We have a similar problem with TMG acting as a transparent proxy for our guest wifi. We have a direct Internet connection so don't have any of the upstream issues that some are facing but still have an issue with SecureNAT clients accessing secure websites. http works fine. I wonder if Jamesfed or Jwood or anyone else who has this sorted are able to offer any assistance on this? We're beginning to think that we will have to require clients to enter proxy settings which as far as I can see would mean that Android users wouldn't be able to use the wifi.
Many thanks,
Richard