For all of you that try to expose items in OH 1.8: I think I found what your problem is.
Item updates are only sent to the cloud if there is an update event (e.g. coming from a binding). If there is only a command and the state is switched through the auto-update, nothing is send. See this in my log:
2016-12-19 19:52:09.383 [INFO ] [runtime.busevents ] - Light_GF_Living_Table received command ON
openhab update Light_GF_Living_Table ON
Update has been sent successfully.
osgi> 2016-12-19 19:52:19.482 [INFO ] [runtime.busevents ] - Light_GF_Living_Table state updated to ON
2016-12-19 19:52:19.482 [DEBUG] [.i.o.internal.CloudServiceImpl] - Sending item update to openhab Cloud: Light_GF_Living_Table - ON
To make it work differently, this probably will require some work on the cloud connector. But before I spend the time to change its behavior, please be so kind and check whether my assumption is right - simply send an update on the command line like in my log above and see if it ends up on myopenhab.
Note that OH2 behaves differently as the auto-update now also creates “real” events for the update, which imho makes a lot of sense.