The correct orientation perpendicularly to the edge of the phone. No one gets exactly 90 deg. The more you are off, the more likely you are to break or wear down something. That something that breaks is in the phone, not in the cable.
The connector is designed with this in mind. When it was announced I was also worried about the middle part, but practically it has turned out to be no problem.
Comments
The correct orientation perpendicularly to the edge of the phone. No one gets exactly 90 deg. The more you are off, the more likely you are to break or wear down something. That something that breaks is in the phone, not in the cable.
The connector is designed with this in mind. When it was announced I was also worried about the middle part, but practically it has turned out to be no problem.