Would/have you induldged your child's fashion whims?

My 11-year-old son is a skater, been a skater for three years, and is actually pretty decent. Part of the “skater culture” of late is wearing ridiculously tight jeans. Up until this point I have said no way, no how is my boy going to look like he’s wearing leggings. Then I got to thinking about my own fashion statements as an adolescent. Let me describe one of my favs: cut-off jean shorts, black fishnet stockings under the shorts, a concert T, and rounding that look out, high-top black Vans. That was a look I wish someone would have said,“No, you look ridiculous.” But, I rocked it. So my guy wants tight pants, do I give in or stick with not letting him look ridiculous? Have you or would you induldge your kid’s fashion desires?