diff --git a/CHANGELOG.md b/CHANGELOG.md
index 1301c93..9c38bc2 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,9 @@
 # CHANGELOG
 
+## 2.34
+
+- Deprecate calling `Crop::getCroppedImage()` and `Crop::getCroppedThumbnail()` without explicitly passing `true` for the $applyRotation parameter. It will always be `true` in 3.0
+
 ## 2.30
 
 - Ensure compatibility with PHP 8.5
diff --git a/composer.json b/composer.json
index fbf2290..52626a8 100644
--- a/composer.json
+++ b/composer.json
@@ -32,6 +32,7 @@
         "intervention/image": "^2.5",
         "symfony/config": "^5.4|^6.0|^7.0|^8.0",
         "symfony/dependency-injection": "^5.4|^6.0|^7.0|^8.0",
+        "symfony/deprecation-contracts": "^2.5|^3",
         "symfony/form": "^5.4|^6.0|^7.0|^8.0",
         "symfony/http-kernel": "^5.4|^6.0|^7.0|^8.0",
         "symfony/options-resolver": "^5.4|^6.0|^7.0|^8.0",
diff --git a/src/Model/Crop.php b/src/Model/Crop.php
index 67ff36b..4052658 100644
--- a/src/Model/Crop.php
+++ b/src/Model/Crop.php
@@ -46,6 +46,7 @@ class Crop
         'y' => 0,
         'width' => null,
         'height' => null,
+        'rotate' => 0,
     ];
 
     public function __construct(ImageManager $imageManager, string $filename)
@@ -54,8 +55,11 @@ class Crop
         $this->filename = $filename;
     }
 
-    public function getCroppedThumbnail(int $maxWidth, int $maxHeight, string $format = 'jpg', int $quality = 80): string
+    public function getCroppedThumbnail(int $maxWidth, int $maxHeight, string $format = 'jpg', int $quality = 80, bool $applyRotation = false): string
     {
+        if (\func_num_args() < 5 || false === $applyRotation) {
+            trigger_deprecation('symfony/ux-cropperjs', '2.34', 'Not passing "true" to the "$applyRotation" argument of "%s()" is deprecated. Rotation will be applied by default in Symfony UX 3.0.', __METHOD__);
+        }
         $image = $this->createCroppedImage();
 
         $image->resize($maxWidth, $maxHeight, static function ($constraint) {
@@ -63,13 +67,20 @@ class Crop
             $constraint->upsize();
         });
 
+        if ($applyRotation && !empty($this->options['rotate'])) {
+            $image->rotate(-1 * $this->options['rotate']);
+        }
+
         $image->encode($format, $quality);
 
         return $image->getEncoded();
     }
 
-    public function getCroppedImage(string $format = 'jpg', int $quality = 80): string
+    public function getCroppedImage(string $format = 'jpg', int $quality = 80, bool $applyRotation = false): string
     {
+        if (\func_num_args() < 3 || false === $applyRotation) {
+            trigger_deprecation('symfony/ux-cropperjs', '2.34', 'Not passing "true" to the "$applyRotation" argument of "%s()" is deprecated. Rotation will be applied by default in Symfony UX 3.0.', __METHOD__);
+        }
         $image = $this->createCroppedImage();
 
         // Max size
@@ -80,6 +91,10 @@ class Crop
             });
         }
 
+        if ($applyRotation && !empty($this->options['rotate'])) {
+            $image->rotate(-1 * $this->options['rotate']);
+        }
+
         $image->encode($format, $quality);
 
         return $image->getEncoded();
diff --git a/tests/Model/CropTest.php b/tests/Model/CropTest.php
new file mode 100644
index 0000000..ae7a116
--- /dev/null
+++ b/tests/Model/CropTest.php
@@ -0,0 +1,123 @@
+<?php
+
+/*
+ * This file is part of the Symfony package.
+ *
+ * (c) Fabien Potencier <fabien@symfony.com>
+ *
+ * For the full copyright and license information, please view the LICENSE
+ * file that was distributed with this source code.
+ */
+
+namespace Symfony\UX\Cropperjs\Tests\Model;
+
+use Intervention\Image\ImageManager;
+use PHPUnit\Framework\TestCase;
+use Symfony\Bridge\PhpUnit\ExpectDeprecationTrait;
+use Symfony\UX\Cropperjs\Model\Crop;
+
+/**
+ * @internal
+ */
+class CropTest extends TestCase
+{
+    use ExpectDeprecationTrait;
+    private string $testImagePath;
+
+    protected function setUp(): void
+    {
+        $this->testImagePath = tempnam(sys_get_temp_dir(), 'crop_test_').'.jpg';
+        ob_start();
+        imagejpeg(imagecreatetruecolor(200, 100), $this->testImagePath);
+        ob_end_clean();
+    }
+
+    protected function tearDown(): void
+    {
+        if (file_exists($this->testImagePath)) {
+            unlink($this->testImagePath);
+        }
+    }
+
+    private function createCrop(int $rotate = 0): Crop
+    {
+        $imageManager = new ImageManager();
+        $crop = new Crop($imageManager, $this->testImagePath);
+
+        $crop->setOptions(json_encode([
+            'width' => null,
+            'height' => null,
+            'rotate' => $rotate,
+        ]));
+
+        return $crop;
+    }
+
+    public function testGetCroppedImageWithRotation()
+    {
+        $crop = $this->createCrop(rotate: 90);
+
+        $result = $crop->getCroppedImage(applyRotation: true);
+
+        $image = imagecreatefromstring($result);
+        $this->assertSame(100, imagesx($image));
+        $this->assertSame(200, imagesy($image));
+    }
+
+    public function testGetCroppedImageWithoutRotation()
+    {
+        $crop = $this->createCrop(rotate: 0);
+
+        $result = $crop->getCroppedImage(applyRotation: true);
+
+        $image = imagecreatefromstring($result);
+        $this->assertSame(200, imagesx($image));
+        $this->assertSame(100, imagesy($image));
+    }
+
+    /**
+     * @group legacy
+     */
+    public function testGetCroppedImageWithApplyRotationFalseTriggersDeprecation()
+    {
+        $crop = $this->createCrop();
+
+        $this->expectDeprecation('Since symfony/ux-cropperjs 2.34: Not passing "true" to the "$applyRotation" argument of "Symfony\UX\Cropperjs\Model\Crop::getCroppedImage()" is deprecated. Rotation will be applied by default in Symfony UX 3.0.');
+
+        $crop->getCroppedImage(applyRotation: false);
+    }
+
+    public function testGetCroppedThumbnailWithRotation()
+    {
+        $crop = $this->createCrop(rotate: 90);
+
+        $result = $crop->getCroppedThumbnail(200, 200, applyRotation: true);
+
+        $image = imagecreatefromstring($result);
+        $this->assertSame(100, imagesx($image));
+        $this->assertSame(200, imagesy($image));
+    }
+
+    public function testGetCroppedThumbnailWithoutRotation()
+    {
+        $crop = $this->createCrop(rotate: 0);
+
+        $result = $crop->getCroppedThumbnail(200, 200, applyRotation: true);
+
+        $image = imagecreatefromstring($result);
+        $this->assertSame(200, imagesx($image));
+        $this->assertSame(100, imagesy($image));
+    }
+
+    /**
+     * @group legacy
+     */
+    public function testGetCroppedThumbnailWithApplyRotationFalseTriggersDeprecation()
+    {
+        $crop = $this->createCrop();
+
+        $this->expectDeprecation('Since symfony/ux-cropperjs 2.34: Not passing "true" to the "$applyRotation" argument of "Symfony\UX\Cropperjs\Model\Crop::getCroppedThumbnail()" is deprecated. Rotation will be applied by default in Symfony UX 3.0.');
+
+        $crop->getCroppedThumbnail(200, 200, applyRotation: false);
+    }
+}