diff --git a/src/rail_gui.cpp b/src/rail_gui.cpp
--- a/src/rail_gui.cpp
+++ b/src/rail_gui.cpp
@@ -516,8 +516,7 @@ static void BuildRailToolbWndProc(Window
 					if (_ctrl_pressed) _remove_button_clicked = true;
 					HandleAutodirPlacement();
 					_remove_button_clicked = old;
-					break;
-				}
+				} break;
 
 				case DDSP_BUILD_SIGNALS:
 					HandleAutoSignalPlacement();
@@ -540,9 +539,12 @@ static void BuildRailToolbWndProc(Window
 					break;
 
 				case DDSP_PLACE_RAIL_NE:
-				case DDSP_PLACE_RAIL_NW:
+				case DDSP_PLACE_RAIL_NW: {
+					bool old = _remove_button_clicked;
+					if (_ctrl_pressed) _remove_button_clicked = true;
 					DoRailroadTrack(e->we.place.select_proc == DDSP_PLACE_RAIL_NE ? TRACK_X : TRACK_Y);
-					break;
+					_remove_button_clicked = old;
+				} break;
 			}
 		}
 		break;
diff --git a/src/road_gui.cpp b/src/road_gui.cpp
--- a/src/road_gui.cpp
+++ b/src/road_gui.cpp
@@ -504,7 +504,7 @@ static void BuildRoadToolbWndProc(Window
 					_place_road_flag = (RoadFlags)((_place_road_flag & RF_DIR_Y) ? (_place_road_flag & 0x07) : (_place_road_flag >> 3));
 
 					DoCommandP(end_tile, start_tile, _place_road_flag | (_cur_roadtype << 3) | _ctrl_pressed << 5, CcPlaySound1D,
-						_remove_button_clicked ?
+						(_ctrl_pressed || _remove_button_clicked) ?
 						CMD_REMOVE_LONG_ROAD | CMD_NO_WATER | CMD_MSG(_road_type_infos[_cur_roadtype].err_remove_road) :
 						CMD_BUILD_LONG_ROAD | CMD_NO_WATER | CMD_MSG(_road_type_infos[_cur_roadtype].err_build_road));
 					break;