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Internet Engineering Task Force (IETF)                       V. DukhovniRequest for Comments: 7672                                     Two SigmaCategory: Standards Track                                    W. HardakerISSN: 2070-1721                                                  Parsons                                                            October 2015SMTP Security via Opportunistic DNS-Based Authentication of NamedEntities (DANE) Transport Layer Security (TLS)Abstract   This memo describes a downgrade-resistant protocol for SMTP transport   security between Message Transfer Agents (MTAs), based on the DNS-   Based Authentication of Named Entities (DANE) TLSA DNS record.   Adoption of this protocol enables an incremental transition of the   Internet email backbone to one using encrypted and authenticated   Transport Layer Security (TLS).Status of This Memo   This is an Internet Standards Track document.   This document is a product of the Internet Engineering Task Force   (IETF).  It represents the consensus of the IETF community.  It has   received public review and has been approved for publication by the   Internet Engineering Steering Group (IESG).  Further information on   Internet Standards is available inSection 2 of RFC 5741.   Information about the current status of this document, any errata,   and how to provide feedback on it may be obtained athttp://www.rfc-editor.org/info/rfc7672.Copyright Notice   Copyright (c) 2015 IETF Trust and the persons identified as the   document authors.  All rights reserved.   This document is subject toBCP 78 and the IETF Trust's Legal   Provisions Relating to IETF Documents   (http://trustee.ietf.org/license-info) in effect on the date of   publication of this document.  Please review these documents   carefully, as they describe your rights and restrictions with respect   to this document.  Code Components extracted from this document must   include Simplified BSD License text as described in Section 4.e of   the Trust Legal Provisions and are provided without warranty as   described in the Simplified BSD License.Dukhovni & Hardaker          Standards Track                    [Page 1]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015Table of Contents1. Introduction ....................................................31.1. Terminology ................................................41.2. Background .................................................61.3. SMTP Channel Security ......................................61.3.1. STARTTLS Downgrade Attack ...........................71.3.2. Insecure Server Name without DNSSEC .................71.3.3. Sender Policy Does Not Scale ........................81.3.4. Too Many Certification Authorities ..................92. Identifying Applicable TLSA Records .............................92.1. DNS Considerations .........................................9           2.1.1. DNS Errors, "Bogus" Responses, and                  "Indeterminate" Responses ...........................92.1.2. DNS Error Handling .................................112.1.3. Stub Resolver Considerations .......................122.2. TLS Discovery .............................................132.2.1. MX Resolution ......................................142.2.2. Non-MX Destinations ................................162.2.3. TLSA Record Lookup .................................183. DANE Authentication ............................................203.1. TLSA Certificate Usages ...................................203.1.1. Certificate Usage DANE-EE(3) .......................213.1.2. Certificate Usage DANE-TA(2) .......................223.1.3. Certificate Usages PKIX-TA(0) and PKIX-EE(1) .......233.2. Certificate Matching ......................................243.2.1. DANE-EE(3) Name Checks .............................243.2.2. DANE-TA(2) Name Checks .............................243.2.3. Reference Identifier Matching ......................254. Server Key Management ..........................................265. Digest Algorithm Agility .......................................276. Mandatory TLS Security .........................................277. Note on DANE for Message User Agents ...........................288. Interoperability Considerations ................................288.1. SNI Support ...............................................288.2. Anonymous TLS Cipher Suites ...............................299. Operational Considerations .....................................299.1. Client Operational Considerations .........................299.2. Publisher Operational Considerations ......................3010. Security Considerations .......................................3011. References ....................................................3111.1. Normative References .....................................3111.2. Informative References ...................................33   Acknowledgements ..................................................34   Authors' Addresses ................................................34Dukhovni & Hardaker          Standards Track                    [Page 2]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20151.  Introduction   This memo specifies a new connection security model for Message   Transfer Agents (MTAs).  This model is motivated by key features of   inter-domain SMTP delivery, principally, the fact that the   destination server is selected indirectly via DNS Mail Exchange (MX)   records and that neither email addresses nor MX hostnames signal a   requirement for either secure or cleartext transport.  Therefore,   aside from a few manually configured exceptions, SMTP transport   security is, by necessity, opportunistic (for a definition of   "Opportunistic Security", see [RFC7435]).   This specification uses the presence of DANE TLSA records to securely   signal TLS support and to publish the means by which SMTP clients can   successfully authenticate legitimate SMTP servers.  This becomes   "opportunistic DANE TLS" and is resistant to downgrade and   man-in-the-middle (MITM) attacks.  It enables an incremental   transition of the email backbone to authenticated TLS delivery, with   increased global protection as adoption increases.   With opportunistic DANE TLS, traffic from SMTP clients to domains   that publish "usable" DANE TLSA records in accordance with this memo   is authenticated and encrypted.  Traffic from legacy clients or to   domains that do not publish TLSA records will continue to be sent in   the same manner as before, via manually configured security,   (pre-DANE) opportunistic TLS, or just cleartext SMTP.   Problems with the existing use of TLS in MTA-to-MTA SMTP that   motivate this specification are described inSection 1.3.  The   specification itself follows, in Sections2 and3, which describe,   respectively, how to locate and use DANE TLSA records with SMTP.  InSection 6, we discuss the application of DANE TLS to destinations for   which channel integrity and confidentiality are mandatory.  InSection 7, we briefly comment on the potential applicability of this   specification to Message User Agents.Dukhovni & Hardaker          Standards Track                    [Page 3]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20151.1.  Terminology   The key words "MUST", "MUST NOT", "REQUIRED", "SHALL", "SHALL NOT",   "SHOULD", "SHOULD NOT", "RECOMMENDED", "NOT RECOMMENDED", "MAY", and   "OPTIONAL" in this document are to be interpreted as described in   [RFC2119].   The following terms or concepts are used throughout this document:   Man-in-the-middle (MITM) attack:  Active modification of network      traffic by an adversary able to thereby compromise the      confidentiality or integrity of the data.   Downgrade attack:  (From [RFC4949].)  A type of MITM attack in which      the attacker can cause two parties, at the time they negotiate a      security association, to agree on a lower level of protection than      the highest level that could have been supported by both of them.   Downgrade-resistant:  A protocol is "downgrade-resistant" if it      employs effective countermeasures against downgrade attacks.   "Secure", "bogus", "insecure", "indeterminate":  DNSSEC validation      results, as defined inSection 4.3 of [RFC4035].   Validating security-aware stub resolver and non-validating   security-aware stub resolver:      Capabilities of the stub resolver in use, as defined in [RFC4033];      note that this specification requires the use of a security-aware      stub resolver.   (Pre-DANE) opportunistic TLS:  Best-effort use of TLS that is      generally vulnerable to DNS forgery and STARTTLS downgrade      attacks.  When a TLS-encrypted communication channel is not      available, message transmission takes place in the clear.  MX      record indirection generally precludes authentication even when      TLS is available.   Opportunistic DANE TLS:  Best-effort use of TLS that is resistant to      downgrade attacks for destinations with DNSSEC-validated TLSA      records.  When opportunistic DANE TLS is determined to be      unavailable, clients should fall back to pre-DANE opportunistic      TLS.  Opportunistic DANE TLS requires support for DNSSEC, DANE,      and STARTTLS on the client side, and STARTTLS plus a DNSSEC      published TLSA record on the server side.Dukhovni & Hardaker          Standards Track                    [Page 4]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   Reference identifier:  (Special case of [RFC6125] definition.)  One      of the domain names associated by the SMTP client with the      destination SMTP server for performing name checks on the server      certificate.  When name checks are applicable, at least one of the      reference identifiers MUST match an [RFC6125] DNS-ID (or, if none      are present, the [RFC6125] CN-ID) of the server certificate (seeSection 3.2.3).   MX hostname:  The RRDATA of an MX record consists of a 16 bit      preference followed by a Mail Exchange domain name (see[RFC1035],      Section 3.3.9).  We will use the term "MX hostname" to refer to      the latter, that is, the DNS domain name found after the      preference value in an MX record.  Thus, an "MX hostname" is      specifically a reference to a DNS domain name rather than any host      that bears that name.   Delayed delivery:  Email delivery is a multi-hop store-and-forward      process.  When an MTA is unable to forward a message that may      become deliverable later, the message is queued and delivery is      retried periodically.  Some MTAs may be configured with a fallback      next-hop destination that handles messages that the MTA would      otherwise queue and retry.  When a fallback next-hop destination      is configured, messages that would otherwise have to be delayed      may be sent to the fallback next-hop destination instead.  The      fallback destination may itself be subject to opportunistic or      mandatory DANE TLS (Section 6) as though it were the original      message destination.   Original next-hop destination:  The logical destination for mail      delivery.  By default, this is the domain portion of the recipient      address, but MTAs may be configured to forward mail for some or      all recipients via designated relays.  The original next-hop      destination is, respectively, either the recipient domain or the      associated configured relay.   MTA:  Message Transfer Agent ([RFC5598], Section 4.3.2).   MSA:  Message Submission Agent ([RFC5598], Section 4.3.1).   MUA:  Message User Agent ([RFC5598], Section 4.2.1).   RR:  A DNS resource record as defined in[RFC1034], Section 3.6.   RRset:  An RRset ([RFC2181], Section 5) is a group of DNS resource      records that share the same label, class, and type.Dukhovni & Hardaker          Standards Track                    [Page 5]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20151.2.  Background   The Domain Name System Security Extensions (DNSSEC) add data origin   authentication, data integrity, and data nonexistence proofs to the   Domain Name System (DNS).  DNSSEC is defined in [RFC4033], [RFC4034],   and [RFC4035].   As described in the introduction of [RFC6698], TLS authentication via   the existing public Certification Authority (CA) PKI suffers from an   overabundance of trusted parties capable of issuing certificates for   any domain of their choice.  DANE leverages the DNSSEC infrastructure   to publish public keys and certificates for use with the Transport   Layer Security (TLS) [RFC5246] protocol via the "TLSA" DNS record   type.  With DNSSEC, each domain can only vouch for the keys of its   delegated sub-domains.   The TLS protocol enables secure TCP communication.  In the context of   this memo, channel security is assumed to be provided by TLS.  Used   without authentication, TLS provides only privacy protection against   eavesdropping attacks.  Otherwise, TLS also provides data origin   authentication to guard against MITM attacks.1.3.  SMTP Channel Security   With HTTPS, TLS employs X.509 certificates [RFC5280] issued by one of   the many CAs bundled with popular web browsers to allow users to   authenticate their "secure" websites.  Before we specify a new DANE   TLS security model for SMTP, we will explain why a new security model   is needed.  In the process, we will explain why the familiar HTTPS   security model is inadequate to protect inter-domain SMTP traffic.   The subsections below outline four key problems with applying   traditional Web PKI [RFC7435] to SMTP; these problems are addressed   by this specification.  Since an SMTP channel security policy is not   explicitly specified in either the recipient address or the MX   record, a new signaling mechanism is required to indicate when   channel security is possible and should be used.  The publication of   TLSA records allows server operators to securely signal to SMTP   clients that TLS is available and should be used.  DANE TLSA makes it   possible to simultaneously discover which destination domains support   secure delivery via TLS and how to verify the authenticity of the   associated SMTP services, providing a path forward to ubiquitous SMTP   channel security.Dukhovni & Hardaker          Standards Track                    [Page 6]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20151.3.1.  STARTTLS Downgrade Attack   SMTP [RFC5321] is a single-hop protocol in a multi-hop store-and-   forward email delivery process.  An SMTP envelope recipient address   does not correspond to a specific transport-layer endpoint address;   rather, at each relay hop, the transport-layer endpoint is the   next-hop relay, while the envelope recipient address typically   remains the same.  Unlike HTTP and its corresponding secured version,   HTTPS, where the use of TLS is signaled via the URI scheme, email   recipient addresses do not directly signal transport security policy.   Indeed, no such signaling could work well with SMTP, since TLS   encryption of SMTP protects email traffic on a hop-by-hop basis while   email addresses could only express end-to-end policy.   With no mechanism available to signal transport security policy, SMTP   relays employ a best-effort "opportunistic" security model for TLS.   A single SMTP server TCP listening endpoint can serve both TLS and   non-TLS clients; the use of TLS is negotiated via the SMTP STARTTLS   command [RFC3207].  The server signals TLS support to the client over   a cleartext SMTP connection, and, if the client also supports TLS, it   may negotiate a TLS-encrypted channel to use for email transmission.   The server's indication of TLS support can be easily suppressed by an   MITM attacker.  Thus, pre-DANE SMTP TLS security can be subverted by   simply downgrading a connection to cleartext.  No TLS security   feature can prevent this.  The attacker can simply disable TLS.1.3.2.  Insecure Server Name without DNSSEC   With SMTP, DNS MX records abstract the next-hop transport endpoint   and allow administrators to specify a set of target servers to which   SMTP traffic should be directed for a given domain.   A TLS client is vulnerable to MITM attacks unless it verifies that   the server's certificate binds the public key to a name that matches   one of the client's reference identifiers.  A natural choice of   reference identifier is the server's domain name.  However, with   SMTP, server names are not directly encoded in the recipient address;   instead, they are obtained indirectly via MX records.  Without   DNSSEC, the MX lookup is vulnerable to MITM and DNS cache poisoning   attacks.  Active attackers can forge DNS replies with fake MX records   and can redirect email to servers with names of their choice.   Therefore, secure verification of SMTP TLS certificates matching the   server name is not possible without DNSSEC.Dukhovni & Hardaker          Standards Track                    [Page 7]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   One might try to harden TLS for SMTP against DNS attacks by using the   envelope recipient domain as a reference identifier and by requiring   each SMTP server to possess a trusted certificate for the envelope   recipient domain rather than the MX hostname.  Unfortunately, this is   impractical, as email for many domains is handled by third parties   that are not in a position to obtain certificates for all the domains   they serve.  Deployment of the Server Name Indication (SNI) extension   to TLS (seeSection 3 of [RFC6066]) is no panacea, since SNI key   management is operationally challenging except when the email service   provider is also the domain's registrar and its certificate issuer;   this is rarely the case for email.   Since the recipient domain name cannot be used as the SMTP server   reference identifier, and neither can the MX hostname without DNSSEC,   large-scale deployment of authenticated TLS for SMTP requires that   the DNS be secure.   Since SMTP security depends critically on DNSSEC, it is important to   point out that SMTP with DANE is consequently the most conservative   possible trust model.  It trusts only what must be trusted and no   more.  Adding any other trusted actors to the mix can only reduce   SMTP security.  A sender may choose to further harden DNSSEC for   selected high-value receiving domains by configuring explicit trust   anchors for those domains instead of relying on the chain of trust   from the root domain.  However, detailed discussion of DNSSEC   security practices is out of scope for this document.1.3.3.  Sender Policy Does Not Scale   Sending systems are in some cases explicitly configured to use TLS   for mail sent to selected peer domains, but this requires configuring   sending MTAs with appropriate subject names or certificate content   digests from their peer domains.  Due to the resulting administrative   burden, such statically configured SMTP secure channels are used   rarely (generally only between domains that make bilateral   arrangements with their business partners).  Internet email, on the   other hand, requires regularly contacting new domains for which   security configurations cannot be established in advance.   The abstraction of the SMTP transport endpoint via DNS MX records,   often across organizational boundaries, limits the use of public CA   PKI with SMTP to a small set of sender-configured peer domains.  With   little opportunity to use TLS authentication, sending MTAs are rarely   configured with a comprehensive list of trusted CAs.  SMTP services   that support STARTTLS often deploy X.509 certificates that are   self-signed or issued by a private CA.Dukhovni & Hardaker          Standards Track                    [Page 8]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20151.3.4.  Too Many Certification Authorities   Even if it were generally possible to determine a secure server name,   the SMTP client would still need to verify that the server's   certificate chain is issued by a trusted CA (a trust anchor).  MTAs   are not interactive applications where a human operator can make a   decision (wisely or otherwise) to selectively disable TLS security   policy when certificate chain verification fails.  With no user to   "click OK", the MTA's list of public CA trust anchors would need to   be comprehensive in order to avoid bouncing mail addressed to sites   that employ unknown CAs.   On the other hand, each trusted CA can issue certificates for any   domain.  If even one of the configured CAs is compromised or operated   by an adversary, it can subvert TLS security for all destinations.   Any set of CAs is simultaneously both overly inclusive and not   inclusive enough.2.  Identifying Applicable TLSA Records2.1.  DNS Considerations2.1.1.  DNS Errors, "Bogus" Responses, and "Indeterminate" Responses   An SMTP client that implements opportunistic DANE TLS per this   specification depends critically on the integrity of DNSSEC lookups,   as discussed inSection 1.3.2.  This section lists the DNS resolver   requirements needed to avoid downgrade attacks when using   opportunistic DANE TLS.   A DNS lookup may signal an error or return a definitive answer.  A   security-aware resolver MUST be used for this specification.   Security-aware resolvers will indicate the security status of a DNS   RRset with one of four possible values defined inSection 4.3 of   [RFC4035]: "secure", "insecure", "bogus", and "indeterminate".  In   [RFC4035], the meaning of the "indeterminate" security status is:      An RRset for which the resolver is not able to determine whether      the RRset should be signed, as the resolver is not able to obtain      the necessary DNSSEC RRs.  This can occur when the security-aware      resolver is not able to contact security-aware name servers for      the relevant zones.   Note that the "indeterminate" security status has a conflicting   definition inSection 5 of [RFC4033]:      There is no trust anchor that would indicate that a specific      portion of the tree is secure.Dukhovni & Hardaker          Standards Track                    [Page 9]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   In this document, the term "indeterminate" will be used exclusively   in the [RFC4035] sense.  Therefore, obtaining "indeterminate" lookup   results is a (transient) failure condition, namely, the inability to   locate the relevant DNS records.  DNS records that would be   classified "indeterminate" in the sense of [RFC4035] are simply   classified as "insecure".   We do not need to distinguish between zones that lack a suitable   ancestor trust anchor, and delegations (ultimately) from a trust   anchor that designate a child zone as being "insecure".  All   "insecure" RRsets MUST be handled identically: in either case,   non-validated data for the query domain is all that is and can be   available, and authentication using the data is impossible.  As the   DNS root zone has been signed, we expect that validating resolvers   used by Internet-facing MTAs will be configured with trust anchor   data for the root zone and that therefore domains with no ancestor   trust anchor will not be possible in most deployments.   As noted inSection 4.3 of [RFC4035], a security-aware DNS resolver   MUST be able to determine whether a given non-error DNS response is   "secure", "insecure", "bogus", or "indeterminate".  It is expected   that most security-aware stub resolvers will not signal an   "indeterminate" security status (in the sense of [RFC4035]) to the   application and will instead signal a "bogus" or error result.  If a   resolver does signal an [RFC4035] "indeterminate" security status,   this MUST be treated by the SMTP client as though a "bogus" or error   result had been returned.   An MTA using a non-validating security-aware stub resolver MAY use   the stub resolver's ability, if available, to signal DNSSEC   validation status based on information the stub resolver has learned   from an upstream validating recursive resolver.  Security-oblivious   stub resolvers [RFC4033] MUST NOT be used.  In accordance withSection 4.9.3 of [RFC4035]:      ... a security-aware stub resolver MUST NOT place any reliance on      signature validation allegedly performed on its behalf, except      when the security-aware stub resolver obtained the data in      question from a trusted security-aware recursive name server via a      secure channel.   To avoid much repetition in the text below, we will pause to explain   the handling of "bogus" or "indeterminate" DNSSEC query responses.   These are not necessarily the result of a malicious actor; they can,   for example, occur when network packets are corrupted or lost in   transit.  Therefore, "bogus" or "indeterminate" replies are equated   in this memo with lookup failure.Dukhovni & Hardaker          Standards Track                   [Page 10]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   There is an important non-failure condition we need to highlight in   addition to the obvious case of the DNS client obtaining a non-empty   "secure" or "insecure" RRset of the requested type.  Namely, it is   not an error when either "secure" or "insecure" nonexistence is   determined for the requested data.  When a DNSSEC response with a   validation status that is either "secure" or "insecure" reports   either no records of the requested type or nonexistence of the query   domain, the response is not a DNS error condition.  The DNS client   has not been left without an answer; it has learned that records of   the requested type do not exist.   Security-aware stub resolvers will, of course, also signal DNS lookup   errors in other cases, for example, when processing a "SERVFAIL"   [RFC2136] response code (RCODE) [RFC1035], which will not have an   associated DNSSEC status.  All lookup errors are treated the same way   by this specification, regardless of whether they are from a "bogus"   or "indeterminate" DNSSEC status or from a more generic DNS error:   the information that was requested cannot be obtained by the   security-aware resolver at this time.  Thus, a lookup error is either   a failure to obtain the relevant RRset if it exists or a failure to   determine that no such RRset exists when it does not.   In contrast to a "bogus" response or an "indeterminate" response, an   "insecure" DNSSEC response is not an error; rather, as explained   above, it indicates that the target DNS zone is either delegated as   an "insecure" child of a "secure" parent zone or not a descendant of   any of the configured DNSSEC trust anchors in use by the SMTP client.   "Insecure" results will leave the SMTP client with degraded channel   security but do not stand in the way of message delivery.  SeeSection 2.2 for further details.2.1.2.  DNS Error Handling   When a DNS lookup failure (an error, "bogus", or "indeterminate", as   defined above) prevents an SMTP client from determining which SMTP   server or servers it should connect to, message delivery MUST be   delayed.  This naturally includes, for example, the case when a   "bogus" or "indeterminate" response is encountered during MX   resolution.  When multiple MX hostnames are obtained from a   successful MX lookup but a later DNS lookup failure prevents network   address resolution for a given MX hostname, delivery may proceed via   any remaining MX hosts.   When a particular SMTP server is securely identified as the delivery   destination, a set of DNS lookups (Section 2.2) MUST be performed to   locate any related TLSA records.  If any DNS queries used to locate   TLSA records fail (due to "bogus" or "indeterminate" records,   timeouts, malformed replies, SERVFAIL responses, etc.), then the SMTPDukhovni & Hardaker          Standards Track                   [Page 11]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   client MUST treat that server as unreachable and MUST NOT deliver the   message via that server.  If no servers are reachable, delivery is   delayed.   In the text that follows, we will only describe what happens when all   relevant DNS queries succeed.  If any DNS failure occurs, the SMTP   client MUST behave as described in this section, by "skipping" the   SMTP server or destination that is problematic.  Queries for   candidate TLSA records are explicitly part of "all relevant DNS   queries", and SMTP clients MUST NOT continue to connect to an SMTP   server or destination whose TLSA record lookup fails.2.1.3.  Stub Resolver Considerations   A note about DNAME aliases: a query for a domain name whose ancestor   domain is a DNAME alias returns the DNAME RR for the ancestor domain   along with a CNAME that maps the query domain to the corresponding   sub-domain of the target domain of the DNAME alias [RFC6672].   Therefore, whenever we speak of CNAME aliases, we implicitly allow   for the possibility that the alias in question is the result of an   ancestor domain DNAME record.  Consequently, no explicit support for   DNAME records is needed in SMTP software; it is sufficient to process   the resulting CNAME aliases.  DNAME records only require special   processing in the validating stub resolver library that checks the   integrity of the combined DNAME + CNAME reply.  When DNSSEC   validation is handled by a local caching resolver rather than the MTA   itself, even that part of the DNAME support logic is outside the MTA.   When a stub resolver returns a response containing a CNAME alias that   does not also contain the corresponding query results for the target   of the alias, the SMTP client will need to repeat the query at the   target of the alias and should do so recursively up to some   configured or implementation-dependent recursion limit.  If at any   stage of CNAME expansion an error is detected, the lookup of the   original requested records MUST be considered to have failed.   Whether a chain of CNAME records was returned in a single stub   resolver response or via explicit recursion by the SMTP client, if at   any stage of recursive expansion an "insecure" CNAME record is   encountered, then it and all subsequent results (in particular, the   final result) MUST be considered "insecure", regardless of whether or   not any earlier CNAME records leading to the "insecure" record were   "secure".   Note that a security-aware non-validating stub resolver may return to   the SMTP client an "insecure" reply received from a validating   recursive resolver that contains a CNAME record along with additional   answers recursively obtained starting at the target of the CNAME.  InDukhovni & Hardaker          Standards Track                   [Page 12]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   this case, the only possible conclusion is that some record in the   set of records returned is "insecure", and it is, in fact, possible   that the initial CNAME record and a subset of the subsequent records   are "secure".   If the SMTP client needs to determine the security status of the DNS   zone containing the initial CNAME record, it will need to issue a   separate query of type "CNAME" that returns only the initial CNAME   record.  Specifically, as discussed inSection 2.2.2, when "insecure"   A or AAAA records are found for an SMTP server via a CNAME alias, the   SMTP client will need to perform an additional CNAME query in order   to determine whether or not the DNS zone in which the alias is   published is DNSSEC signed.2.2.  TLS Discovery   As noted previously (inSection 1.3.1), opportunistic TLS with SMTP   servers that advertise TLS support via STARTTLS is subject to an MITM   downgrade attack.  Also, some SMTP servers that are not, in fact, TLS   capable erroneously advertise STARTTLS by default, and clients need   to be prepared to retry cleartext delivery after STARTTLS fails.  In   contrast, DNSSEC-validated TLSA records MUST NOT be published for   servers that do not support TLS.  Clients can safely interpret their   presence as a commitment by the server operator to implement TLS and   STARTTLS.   This memo defines four actions to be taken after the search for a   TLSA record returns "secure" usable results, "secure" unusable   results, "insecure" or no results, or an error signal.  The term   "usable" in this context is in the sense ofSection 4.1 of [RFC6698].   Specifically, if the DNS lookup for a TLSA record returns:   A "secure" TLSA RRset with at least one usable record:  Any      connection to the MTA MUST employ TLS encryption and MUST      authenticate the SMTP server using the techniques discussed in the      rest of this document.  Failure to establish an authenticated TLS      connection MUST result in falling back to the next SMTP server or      delayed delivery.   A "secure" non-empty TLSA RRset where all the records are unusable:      Any connection to the MTA MUST be made via TLS, but authentication      is not required.  Failure to establish an encrypted TLS connection      MUST result in falling back to the next SMTP server or delayed      delivery.Dukhovni & Hardaker          Standards Track                   [Page 13]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   An "insecure" TLSA RRset or DNSSEC-authenticated denial of existence   of the TLSA records:      A connection to the MTA SHOULD be made using (pre-DANE)      opportunistic TLS; this includes using cleartext delivery when the      remote SMTP server does not appear to support TLS.  The MTA MAY      retry in cleartext when delivery via TLS fails during the      handshake or even during data transfer.   Any lookup error:  Lookup errors, including "bogus" and      "indeterminate" as explained inSection 2.1.1, MUST result in      falling back to the next SMTP server or delayed delivery.   An SMTP client MAY be configured to mandate DANE-verified delivery   for some destinations.  With mandatory DANE TLS (Section 6), delivery   proceeds only when "secure" TLSA records are used to establish an   encrypted and authenticated TLS channel with the SMTP server.   When the original next-hop destination is an address literal rather   than a DNS domain, DANE TLS does not apply.  Delivery proceeds using   any relevant security policy configured by the MTA administrator.   Similarly, when an MX RRset incorrectly lists a network address in   lieu of an MX hostname, if an MTA chooses to connect to the network   address in the nonconformant MX record, DANE TLSA does not apply for   such a connection.   In the subsections that follow, we explain how to locate the SMTP   servers and the associated TLSA records for a given next-hop   destination domain.  We also explain which name or names are to be   used in identity checks of the SMTP server certificate.2.2.1.  MX Resolution   In this section, we consider next-hop domains that are subject to MX   resolution and have MX records.  The TLSA records and the associated   base domain are derived separately for each MX hostname that is used   to attempt message delivery.  DANE TLS can authenticate message   delivery to the intended next-hop domain only when the MX records are   obtained securely via a DNSSEC-validated lookup.   MX records MUST be sorted by preference; an MX hostname with a worse   (numerically higher) MX preference that has TLSA records MUST NOT   preempt an MX hostname with a better (numerically lower) preference   that has no TLSA records.  In other words, prevention of delivery   loops by obeying MX preferences MUST take precedence over channel   security considerations.  Even with two equal-preference MX records,   an MTA is not obligated to choose the MX hostname that offers moreDukhovni & Hardaker          Standards Track                   [Page 14]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   security.  Domains that want secure inbound mail delivery need to   ensure that all their SMTP servers and MX records are configured   accordingly.   In the language of[RFC5321], Section 5.1, the original next-hop   domain is the "initial name".  If the MX lookup of the initial name   results in a CNAME alias, the MTA replaces the initial name with the   resulting name and performs a new lookup with the new name.  MTAs   typically support recursion in CNAME expansion, so this replacement   is performed repeatedly (up to the MTA's recursion limit) until the   ultimate non-CNAME domain is found.   If the MX RRset (or any CNAME leading to it) is "insecure" (seeSection 2.1.1) and DANE TLS for the given destination is mandatory   (Section 6), delivery MUST be delayed.  If the MX RRset is "insecure"   and DANE TLS is not mandatory, the SMTP client is free to use   pre-DANE opportunistic TLS (possibly even cleartext).   Since the protocol in this memo is an Opportunistic Security protocol   [RFC7435], the SMTP client MAY elect to use DANE TLS (as described inSection 2.2.2 below), even with MX hosts obtained via an "insecure"   MX RRset.  For example, when a hosting provider has a signed DNS zone   and publishes TLSA records for its SMTP servers, hosted domains that   are not signed may still benefit from the provider's TLSA records.   Deliveries via the provider's SMTP servers will not be subject to   active attacks when sending SMTP clients elect to use the provider's   TLSA records (active attacks that tamper with the "insecure" MX RRset   are of course still possible in this case).   When the MX records are not (DNSSEC) signed, an active attacker can   redirect SMTP clients to MX hosts of his choice.  Such redirection is   tamper-evident when SMTP servers found via "insecure" MX records are   recorded as the next-hop relay in the MTA delivery logs in their   original (rather than CNAME-expanded) form.  Sending MTAs SHOULD log   unexpanded MX hostnames when these result from "insecure" MX lookups.   Any successful authentication via an insecurely determined MX host   MUST NOT be misrepresented in the mail logs as secure delivery to the   intended next-hop domain.   In the absence of DNS lookup errors (Section 2.1.1), if the MX RRset   is not "insecure", then it is "secure", and the SMTP client MUST   treat each MX hostname as described inSection 2.2.2.  When, for a   given MX hostname, no TLSA records are found or only "insecure" TLSA   records are found, DANE TLSA is not applicable with the SMTP server   in question, and delivery proceeds to that host as with pre-DANE   opportunistic TLS.  To avoid downgrade attacks, any errors during   TLSA lookups MUST, as explained inSection 2.1.2, cause the SMTP   server in question to be treated as unreachable.Dukhovni & Hardaker          Standards Track                   [Page 15]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20152.2.2.  Non-MX Destinations   This section describes the algorithm used to locate the TLSA records   and associated TLSA base domain for an input domain that is not   subject to MX resolution, that represents a hostname from a "secure"   MX RRset, or that lacks MX records.  Such domains include:   o  Any host that is configured by the sending MTA administrator as      the next-hop relay for some or all domains and that is not subject      to MX resolution.   o  A domain that has MX records.  When a domain has MX records, we      treat each MX host listed in those MX records as though it were a      non-MX destination -- that is, in the same way as we would treat      an administrator-configured relay that handles mail for that      domain.  (Unlike administrator-specified relays, MTAs are not      required to support CNAME expansion of next-hop names found via MX      lookups.)   o  A next-hop destination domain subject to MX resolution that has no      MX records.  In this case, the domain's name is implicitly also      its sole SMTP server name.   Note that DNS queries with type TLSA are mishandled by load-balancing   nameservers that serve the MX hostnames of some large email   providers.  The DNS zones served by these nameservers are not signed   and contain no TLSA records.  These nameservers SHOULD provide   "insecure" negative replies that indicate the nonexistence of the   TLSA records, but instead they fail by not responding at all or by   responding with a DNS RCODE [RFC1035] other than NXDOMAIN, e.g.,   SERVFAIL or NOTIMP [RFC2136].   To avoid problems delivering mail to domains whose SMTP servers are   served by these problematic nameservers, the SMTP client MUST perform   any A and/or AAAA queries for the destination before attempting to   locate the associated TLSA records.  This lookup is needed in any   case to determine (1) whether or not the destination domain is   reachable and (2) the DNSSEC validation status of the chain of CNAME   queries required to reach the ultimate address records.   If no address records are found, the destination is unreachable.  If   address records are found but the DNSSEC validation status of the   first query response is "insecure" (seeSection 2.1.3), the SMTP   client SHOULD NOT proceed to search for any associated TLSA records.   In the case of these problematic domains, TLSA queries would lead to   DNS lookup errors and would cause messages to be consistently delayed   and ultimately returned to the sender.  We don't expect to find anyDukhovni & Hardaker          Standards Track                   [Page 16]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   "secure" TLSA records associated with a TLSA base domain that lies in   an unsigned DNS zone.  Therefore, skipping TLSA lookups in this case   will also reduce latency, with no detrimental impact on security.   If the A and/or AAAA lookup of the initial name yields a CNAME, we   replace it with the resulting name as if it were the initial name and   perform a lookup again using the new name.  This replacement is   performed recursively (up to the MTA's recursion limit).   We consider the following cases for handling a DNS response for an   A or AAAA DNS lookup:   Not found:  When the DNS queries for A and/or AAAA records yield      neither a list of addresses nor a CNAME (or CNAME expansion is not      supported), the destination is unreachable.   Non-CNAME:  The answer is not a CNAME alias.  If the address RRset is      "secure", TLSA lookups are performed as described inSection 2.2.3      with the initial name as the candidate TLSA base domain.  If no      "secure" TLSA records are found, DANE TLS is not applicable and      mail delivery proceeds with pre-DANE opportunistic TLS (which,      being best-effort, degrades to cleartext delivery when STARTTLS is      not available or the TLS handshake fails).   Insecure CNAME:  The input domain is a CNAME alias, but the ultimate      network address RRset is "insecure" (seeSection 2.1.1).  If the      initial CNAME response is also "insecure", DANE TLS does not      apply.  Otherwise, this case is treated just like the non-CNAME      case above, where a search is performed for a TLSA record with the      original input domain as the candidate TLSA base domain.   Secure CNAME:  The input domain is a CNAME alias, and the ultimate      network address RRset is "secure" (seeSection 2.1.1).  Two      candidate TLSA base domains are tried: the fully CNAME-expanded      initial name and, failing that, the initial name itself.   In summary, if it is possible to securely obtain the full,   CNAME-expanded, DNSSEC-validated address records for the input   domain, then that name is the preferred TLSA base domain.  Otherwise,   the unexpanded input domain is the candidate TLSA base domain.  When   no "secure" TLSA records are found at either the CNAME-expanded or   unexpanded domain, then DANE TLS does not apply for mail delivery via   the input domain in question.  And, as always, errors, "bogus"   results, or "indeterminate" results for any query in the process MUST   result in delaying or abandoning delivery.Dukhovni & Hardaker          Standards Track                   [Page 17]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20152.2.3.  TLSA Record Lookup   When the SMTP server's hostname is not a CNAME or DNAME alias, the   list of associated candidate TLSA base domains (see below) consists   of just the server hostname.   When the hostname is an alias with a "secure" (at every stage) full   expansion, the list of candidate TLSA base domains (see below) is a   pair of domains: the fully expanded server hostname first, and the   unexpanded server hostname second.   Each candidate TLSA base domain (alias-expanded or original) is in   turn prefixed with service labels of the form "_<port>._tcp".  The   resulting domain name is used to issue a DNSSEC query with the query   type set to TLSA ([RFC6698], Section 7.1).   The first of these candidate domains to yield a "secure" TLSA RRset   becomes the actual TLSA base domain.   For SMTP, the destination TCP port is typically 25, but this may be   different with custom routes specified by the MTA administrator, in   which case the SMTP client MUST use the appropriate number in the   "_<port>" prefix in place of "_25".  If, for example, the candidate   base domain is "mx.example.com" and the SMTP connection is to port   25, the TLSA RRset is obtained via a DNSSEC query of the form:      _25._tcp.mx.example.com. IN TLSA ?   The query response may be a CNAME or the actual TLSA RRset.  If the   response is a CNAME, the SMTP client (through the use of its   security-aware stub resolver) restarts the TLSA query at the target   domain, following CNAMEs as appropriate, and keeps track of whether   or not the entire chain is "secure".  If any "insecure" records are   encountered or the TLSA records don't exist, the next candidate TLSA   base domain is tried instead.   If the ultimate response is a "secure" TLSA RRset, then the candidate   TLSA base domain will be the actual TLSA base domain, and the TLSA   RRset will constitute the TLSA records for the destination.  If none   of the candidate TLSA base domains yield "secure" TLSA records, then   the SMTP client is free to use pre-DANE opportunistic TLS (possibly   even cleartext).   TLSA record publishers may leverage CNAMEs to reference a single   authoritative TLSA RRset specifying a common CA or a common   end-entity certificate to be used with multiple TLS services.  Such   CNAME expansion does not change the SMTP client's notion of the TLSA   base domain; thus, when _25._tcp.mx.example.com is a CNAME, the baseDukhovni & Hardaker          Standards Track                   [Page 18]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   domain remains mx.example.com, and this is still the reference   identifier used together with the next-hop domain in peer certificate   name checks.   Note that shared end-entity certificate associations expose the   publishing domain to substitution attacks, where an MITM attacker can   reroute traffic to a different server that shares the same end-entity   certificate.  Such shared end-entity TLSA records SHOULD be avoided   unless the servers in question are functionally equivalent or employ   mutually incompatible protocols (an active attacker gains nothing by   diverting client traffic from one such server to another).   A better example, employing a shared trust anchor rather than shared   end-entity certificates, is illustrated by the DNSSEC-validated   records below:      example.com.                IN MX 0 mx1.example.com.      example.com.                IN MX 0 mx2.example.com.      _25._tcp.mx1.example.com.   IN CNAME tlsa201._dane.example.com.      _25._tcp.mx2.example.com.   IN CNAME tlsa201._dane.example.com.      tlsa201._dane.example.com.  IN TLSA 2 0 1 e3b0c44298fc1c149a...   The SMTP servers mx1.example.com and mx2.example.com will be expected   to have certificates issued under a common trust anchor, but each MX   hostname's TLSA base domain remains unchanged despite the above CNAME   records.  Correspondingly, each SMTP server will be associated with a   pair of reference identifiers consisting of its hostname plus the   next-hop domain "example.com".   If, during TLSA resolution (including possible CNAME indirection), at   least one "secure" TLSA record is found (even if not usable because   it is unsupported by the implementation or support is   administratively disabled), then the corresponding host has signaled   its commitment to implement TLS.  The SMTP client MUST NOT deliver   mail via the corresponding host unless a TLS session is negotiated   via STARTTLS.  This is required to avoid MITM STARTTLS downgrade   attacks.   As noted previously (inSection 2.2.2), when no "secure" TLSA records   are found at the fully CNAME-expanded name, the original unexpanded   name MUST be tried instead.  This supports customers of hosting   providers where the provider's zone cannot be validated with DNSSEC   but the customer has shared appropriate key material with the hosting   provider to enable TLS via SNI.  Intermediate names that arise during   CNAME expansion that are neither the original name nor the final name   are never candidate TLSA base domains, even if "secure".Dukhovni & Hardaker          Standards Track                   [Page 19]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20153.  DANE Authentication   This section describes which TLSA records are applicable to SMTP   opportunistic DANE TLS and how to apply such records to authenticate   the SMTP server.  With opportunistic DANE TLS, both the TLS support   implied by the presence of DANE TLSA records and the verification   parameters necessary to authenticate the TLS peer are obtained   together.  In contrast to protocols where channel security policy is   set exclusively by the client, authentication via this protocol is   expected to be less prone to connection failure caused by   incompatible configuration of the client and server.3.1.  TLSA Certificate Usages   The DANE TLSA specification [RFC6698] defines multiple TLSA RR types   via combinations of three numeric parameters.  The numeric values of   these parameters were later given symbolic names in [RFC7218].  The   rest of the TLSA record is the "certificate association data field",   which specifies the full or digest value of a certificate or   public key.   Since opportunistic DANE TLS will be used by non-interactive MTAs,   with no user to "click OK" when authentication fails, reliability of   peer authentication is paramount.  Server operators are advised to   publish TLSA records that are least likely to fail authentication due   to interoperability or operational problems.  Because DANE TLS relies   on coordinated changes to DNS and SMTP server settings, the best   choice of records to publish will depend on site-specific practices.   The certificate usage element of a TLSA record plays a critical role   in determining how the corresponding certificate association data   field is used to authenticate a server's certificate chain.   Sections3.1.1 and3.1.2 explain the process for certificate usages   DANE-EE(3) and DANE-TA(2), respectively.Section 3.1.3 briefly   explains why certificate usages PKIX-TA(0) and PKIX-EE(1) are not   applicable with opportunistic DANE TLS.   In summary, we RECOMMEND the use of "DANE-EE(3) SPKI(1) SHA2-256(1)",   with "DANE-TA(2) Cert(0) SHA2-256(1)" TLSA records as a second   choice, depending on site needs.  See Sections3.1.1 and3.1.2 for   more details.  Other combinations of TLSA parameters either (1) are   explicitly unsupported or (2) offer little to recommend them over   these two.Dukhovni & Hardaker          Standards Track                   [Page 20]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20153.1.1.  Certificate Usage DANE-EE(3)   Authentication via certificate usage DANE-EE(3) TLSA records involves   simply checking that the server's leaf certificate matches the TLSA   record.  In particular, the binding of the server public key to its   name is based entirely on the TLSA record association.  The server   MUST be considered authenticated even if none of the names in the   certificate match the client's reference identity for the server.   The expiration date of the server certificate MUST be ignored: the   validity period of the TLSA record key binding is determined by the   validity interval of the TLSA record DNSSEC signature.   With DANE-EE(3), servers need not employ SNI (they may ignore the   client's SNI message) even when the server is known under independent   names that would otherwise require separate certificates.  It is   instead sufficient for the TLSA RRsets for all the domains in   question to match the server's default certificate.  Of course, with   SMTP servers it is simpler still to publish the same MX hostname for   all the hosted domains.   For domains where it is practical to make coordinated changes in DNS   TLSA records during SMTP server key rotation, it is often best to   publish end-entity DANE-EE(3) certificate associations.  DANE-EE(3)   certificates don't suddenly stop working when leaf or intermediate   certificates expire, nor do they fail when the server operator   neglects to configure all the required issuer certificates in the   server certificate chain.   TLSA records published for SMTP servers SHOULD, in most cases, be   "DANE-EE(3) SPKI(1) SHA2-256(1)" records.  Since all DANE   implementations are required to support SHA2-256, this record type   works for all clients and need not change across certificate renewals   with the same key.Dukhovni & Hardaker          Standards Track                   [Page 21]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20153.1.2.  Certificate Usage DANE-TA(2)   Some domains may prefer to avoid the operational complexity of   publishing unique TLSA RRs for each TLS service.  If the domain   employs a common issuing CA to create certificates for multiple TLS   services, it may be simpler to publish the issuing authority as a   trust anchor (TA) for the certificate chains of all relevant   services.  The TLSA query domain (TLSA base domain with port and   protocol prefix labels) for each service issued by the same TA may   then be set to a CNAME alias that points to a common TLSA RRset that   matches the TA.  For example:      example.com.                IN MX 0 mx1.example.com.      example.com.                IN MX 0 mx2.example.com.      _25._tcp.mx1.example.com.   IN CNAME tlsa201._dane.example.com.      _25._tcp.mx2.example.com.   IN CNAME tlsa201._dane.example.com.      tlsa201._dane.example.com.  IN TLSA 2 0 1 e3b0c44298fc1c14....   With usage DANE-TA(2), the server certificates will need to have   names that match one of the client's reference identifiers (see   [RFC6125]).  The server MAY employ SNI to select the appropriate   certificate to present to the client.   SMTP servers that rely on certificate usage DANE-TA(2) TLSA records   for TLS authentication MUST include the TA certificate as part of the   certificate chain presented in the TLS handshake server certificate   message even when it is a self-signed root certificate.  Many SMTP   servers are not configured with a comprehensive list of trust   anchors, nor are they expected to be at any point in the future.   Some MTAs will ignore all locally trusted certificates when   processing usage DANE-TA(2) TLSA records.  Thus, even when the TA   happens to be a public CA known to the SMTP client, authentication is   likely to fail unless the TA certificate is included in the TLS   server certificate message.   With some SMTP server software, it is not possible to configure the   server to include self-signed (root) CA certificates in the server   certificate chain.  Such servers either MUST publish DANE-TA(2)   records for an intermediate certificate or MUST instead use   DANE-EE(3) TLSA records.   TLSA records with a matching type of Full(0) are discouraged.  While   these potentially obviate the need to transmit the TA certificate in   the TLS server certificate message, client implementations may not be   able to augment the server certificate chain with the data obtained   from DNS, especially when the TLSA record supplies a bare key   (selector SPKI(1)).  Since the server will need to transmit the TA   certificate in any case, server operators SHOULD publish TLSA recordsDukhovni & Hardaker          Standards Track                   [Page 22]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   with a matching type other than Full(0) and avoid potential   interoperability issues with large TLSA records containing full   certificates or keys.   TLSA Publishers employing DANE-TA(2) records SHOULD publish records   with a selector of Cert(0).  Such TLSA records are associated with   the whole trust anchor certificate, not just with the trust anchor   public key.  In particular, the SMTP client SHOULD then apply any   relevant constraints from the trust anchor certificate, such as, for   example, path length constraints.   While a selector of SPKI(1) may also be employed, the resulting TLSA   record will not specify the full trust anchor certificate content,   and elements of the trust anchor certificate other than the public   key become mutable.  This may, for example, allow a subsidiary CA to   issue a chain that violates the trust anchor's path length or name   constraints.3.1.3.  Certificate Usages PKIX-TA(0) and PKIX-EE(1)   Note that this section applies to MTA-to-MTA SMTP, which is normally   on port 25 -- that is, to servers that are the SMTP servers for one   or more destination domains.  Other uses of SMTP, such as in   MUA-to-MSA submission on ports 587 or 465, are out of scope for this   document.  Where those other uses also employ TLS opportunistically   and/or depend on DNSSEC as a result of DNS-based discovery of service   location, the relevant specifications should, as appropriate, arrive   at similar conclusions.   As noted in Sections1.3.1 and1.3.2, sending MTAs cannot, without   relying on DNSSEC for "secure" MX records and DANE for STARTTLS   support signaling, perform server identity verification or prevent   STARTTLS downgrade attacks.  The use of PKIX CAs offers no added   security, since an attacker capable of compromising DNSSEC is free to   replace any PKIX-TA(0) or PKIX-EE(1) TLSA records with records   bearing any convenient non-PKIX certificate usage.  Finally, as   explained inSection 1.3.4, there is no list of trusted CAs agreed   upon by all MTAs and no user to "click OK" when a server's CA is not   trusted by a client.   Therefore, TLSA records for the port 25 SMTP service used by client   MTAs SHOULD NOT include TLSA RRs with certificate usage PKIX-TA(0) or   PKIX-EE(1).  SMTP client MTAs cannot be expected to be configured   with a suitably complete set of trusted public CAs.  Lacking a   complete set of public CAs, MTA clients would not be able to verify   the certificates of SMTP servers whose issuing root CAs are not   trusted by the client.Dukhovni & Hardaker          Standards Track                   [Page 23]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   Opportunistic DANE TLS needs to interoperate without bilateral   coordination of security settings between client and server systems.   Therefore, parameter choices that are fragile in the absence of   bilateral coordination are unsupported.  Nothing is lost; since the   PKIX certificate usages cannot aid SMTP TLS security, they can only   impede SMTP TLS interoperability.   SMTP client treatment of TLSA RRs with certificate usages PKIX-TA(0)   or PKIX-EE(1) is undefined.  As with any other unsupported   certificate usage, SMTP clients MAY treat such records as "unusable".3.2.  Certificate Matching   When at least one usable "secure" TLSA record is found, the SMTP   client MUST use TLSA records to authenticate the SMTP server.   Messages MUST NOT be delivered via the SMTP server if authentication   fails; otherwise, the SMTP client is vulnerable to MITM attacks.3.2.1.  DANE-EE(3) Name Checks   The SMTP client MUST NOT perform certificate name checks with   certificate usage DANE-EE(3) (Section 3.1.1).3.2.2.  DANE-TA(2) Name Checks   To match a server via a TLSA record with certificate usage   DANE-TA(2), the client MUST perform name checks to ensure that it has   reached the correct server.  In all DANE-TA(2) cases, the SMTP client   MUST employ the TLSA base domain as the primary reference identifier   for matching the server certificate.   TLSA records for MX hostnames:  If the TLSA base domain was obtained      indirectly via a "secure" MX lookup (including any CNAME-expanded      name of an MX hostname), then the original next-hop domain used in      the MX lookup MUST be included as a second reference identifier.      The CNAME-expanded original next-hop domain MUST be included as a      third reference identifier if different from the original next-hop      domain.  When the client MTA is employing DANE TLS security      despite "insecure" MX redirection, the MX hostname is the only      reference identifier.   TLSA records for non-MX hostnames:  If MX records were not used      (e.g., if none exist) and the TLSA base domain is the      CNAME-expanded original next-hop domain, then the original      next-hop domain MUST be included as a second reference identifier.Dukhovni & Hardaker          Standards Track                   [Page 24]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   Accepting certificates with the original next-hop domain in addition   to the MX hostname allows a domain with multiple MX hostnames to   field a single certificate bearing a single domain name (i.e., the   email domain) across all the SMTP servers.  This also aids   interoperability with pre-DANE SMTP clients that are configured to   look for the email domain name in server certificates -- for example,   with "secure" DNS records as shown below:      exchange.example.org.            IN CNAME mail.example.org.      mail.example.org.                IN CNAME example.com.      example.com.                     IN MX    10 mx10.example.com.      example.com.                     IN MX    15 mx15.example.com.      example.com.                     IN MX    20 mx20.example.com.      ;      mx10.example.com.                IN A     192.0.2.10      _25._tcp.mx10.example.com.       IN TLSA  2 0 1 ...      ;      mx15.example.com.                IN CNAME mxbackup.example.com.      mxbackup.example.com.            IN A     192.0.2.15      ; _25._tcp.mxbackup.example.com. IN TLSA ? (NXDOMAIN)      _25._tcp.mx15.example.com.       IN TLSA  2 0 1 ...      ;      mx20.example.com.                IN CNAME mxbackup.example.net.      mxbackup.example.net.            IN A     198.51.100.20      _25._tcp.mxbackup.example.net.   IN TLSA  2 0 1 ...   Certificate name checks for delivery of mail to exchange.example.org   via any of the associated SMTP servers MUST accept at least the names   "exchange.example.org" and "example.com", which are, respectively,   the original and fully expanded next-hop domain.  When the SMTP   server is mx10.example.com, name checks MUST accept the TLSA base   domain "mx10.example.com".  If, despite the fact that MX hostnames   are required to not be aliases, the MTA supports delivery via   "mx15.example.com" or "mx20.example.com", then name checks MUST   accept the respective TLSA base domains "mx15.example.com" and   "mxbackup.example.net".3.2.3.  Reference Identifier Matching   When name checks are applicable (certificate usage DANE-TA(2)), if   the server certificate contains a Subject Alternative Name extension   [RFC5280] with at least one DNS-ID [RFC6125], then only the DNS-IDs   are matched against the client's reference identifiers.  The CN-ID   [RFC6125] is only considered when no DNS-IDs are present.  The server   certificate is considered matched when one of its presented   identifiers [RFC5280] matches any of the client's reference   identifiers.Dukhovni & Hardaker          Standards Track                   [Page 25]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   Wildcards are valid in either DNS-IDs or the CN-ID when applicable.   The wildcard character must be the entire first label of the DNS-ID   or CN-ID.  Thus, "*.example.com" is valid, while "smtp*.example.com"   and "*smtp.example.com" are not.  SMTP clients MUST support wildcards   that match the first label of the reference identifier, with the   remaining labels matching verbatim.  For example, the DNS-ID   "*.example.com" matches the reference identifier "mx1.example.com".   SMTP clients MAY, subject to local policy, allow wildcards to match   multiple reference identifier labels, but servers cannot expect broad   support for such a policy.  Therefore, any wildcards in server   certificates SHOULD match exactly one label in either the TLSA base   domain or the next-hop domain.4.  Server Key Management   Two TLSA records MUST be published before employing a new EE or TA   public key or certificate: one matching the currently deployed key   and the other matching the new key scheduled to replace it.  Once   sufficient time has elapsed for all DNS caches to expire the previous   TLSA RRset and related signature RRsets, servers may be configured to   use the new EE private key and associated public key certificate or   may employ certificates signed by the new trust anchor.   Once the new public key or certificate is in use, the TLSA RR that   matches the retired key can be removed from DNS, leaving only RRs   that match keys or certificates in active use.   As described inSection 3.1.2, when server certificates are validated   via a DANE-TA(2) trust anchor and CNAME records are employed to store   the TA association data at a single location, the responsibility of   updating the TLSA RRset shifts to the operator of the trust anchor.   Before a new trust anchor is used to sign any new server   certificates, its certificate (digest) is added to the relevant TLSA   RRset.  After enough time elapses for the original TLSA RRset to age   out of DNS caches, the new trust anchor can start issuing new server   certificates.  Once all certificates issued under the previous trust   anchor have expired, its associated RRs can be removed from the TLSA   RRset.   In the DANE-TA(2) key management model, server operators do not   generally need to update DNS TLSA records after initially creating a   CNAME record that references the centrally operated DANE-TA(2) RRset.   If a particular server's key is compromised, its TLSA CNAME SHOULD be   replaced with a DANE-EE(3) association until the certificate for the   compromised key expires, at which point it can return to using a   CNAME record.  If the central trust anchor is compromised, allDukhovni & Hardaker          Standards Track                   [Page 26]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   servers need to be issued new keys by a new TA, and an updated   DANE-TA(2) TLSA RRset needs to be published containing just the   new TA.   SMTP servers cannot expect broad Certificate Revocation List (CRL) or   Online Certificate Status Protocol (OCSP) support from SMTP clients.   As outlined above, with DANE, compromised server or trust anchor keys   can be "revoked" by removing them from the DNS without the need for   client-side support for OCSP or CRLs.5.  Digest Algorithm Agility   While [RFC6698] specifies multiple digest algorithms, it does not   specify a protocol by which the SMTP client and TLSA record publisher   can agree on the strongest shared algorithm.  Such a protocol would   allow the client and server to avoid exposure to deprecated weaker   algorithms that are published for compatibility with less capable   clients.  When stronger algorithms are an option, deprecated   algorithms SHOULD be avoided.  Such a protocol is specified in   [RFC7671].  SMTP clients and servers that implement this   specification MUST comply with the requirements outlined inSection 9   of [RFC7671].6.  Mandatory TLS Security   An MTA implementing this protocol may require a stronger security   assurance when sending email to selected destinations.  The sending   organization may need to send sensitive email and/or may have   regulatory obligations to protect its content.  This protocol is not   in conflict with such a requirement and, in fact, can often simplify   authenticated delivery to such destinations.   Specifically, with domains that publish DANE TLSA records for their   MX hostnames, a sending MTA can be configured to use the receiving   domain's DANE TLSA records to authenticate the corresponding SMTP   server.  Authentication via DANE TLSA records is easier to manage, as   changes in the receiver's expected certificate properties are made on   the receiver end and don't require manually communicated   configuration changes.  With mandatory DANE TLS, when no usable TLSA   records are found, message delivery is delayed.  Thus, mail is only   sent when an authenticated TLS channel is established to the remote   SMTP server.   Administrators of mail servers that employ mandatory DANE TLS need to   carefully monitor their mail logs and queues.  If a partner domain   unwittingly misconfigures its TLSA records, disables DNSSEC, or   misconfigures SMTP server certificate chains, mail will be delayed   and may bounce if the issue is not resolved in a timely manner.Dukhovni & Hardaker          Standards Track                   [Page 27]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20157.  Note on DANE for Message User Agents   We note that SMTP is also used between Message User Agents (MUAs) and   Message Submission Agents (MSAs) [RFC6409].  In [RFC6186], a protocol   is specified that enables an MUA to dynamically locate the MSA based   on the user's email address.  SMTP connection security considerations   for MUAs implementing [RFC6186] are largely analogous to connection   security requirements for MTAs, and this specification could be   applied largely verbatim with DNS MX records replaced by   corresponding DNS Service (SRV) records [RFC7673].   However, until MUAs begin to adopt the dynamic configuration   mechanisms of [RFC6186], they are adequately served by more   traditional static TLS security policies.  Specification of DANE TLS   for MUA-to-MSA SMTP is left to future documents that focus   specifically on SMTP security between MUAs and MSAs.8.  Interoperability Considerations8.1.  SNI Support   To ensure that the server sends the right certificate chain, the SMTP   client MUST send the TLS SNI extension containing the TLSA base   domain.  This precludes the use of the Secure Socket Layer (SSL)   HELLO that is SSL 2.0 compatible by the SMTP client.   Each SMTP server MUST present a certificate chain (see[RFC5246],   Section 7.4.2) that matches at least one of the TLSA records.  The   server MAY rely on SNI to determine which certificate chain to   present to the client.  Clients that don't send SNI information may   not see the expected certificate chain.   If the server's TLSA records match the server's default certificate   chain, the server need not support SNI.  In either case, the server   need not include the SNI extension in its TLS HELLO, as simply   returning a matching certificate chain is sufficient.  Servers   MUST NOT enforce the use of SNI by clients, as the client may be   using unauthenticated opportunistic TLS and may not expect any   particular certificate from the server.  If the client sends no SNI   extension or sends an SNI extension for an unsupported domain, the   server MUST simply send some fallback certificate chain of its   choice.  The reason for not enforcing strict matching of the   requested SNI hostname is that DANE TLS clients are typically willing   to accept multiple server names but can only send one name in the SNI   extension.  The server's fallback certificate may match a different   name acceptable to the client, e.g., the original next-hop domain.Dukhovni & Hardaker          Standards Track                   [Page 28]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 20158.2.  Anonymous TLS Cipher Suites   Since many SMTP servers either do not support or do not enable any   anonymous TLS cipher suites, SMTP client TLS HELLO messages SHOULD   offer to negotiate a typical set of non-anonymous cipher suites   required for interoperability with such servers.  An SMTP client   employing pre-DANE opportunistic TLS MAY also include one or more   anonymous TLS cipher suites in its TLS HELLO.  SMTP servers that need   to interoperate with opportunistic TLS clients SHOULD be prepared to   interoperate with such clients by either always selecting a mutually   supported non-anonymous cipher suite or correctly handling client   connections that negotiate anonymous cipher suites.   Note that while SMTP server operators are under no obligation to   enable anonymous cipher suites, no security is gained by sending   certificates to clients that will ignore them.  Indeed, support for   anonymous cipher suites in the server makes audit trails more   informative.  Log entries that record connections that employed an   anonymous cipher suite record the fact that the clients did not care   to authenticate the server.9.  Operational Considerations9.1.  Client Operational Considerations   An operational error on the sending or receiving side that cannot be   corrected in a timely manner may, at times, lead to consistent   failure to deliver time-sensitive email.  The sending MTA   administrator may have to choose between allowing email to queue   until the error is resolved and disabling opportunistic or mandatory   DANE TLS (Section 6) for one or more destinations.  The choice to   disable DANE TLS security should not be made lightly.  Every   reasonable effort should be made to determine that problems with mail   delivery are the result of an operational error and not an attack.  A   fallback strategy may be to configure explicit out-of-band TLS   security settings if supported by the sending MTA.   SMTP clients may deploy opportunistic DANE TLS incrementally by   enabling it only for selected sites or may occasionally need to   disable opportunistic DANE TLS for peers that fail to interoperate   due to misconfiguration or software defects on either end.  Some   implementations MAY support DANE TLS in an "audit only" mode in which   failure to achieve the requisite security level is logged as a   warning and delivery proceeds at a reduced security level.  Unless   local policy specifies "audit only" or specifies that opportunistic   DANE TLS is not to be used for a particular destination, an SMTPDukhovni & Hardaker          Standards Track                   [Page 29]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   client MUST NOT deliver mail via a server whose certificate chain   fails to match at least one TLSA record when usable TLSA records are   found for that server.9.2.  Publisher Operational Considerations   Some MTAs enable STARTTLS selectively.  For example, they might only   support STARTTLS with clients that have previously demonstrated   "proper MTA behavior", e.g., by retrying the delivery of deferred   messages (greylisting).  If such an MTA publishes DANE TLSA records,   sending MTAs that implement this specification will not attempt the   initial cleartext SMTP transaction needed to establish the "proper   MTA behavior", because they cannot establish the required channel   security.  Server operators MUST NOT implement selective STARTTLS if   they also want to support DANE TLSA.   TLSA Publishers MUST follow the guidelines inSection 8 of [RFC7671].   TLSA Publishers SHOULD follow the TLSA publication size guidance   found inSection 10.1 of [RFC7671].   TLSA Publishers SHOULD follow the TLSA record TTL and signature   lifetime recommendations found inSection 13 of [RFC7671].10.  Security Considerations   This protocol leverages DANE TLSA records to implement MITM-resistant   Opportunistic Security [RFC7435] for SMTP.  For destination domains   that sign their MX records and publish signed TLSA records for their   MX hostnames, this protocol allows sending MTAs to securely discover   both the availability of TLS and how to authenticate the destination.   This protocol does not aim to secure all SMTP traffic, as that is not   practical until DNSSEC and DANE adoption are universal.  The   incremental deployment provided by following this specification is a   best possible path for securing SMTP.  This protocol coexists and   interoperates with the existing insecure Internet email backbone.   The protocol does not preclude existing non-opportunistic SMTP TLS   security arrangements, which can continue to be used as before via   manual configuration with negotiated out-of-band key and TLS   configuration exchanges.   Opportunistic SMTP TLS depends critically on DNSSEC for downgrade   resistance and secure resolution of the destination name.  If DNSSEC   is compromised, it is not possible to fall back on the public CA PKI   to prevent MITM attacks.  A successful breach of DNSSEC enables the   attacker to publish TLSA usage 3 certificate associations and therebyDukhovni & Hardaker          Standards Track                   [Page 30]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   bypass any security benefit the legitimate domain owner might hope to   gain by publishing usage 0 or usage 1 TLSA RRs.  Given the lack of   public CA PKI support in existing MTA deployments, avoiding   certificate usages 0 and 1 simplifies implementation and deployment   with no adverse security consequences.   Implementations must strictly follow Sections2.1.2,2.1.3,2.2,   2.2.1, 2.2.2, 2.2.3, 3.2, and 9.1 of this specification; these   sections indicate when it is appropriate to initiate a   non-authenticated connection or cleartext connection to an SMTP   server.  Specifically, in order to prevent downgrade attacks on this   protocol, implementations must not initiate a connection when this   specification indicates that a particular SMTP server must be   considered unreachable.11.  References11.1.  Normative References   [RFC1034]  Mockapetris, P., "Domain names - concepts and facilities",              STD 13,RFC 1034, DOI 10.17487/RFC1034, November 1987,              <http://www.rfc-editor.org/info/rfc1034>.   [RFC2119]  Bradner, S., "Key words for use in RFCs to Indicate              Requirement Levels",BCP 14,RFC 2119,              DOI 10.17487/RFC2119, March 1997,              <http://www.rfc-editor.org/info/rfc2119>.   [RFC3207]  Hoffman, P., "SMTP Service Extension for Secure SMTP over              Transport Layer Security",RFC 3207, DOI 10.17487/RFC3207,              February 2002, <http://www.rfc-editor.org/info/rfc3207>.   [RFC4033]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "DNS Security Introduction and Requirements",RFC 4033, DOI 10.17487/RFC4033, March 2005,              <http://www.rfc-editor.org/info/rfc4033>.   [RFC4034]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "Resource Records for the DNS Security Extensions",RFC 4034, DOI 10.17487/RFC4034, March 2005,              <http://www.rfc-editor.org/info/rfc4034>.   [RFC4035]  Arends, R., Austein, R., Larson, M., Massey, D., and S.              Rose, "Protocol Modifications for the DNS Security              Extensions",RFC 4035, DOI 10.17487/RFC4035, March 2005,              <http://www.rfc-editor.org/info/rfc4035>.Dukhovni & Hardaker          Standards Track                   [Page 31]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   [RFC5246]  Dierks, T. and E. Rescorla, "The Transport Layer Security              (TLS) Protocol Version 1.2",RFC 5246,              DOI 10.17487/RFC5246, August 2008,              <http://www.rfc-editor.org/info/rfc5246>.   [RFC5280]  Cooper, D., Santesson, S., Farrell, S., Boeyen, S.,              Housley, R., and W. Polk, "Internet X.509 Public Key              Infrastructure Certificate and Certificate Revocation List              (CRL) Profile",RFC 5280, DOI 10.17487/RFC5280, May 2008,              <http://www.rfc-editor.org/info/rfc5280>.   [RFC5321]  Klensin, J., "Simple Mail Transfer Protocol",RFC 5321,              DOI 10.17487/RFC5321, October 2008,              <http://www.rfc-editor.org/info/rfc5321>.   [RFC5598]  Crocker, D., "Internet Mail Architecture",RFC 5598,              DOI 10.17487/RFC5598, July 2009,              <http://www.rfc-editor.org/info/rfc5598>.   [RFC6066]  Eastlake 3rd, D., "Transport Layer Security (TLS)              Extensions: Extension Definitions",RFC 6066,              DOI 10.17487/RFC6066, January 2011,              <http://www.rfc-editor.org/info/rfc6066>.   [RFC6125]  Saint-Andre, P. and J. Hodges, "Representation and              Verification of Domain-Based Application Service Identity              within Internet Public Key Infrastructure Using X.509              (PKIX) Certificates in the Context of Transport Layer              Security (TLS)",RFC 6125, DOI 10.17487/RFC6125,              March 2011, <http://www.rfc-editor.org/info/rfc6125>.   [RFC6186]  Daboo, C., "Use of SRV Records for Locating Email              Submission/Access Services",RFC 6186,              DOI 10.17487/RFC6186, March 2011,              <http://www.rfc-editor.org/info/rfc6186>.   [RFC6672]  Rose, S. and W. Wijngaards, "DNAME Redirection in the              DNS",RFC 6672, DOI 10.17487/RFC6672, June 2012,              <http://www.rfc-editor.org/info/rfc6672>.   [RFC6698]  Hoffman, P. and J. Schlyter, "The DNS-Based Authentication              of Named Entities (DANE) Transport Layer Security (TLS)              Protocol: TLSA",RFC 6698, DOI 10.17487/RFC6698,              August 2012, <http://www.rfc-editor.org/info/rfc6698>.Dukhovni & Hardaker          Standards Track                   [Page 32]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015   [RFC7218]  Gudmundsson, O., "Adding Acronyms to Simplify              Conversations about DNS-Based Authentication of Named              Entities (DANE)",RFC 7218, DOI 10.17487/RFC7218,              April 2014, <http://www.rfc-editor.org/info/rfc7218>.   [RFC7671]  Dukhovni, V. and W. Hardaker, "The DNS-Based              Authentication of Named Entities (DANE) Protocol: Updates              and Operational Guidance",RFC 7671, DOI 10.17487/RFC7671,              October 2015, <http://www.rfc-editor.org/info/rfc7671>.11.2.  Informative References   [RFC1035]  Mockapetris, P., "Domain names - implementation and              specification", STD 13,RFC 1035, DOI 10.17487/RFC1035,              November 1987, <http://www.rfc-editor.org/info/rfc1035>.   [RFC2136]  Vixie, P., Ed., Thomson, S., Rekhter, Y., and J. Bound,              "Dynamic Updates in the Domain Name System (DNS UPDATE)",RFC 2136, DOI 10.17487/RFC2136, April 1997,              <http://www.rfc-editor.org/info/rfc2136>.   [RFC2181]  Elz, R. and R. Bush, "Clarifications to the DNS              Specification",RFC 2181, DOI 10.17487/RFC2181, July 1997,              <http://www.rfc-editor.org/info/rfc2181>.   [RFC4949]  Shirey, R., "Internet Security Glossary, Version 2",              FYI 36,RFC 4949, DOI 10.17487/RFC4949, August 2007,              <http://www.rfc-editor.org/info/rfc4949>.   [RFC6409]  Gellens, R. and J. Klensin, "Message Submission for Mail",              STD 72,RFC 6409, DOI 10.17487/RFC6409, November 2011,              <http://www.rfc-editor.org/info/rfc6409>.   [RFC7435]  Dukhovni, V., "Opportunistic Security: Some Protection              Most of the Time",RFC 7435, DOI 10.17487/RFC7435,              December 2014, <http://www.rfc-editor.org/info/rfc7435>.   [RFC7673]  Finch, T., Miller, M., and P. Saint-Andre, "Using              DNS-Based Authentication of Named Entities (DANE) TLSA              Records with SRV Records",RFC 7673, DOI 10.17487/RFC7673,              October 2015, <http://www.rfc-editor.org/info/rfc7673>.Dukhovni & Hardaker          Standards Track                   [Page 33]

RFC 7672        SMTP Security via Opportunistic DANE TLS    October 2015Acknowledgements   The authors would like to extend great thanks to Tony Finch, who   started the original version of a DANE SMTP document.  His work is   greatly appreciated and has been incorporated into this document.   The authors would like to additionally thank Phil Pennock for his   comments and advice on this document.   Acknowledgements from Viktor: Thanks to Paul Hoffman, who motivated   me to begin work on this memo and provided feedback on early draft   versions of this document.  Thanks to Patrick Koetter, Perry Metzger,   and Nico Williams for valuable review comments.  Thanks also to   Wietse Venema, who created Postfix, and whose advice and feedback   were essential to the development of the Postfix DANE implementation.Authors' Addresses   Viktor Dukhovni   Two Sigma   Email: ietf-dane@dukhovni.org   Wes Hardaker   Parsons   P.O. Box 382   Davis, CA  95617   United States   Email: ietf@hardakers.netDukhovni & Hardaker          Standards Track                   [Page 34]

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