diff --git a/src/wp-includes/functions.php b/src/wp-includes/functions.php
index a60bb57df7178..4e06297fac438 100644
--- a/src/wp-includes/functions.php
+++ b/src/wp-includes/functions.php
@@ -7905,6 +7905,16 @@ function wp_delete_file_from_directory( $file, $directory ) {
 
 	if ( false !== $real_file ) {
 		$real_file = wp_normalize_path( $real_file );
+
+		/*
+		 * realpath() resolves `..` segments for real filesystem paths, but it does
+		 * not support stream wrappers, so the stream branch above leaves them in
+		 * place. A surviving `..` segment lets the prefix check below pass while the
+		 * wrapper walks back out of $directory on delete, so reject it here.
+		 */
+		if ( preg_match( '#(?:^|/)\.\.(?:/|$)#', $real_file ) ) {
+			return false;
+		}
 	}
 
 	if ( false !== $real_directory ) {
diff --git a/tests/phpunit/tests/functions/wpDeleteFileFromDirectory.php b/tests/phpunit/tests/functions/wpDeleteFileFromDirectory.php
new file mode 100644
index 0000000000000..33050535602fd
--- /dev/null
+++ b/tests/phpunit/tests/functions/wpDeleteFileFromDirectory.php
@@ -0,0 +1,98 @@
+<?php
+
+/**
+ * Tests for wp_delete_file_from_directory().
+ *
+ * @group functions
+ *
+ * @covers ::wp_delete_file_from_directory
+ */
+class Tests_Functions_WpDeleteFileFromDirectory extends WP_UnitTestCase {
+
+	/**
+	 * Paths passed to the test stream wrapper's unlink() handler.
+	 *
+	 * @var string[]
+	 */
+	public static $unlinked = array();
+
+	public function set_up() {
+		parent::set_up();
+		self::$unlinked = array();
+		stream_wrapper_register( 'wpdeletetest', WpDeleteFileFromDirectory_Stream::class );
+	}
+
+	public function tear_down() {
+		stream_wrapper_unregister( 'wpdeletetest' );
+		parent::tear_down();
+	}
+
+	/**
+	 * A stream-wrapped path inside the directory is deleted.
+	 */
+	public function test_deletes_contained_stream_path() {
+		$directory = 'wpdeletetest://bucket/uploads';
+		$file      = 'wpdeletetest://bucket/uploads/2024/image.jpg';
+
+		$this->assertTrue( wp_delete_file_from_directory( $file, $directory ) );
+		$this->assertSame( array( $file ), self::$unlinked );
+	}
+
+	/**
+	 * A `..` segment must not let a stream-wrapped path escape the directory.
+	 *
+	 * realpath() resolves `..` for real filesystem paths, but is skipped for
+	 * stream wrappers, so the containment check has to reject the traversal
+	 * itself rather than delete a file outside the directory.
+	 */
+	public function test_rejects_stream_path_traversal() {
+		$directory = 'wpdeletetest://bucket/uploads';
+		$file      = 'wpdeletetest://bucket/uploads/../../secret/keys.json';
+
+		$this->assertFalse( wp_delete_file_from_directory( $file, $directory ) );
+		$this->assertSame( array(), self::$unlinked );
+	}
+
+	/**
+	 * A trailing `..` segment is also rejected.
+	 */
+	public function test_rejects_trailing_stream_path_traversal() {
+		$directory = 'wpdeletetest://bucket/uploads';
+		$file      = 'wpdeletetest://bucket/uploads/subdir/..';
+
+		$this->assertFalse( wp_delete_file_from_directory( $file, $directory ) );
+		$this->assertSame( array(), self::$unlinked );
+	}
+
+	/**
+	 * Dots inside a filename are not treated as a traversal.
+	 */
+	public function test_allows_dots_within_stream_filename() {
+		$directory = 'wpdeletetest://bucket/uploads';
+		$file      = 'wpdeletetest://bucket/uploads/my..archive.zip';
+
+		$this->assertTrue( wp_delete_file_from_directory( $file, $directory ) );
+		$this->assertSame( array( $file ), self::$unlinked );
+	}
+}
+
+/**
+ * Minimal stream wrapper that records the paths passed to unlink().
+ */
+class WpDeleteFileFromDirectory_Stream {
+
+	public $context;
+
+	public function unlink( $path ) {
+		Tests_Functions_WpDeleteFileFromDirectory::$unlinked[] = $path;
+		return true;
+	}
+
+	public function url_stat( $path, $flags ) {
+		return array();
+	}
+
+	public function stream_open( $path, $mode, $options, &$opened_path ) {
+		return true;
+	}
+}