diff --git a/Lib/email/_header_value_parser.py b/Lib/email/_header_value_parser.py
index 792072ab9f6128a..7559a3389a5b26f 100644
--- a/Lib/email/_header_value_parser.py
+++ b/Lib/email/_header_value_parser.py
@@ -1668,6 +1668,11 @@ def get_domain(value):
             domain[:] = domain[0]
         while value and value[0] == '.':
             domain.append(DOT)
+            # A trailing dot leaves get_atom an empty string, whose error
+            # ("expected atext but found ''") hides the real problem.
+            if len(value) == 1:
+                raise errors.HeaderParseError(
+                    "expected atom after '.' but found end of domain")
             token, value = get_atom(value[1:])
             domain.append(token)
     return domain, value
diff --git a/Lib/test/test_email/test__header_value_parser.py b/Lib/test/test_email/test__header_value_parser.py
index 9d9fe418ee4d067..17520918c2a57a7 100644
--- a/Lib/test/test_email/test__header_value_parser.py
+++ b/Lib/test/test_email/test__header_value_parser.py
@@ -1501,6 +1501,13 @@ def test_get_domain_no_atom_raises(self):
         with self.assertRaises(errors.HeaderParseError):
             parser.get_domain("  (foo)\t, broken")
 
+    def test_get_domain_obsolete_trailing_dot_raises(self):
+        # gh-101034: a trailing dot must not surface get_atom's internal
+        # "expected atext but found ''" error.
+        with self.assertRaisesRegex(errors.HeaderParseError,
+                                    "expected atom after '.'"):
+            parser.get_domain("example.org.")
+
 
     # get_addr_spec
 
diff --git a/Lib/test/test_email/test_headerregistry.py b/Lib/test/test_email/test_headerregistry.py
index aa918255d15c37e..91a4bfbfd23c22a 100644
--- a/Lib/test/test_email/test_headerregistry.py
+++ b/Lib/test/test_email/test_headerregistry.py
@@ -1596,6 +1596,13 @@ def test_bad_addr_sepc_raises(self):
         with self.assertRaises(ValueError):
             Address('foo', addr_spec="name@ex[]ample.com")
 
+    def test_trailing_dot_in_addr_spec_domain_raises(self):
+        # gh-101034: report a clear error instead of the internal
+        # "expected atext but found ''".
+        with self.assertRaisesRegex(errors.HeaderParseError,
+                                    "expected atom after '.'"):
+            Address('Jane Doe', addr_spec="jane_doe@example.org.")
+
     def test_empty_group(self):
         g = Group('foo')
         self.assertEqual(g.display_name, 'foo')
diff --git a/Misc/NEWS.d/next/Library/2026-06-23-08-06-58.gh-issue-101034.VYZ3dP.rst b/Misc/NEWS.d/next/Library/2026-06-23-08-06-58.gh-issue-101034.VYZ3dP.rst
new file mode 100644
index 000000000000000..2a3df24d6891799
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2026-06-23-08-06-58.gh-issue-101034.VYZ3dP.rst
@@ -0,0 +1,4 @@
+Fix the misleading ``HeaderParseError`` raised for an email address whose
+domain ends with a dot (such as ``user@example.org.``) in
+:mod:`email.headerregistry`. It now reports a clear error instead of the
+internal ``expected atext but found ''``.