diff --git a/Lib/email/_parseaddr.py b/Lib/email/_parseaddr.py
index e311948cb09a7d6..eaccbde6ff4d0ab 100644
--- a/Lib/email/_parseaddr.py
+++ b/Lib/email/_parseaddr.py
@@ -154,7 +154,6 @@ def _parsedate_tz(data):
         # The year is between 1969 and 1999 (inclusive).
         if yy > 68:
             yy += 1900
-        # The year is between 2000 and 2068 (inclusive).
         else:
             yy += 2000
     tzoffset = None
diff --git a/Lib/test/test_email/test_utils.py b/Lib/test/test_email/test_utils.py
index c9d09098b502f9d..9141230995cb9af 100644
--- a/Lib/test/test_email/test_utils.py
+++ b/Lib/test/test_email/test_utils.py
@@ -77,6 +77,30 @@ def test_parsedate_to_datetime_with_invalid_raises_valueerror(self):
             with self.subTest(dtstr=dtstr):
                 self.assertRaises(ValueError, utils.parsedate_to_datetime, dtstr)
 
+    def test_parsedate_to_datetime_year_edge_cases(self):
+        expectations = {
+            # Various short-year formats that get expanded
+            "Sat, 15 Aug 0001 23:12:09 +0500": "2001",
+            "Thu, 1 Sep 1 23:12:09 +0800": "2001",
+            "Thu, 7 Oct 123 23:12:09 +0500": "2023",
+            "Tue, 17 Nov 2026 12:12:09 +0500": "2026",
+            # RFC 5322 section 4.3 boundaries for 2-digit years
+            "Mon, 1 Jan 0 00:00:00 +0000": "2000",
+            "Mon, 1 Jan 68 00:00:00 +0000": "2068",
+            "Mon, 1 Jan 69 00:00:00 +0000": "1969",
+            "Mon, 1 Jan 99 00:00:00 +0000": "1999",
+            # 3-digit year boundary
+            "Mon, 1 Jan 999 00:00:00 +0000": "2899",
+            # Pre-1900 four-digit year: illegal per RFC but we accept it
+            "Mon, 1 Jan 1000 00:00:00 +0000": "1000",
+        }
+        for input_string, expected_year in expectations.items():
+            with self.subTest(input_string=input_string):
+                self.assertEqual(
+                    str(utils.parsedate_to_datetime(input_string))[:4],
+                    expected_year,
+                )
+
 class LocaltimeTests(unittest.TestCase):
 
     def test_localtime_is_tz_aware_daylight_true(self):
diff --git a/Misc/NEWS.d/next/Library/2025-05-21-15-32-04.gh-issue-126845.QhEGg6.rst b/Misc/NEWS.d/next/Library/2025-05-21-15-32-04.gh-issue-126845.QhEGg6.rst
new file mode 100644
index 000000000000000..a1c5db9e1110f08
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2025-05-21-15-32-04.gh-issue-126845.QhEGg6.rst
@@ -0,0 +1,7 @@
+Fixed the :mod:`email` module parsing of three digit dates to
+conform to :rfc:`5322`: three digit dates were previously
+turned in to non-conformant four digit dates with a
+leading ``0``.  Now, per the RFC section 4.3, ``1990`` is added
+to such dates to form compliant four digit years.
+
+Contributed by Gustaf Gyllensporre.