Should you let your 13 year old son wear a pantyhose?

Let him wear them, and don't make an issue of it. It might just be a phase or maybe he just likes the feel of the fabric. Little boys will often play around with their mother's clothes, partly because the fabric of many of them is different from his clothing and just feels good to him.

It could even be that he's simply trying to mimic you, which is common in children (with both parent's clothing). If it's not a phase he will let you know one day, but it's important you let the communication be open without judgment. And never make fun of him or try to shame him for wearing them. That would be the same as shaming him for being him.

But if the behavior continues when he's a bit older, then you may need to address it differently, but in a calm, loving manner, without making him feel he's doing something wrong.