No, it’s not a requirement for a woman to cover her head (even many Egyptian women don’t), but showing legs and arms is definitely iffy.
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Therefore your new boyfriend will not appreciate you hanging with your guy friends.
For him to spend time with other girls, however, is totally a different thing.
He will also assume that all of your guy friends are in love with you while he has no desire to be with anyone but you, so you have nothing to worry about.
If you are on the Red Sea you might get away with board shorts and flip flops but in the city long pants, loafers and sweaters are more respectable.
Your male friends are NOT friends If you know Egyptian men who have never shown a sign of jealousy, you may consider yourself extremely lucky.
Jealousy is part of an Egyptian man as much as hypocrisy is part of society.
There are a variety of clubs, discos, casinos and bars, but it’s not a huge part of the culture.
That being said, Egypt is full of life and there are many other things to do for nightly entertainment while you are in Egypt.