I never skyped during meals because the time difference was such that we never had meals at the same time. We wouldn't interrupt the call to eat though, but it wasn't the same as any communal meals I've had where there is a whole ritual about it, it was more "hey I'm hungry and I don't want the call to end, so let's see if I can grab something fast and easy".
I have had dates though, and it was very nice. We didn't eat during them but if you could coordinate to eat the same things and everything it would probably be a sharing experience you would enjoy. I would recommend trying it.
Plus at worst, you will see that it's not working for you and stop doing it. Not much to lose by trying.