To be honest not too often. I paired the five I wear most often. I only pair the others with my „normal“ Phone if I want to wear one for a longer period of time or if I want to use all the functions that require pairing. Otherwise, they are paired with an old iPhone so that the settings etc. do not have to be redone every time. Those Watches paired with the old phone I use it via the hotspot of the normal iPhone. So you have at least some of the functions. Totally annoying that you have to deal with it like that. To be honest, that also keeps me from buying the new green and red ones. Because I know that the non-coupled ones are used less often. I have no idea why Apple didn't increase this to ten watches. It doesn't cost them anything extra.