diff --git a/test/mjsunit/debug-evaluate-with.js b/test/mjsunit/debug-evaluate-with.js
new file mode 100644
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--- /dev/null
+++ b/test/mjsunit/debug-evaluate-with.js
@@ -0,0 +1,77 @@
+// Copyright 2008 Google Inc. All Rights Reserved.
+// Redistribution and use in source and binary forms, with or without
+// modification, are permitted provided that the following conditions are
+// met:
+//
+//     * Redistributions of source code must retain the above copyright
+//       notice, this list of conditions and the following disclaimer.
+//     * Redistributions in binary form must reproduce the above
+//       copyright notice, this list of conditions and the following
+//       disclaimer in the documentation and/or other materials provided
+//       with the distribution.
+//     * Neither the name of Google Inc. nor the names of its
+//       contributors may be used to endorse or promote products derived
+//       from this software without specific prior written permission.
+//
+// THIS SOFTWARE IS PROVIDED BY THE COPYRIGHT HOLDERS AND CONTRIBUTORS
+// "AS IS" AND ANY EXPRESS OR IMPLIED WARRANTIES, INCLUDING, BUT NOT
+// LIMITED TO, THE IMPLIED WARRANTIES OF MERCHANTABILITY AND FITNESS FOR
+// A PARTICULAR PURPOSE ARE DISCLAIMED. IN NO EVENT SHALL THE COPYRIGHT
+// OWNER OR CONTRIBUTORS BE LIABLE FOR ANY DIRECT, INDIRECT, INCIDENTAL,
+// SPECIAL, EXEMPLARY, OR CONSEQUENTIAL DAMAGES (INCLUDING, BUT NOT
+// LIMITED TO, PROCUREMENT OF SUBSTITUTE GOODS OR SERVICES; LOSS OF USE,
+// DATA, OR PROFITS; OR BUSINESS INTERRUPTION) HOWEVER CAUSED AND ON ANY
+// THEORY OF LIABILITY, WHETHER IN CONTRACT, STRICT LIABILITY, OR TORT
+// (INCLUDING NEGLIGENCE OR OTHERWISE) ARISING IN ANY WAY OUT OF THE USE
+// OF THIS SOFTWARE, EVEN IF ADVISED OF THE POSSIBILITY OF SUCH DAMAGE.
+
+// Flags: --expose-debug-as debug
+// Get the Debug object exposed from the debug context global object.
+Debug = debug.Debug
+
+listenerComplete = false;
+exception = false;
+breakPointCount = 0;
+
+function listener(event, exec_state, event_data, data) {
+  try {
+    if (event == Debug.DebugEvent.Break)
+    {
+      breakPointCount++;
+      if (breakPointCount == 1) {
+        // Break point in first with block.
+        assertEquals(2, exec_state.frame(0).evaluate('a').value());
+        assertEquals(2, exec_state.frame(0).evaluate('b').value());
+      } else {
+        // Break point in second with block.
+        assertEquals(3, exec_state.frame(0).evaluate('a').value());
+        assertEquals(1, exec_state.frame(0).evaluate('b').value());
+
+        // Indicate that all was processed.
+        listenerComplete = true;
+      }
+    }
+  } catch (e) {
+    exception = e
+  };
+};
+
+// Add the debug event listener.
+Debug.addListener(listener);
+
+function f() {
+  var a = 1;
+  var b = 2;
+  with ({a:2}) {
+    debugger;  // Breakpoint.
+    x = {a:3,b:1};
+    with (x) {
+      debugger;  // Breakpoint.
+    }
+  }
+};
+
+f();
+// Make sure that the debug event listener vas invoked.
+assertTrue(listenerComplete);
+assertFalse(exception, "exception in listener")