Woman riding with a non-mahram man

With regard to clothes on which there are pictures, it is haraam to wear them for adults and children, males and females, alike. 

See Question no. 10439. 

With regard to a woman riding with a non-mahram man, one of the following two scenarios must apply. 

1 – That she is riding on her own with him. This is the khulwah (being alone with a member of the opposite sex) which is forbidden. The Prophet (peace and blessings of Allah be upon him) forbade it when he said: “No man is alone with a (non-mahram) woman but the Shaytaan is the third one present.” (Narrated by Ahmad and al-Tirmidhi in his Sunan, 2092; also in Saheeh al-Jaami’, 2546). See also question no, 2986. 

2 – That she is riding with a group of women and that non-mahram man. This is permitted, subject to two conditions:

(i)That the man should be trustworthy

(ii)That it should not be a journey, rather it should be inside the city. But if that is a lengthy journey then it is haraam for her to travel without a mahram, because the Prophet (peace and blessings of Allah be upon him) said: “It is not permissible for a Muslim woman to travel the distance of one night’s travel without a man who is her mahram.” (Narrated by al-Bukhaari, 1088; Muslim, 1339. This version narrated by Muslim).

Based on that, it is permissible for a woman to ride with her sister’s husband if they are accompanied by her sister, and it is permissible for her to ride with her husband’s brother if they are accompanied by his mother, if there is no danger of fitnah.