I label everything, although my DDs are now 16 and 14, so I expect them to do their own, especially as far as pencils etc are concerned.
DS is just starting senior school, and all his stuff will be labelled.
This thread reminds me of a recent trip DD2 went on to the battlefields and war graves in Belgium. It was forecast to rain (doesn't it always, in Belgium?) so I tried to get her to take a pack-a-mac. She was having none of it. So, I made do with an umbrella, and told her if she got wet and cold, she had no one to blame but herself.
In the event, it didn't rain, but on the way back in the coach, there was a big discussion about how everyone's mother had insisted on taking a pack-a-mac.
So, your DC might be sure that it is deeply uncool to have everything labelled, but they're unlikely to be the only ones whose parents have insisted on being sensible and boring!