Is this curl-related error still unfixed? The port binary is using the system libcurl on my machine (renaming /opt/bootstrap doesn't break it). I'm on 10.5.8 and I used Leopard-specific installer from macos-powerpc.org. The machine is G5 Quad.
It is provisionally fixed in 2.11.5 but I am not sure about what 10.5 installer has, tbh. With the current situation (Quad is kinda defunct, home PowerMac is twice slower and I need to pay for electricity for it) I effectively dropped 10.5.
I will check it today and update you.