diff --git a/worldedit-core/src/main/java/com/sk89q/worldedit/WorldEdit.java b/worldedit-core/src/main/java/com/sk89q/worldedit/WorldEdit.java
index 44938f8c4..813c96c7f 100644
--- a/worldedit-core/src/main/java/com/sk89q/worldedit/WorldEdit.java
+++ b/worldedit-core/src/main/java/com/sk89q/worldedit/WorldEdit.java
@@ -555,7 +555,12 @@ private Direction getPlayerDirection(@Nullable Player player, String dirStr) thr
 
             case "b":
             case "back":
-                return getDirectionRelative(player, 180);
+                Direction dir = getDirectionRelative(player, 180);
+                if (dir.isUpright()) {
+                    // If this is an upright direction, flip it.
+                    dir = dir == Direction.UP ? Direction.DOWN : Direction.UP;
+                }
+                return dir;
 
             case "l":
             case "left":