diff --git a/aws_lambda_powertools/utilities/feature_flags/feature_flags.py b/aws_lambda_powertools/utilities/feature_flags/feature_flags.py
index e7bde21c25b..3afce7cf2f9 100644
--- a/aws_lambda_powertools/utilities/feature_flags/feature_flags.py
+++ b/aws_lambda_powertools/utilities/feature_flags/feature_flags.py
@@ -64,6 +64,13 @@ def _evaluate_conditions(
         rule_match_value = rule.get(schema.RULE_MATCH_VALUE)
         conditions = cast(List[Dict], rule.get(schema.CONDITIONS_KEY))
 
+        if not conditions:
+            logger.debug(
+                f"rule did not match, no conditions to match, rule_name={rule_name}, rule_value={rule_match_value}, "
+                f"name={feature_name} "
+            )
+            return False
+
         for condition in conditions:
             context_value = context.get(str(condition.get(schema.CONDITION_KEY)))
             cond_action = condition.get(schema.CONDITION_ACTION, "")
@@ -76,9 +83,8 @@ def _evaluate_conditions(
                 )
                 return False  # context doesn't match condition
 
-            logger.debug(f"rule matched, rule_name={rule_name}, rule_value={rule_match_value}, name={feature_name}")
-            return True
-        return False
+        logger.debug(f"rule matched, rule_name={rule_name}, rule_value={rule_match_value}, name={feature_name}")
+        return True
 
     def _evaluate_rules(
         self, *, feature_name: str, context: Dict[str, Any], feat_default: bool, rules: Dict[str, Any]
diff --git a/tests/functional/feature_flags/test_feature_flags.py b/tests/functional/feature_flags/test_feature_flags.py
index c0f463c78d0..650cc709028 100644
--- a/tests/functional/feature_flags/test_feature_flags.py
+++ b/tests/functional/feature_flags/test_feature_flags.py
@@ -121,6 +121,44 @@ def test_flags_conditions_no_match(mocker, config):
 
 
 # check that a rule can match when it has multiple conditions, see rule name for further explanation
+def test_flags_conditions_rule_not_match_multiple_conditions_match_only_one_condition(mocker, config):
+    expected_value = False
+    tenant_id_val = "6"
+    username_val = "a"
+    mocked_app_config_schema = {
+        "my_feature": {
+            "default": expected_value,
+            "rules": {
+                "tenant id equals 6 and username is a": {
+                    "when_match": True,
+                    "conditions": [
+                        {
+                            "action": RuleAction.EQUALS.value,  # this condition matches
+                            "key": "tenant_id",
+                            "value": tenant_id_val,
+                        },
+                        {
+                            "action": RuleAction.EQUALS.value,  # this condition does not
+                            "key": "username",
+                            "value": "bbb",
+                        },
+                    ],
+                }
+            },
+        }
+    }
+    feature_flags = init_feature_flags(mocker, mocked_app_config_schema, config)
+    toggle = feature_flags.evaluate(
+        name="my_feature",
+        context={
+            "tenant_id": tenant_id_val,
+            "username": username_val,
+        },
+        default=True,
+    )
+    assert toggle == expected_value
+
+
 def test_flags_conditions_rule_match_equal_multiple_conditions(mocker, config):
     expected_value = False
     tenant_id_val = "6"