When placing roads in Terrain Builder via shape file it seems that many of the road end objects (konecs) are rotated 180 degrees from the direction they should be facing. See attached screenshot for details. Obviously manual placement of road ends is not affected, since you have the ability to manually rotate the objects, but when the roads are calculated from roads shape file data from Terrain Builder, the konecs are incorrectly rotated because the image is rotated backwards.
As a temporary fix you can convert the paa files to a normal image, rotate them, and then convert them back to paa, and finally specify the edited image in the roadslib file so they will appear correctly in game. However, a better, more permanent fix would be to update the files in the CUP package so that users don't have to do this. Please add this to your to-do list for the future.