Have you had issues getting OTR to connect sometimes? Myself and about 5 friends have been using OTR with ChatSecure on the phone and pidgin on the desktop. Sometimes the OTR connection just doesn't engage, and we suspect it's because there are multiple instances of the chat client signed in and it like "crosses the streams" or something. CryptoCat has similar issues. Is there a perscribed way of using OTR that won't give us these problems?
TextSecure hasn't given us any problems yet ... though, we never see the encrypted text messages in our SMS, even when we use textsecure over google voice. Does TextSecure just bypass actual SMS channels?