diff --git a/stdlib/3/email/utils.pyi b/stdlib/3/email/utils.pyi
index faf3a11d5423..7c4c409be80d 100644
--- a/stdlib/3/email/utils.pyi
+++ b/stdlib/3/email/utils.pyi
@@ -1,6 +1,7 @@
 import datetime
+import sys
 from email.charset import Charset
-from typing import List, Optional, Tuple, Union
+from typing import List, Optional, Tuple, Union, overload
 
 _ParamType = Union[str, Tuple[Optional[str], Optional[str], str]]
 _PDTZ = Tuple[int, int, int, int, int, int, int, int, int, Optional[int]]
@@ -10,9 +11,24 @@ def unquote(str: str) -> str: ...
 def parseaddr(address: Optional[str]) -> Tuple[str, str]: ...
 def formataddr(pair: Tuple[Optional[str], str], charset: Union[str, Charset] = ...) -> str: ...
 def getaddresses(fieldvalues: List[str]) -> List[Tuple[str, str]]: ...
+@overload
+def parsedate(date: None) -> None: ...
+@overload
 def parsedate(date: str) -> Optional[Tuple[int, int, int, int, int, int, int, int, int]]: ...
+@overload
+def parsedate_tz(date: None) -> None: ...
+@overload
 def parsedate_tz(date: str) -> Optional[_PDTZ]: ...
-def parsedate_to_datetime(date: str) -> datetime.datetime: ...
+
+if sys.version_info >= (3, 10):
+    @overload
+    def parsedate_to_datetime(date: None) -> None: ...
+    @overload
+    def parsedate_to_datetime(date: str) -> datetime.datetime: ...
+
+else:
+    def parsedate_to_datetime(date: str) -> datetime.datetime: ...
+
 def mktime_tz(tuple: _PDTZ) -> int: ...
 def formatdate(timeval: Optional[float] = ..., localtime: bool = ..., usegmt: bool = ...) -> str: ...
 def format_datetime(dt: datetime.datetime, usegmt: bool = ...) -> str: ...