I hoped the article would explain also why the above happens, not just why the design decision which leads to the above was made.
Although I think it's not just the shape, but a combination with other things. Thingking in the direction of: most ports are all black and/or hard to reach so from a distance you just don't see where exactly it will fit so you just try and don't get a proper match. I.e. I never ever have this problem when pluggin into a socket which is right before my eyes and/or e.g. has the central plastic piece in white since then you can clearly see how to match them. Further ideas?