Sirs. I´m trying to make Stunnel work in both source and destination transparent proxy and after looking every possibility I started to track the packet that is locally generated (Stunnel client sending to stunnel server).

The packet goes out from process to raw table output chain. It deliveries to connect tracking that pass the packet to mangle output but it disappears before arriving in the nat table output chain.

Stunnel Packet destination 7.0.0.2:80(Original destination)------raw/output-----connectTrack------mangle/output-------XXXX disappear

With transparent destination off it works fine.

Stunnel Packet destination 9.0.0.2:443(Stunnel Server IP)------raw/output-----connectTrack------mangle/output-------nat/output----filter/output----interface

The problem is probably regarding the tproxy/ip_transparent that stunnel use to control the connection and get the original src/dst to use.

I tried 3 different distribution of linux with the same behavior.

Does someone already use transparent=both  and give me a setup that worked link linux distribution/version, stunnel version and so on?

Thanks,

Luis Monteiro