diff --git a/examples/middleware-deep-dive/index.js b/examples/middleware-deep-dive/index.js
new file mode 100644
index 00000000000..e1ede37b87d
--- /dev/null
+++ b/examples/middleware-deep-dive/index.js
@@ -0,0 +1,102 @@
+'use strict'
+
+/**
+ * Module dependencies.
+ */
+
+var express = require('../../'); // Import from the root of the repo
+var app = express();
+
+// 1. Global Logging Middleware
+// This runs for EVERY request
+app.use(function logger(req, res, next) {
+  console.log('\n--- New Request ---');
+  console.log(`[${new Date().toISOString()}] ${req.method} ${req.url}`);
+  console.log('1. Global Logger: Start');
+  
+  // Hook into response finish to log completion
+  res.on('finish', () => {
+    console.log('1. Global Logger: Response Sent');
+  });
+  
+  next();
+});
+
+// 2. Middleware that modifies the request
+app.use(function addTimestamp(req, res, next) {
+  console.log('2. Timestamp Middleware: Adding req.requestTime');
+  req.requestTime = Date.now();
+  next();
+});
+
+// 3. Route-specific middleware example
+function validateId(req, res, next) {
+  console.log('   -> ValidateID Middleware: Checking ID...');
+  if (req.params.id === '0') {
+    console.log('   -> ValidateID Middleware: ID is 0, throwing error');
+    return next(new Error('ID cannot be 0'));
+  }
+  console.log('   -> ValidateID Middleware: ID is valid');
+  next();
+}
+
+// Route with multiple middleware
+app.get('/user/:id', 
+  validateId, 
+  function userHandler(req, res, next) {
+    console.log('3. Route Handler: Executing');
+    res.send(`User ID: ${req.params.id}, Requested at: ${req.requestTime}`);
+    console.log('3. Route Handler: Finished (response sent)');
+    // Note: We don't call next() here because we sent a response.
+  }
+);
+
+// 4. Async Middleware (Express 5 feature)
+// Express 5 automatically catches errors in async functions
+app.get('/async-error', async function asyncThrower(req, res, next) {
+  console.log('4. Async Handler: Start');
+  // Simulating an async operation that fails
+  await new Promise(resolve => setTimeout(resolve, 100));
+  console.log('4. Async Handler: Throwing error');
+  throw new Error('Something went wrong in async land!');
+});
+
+// 5. Router-level middleware
+var apiRouter = express.Router();
+
+apiRouter.use(function apiLogger(req, res, next) {
+  console.log('   [API Router] Logger: Start');
+  next();
+});
+
+apiRouter.get('/data', function(req, res) {
+  console.log('   [API Router] Handler');
+  res.json({ message: 'Hello from API' });
+});
+
+app.use('/api', apiRouter);
+
+// 6. 404 Handler (Matched if no other route matches)
+app.use(function notFound(req, res, next) {
+  console.log('5. 404 Handler: No route matched');
+  res.status(404).send('Sorry, cant find that!');
+});
+
+// 7. Error Handling Middleware
+// MUST have 4 arguments: (err, req, res, next)
+app.use(function errorHandler(err, req, res, next) {
+  console.error('6. Error Handler: Caught error:', err.message);
+  res.status(500).send({ error: err.message });
+});
+
+/* istanbul ignore next */
+if (!module.parent) {
+  app.listen(3000);
+  console.log('Express started on port 3000');
+  console.log('Try these URLs:');
+  console.log('  GET http://localhost:3000/user/123');
+  console.log('  GET http://localhost:3000/user/0 (Triggers error)');
+  console.log('  GET http://localhost:3000/async-error (Triggers async error)');
+  console.log('  GET http://localhost:3000/api/data (Router middleware)');
+  console.log('  GET http://localhost:3000/unknown (404)');
+}
diff --git a/package.json b/package.json
index 5492eb215e9..e177f667da8 100644
--- a/package.json
+++ b/package.json
@@ -43,6 +43,7 @@
     "encodeurl": "^2.0.0",
     "escape-html": "^1.0.3",
     "etag": "^1.8.1",
+    "express": "^5.1.0",
     "finalhandler": "^2.1.0",
     "fresh": "^2.0.0",
     "http-errors": "^2.0.0",