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This method is fool proof, if consensual....
Spank him often, and vary both the implements and his position, and his state of undress
completely Bare , kneeling, using a wooden paddle
 or completely naked, bending partially, with a leather paddle
 over the knee, bare from the waist down, with your hairbrush
 maybe he can keep0 his socks on, to emphasize his bare bottom receiving the cane
 only his underwear lowered, where he can still feel it around his thighs, while otherwise bare over the knee for a hand spanking
 The wooden bath brush works wonders "over the knee"
 just your look and the carpet beater has him very worried
 a clear ruler certainly makes it's effect known
 lastly, before you stop make certain his feet are kicking uncontrollably 
 it shows his approval of your spanking him
bottoms up
Red

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