#StackBounty: #ssl #https #proxy Does a web request with proxy always require a new connection?

Bounty: 50

This is a question around how a proxy should behave with HTTPS requests. If there are 2 users behind a proxy and both go to https://example.com one after another, can the proxy reuse the existing TCP connection created with example.com earlier for user1.

Both TCP and HTTPS are different protocols, so it doesn’t seem like it should affect anything, and in practice it doesn’t as well.

Is there something in existing TLS implementations that might not like this kind of behavior of having two different sessions over the same connection? Would this be a bad idea from a security perspective to have the same TCP connection for different users?


Get this bounty!!!

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