diff --git a/index.js b/index.js
index 9690340..7f8c27a 100644
--- a/index.js
+++ b/index.js
@@ -146,10 +146,10 @@ Manager.prototype.allocate = function allocate(fn) {
   }
 
   /**
-   * Small helper function that allows us to correctly call the callback with
+   * Two helper functions that allows us to correctly call the callback with
    * the correct arguments when we generate a new connection as the connection
    * should be emitting 'connect' befor we can use it. But it can also emit
-   * error if it fails to connect.
+   * error if it fails to connect, or times in so doing.
    *
    * @param {Error} err Optional error argument.
    * @api private
@@ -165,6 +165,12 @@ Manager.prototype.allocate = function allocate(fn) {
     fn(err, this);
   }
 
+  function timeout() {
+    this.removeListener('timeout', timeout);
+    self.pending--;
+    fn(new Error('Timed out while trying to establish connection'), this);
+  }
+
   var probabilities = []
     , self = this
     , total, i, probability, connection;
@@ -206,7 +212,9 @@ Manager.prototype.allocate = function allocate(fn) {
       if (connection) {
         this.pending++;
         this.listen(connection);
-        connection.on('error', either).on('connect', either);
+        connection.on('error', either)
+          .on('connect', either)
+          .on('timeout', timeout);
 
         return this;
       }
@@ -217,7 +225,9 @@ Manager.prototype.allocate = function allocate(fn) {
 
         self.pending++;
         self.listen(connection);
-        return connection.on('error', either).on('connect', either);
+        return connection.on('error', either)
+          .on('connect', either)
+          .on('timeout', timeout);
       });
     }
   }
diff --git a/test/jackpot.test.js b/test/jackpot.test.js
index d395e5e..de8bbb1 100644
--- a/test/jackpot.test.js
+++ b/test/jackpot.test.js
@@ -116,6 +116,26 @@ describe('jackpot', function () {
       });
     });
 
+    it('should emit an error on timeout when trying to establish connection', function (done) {
+      var pool = new ConnectionPool(10, {
+          retries: 0
+        })
+        , unroutable = '10.255.255.255'
+        , S = new net.Socket;
+
+      pool.factory(function factory() {
+        S.connect(port, unroutable);
+        S.setTimeout(100);
+        return S;
+      });
+
+      pool.allocate(function allocate(err, connection) {
+        var fn = function() { throw err };
+        expect(fn).to.throw(/Timed out while trying to establish connection/);
+        done();
+      });
+    });
+
     it('should NOT emit an error when we can establish a connection', function (done) {
       var pool = new ConnectionPool();