diff --git a/src/Http/Validation/Validator.php b/src/Http/Validation/Validator.php
index 0bd846bd..976f5682 100644
--- a/src/Http/Validation/Validator.php
+++ b/src/Http/Validation/Validator.php
@@ -22,6 +22,9 @@ class Validator
         'required' => 'NotEmpty',
     ];
 
+    /** @var array */
+    protected $nestedRules = ['optional', 'not'];
+
     /**
      * @param array $data
      * @param array $rules
@@ -37,20 +40,38 @@ class Validator
             $v->with('\\Engelsystem\\Http\\Validation\\Rules', true);
 
             $value = isset($data[$key]) ? $data[$key] : null;
+            $values = explode('|', $values);
+
+            $packing = [];
+            foreach ($this->nestedRules as $rule) {
+                if (in_array($rule, $values)) {
+                    $packing[] = $rule;
+                }
+            }
 
-            foreach (explode('|', $values) as $parameters) {
+            $values = array_diff($values, $this->nestedRules);
+            foreach ($values as $parameters) {
                 $parameters = explode(':', $parameters);
                 $rule = array_shift($parameters);
                 $rule = Str::camel($rule);
                 $rule = $this->map($rule);
 
+                // To allow rules nesting
+                $w = $v;
                 try {
-                    call_user_func_array([$v, $rule], $parameters);
+                    foreach (array_reverse(array_merge($packing, [$rule])) as $rule) {
+                        if (!in_array($rule, $this->nestedRules)) {
+                            call_user_func_array([$w, $rule], $parameters);
+                            continue;
+                        }
+
+                        $w = call_user_func_array([new RespectValidator(), $rule], [$w]);
+                    }
                 } catch (ComponentException $e) {
                     throw new InvalidArgumentException($e->getMessage(), $e->getCode(), $e);
                 }
 
-                if ($v->validate($value)) {
+                if ($w->validate($value)) {
                     $this->data[$key] = $value;
                 } else {
                     $this->errors[$key][] = implode('.', ['validation', $key, $this->mapBack($rule)]);
diff --git a/tests/Unit/Http/Validation/ValidatorTest.php b/tests/Unit/Http/Validation/ValidatorTest.php
index 0790b7a8..450e5d4e 100644
--- a/tests/Unit/Http/Validation/ValidatorTest.php
+++ b/tests/Unit/Http/Validation/ValidatorTest.php
@@ -16,6 +16,7 @@ class ValidatorTest extends TestCase
     public function testValidate()
     {
         $val = new Validator();
+
         $this->assertTrue($val->validate(
             ['foo' => 'bar', 'lorem' => 'on', 'dolor' => 'bla'],
             ['lorem' => 'accepted']
@@ -32,12 +33,39 @@ class ValidatorTest extends TestCase
         );
     }
 
+    /**
+     * @covers \Engelsystem\Http\Validation\Validator::validate
+     */
+    public function testValidateChaining()
+    {
+        $val = new Validator();
+
+        $this->assertTrue($val->validate(
+            ['lorem' => 10],
+            ['lorem' => 'required|min:3|max:10']
+        ));
+        $this->assertTrue($val->validate(
+            ['lorem' => 3],
+            ['lorem' => 'required|min:3|max:10']
+        ));
+
+        $this->assertFalse($val->validate(
+            ['lorem' => 2],
+            ['lorem' => 'required|min:3|max:10']
+        ));
+        $this->assertFalse($val->validate(
+            ['lorem' => 42],
+            ['lorem' => 'required|min:3|max:10']
+        ));
+    }
+
     /**
      * @covers \Engelsystem\Http\Validation\Validator::validate
      */
     public function testValidateNotImplemented()
     {
         $val = new Validator();
+
         $this->expectException(InvalidArgumentException::class);
 
         $val->validate(
@@ -53,6 +81,7 @@ class ValidatorTest extends TestCase
     public function testValidateMapping()
     {
         $val = new Validator();
+
         $this->assertTrue($val->validate(
             ['foo' => 'bar'],
             ['foo' => 'required']
@@ -75,4 +104,39 @@ class ValidatorTest extends TestCase
             $val->getErrors()
         );
     }
+
+    /**
+     * @covers \Engelsystem\Http\Validation\Validator::validate
+     */
+    public function testValidateNesting()
+    {
+        $val = new Validator();
+
+        $this->assertTrue($val->validate(
+            [],
+            ['foo' => 'not|required']
+        ));
+
+        $this->assertTrue($val->validate(
+            ['foo' => 'foo'],
+            ['foo' => 'not|int']
+        ));
+        $this->assertFalse($val->validate(
+            ['foo' => 1],
+            ['foo' => 'not|int']
+        ));
+
+        $this->assertTrue($val->validate(
+            [],
+            ['foo' => 'optional|int']
+        ));
+        $this->assertTrue($val->validate(
+            ['foo' => '33'],
+            ['foo' => 'optional|int']
+        ));
+        $this->assertFalse($val->validate(
+            ['foo' => 'T'],
+            ['foo' => 'optional|int']
+        ));
+    }
 }