diff --git a/examples/sslstrip.py b/examples/sslstrip.py
index b5e463975..9a090c0ca 100644
--- a/examples/sslstrip.py
+++ b/examples/sslstrip.py
@@ -17,6 +17,11 @@ def request(flow):
         flow.request.scheme = 'https'
         flow.request.port = 443
 
+        # We need to update the request destination to whatever is specified in the host header:
+        # Having no TLS Server Name Indication from the client and just an IP address as request.host
+        # in transparent mode, TLS server name certificate validation would fail.
+        flow.request.host = flow.request.pretty_host
+
 
 def response(flow):
     flow.response.headers.pop('Strict-Transport-Security', None)