Transport Layer Security (TLS)

NETWORKING 101, CHAPTER 4
The SSL protocol was originally developed at Netscape to enable ecommerce transaction security on the Web, which required encryption to protect customers’ personal data, as well as authentication and integrity guarantees to ensure a safe transaction. To achieve this, the SSL protocol was implemented at the application layer, directly on top of TCP (Figure 4-1), enabling protocols above it (HTTP, email, instant messaging, and many others) to operate unchanged while providing communication security when communicating across the network.

When SSL is used correctly, a third-party observer can only infer the connection endpoints, type of encryption, as well as the frequency and an approximate amount of data sent, but cannot read or modify any of the actual data.
When the SSL protocol was standardized by the IETF, it was renamed to Transport Layer Security (TLS). Many use the TLS and SSL names interchangeably, but technically, they are different, since each describes a different version of the protocol.
SSL 2.0 was the first publicly released version of the protocol, but it was quickly replaced by SSL 3.0 due to a number of discovered security flaws. Because the SSL protocol was proprietary to Netscape, the IETF formed an effort to standardize the protocol, resulting in RFC 2246, which was published in January 1999 and became known as TLS 1.0. Since then, the IETF has continued iterating on the protocol to address security flaws, as well as to extend its capabilities: TLS 1.1 (RFC 2246) was published in April 2006, TLS 1.2 (RFC 5246) in August 2008, and work is now underway to define TLS 1.3.
That said, don’t let the abundance of versions numbers mislead you: your servers should always prefer and negotiate the latest stable version of the TLS protocol to ensure the best security, capability, and performance guarantees. In fact, some performance-critical features, such as HTTP/2, explicitly require the use of TLS 1.2 or higher and will abort the connection otherwise. Good security and performance go hand in hand.
TLS was designed to operate on top of a reliable transport protocol such as TCP. However, it has also been adapted to run over datagram protocols such as UDP. The Datagram Transport Layer Security (DTLS) protocol, defined in RFC 6347, is based on the TLS protocol and is able to provide similar security guarantees while preserving the datagram delivery model.

Encryption, Authentication, and Integrity

The TLS protocol is designed to provide three essential services to all applications running above it: encryption, authentication, and data integrity. Technically, you are not required to use all three in every situation. You may decide to accept a certificate without validating its authenticity, but you should be well aware of the security risks and implications of doing so. In practice, a secure web application will leverage all three services.
Encryption
A mechanism to obfuscate what is sent from one host to another.
Authentication
A mechanism to verify the validity of provided identification material.
Integrity
A mechanism to detect message tampering and forgery.

In order to establish a cryptographically secure data channel, the connection peers must agree on which ciphersuites will be used and the keys used to encrypt the data. The TLS protocol specifies a well-defined handshake sequence to perform this exchange, which we will examine in detail in TLS Handshake. The ingenious part of this handshake, and the reason TLS works in practice, is due to its use of public key cryptography (also known as asymmetric key cryptography), which allows the peers to negotiate a shared secret key without having to establish any prior knowledge of each other, and to do so over an unencrypted channel.

As part of the TLS handshake, the protocol also allows both peers to authenticate their identity. When used in the browser, this authentication mechanism allows the client to verify that the server is who it claims to be (e.g., your bank) and not someone simply pretending to be the destination by spoofing its name or IP address. This verification is based on the established chain of trust — see Chain of Trust and Certificate Authorities. In addition, the server can also optionally verify the identity of the client — e.g., a company proxy server can authenticate all employees, each of whom could have their own unique certificate signed by the company.


Finally, with encryption and authentication in place, the TLS protocol also provides its own message framing mechanism and signs each message with a message authentication code (MAC). The MAC algorithm is a one-way cryptographic hash function (effectively a checksum), the keys to which are negotiated by both connection peers. Whenever a TLS record is sent, a MAC value is generated and appended for that message, and the receiver is then able to compute and verify the sent MAC value to ensure message integrity and authenticity.

Combined, all three mechanisms serve as a foundation for secure communication on the Web. All modern web browsers provide support for a variety of ciphersuites, are able to authenticate both the client and server, and transparently perform message integrity checks for every record.


HTTPS Everywhere


Unencrypted communication—via HTTP and other protocols—creates a large number of privacy, security, and integrity vulnerabilities. Such exchanges are susceptible to interception, manipulation, and impersonation, and can reveal users credentials, history, identity, and other sensitive information. Our applications need to protect themselves, and our users, against these threats by delivering data over HTTPS.
HTTPS protects the integrity of the website
Encryption prevents intruders from tampering with exchanged data—e.g. rewriting content, injecting unwanted and malicious content, and so on.
HTTPS protects the privacy and security of the user
Encryption prevents intruders from listening in on the exchanged data. Each unprotected request can reveal sensitive information about the user, and when such data is aggregated across many sessions, can be used to de-anonymize their identities and reveal other sensitive information. All browsing activity, as far as the user is concerned, should be considered private and sensitive.
HTTPS enables powerful features on the web
A growing number of new web platform features, such as accessing users geolocation, taking pictures, recording video, enabling offline app experiences, and more, require explicit user opt-in that, in turn, requires HTTPS. The security and integrity guarantees provided by HTTPS are critical components for delivering a secure user permission workflow and protecting their preferences.
To further the point, both the Internet Engineering Task Force (IETF) and the Internet Architecture Board (IAB) have issued guidance to developers and protocol designers that strongly encourages adoption of HTTPS:
As our dependency on the Internet has grown, so have the risks and the stakes for everyone that is relying on it. As a result, it is our responsibility, both as the application developers and users, to ensure that we protect ourselves by enabling HTTPS everywhere.

advice for deploying it.

§TLS Handshake

Before the client and the server can begin exchanging application data over TLS, the encrypted tunnel must be negotiated: the client and the server must agree on the version of the TLS protocol, choose the ciphersuite, and verify certificates if necessary. Unfortunately, each of these steps requires new packet roundtrips (Figure 4-2) between the client and the server, which adds startup latency to all TLS connections.
0 ms
TLS runs over a reliable transport (TCP), which means that we must first complete the TCP three-way handshake, which takes one full roundtrip.
56 ms
With the TCP connection in place, the client sends a number of specifications in plain text, such as the version of the TLS protocol it is running, the list of supported ciphersuites, and other TLS options it may want to use.
84 ms
The server picks the TLS protocol version for further communication, decides on a ciphersuite from the list provided by the client, attaches its certificate, and sends the response back to the client. Optionally, the server can also send a request for the client’s certificate and parameters for other TLS extensions.
112 ms
Assuming both sides are able to negotiate a common version and cipher, and the client is happy with the certificate provided by the server, the client initiates either the RSA or the Diffie-Hellman key exchange, which is used to establish the symmetric key for the ensuing session.
140 ms
The server processes the key exchange parameters sent by the client, checks message integrity by verifying the MAC, and returns an encrypted Finished message back to the client.
168 ms
The client decrypts the message with the negotiated symmetric key, verifies the MAC, and if all is well, then the tunnel is established and application data can now be sent.
As the above exchange illustrates, new TLS connections require two roundtrips for a "full handshake"—that’s the bad news. However, in practice, optimized deployments can do much better and deliver a consistent 1-RTT TLS handshake:
  • False Start is a TLS protocol extension that allows the client and server to start transmitting encrypted application data when the handshake is only partially complete—i.e., once ChangeCipherSpec and Finished messages are sent, but without waiting for the other side to do the same. This optimization reduces handshake overhead for new TLS connections to one roundtrip; see Enable TLS False Start.
  • If the client has previously communicated with the server, an "abbreviated handshake" can be used, which requires one roundtrip and also allows the client and server to reduce the CPU overhead by reusing the previously negotiated parameters for the secure session; see TLS Session Resumption.
The combination of both of the above optimizations allows us to deliver a consistent 1-RTT TLS handshake for new and returning visitors, plus computational savings for sessions that can be resumed based on previously negotiated session parameters. Make sure to take advantage of these optimizations in your deployments.

RSA, Diffie-Hellman and Forward Secrecy

Due to a variety of historical and commercial reasons the RSA handshake has been the dominant key exchange mechanism in most TLS deployments: the client generates a symmetric key, encrypts it with the server’s public key, and sends it to the server to use as the symmetric key for the established session. In turn, the server uses its private key to decrypt the sent symmetric key and the key-exchange is complete. From this point forward the client and server use the negotiated symmetric key to encrypt their session.
The RSA handshake works, but has a- critical weakness: the same public-private key pair is used both to authenticate the server and to encrypt the symmetric session key sent to the server. As a result, if an attacker gains access to the server’s private key and listens in on the exchange, then they can decrypt the the entire session. Worse, even if an attacker does not currently have access to the private key, they can still record the encrypted session and decrypt it at a later time once they obtain the private key.
By contrast, the Diffie-Hellman key exchange allows the client and server to negotiate a shared secret without explicitly communicating it in the handshake: the server’s private key is used to sign and verify the handshake, but the established symmetric key never leaves the client or server and cannot be intercepted by a passive attacker even if they have access to the private key.
For the curious, the Wikipedia article on Diffie-Hellman key exchange is a great place to learn about the algorithm and its properties.
Best of all, Diffie-Hellman key exchange can be used to reduce the risk of compromise of past communication sessions: we can generate a new "ephemeral" symmetric key as part of each and every key exchange and discard the previous keys. As a result, because the ephemeral keys are never communicated and are actively renegotiated for each the new session, the worst-case scenario is that an attacker could compromise the client or server and access the session keys of the current and future sessions. However, knowing the private key, or the current ephemeral key, does not help the attacker decrypt any of the previous sessions!
Combined, the use of Diffie-Hellman key exchange and ephemeral sessions keys enables "perfect forward secrecy" (PFS): the compromise of long-term keys (e.g. server’s private key) does not compromise past session keys and does not allow the attacker to decrypt previously recorded sessions. A highly desirable property, to say the least!
As a result, and this should not come as a surprise, the RSA handshake is now being actively phased out: all the popular browsers prefer ciphers that enable forward secrecy (i.e., rely on Diffie-Hellman key exchange), and as an additional incentive, may enable certain protocol optimizations only when forward secrecy is available—e.g. 1-RTT handshakes via TLS False Start.
Which is to say, consult your server documentation on how to enable and deploy forward secrecy! Once again, good security and performance go hand in hand.

Application Layer Protocol Negotiation (ALPN)

Two network peers may want to use a custom application protocol to communicate with each other. One way to resolve this is to determine the protocol upfront, assign a well-known port to it (e.g., port 80 for HTTP, port 443 for TLS), and configure all clients and servers to use it. However, in practice, this is a slow and impractical process: each port assignment must be approved and, worse, firewalls and other intermediaries often permit traffic only on ports 80 and 443.
As a result, to enable easy deployment of custom protocols, we must reuse ports 80 or 443 and use an additional mechanism to negotiate the application protocol. Port 80 is reserved for HTTP, and the HTTP specification provides a special Upgrade flow for this very purpose. However, the use of Upgrade can add an extra network roundtrip of latency, and in practice is often unreliable in the presence of many intermediaries; see Proxies, Intermediaries, TLS, and New Protocols on the Web.
The solution is, you guessed it, to use port 443, which is reserved for secure HTTPS sessions running over TLS. The use of an end-to-end encrypted tunnel obfuscates the data from intermediate proxies and enables a quick and reliable way to deploy new application protocols. However, we still need another mechanism to negotiate the protocol that will be used within the TLS session.
Application Layer Protocol Negotiation (ALPN), as the name implies, is a TLS extension that addresses this need. It extends the TLS handshake (Figure 4-2) and allows the peers to negotiate protocols without additional roundtrips. Specifically, the process is as follows:
  • The client appends a new ProtocolNameList field, containing the list of supported application protocols, into the ClientHello message.
  • The server inspects the ProtocolNameList field and returns a ProtocolName field indicating the selected protocol as part of the ServerHello message.
The server may respond with only a single protocol name, and if it does not support any that the client requests, then it may choose to abort the connection. As a result, once the TLS handshake is finished, both the secure tunnel is established, and the client and server are in agreement as to which application protocol will be used; the client and server can immediately begin exchanging messages via the negotiated protocol.

Server Name Indication (SNI)

An encrypted TLS tunnel can be established between any two TCP peers: the client only needs to know the IP address of the other peer to make the connection and perform the TLS handshake. However, what if the server wants to host multiple independent sites, each with its own TLS certificate, on the same IP address — how does that work? Trick question; it doesn’t.
To address the preceding problem, the Server Name Indication (SNI) extension was introduced to the TLS protocol, which allows the client to indicate the hostname the client is attempting to connect to as part of the TLS handshake. In turn, the server is able to inspect the SNI hostname sent in the ClientHello message, select the appropriate certificate, and complete the TLS handshake for the desired host.

TLS Session Resumption

The extra latency and computational costs of the full TLS handshake impose a serious performance penalty on all applications that require secure communication. To help mitigate some of the costs, TLS provides a mechanism to resume or share the same negotiated secret key data between multiple connections.

Session Identifiers

The first Session Identifiers (RFC 5246) resumption mechanism was introduced in SSL 2.0, which allowed the server to create and send a 32-byte session identifier as part of its ServerHello message during the full TLS negotiation we saw earlier. With the session ID in place, both the client and server can store the previously negotiated session parameters—keyed by session ID—and reuse them for a subsequent session.
Specifically, the client can include the session ID in the ClientHello message to indicate to the server that it still remembers the negotiated cipher suite and keys from previous handshake and is able to reuse them. In turn, if the server is able to find the session parameters associated with the advertised ID in its cache, then an abbreviated handshake (Figure 4-3) can take place. Otherwise, a full new session negotiation is required, which will generate a new session ID.



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