diff --git a/projects/plugins/jetpack/changelog/fix-jetpack-story-block-connection-assets b/projects/plugins/jetpack/changelog/fix-jetpack-story-block-connection-assets
new file mode 100644
index 0000000000000..bbca92108485e
--- /dev/null
+++ b/projects/plugins/jetpack/changelog/fix-jetpack-story-block-connection-assets
@@ -0,0 +1,4 @@
+Significance: patch
+Type: other
+
+Blocks: initialize connection assets in Story block.
diff --git a/projects/plugins/jetpack/extensions/blocks/story/story.php b/projects/plugins/jetpack/extensions/blocks/story/story.php
index f279d0ee807b3..af0d66ffd9c94 100644
--- a/projects/plugins/jetpack/extensions/blocks/story/story.php
+++ b/projects/plugins/jetpack/extensions/blocks/story/story.php
@@ -10,6 +10,7 @@
 namespace Automattic\Jetpack\Extensions\Story;
 
 use Automattic\Jetpack\Blocks;
+use Automattic\Jetpack\Connection\Connection_Assets;
 use Jetpack;
 use Jetpack_Gutenberg;
 use Jetpack_PostImages;
@@ -442,6 +443,10 @@ function render_block( $attributes ) {
 	// Let's use a counter to have a different id for each story rendered in the same context.
 	static $story_block_counter = 0;
 
+	if ( 0 === $story_block_counter ) {
+		Connection_Assets::register_assets();
+	}
+
 	Jetpack_Gutenberg::load_assets_as_required( __DIR__ );
 
 	$media_files              = isset( $attributes['mediaFiles'] ) ? enrich_media_files( $attributes['mediaFiles'] ) : array();