diff --git a/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require.rb b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require.rb
new file mode 100644
index 0000000000..c14cbb2386
--- /dev/null
+++ b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require.rb
@@ -0,0 +1 @@
+require_relative "./recursive_require/a.rb"
diff --git a/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/a.rb b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/a.rb
new file mode 100644
index 0000000000..9f68c6a221
--- /dev/null
+++ b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/a.rb
@@ -0,0 +1 @@
+require_relative "./b.rb"
diff --git a/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/b.rb b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/b.rb
new file mode 100644
index 0000000000..511db1e29b
--- /dev/null
+++ b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/fixtures/recursive_require/b.rb
@@ -0,0 +1,7 @@
+module RecursiveRequire
+  class B
+    def message
+      "Hello from RecursiveRequire::B"
+    end
+  end
+end
diff --git a/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/js-require-remote.spec.ts b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/js-require-remote.spec.ts
index 06e5306062..2bd1e0ed17 100644
--- a/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/js-require-remote.spec.ts
+++ b/packages/npm-packages/ruby-wasm-wasi/test-e2e/integrations/js-require-remote.spec.ts
@@ -16,10 +16,13 @@ if (!process.env.RUBY_NPM_PACKAGE_ROOT) {
     setupDebugLog(context);
     setupProxy(context);
 
-    context.route(/fixtures/, (route) => {
-      const filename = path.basename(route.request().url());
+    const fixturesPattern = /fixtures\/(.+)/;
+    context.route(fixturesPattern, (route) => {
+      const subPath = route.request().url().match(fixturesPattern)[1];
+      const mockedPath = path.join("./test-e2e/integrations/fixtures", subPath);
+
       route.fulfill({
-        path: path.join("./test-e2e/integrations/fixtures", filename),
+        path: mockedPath,
       });
     });
 
@@ -89,5 +92,28 @@ if (!process.env.RUBY_NPM_PACKAGE_ROOT) {
       const error = await page.waitForEvent("pageerror");
       expect(error.message).toMatch(/cannot load such url -- .+\/not_found.rb/);
     });
+
+    test("JS::RequireRemote#load recursively loads dependencies", async ({
+      page,
+    }) => {
+      const resolve = await resolveBinding(page, "checkResolved");
+      await page.goto(
+        "https://cdn.jsdelivr.net/npm/@ruby/head-wasm-wasi@latest/dist/",
+      );
+      await page.setContent(`
+      <script src="browser.script.iife.js"></script>
+      <script type="text/ruby" data-eval="async">
+        require 'js/require_remote'
+        module Kernel
+          def require_relative(path) = JS::RequireRemote.instance.load(path)
+        end
+
+        require_relative 'fixtures/recursive_require'
+        JS.global.checkResolved RecursiveRequire::B.new.message
+      </script>
+     `);
+
+      expect(await resolve()).toBe("Hello from RecursiveRequire::B");
+    });
   });
 }