To send to a contact's specific #, there should be a disclosure arrow to the right of their name (as you're entering it) you can tap and then pick which # you want. You can also double-tap a name in the To field.
There’s no visual indication of which number messages are going to and arriving from for an existing conversation, though. Messages to and from all numbers are just collapsed into one thread.
It gets even worse when iMessage and multiple devices come into the mix. It all kind of works for 95% of people I’m sure, but it completely falls apart in some cases with absolutely no way to be more explicit.
Totally agree. I was on Google Voice till earlier this year and that was its own kind of awful. After more than a decade on GV, I ported my number back to my carrier. I keep WhatsApp on my phone to use with a single family member on an Android phone. Another member with an Android phone uses whatever the built-in messages app is. Everyone else is on an iPhone. It's a mess.
The annoying part is, that this ends up going back to the lowest common denominator. Where users that wont install another program end up being the boat anchor dragging everyone else to the bottom.
