I’m worried about the fact that this means a certificate that was issued for 
and intended to be used by a particular IP address is now potentially usable on 
any arbitrary IP address via this behavior.  Though I haven’t thought it all 
the through yet, it seems to me to be likely that there are use cases where 
this has at least mild unexpected security consequences.  Bonus points if you 
find a way this makes it easier to collect traffic intended for that IP from a 
different IP.

On .in-addr.arpa certificates, I’ve been trying to find out why there are web 
servers running on those domains since I was at my previous employer over five 
years ago, and have been periodically asking about them:

https://www.mail-archive.com/dev-security-policy@lists.mozilla.org/msg11410.html

If anyone knows why they exist, I’d love to know.

Also, if IP certificates are getting more common again, I’d love to hear about 
those use cases as they’re not on my radar at this time.  When I wrote the 
ballot for validation of IP addresses, it was a royal pain and took a few years 
because no one was actually interested in them.  My impression was that they 
were slowly going away with time, but I haven’t looked at the numbers recently.

-Tim

From: TLS <tls-boun...@ietf.org> On Behalf Of Erik Nygren
Sent: Wednesday, July 27, 2022 4:59 PM
To: David Benjamin <david...@chromium.org>
Cc: TLS@ietf.org
Subject: Re: [TLS] Representing IP addresses in SNI -- proposed draft

Both of these are very good concerns about the compatibility risk.
I think David's alternative of having a new extension (eg, server_name_ip)
might address a bunch of the issues and be cleaner than any of the other hacks.
It would have a higher implementation overhead, but also might be more likely 
to be deployable.

I checked search.censys.io<http://search.censys.io> and there appear to be 
around 150M certificates
with IP addresses in them that it is aware of, and that is pretty much a 
guarantee
that some of them will break with sending something new in an existing SNI 
extension...

    Erik


On Wed, Jul 27, 2022 at 4:16 PM David Benjamin 
<david...@chromium.org<mailto:david...@chromium.org>> wrote:
I agree this is quite a compatibility risk. In addition to messing with SNI 
lookup, there are servers that try to correlate TLS SNI and HTTP Host. Indeed, 
when we accidentally sent IP literals in SNI, we broke a server that tried to 
do that but got very confused by the colons in an IPv6 literal. That server 
would likely also be confused by this draft, less by syntax and more by 
SNI/Host mismatch. I would be surprised if this option were viable.

Another option, which doesn't require redefining existing fields, is to simply 
allocate a new extension. Though I agree with Martin that one would expect the 
server to know its own IP. If you implicitly interpret a missing server_name 
extension as "I want the IP cert for this connection's IP", it's already 
unambiguous. Granted, there may be edge cases because missing server_name can 
also mean "I want the default cert" and perhaps your "default" cert and IP cert 
are different.

On Wed, Jul 27, 2022 at 12:17 PM Martin Thomson 
<m...@lowentropy.net<mailto:m...@lowentropy.net>> wrote:
Hi Erik,

As far as it goes, this might work.  However, I'm not sure about the effect of 
this on compatibility.  I'm concerned that maybe this would end up causing some 
servers to choke.  Servers that receive SNI can sometimes use that SNI value to 
lookup the correct certificate.  Your design could have those servers searching 
for a certificate that doesn't exist.

Anything along these lines would need to be tested for compatibility - 
extensively - before it could even be trialed.

(I never saw the DDR as having deployment problems along these lines.  It isn't 
THAT hard to know your own IP address for that purpose.)

On Wed, Jul 27, 2022, at 14:38, Erik Nygren wrote:
> Following discussions in ADD around the DDR draft (as well as in UTA
> around Martin Thomson's PR to add IP address SANs to 6125-bis),
> I wrote up a draft on how IP addresses might be represented in SNI:
>
>       https://datatracker.ietf.org/doc/draft-nygren-tls-ip-in-sni/
>
> There are at least three different ways we could do it, but this draft
> proposes what seems to be the least bad while also talking about the
> other alternatives.  (I suspect we'd want to move the alternatives
> to an appendix or remove entirely from a final version.)
>
> Is this interesting to the working group?
> While IP address SANs have a bunch of corner cases and gaps,
> they do seem to be picking up new uses.
>
> What motivated me to realize we need to solve this is that
> draft-ietf-add-ddr uses IP SANs in a new way.  Rather than the
> client connecting to an IP address and expecting to see a SAN
> (where returning a cert associated with the IP address containing
> a SAN that the client connected to is straight-forward),
> DDR has clients connecting to a different IP and then
> expects to find an original IP also in the SAN list.
> This means that for an ISP with a large number of IPs
> (or using a services who operates DoH service on-behalf
> of many entities), you'd need to quickly/wastefully burn through IPv4
> addresses to enable a unique cert per original IP.
>
>     Erik
>
>
> ---------- Forwarded message ---------
> From: <internet-dra...@ietf.org<mailto:internet-dra...@ietf.org>>
> Date: Wed, Jul 27, 2022 at 2:20 PM
> Subject: New Version Notification for draft-nygren-tls-ip-in-sni-00.txt
> To: Erik Nygren <erik+i...@nygren.org<mailto:erik%2bi...@nygren.org> 
> <mailto:erik%2bi...@nygren.org<mailto:erik%252bi...@nygren.org>>>,
> Rich Salz <rs...@akamai.com<mailto:rs...@akamai.com>>
>
>
>
> A new version of I-D, draft-nygren-tls-ip-in-sni-00.txt
> has been successfully submitted by Erik Nygren and posted to the
> IETF repository.
>
> Name:           draft-nygren-tls-ip-in-sni
> Revision:       00
> Title:          Representing IP addresses in TLS Server Name Indication
> (SNI)
> Document date:  2022-07-27
> Group:          Individual Submission
> Pages:          7
> URL:
> https://www.ietf.org/archive/id/draft-nygren-tls-ip-in-sni-00.txt
> Status:
> https://datatracker.ietf.org/doc/draft-nygren-tls-ip-in-sni/
> Htmlized:
> https://datatracker.ietf.org/doc/html/draft-nygren-tls-ip-in-sni
>
>
> Abstract:
>    This specification provides a mechanism for clients to send IP
>    addresses in a TLS Server Name Indication (SNI) extension as part of
>    TLS handshakes, allowing servers to return a certificate containing
>    that subjectAltName.  This is done by converting the IP address to a
>    special-use domain name.
>
>
>
>
> The IETF Secretariat
>
>
> _______________________________________________
> TLS mailing list
> TLS@ietf.org<mailto:TLS@ietf.org>
> https://www.ietf.org/mailman/listinfo/tls

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