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Question
Regarding men wearing western style shirt and pants: Is it permissible for the male to wear his shirt tucked inside of his pants or should he allow the tail of the shirt to hang loosely on the outside covering the private parts ?
Answer
Praise be to Allah.If the trousers contain nothing haraam and are loose and do not reveal the shape of the private parts, there is nothing wrong with tucking the shirt into the pants, but if they are tight around the area of the private parts, it is necessary to cover that with the shirt or with something else.
And Allaah knows best.
Source: IslamQA (Sheikh Muhammed Salih Al-Munajjid)