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Hadith 25259
They began to play, amuse and sing. He united the support of his hand round his knees that were drawn up, and said: I heard Abdullah (ibn Mas'ud) say: I heard the apostle of Allah (ﷺ) say: Singing produces hypocrisy in the heart.
Sunan Abi Dawud Book 43, Hadith 155
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When we were with Ibn ‘Umar, he heard the sound of a man who was blowing a pipe. He then mentioned a similar tradition.
Abu Dawud said : This is more rejected. Sunan Abi Dawud Book 43, Hadith 154
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Am effeminate man (mukhannath) who had dyed his hands and feet with henna was brought to the Prophet (ﷺ). He asked: What is the matter with this man? He was told: "Messenger of Allah! He imitates the look of women." So he issued an order regarding him and he was banished to an-Naqi'. The people said: Messenger of Allah! Should we not kill him? He said: I have been prohibited from killing people who pray. AbuUsamah said: Naqi' is a region near Medina and not a Baqi'. Sunan Abi Dawud Book 43, Hadith 156