diff --git a/supervision/annotation/__init__.py b/supervision/dataset/__init__.py
similarity index 100%
rename from supervision/annotation/__init__.py
rename to supervision/dataset/__init__.py
diff --git a/supervision/dataset/core.py b/supervision/dataset/core.py
new file mode 100644
index 00000000..e69de29b
diff --git a/supervision/annotation/voc.py b/supervision/dataset/voc.py
similarity index 100%
rename from supervision/annotation/voc.py
rename to supervision/dataset/voc.py
diff --git a/supervision/detection/annotate.py b/supervision/detection/annotate.py
index e78ee6e2..2e2cb92a 100644
--- a/supervision/detection/annotate.py
+++ b/supervision/detection/annotate.py
@@ -147,10 +147,10 @@ class MaskAnnotator:
         Returns:
             np.ndarray: The image with the masks overlaid
         """
-        for i in range(len(detections.xyxy)):
-            if detections.mask is None:
-                continue
+        if detections.mask is None:
+            return scene
 
+        for i in np.argsort(detections.area):
             class_id = (
                 detections.class_id[i] if detections.class_id is not None else None
             )