diff --git a/pre_commit/clientlib.py b/pre_commit/clientlib.py
index c0f736d9..72273d39 100644
--- a/pre_commit/clientlib.py
+++ b/pre_commit/clientlib.py
@@ -282,6 +282,36 @@ class OptionalSensibleRegexAtHook(cfgv.OptionalNoDefault):
                 )
 
 
+
+class PotentiallyDangerousTrailingCharactersAtHook(cfgv.OptionalNoDefault):
+    def _pre_process(self, value: str) -> str:
+        """Normalize the field value by removing tabs, newlines, spaces, and trailing )/."""
+        spaces_regex_pattern = r"\s+"
+        trailing_bracket_and_slash_pattern = r"\)/$"
+        combined_pattern = f"{spaces_regex_pattern}|{trailing_bracket_and_slash_pattern}"
+        return re.sub(combined_pattern, "", value.replace("\t", "").replace("\n", "").strip())
+
+    def check(self, dct: dict[str, Any]) -> None:
+        super().check(dct)
+        pipe_trailing_pattern = r"\|(\)|\/)?$"
+        slash_trailing_pattern = r"\/(\)|\/)?$"
+
+        pre_processed_field = self._pre_process(dct.get(self.key, ""))
+
+        if re.search(pipe_trailing_pattern, pre_processed_field):
+            logger.error(
+                f"Potentially dangerous trailing pipe pattern detected in {self.key!r} field of the hook: {dct.get('id')!r}"
+                "This can uninteded behaviour such as the files option being rendered empty"
+                "It is recommended to remove the trailing character prompted"
+            )
+
+        if re.search(slash_trailing_pattern, pre_processed_field):
+            logger.error(
+                f"Potentially dangerous trailing slash pattern detected in {self.key!r} field of the hook: {dct.get('id')!r}"
+                f"This can uninteded behaviour such as the files option being rendered empty"
+                f"It is recommended to remove the trailing character prompted"
+            )
+
 class OptionalSensibleRegexAtTop(cfgv.OptionalNoDefault):
     def check(self, dct: dict[str, Any]) -> None:
         super().check(dct)
@@ -360,6 +390,8 @@ class NotAllowed(cfgv.OptionalNoDefault):
 _COMMON_HOOK_WARNINGS = (
     OptionalSensibleRegexAtHook('files', cfgv.check_string),
     OptionalSensibleRegexAtHook('exclude', cfgv.check_string),
+    PotentiallyDangerousTrailingCharactersAtHook('files', cfgv.check_string),
+    PotentiallyDangerousTrailingCharactersAtHook('exclude', cfgv.check_string),
     DeprecatedStagesWarning('stages'),
 )
 
diff --git a/tests/clientlib_test.py b/tests/clientlib_test.py
index 7aa84af0..a751f10a 100644
--- a/tests/clientlib_test.py
+++ b/tests/clientlib_test.py
@@ -240,6 +240,76 @@ def test_validate_optional_sensible_regex_at_hook(caplog, regex, warning):
     assert caplog.record_tuples == [('pre_commit', logging.WARNING, warning)]
 
 
+
+@pytest.mark.parametrize(
+    ('regex', 'warning'),
+    (
+        (
+            "(?x)^(\n^some-dir/some-sub-dir|\n)/",
+            "Potentially dangerous trailing pipe pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "^some/path1|",
+            "Potentially dangerous trailing pipe pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(\n" "^some/path1|\n" "^some/path2|\n" ")",
+            "Potentially dangerous trailing pipe pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "^some/path2/",
+            "Potentially dangerous trailing slash pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(^some-dir/)/",
+            "Potentially dangerous trailing slash pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(\n^some-dir|)/",
+            "Potentially dangerous trailing pipe pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(\n^some-dir/\n)/",
+            "Potentially dangerous trailing slash pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(\n^some-dir/\n\t\t\t\t)/",
+            "Potentially dangerous trailing slash pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+        (
+            "(?x)^(\n^some-dir/\n           )/",
+            "Potentially dangerous trailing slash pattern detected in 'files' field of the hook: 'flake8'"
+            "This can uninteded behaviour such as the files option being rendered empty"
+            "It is recommended to remove the trailing character prompted"
+        ),
+    ),
+)
+def test_validate_potentially_dangerous_trailing_characters_at_hook(caplog, regex, warning):
+    config_obj = {
+        'id': 'flake8',
+        'files': regex,
+    }
+    cfgv.validate(config_obj, CONFIG_HOOK_DICT)
+
+    assert caplog.record_tuples == [('pre_commit', logging.ERROR, warning)]
+
+
 def test_validate_optional_sensible_regex_at_local_hook(caplog):
     config_obj = sample_local_config()
     config_obj['hooks'][0]['files'] = 'dir/*.py'