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The answer to this question varies greatly based on the implement you are using and the teen boy. If you are using a paddle, be weary of the force but make sure you get your point across. A red or purple butt is not a bad thing and often times teens will try to make excuses for their actions just to get out of the spanking in the short term. I believe the best way to spank a teen boy is to make him strip to his boxers or a jock and then expose just his butt. A parent should not make it awkward for the teen but it needs to be bare butt to get the point across.
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