is going to lose what little protection he had against the hairbrush, and from there on the hairbrush is going to take all its toll.
Then there is the sensation of the wood making full contact with his bare skin when the hairbrush lands. A bare bottom lets him feel in full the implement that is causing so much pain and sting.