diff --git a/src/twig.expression.operator.js b/src/twig.expression.operator.js
index 027382e1..be84c914 100644
--- a/src/twig.expression.operator.js
+++ b/src/twig.expression.operator.js
@@ -17,6 +17,11 @@ module.exports = function (Twig) {
             return null;
         }
 
+        if (b && Array.isArray(b)) {
+            // Array
+            return JSON.stringify(b).includes(JSON.stringify(a));
+        }
+
         if (b.indexOf !== undefined) {
             // String
             return (a === b || a !== '') && b.includes(a);
@@ -173,12 +178,13 @@ module.exports = function (Twig) {
         }
 
         if (operator !== 'in' && operator !== 'not in' && operator !== '??') {
-            if (a && Array.isArray(a)) {
-                a = a.length;
-            }
-
-            if (operator !== '?' && (b && Array.isArray(b))) {
-                b = b.length;
+            if (operator !== '?' && a && Array.isArray(a) && typeof b === 'boolean') {
+                a = Twig.lib.boolval(a);
+            } else if (operator !== '?' && b && Array.isArray(b) && typeof a === 'boolean') {
+                b = Twig.lib.boolval(b);
+            } else if (operator === '==' && ((a && Array.isArray(a)) || (b && Array.isArray(b)))) {
+                a = JSON.stringify(a);
+                b = JSON.stringify(b);
             }
         }
 
diff --git a/test/test.expressions.js b/test/test.expressions.js
index 3563bd80..dc40fbc8 100644
--- a/test/test.expressions.js
+++ b/test/test.expressions.js
@@ -325,7 +325,13 @@ describe('Twig.js Expressions ->', function () {
         it('should correctly cast arrays', function () {
             const testTemplate = twig({data: '{{ a == true }}'});
             testTemplate.render({a: ['value']}).should.equal('true');
+            testTemplate.render({a: ['value', 'another']}).should.equal('true');
             testTemplate.render({a: []}).should.equal('false');
+
+            const testTemplate2 = twig({data: '{{ true == a }}'});
+            testTemplate2.render({a: ['value']}).should.equal('true');
+            testTemplate2.render({a: ['value', 'another']}).should.equal('true');
+            testTemplate2.render({a: []}).should.equal('false');
         });
 
         it('should correctly cast arrays in control structures', function () {
@@ -381,6 +387,12 @@ describe('Twig.js Expressions ->', function () {
 
             testTemplate = twig({data: '{{ "d" in ["a", "b", "c"] }}'});
             testTemplate.render().should.equal(false.toString());
+
+            testTemplate = twig({data: '{{ ["a", "b"] in [["a", "b"], ["c", "d"]] }}'});
+            testTemplate.render().should.equal(true.toString());
+
+            testTemplate = twig({data: '{{ ["a", "c"] in [["a", "b"], ["c", "d"]] }}'});
+            testTemplate.render().should.equal(false.toString());
         });
 
         it('should support not in/containment functionality for arrays', function () {
@@ -391,6 +403,12 @@ describe('Twig.js Expressions ->', function () {
 
             testTemplate = twig({data: '{{ "d" not in ["a", "b", "c"] }}'});
             testTemplate.render().should.equal(true.toString());
+
+            testTemplate = twig({data: '{{ ["a", "b"] not in [["a", "b"], ["c", "d"]] }}'});
+            testTemplate.render().should.equal(false.toString());
+
+            testTemplate = twig({data: '{{ ["a", "c"] not in [["a", "b"], ["c", "d"]] }}'});
+            testTemplate.render().should.equal(true.toString());
         });
 
         it('should support in/containment functionality for strings', function () {