Every time I send a text message using WiFi when with BOTH connected to WiFi, the phone (8sms) either never shows that I sent anything, or it shows I sent something and yet the person I sent it to never gets the message. I tried it multiple times on two different days with no success. This is SMS, NOT GOOGLE HANGOUTS (which might be doing something else).
My setting is on. Very frustrating. I am almost about to just shut off WiFi on the watch and pretend I don't have the feature
UPDATE: Well, and now it just made a liar out of me and some of my WiFi text messages actually went through- both directions. Got the "Can't connect to Google" thing several times, of course (which makes no sense, since I am sitting 1 foot from the router and have rock-solid WiFi and Internet connection). So I guess sometimes it does work. Hmm...