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Any boy that plays PE should be wearing a jockstrap for the support of his family jewels. If the boy has started wearing boxers before 7th grade ( Jr high) he should wear a regular Bike jock under those boxers. I would recommend however try fitting your son well before that if he skateboards often with a cup/ jock NO compression shorts.

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Q: What age can my son get a jockstrap for school pe?
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