My dock is like this. http://www.amazon.com/Motorola-DROID-Vehicle-Navigation-Charger/dp/B0068W6MTC/ref=sr_1_2?s=wireless&ie=UTF8&qid=1357173906&sr=1-2&keywords=Droid4+cardock
The cable comes off the bottom (in the middle) when in landscape. The cable is connected to the holder (So I don’t have to connect the cable to the phone each time, I just place the phone into the cradle and then it is connected to power and stereo.
Yes it works both ways, but I don’t like putting tension on the cable sideways. I have had cables and docs fail because of the tension on the cable connection.
When I don’t have a doc (the other car), I connect the cable to the side of the phone so then I would be in Portrait mode (with more view of whats coming).