I actually just had the opportunity to do it on a call with my parents. The person on the other end will see the change in orientation on their screen.
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korab84, do you have a 2-in-1 Chromebook that can convert to a tablet? If so, make sure you don't have USB dongle for a mouse plugged in, to make sure the device properly reorients based on how you're holding it. (On Chromebooks, if you have a USB mouse plugged in, the orientation will remain locked.) If your Chromebook doesn't convert to a tablet, then I doubt it can figure out the orientation, since it probably doesn't have an embedded orientation sensor.