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The Messenger of Allah (may Allah's peace and blessings be upon him) cursed the man who wears women's clothes and the woman who wears men's clothes

Abu Hurayrah (may Allah be pleased with him) reported:

The Messenger of Allah (may Allah's peace and blessings be upon him) cursed the man who wears women's clothes and the woman who wears men's clothes.

لعن رسول الله صلى الله عليه وسلم الرجل يلبس لِبْسَةَ المرأة، والمرأة تلبس لِبْسَةَ الرجل.

Narrated by An-Nasā’i in Al-Kubra and Ibn Mājah with a similar meaning and by Ahmad
Authentic
Explanation

The Prophet (may Allah's peace and blessings be upon him) supplicated with expulsion and dismissal from Allah's mercy for any man who imitates women in their peculiar clothing, whether in appearance, color, style, manner of dressing, adornment, or anything else. Or for a woman to imitate men in their peculiar clothing as well, and this is considered a major sin.

Benefits from the Hadith

Ash-Shawkāni said: The prohibition of women imitating men and men imitating women because there is no curse except for prohibited acts.

Ibn ‘Uthaymīn said: What is common between them, like certain shirts worn by both men and women, is permissible, i.e., it is fine for both men and women to wear it, as it is common.

References

Sunan Abi Dawood (6/ 195) (4098).

As-Sunan Al-Kubra by An-Nasā’i (8/ 297) (9209).

Sunan Ibn Mājah (3/ 95) (1903).

Musnad Ahmad (14/ 61) (8309).

More (8)

نزهة المتقين.

لمجموعة من الباحثين (2/ 1122).

كنوز رياض الصالحين.

لمجموعة من الباحثين (19/ 337).

بهجة الناظرين.

لسليم الهلالي (3/ 150).

شرح رياض الصالحين.

لابن عثيمين (6/ 370).