there are many types of clothes. Deuteronomy 22:5 clearly states for men and women to wear here own garments so there is specific clothes for the genders. but what would be so bad about a guy wearing a skirt? (of course i'm talking about a long skit, for the sake of modesty) I don't understand why men don't try it. they are way more comfortable, and they don't look that bad either
The reason me wear pants in western society is because of daily activities and a dress or skirt is not very protective of the male genitals. If you testicles can swing freely they are more likes to hit something or sustain serious damage during some form of impact. Basically jeans keep your baby makers safe.