East-West roads curve on the globe Earth as well, except at the equator. Have you done the math to compare the two?
The roads do not curve left or right on a round earth. Think of a round gasket like you put between two flanges when you do pipefitting. Driving on a flat earth is like driving on the face of the gasket where you are driving in a circle around the middle. Driving on a round earth is like driving on the edge of the gasket. You do not have to turn the steering wheel to drive on the edge. Take a globe and slice it at the 49th parallel and again at the 48th parallel. Draw a road on this slice and imagine driving down that road. You keep the wheel straight. To slice the same part on a flat road you end up with a ring that you will have to drive with the wheel turned the whole time. I hope this helps demonstrate my point. East west roads are parallel to each other. Parallels of latitude.
What an observer would view as a 'straight' line on a sphere, is looking along a Great Circle; a circle with it's center at Earth's center. Circles following the same latitude will have their center above or below Earth's center. Or, the observer is oriented this way, that his z-axis goes through the center of Earth. The same way also the viewing line must follow a circle with it's center at Earth's center.
This way, your example, you would have to tilt your gasket, until it goes through both endpoints, keeping the center of the gasket exact at the same point (center of sphere); not lower or heighten your gasket.
Extreme example: Imagine two points near North Pole, same latitude, but on opposite sides of the North Pole (difference in longitude 180°).
Where does the 'straight line' go? Right over the Pole.