Only if your retro hardware understands some form of SSL/TLS (ie https:// scheme), otherwise you need to rewrite all https:// requests to http:// inline.
And (don't quote me on this though) more and more proxy software drops the old SSL/TLS protocol versions and ciphers.
One more thing which is usually overlooked, is what TLS (or any other encryption for that matter) indirectly helps with payload corruption in transit: unencrypted packet would be just silently corrupted and most of the time you would never even know it happened, a corrupted encrypted packet couldn't be unencrypted. Most of the time you can't do anything with it anyway, but at least it breaks the connection (or starts to slow down for the retries) so you know what something is wrong.
Only if your retro hardware understands some form of SSL/TLS (ie https:// scheme), otherwise you need to rewrite all https:// requests to http:// inline.
And (don't quote me on this though) more and more proxy software drops the old SSL/TLS protocol versions and ciphers.
One more thing which is usually overlooked, is what TLS (or any other encryption for that matter) indirectly helps with payload corruption in transit: unencrypted packet would be just silently corrupted and most of the time you would never even know it happened, a corrupted encrypted packet couldn't be unencrypted. Most of the time you can't do anything with it anyway, but at least it breaks the connection (or starts to slow down for the retries) so you know what something is wrong.