Nate Swanner, writing for The Next Web:

Apple thinks you have — or want — multiple Apple Watches. With iOS 9.3 beta and the watchOS 2.2 beta, you can pair multiple wearables to the same phone.

For developers, this is a solid feature. If you’ve got a 38mm and 42mm Apple Watch you want to physically test a glance on, this is cool.

When it comes to consumers, I can’t see how this is handy. Unless you’re buying an Apple Watch for the kids (which is a bit silly), why would anyone have two? More to the point, what prompted this feature?

Answering his own question:

It could be a forward-facing addition, though. Over time, I can see some using an older Apple Watch for little more than proper fitness tracking during workouts. So long as HealthKit can cobble together data (and it does a decent job with my Apple Watch/iPhone, so Ic an’t see why it wouldn’t be able to handle multiple watches), it may work out just fine.

Of course. As Apple releases new models, I can only imagine that people will still want to use their older Apple Watches, perhaps for workouts or messy work, something to wear while working in the yard, painting, soldering, etc., keeping the newer model for less messy occasions.

As is, I suspect there are not a lot of people who own more than one Apple Watch. Many Apple Watch straps, for sure, but not more than one Apple Watch. But with the eventual release of new Apple Watch hardware, the ability to pair your phone to multiple watches is a natural evolution.