diff --git a/benedict/dicts/__init__.py b/benedict/dicts/__init__.py
index 92eca8da..22a77b67 100644
--- a/benedict/dicts/__init__.py
+++ b/benedict/dicts/__init__.py
@@ -92,7 +92,7 @@ def __deepcopy__(self, memo: dict[int, Any]) -> Self:
             keypath_separator=self._keypath_separator,
         )
         for key, value in self.items():
-            obj[key] = _clone(value, memo=memo)
+            obj[_clone(key, memo=memo)] = _clone(value, memo=memo)
         if self._frozen:
             obj.freeze()
         return obj
diff --git a/benedict/dicts/base/base_dict.py b/benedict/dicts/base/base_dict.py
index 204fdcf0..766d50bb 100644
--- a/benedict/dicts/base/base_dict.py
+++ b/benedict/dicts/base/base_dict.py
@@ -85,7 +85,7 @@ def __contains__(self, o: object) -> bool:
     def __deepcopy__(self, memo: dict[int, Any]) -> Self:
         obj = self.__class__()
         for key, value in self.items():
-            obj[key] = _clone(value, memo=memo)
+            obj[_clone(key, memo=memo)] = _clone(value, memo=memo)
         if self._frozen:
             obj.freeze()
         return obj
diff --git a/tests/dicts/test_deepcopy_keys.py b/tests/dicts/test_deepcopy_keys.py
new file mode 100644
index 00000000..5b589817
--- /dev/null
+++ b/tests/dicts/test_deepcopy_keys.py
@@ -0,0 +1,61 @@
+from __future__ import annotations
+
+import copy
+import unittest
+
+from benedict import benedict
+from benedict.dicts.base import BaseDict
+
+
+class deepcopy_keys_test_case(unittest.TestCase):
+    def test_base_deepcopy_custom_keys(self) -> None:
+        class Key:
+            def __init__(self) -> None:
+                self.values: list[int] = []
+
+        for wrapped in (False, True):
+            for frozen in (False, True):
+                with self.subTest(wrapped=wrapped, frozen=frozen):
+                    key = Key()
+                    source = {key: [key]}
+                    original = BaseDict(source) if wrapped else BaseDict()
+                    if not wrapped:
+                        original[key] = source[key]
+                    if frozen:
+                        original.freeze()
+                    cloned = copy.deepcopy(original)
+                    cloned_key = next(iter(cloned))
+                    self.assertIsNot(cloned_key, key)
+                    self.assertIs(cloned[cloned_key][0], cloned_key)
+                    self.assertEqual(cloned.frozen, frozen)
+                    cloned_key.values.append(1)
+                    self.assertEqual(key.values, [])
+                    self.assertIs(next(iter(original)), key)
+
+    def test_benedict_deepcopy_custom_keys(self) -> None:
+        class Key:
+            def __init__(self) -> None:
+                self.values: list[int] = []
+
+        for separator in (None, "/"):
+            for frozen in (False, True):
+                with self.subTest(separator=separator, frozen=frozen):
+                    key = Key()
+                    original = benedict(
+                        {key: [key]},
+                        keypath_separator=separator,
+                        keyattr_enabled=False,
+                        keyattr_dynamic=True,
+                    )
+                    if frozen:
+                        original.freeze()
+                    cloned = original.deepcopy()
+                    cloned_key = next(iter(cloned))
+                    self.assertIsNot(cloned_key, key)
+                    self.assertIs(cloned[cloned_key][0], cloned_key)
+                    self.assertEqual(cloned.frozen, frozen)
+                    self.assertEqual(cloned.keypath_separator, separator)
+                    self.assertFalse(cloned.keyattr_enabled)
+                    self.assertTrue(cloned.keyattr_dynamic)
+                    cloned_key.values.append(1)
+                    self.assertEqual(key.values, [])