[squid-users] LEGACY_SERVER_CONNECT, ALLOW_UNSAFE_LEGACY_RENEGOTIATION does not work - SSL bump, OpenSSL 3

Amish anon.amish at gmail.com
Wed Dec 28 07:32:52 UTC 2022


Hi Alex,

Thanks again for your reply.

To find answers to your questions, I added few debugs() lines to 
PeerOptions.cc.

The diff file (patch) is attached.

It prints parsedOptions and options retrieved from SSL context and 
session objects at several stages.

Here is tls_outgoing_options setting:

$ grep tls_outgoing_options /etc/squid/squid.conf
tls_outgoing_options \
     cafile=/etc/ssl/cert.pem \
cipher=ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-RSA-CHACHA20-POLY1305:ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-GCM-SHA384:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-AES128-SHA256:ECDHE-RSA-AES128-SHA256:ECDHE-ECDSA-AES128-SHA:ECDHE-RSA-AES256-SHA384:ECDHE-RSA-AES128-SHA:ECDHE-ECDSA-AES256-SHA384:ECDHE-ECDSA-AES256-SHA:ECDHE-RSA-AES256-SHA:DHE-RSA-AES128-SHA256:DHE-RSA-AES128-SHA:DHE-RSA-AES256-SHA256:DHE-RSA-AES256-SHA:ECDHE-ECDSA-DES-CBC3-SHA:ECDHE-RSA-DES-CBC3-SHA:EDH-RSA-DES-CBC3-SHA:AES128-GCM-SHA256:AES256-GCM-SHA384:AES128-SHA256:AES256-SHA256:AES128-SHA:AES256-SHA:DES-CBC3-SHA:!DSS 
\
     options=0x4


Here is what squid logs on reload i.e. on parsing the squid.conf

$ systemctl reload squid
$ tail -f /var/log/squid/cache.log  |grep -i 'openssl\|parsed'
2022/12/28 12:19:30.596 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:30.598 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:30.723 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=4
2022/12/28 12:19:30.729 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:30.729 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:32.147 kid1| 83,5| PeerOptions.cc(447) parseOptions: 
INFO: TLS parsedOptions(1)=0
2022/12/28 12:19:32.147 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:33.524 kid1| 83,5| PeerOptions.cc(447) parseOptions: 
INFO: TLS parsedOptions(1)=0
2022/12/28 12:19:33.532 kid1| 83,5| PeerOptions.cc(547) parseOptions: 
INFO: TLS parsedOptions(3)=0
2022/12/28 12:19:33.695 kid1| 83,5| PeerOptions.cc(447) parseOptions: 
INFO: TLS parsedOptions(1)=0
2022/12/28 12:19:33.695 kid1| 83,5| PeerOptions.cc(643) 
updateContextOptions: set OpenSSL options for context=0x562a5387fe30, 
parsedOptions=0
2022/12/28 12:19:33.695 kid1| 83,5| PeerOptions.cc(645) 
updateContextOptions: get OpenSSL options for context=0x562a5387fe30, 
getOptions=1179648
2022/12/28 12:19:33.708 kid1| 83,5| PeerOptions.cc(447) parseOptions: 
INFO: TLS parsedOptions(1)=0
2022/12/28 12:19:33.708 kid1| 83,5| PeerOptions.cc(643) 
updateContextOptions: set OpenSSL options for context=0x562a53e6e740, 
parsedOptions=0
2022/12/28 12:19:33.708 kid1| 83,5| PeerOptions.cc(645) 
updateContextOptions: get OpenSSL options for context=0x562a53e6e740, 
getOptions=1179648

It seems that squid parses the options multiple times and only once it 
gets the value as 4. Rest are parsed as 0.

The value of 1179648 (0x120000) corresponds to SSL_OP_NO_COMPRESSION 
(0x20000) and SSL_OP_ENABLE_MIDDLEBOX_COMPAT. (0x100000)


Now lets reproduce the issue:

$ curl --no-progress-meter -kx 127.0.0.1:8080 https://www.jio.com |grep 
'TLS\|SSL'
<pre>[No Error] (TLS code: 
SQUID_TLS_ERR_CONNECT+TLS_LIB_ERR=A000152+TLS_IO_ERR=1)</pre>
<p>Failed to establish a secure connection: error:0A000152:SSL 
routines::unsafe legacy renegotiation disabled</p>

So, as we can see, we are still not able to access the site.

Lets see what cache.log has to say.

$ tail -f /var/log/squid/cache.log  |grep -i 'openssl\|parsed'
2022/12/28 12:31:09.971 kid1| 83,5| PeerOptions.cc(447) parseOptions: 
INFO: TLS parsedOptions(1)=0
2022/12/28 12:31:09.971 kid1| 83,5| PeerOptions.cc(643) 
updateContextOptions: set OpenSSL options for context=0x562a53eb14e0, 
parsedOptions=0
2022/12/28 12:31:09.971 kid1| 83,5| PeerOptions.cc(645) 
updateContextOptions: get OpenSSL options for context=0x562a53eb14e0, 
getOptions=1179648

Strangely parsedOptions was zero and not 4!

Now we can answer your questions as below.


On 27/12/22 21:52, Alex Rousskov wrote:
> On 12/27/22 10:42, Amish wrote:
>> On 26/12/22 21:31, Alex Rousskov wrote:
>>> tls_outgoing_options options=0x4,0x40000
>
>> With numeric hex values, I do not see the ERROR on stderr.
>
>> But it still does not seem to be working as expected. Squid still 
>> does not open the page and gives same legacy negotiation error.
>
> There are still many unknowns (from my point of view), including:
>
> 1. Does OpenSSL accept the above options? You ask that question below.

Google search shows some projects using OpenSSL v3 where there is 
mention to use above option when a similar error occurred to them.

But in our case, its clear that squid does not pass value 4 to SSL 
context, hence we do not know yet if OpenSSL accepts above options.


> 2. Does Squid indeed stare at the server, as expected?
> 3. Does Squid apply the accepted options when staring at the server?

A comment for parseOptions() in PeerOptions.cc states this:

/**
  * Pre-parse TLS options= parameter to be applied when the TLS objects 
created.
  * Options must not used in the case of peek or stare bump mode.
  */
void Security::PeerOptions::parseOptions()

So it appears that TLS options is NOT used for peek as well as stare. 
But why? I am not sure.

How do I make squid use it for 'stare' atleast?


> 4. Why does TLS negotiation fail despite those options applied,
>    especially since it succeeds with using openssl s_client

It possibly fails because options are not applied by squid.

So, where do I check next on why parsedOptions is still set to 0 and why 
its not used for 'stare'?

Thanks and regards,

Amish.
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