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Fix nested repeat operator warnings in Ruby 3.3 - #662

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Fix nested repeat operator warnings in Ruby 3.3#662
svm1048 wants to merge 1 commit into
rapid7:mainfrom
svm1048:fix-ruby33-regex-warnings

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@svm1048

@svm1048 svm1048 commented Mar 4, 2026

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This PR resolves the nested repeat operator warnings thrown by Ruby 3.3 during fingerprinting.

Ruby 3.3's regex engine is much stricter and warns when redundant operators are used (e.g., (?:[a-z]+)?). I've audited the XML databases and updated these redundant +)? patterns to their mathematical equivalent *) (zero or more) to silence the warnings while preserving the exact same fingerprinting logic.

Tested locally with bundle exec rspec (195,555 examples, 0 failures).

Resolves rapid7/metasploit-framework issue #20121 (RegEx Replacement Warning in smb_version)

@cdelafuente-r7

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Thank you @svm1048 for looking into this.

There is a corner case that we need to consider with these changes. Using (.*) can result in a different outcome than (.+)? if the captured data is not present. Look at this example:

3.3.8 :010 > "foo123bar".match(/foo(.*)bar/)
 => #<MatchData "foo123bar" 1:"123">
3.3.8 :011 > "foobar".match(/foo(.*)bar/)
 => #<MatchData "foobar" 1:"">
3.3.8 :012 > "foo123bar".match(/foo(.+)?bar/)
 => #<MatchData "foo123bar" 1:"123">
3.3.8 :013 > "foobar".match(/foo(.+)?bar/)
 => #<MatchData "foobar" 1:nil>

As you can see, (.*) will capture an empty string "" when the capture group is not present. On the other hand, (.+)? captures nil.

This can be an issue if the logic rely on this capture group being "nil" or not, like this part of #match method in the ruby-recog gem:

      replacements.each_pair do |replacement_k, replacement_vs|
        replacement_vs.each do |replacement|
          if result[replacement]
            result[replacement_k] = result[replacement_k].gsub(/\{#{replacement}\}/, result[replacement])
          else
            # if the value uses an interpolated value that does not exist, in general this could be
            # very bad, but over time we have allowed the use of regexes with
            # optional captures that are then used for parts of the asserted
            # fingerprints.  This is frequently done for optional version
            # strings.  If the key in question is cpe23 and the interpolated
            # value we are trying to replace is version related, use the CPE
            # standard of '-' for the version, otherwise raise and exception as
            # this code currently does not handle interpolation of undefined
            # values in other cases.
            raise "Invalid use of nil interpolated non-version value #{replacement} in non-cpe23 fingerprint param #{replacement_k}" unless replacement_k =~ (/\.cpe23$/) && replacement =~ (/\.version$/)

            result[replacement_k] = result[replacement_k].gsub(/\{#{replacement}\}/, '-')

          end

https://github.com/rapid7/recog-ruby/blob/733225e0d46501e32f1c9fe7606f8f998f091a31/lib/recog/fingerprint.rb#L112-L130

Here the code takes different branches according to if result[replacement]. When no version is present, result[replacement] will be nil with old regex (.+)? and "" with the fix in place (.*). As a result, the code will take different branch since nil is falsy and "" is truthy.

I could confirm this adding this an example without version in the xml/http_servers.xml file (using LiteSpeed Enterprise instead of LiteSpeed/5.2.8 Enterprise).

  <fingerprint pattern="^LiteSpeed\/?([\d.]+)?(?: \S+)?">
    <description>LiteSpeed</description>
    <example>LiteSpeed Enterprise</example>
    <param pos="0" name="service.vendor" value="LiteSpeed Technologies"/>
    <param pos="0" name="service.product" value="LiteSpeed Web Server"/>
    <param pos="1" name="service.version"/>
    <param pos="0" name="service.cpe23" value="cpe:/a:litespeedtech:litespeed_web_server:{service.version}"/>
  </fingerprint>

I put a break point after this block code and run ruby bin/recog_verify xml/http_servers.xml. Here are the results:

  • with (.+)?
$ ruby bin/recog_verify xml/http_servers.xml
[+] pry-byebug loaded

From: /Users/cdelafuente/.rvm/gems/ruby-3.3.8@recog/gems/recog-3.1.26/lib/recog/fingerprint.rb:136 Recog::Fingerprint#match:

    131:         end
    132:       end
    133:       require 'pry';binding.pry if match_string =~ /LiteSpeed/
    134:
    135:       # After performing interpolation, remove temporary keys from results
 => 136:       result.each_pair do |k, _|
    137:         result.delete(k) if k.start_with?('_tmp.')
    138:       end
    139:
    140:       result
    141:     end

[1] pry(#<Recog::Fingerprint>)> result
=> {"matched"=>"LiteSpeed", "service.vendor"=>"LiteSpeed Technologies", "service.product"=>"LiteSpeed Web Server", "service.version"=>nil, "service.cpe23"=>"cpe:/a:litespeedtech:litespeed_web_server:-", "service.protocol"=>"http", "fingerprint_db"=>"http_header.server"}
[2] pry(#<Recog::Fingerprint>)> result["service.version"]
=> nil
[3] pry(#<Recog::Fingerprint>)> result["service.cpe23"]
=> "cpe:/a:litespeedtech:litespeed_web_server:-"
  • with (.*)
$ ruby bin/recog_verify xml/http_servers.xml
[+] pry-byebug loaded

From: /Users/cdelafuente/.rvm/gems/ruby-3.3.8@recog/gems/recog-3.1.26/lib/recog/fingerprint.rb:136 Recog::Fingerprint#match:

    131:         end
    132:       end
    133:       require 'pry';binding.pry if match_string =~ /LiteSpeed/
    134:
    135:       # After performing interpolation, remove temporary keys from results
 => 136:       result.each_pair do |k, _|
    137:         result.delete(k) if k.start_with?('_tmp.')
    138:       end
    139:
    140:       result
    141:     end

[1] pry(#<Recog::Fingerprint>)> result
=> {"matched"=>"LiteSpeed", "service.vendor"=>"LiteSpeed Technologies", "service.product"=>"LiteSpeed Web Server", "service.version"=>"", "service.cpe23"=>"cpe:/a:litespeedtech:litespeed_web_server:", "service.protocol"=>"http", "fingerprint_db"=>"http_header.server"}
[2] pry(#<Recog::Fingerprint>)> result["service.version"]
=> ""
[3] pry(#<Recog::Fingerprint>)> result["service.cpe23"]
=> "cpe:/a:litespeedtech:litespeed_web_server:"

You can see the results are different (notice the hyphen added to the service.cpe23 value).

So, it looks like the bug is also in the ruby-recog code. The same branch should be taken if the the value is nil or empty. Something along these lines:

if result[replacement] && !result[replacement].empty?

Note that I found this example in ruby-recog, but there might be others. The code should be audited to make sure there is nothing that changes whether a captured value is nil or "".

Once the code is fix, we can land this PR with the regex updates.

@cdelafuente-r7 cdelafuente-r7 left a comment

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It looks like these changes are not necessary and won't produce a warning with ruby v3.3. Please, can you confirm this really fixes the original issue?

Also, it looks like this regex in xml/snmp_sysdescr.xml does produce a warning:
"^Linux, Cisco(?: Small Business)? (RV[0-9]+(?:[A-Z]+)?(?:-[A-Z]+[0-9]+)?).+Version (\d+(?:\.\d+)+)"

<fingerprint pattern="^Linux, Cisco(?: Small Business)? (RV[0-9]+(?:[A-Z]+)?(?:-[A-Z]+[0-9]+)?).+Version (\d+(?:\.\d+)+)">

ruby -e 'Regexp.new("^Linux, Cisco(?: Small Business)? (RV[0-9]+(?:[A-Z]+)?(?:-[A-Z]+[0-9]+)?).+Version (\d+(?:\.\d+)+)")'
-e:1: warning: nested repeat operator '+' and '?' was replaced with '*' in regular expression

Comment thread xml/http_servers.xml
</fingerprint>

<fingerprint pattern="^Oracle-HTTP-Server(?:(?:-(?:\d{2}[cg]\/?)?([\d.]+)?(?:\/[\d.]+)?)?(?:.{0,512}\([TF]?[HSUGMN]?(?:;max-age=\d+(?:\+\d+)?)?(?:;age=\d+)?;ecid=[^)]+\))?)?$">
<fingerprint pattern="^Oracle-HTTP-Server(?:(?:-(?:\d{2}[cg]\/?)?([\d.]+)?(?:\/[\d.]+)?)?(?:.{0,512}\([TF]?[HSUGMN]?(?:;max-age=\d+(?:\+\d*))?(?:;age=\d+)?;ecid=[^)]+\))?)?$">

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This change is not semantically equivalent. (?:\+\d+)? (optional: + followed by one-or-more digits) is different than (?:\+\d*) (required: + followed by zero-or-more digits - no outer ?).

If a server sends max-age=1800 without +<value>, the old regex will still capture it, while the new one will not match, causing the full (?:;max-age=...) outer group to fail.

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Also, is this change necessary? I'm wondering if the original regex causes a warning using ruby 3.3.8:

ruby -e 'Regexp.new(/^Oracle-HTTP-Server(?:(?:-(?:\d{2}[cg]\/?)?([\d.]+)?(?:\/[\d.]+)?)?(?:.{0,512}\([TF]?[HSUGMN]?(?:;max-age=\d+(?:\+\d+)?)?(?:;age=\d+)?;ecid=[^)]+\))?)?$/)'

Comment thread xml/http_servers.xml
</fingerprint>

<fingerprint pattern="^LiteSpeed\/?([\d.]+)?(?: \S+)?">
<fingerprint pattern="^LiteSpeed\/?([\d.]*)(?: \S+)?">

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Same here, it looks like no warning is returned with this regex:

ruby -e 'Regexp.new("^LiteSpeed\/?([\d.]+)?(?: \S+)?")'

I checked the other changes and none of them seems to produce a warning. Please, can you check if these changes are really necessary?

@cdelafuente-r7 cdelafuente-r7 moved this from In Progress to Waiting on Contributor in Metasploit Kanban Apr 8, 2026
@cdelafuente-r7

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Anything I can do to help @svm1048 ?

@kx7m2qd

kx7m2qd commented Aug 2, 2026

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Since this has been quiet since May, happy to take this over if @svm1048 isn't able to continue — no worries either way if you'd rather wait.

Based on the review above, the right approach seems to be:

  1. Audit each pattern individually against Ruby 3.3.8 directly (not assume +)? always warns — several of the current changes don't, per your testing above).
  2. For patterns that do warn, find a semantically equivalent fix per case rather than a blanket (.+)? → (.*) substitution, since that changes nil vs "" capture behavior.
  3. Separately raise the recog-ruby fingerprint.rb nil-vs-empty-string branching bug you found — that seems like a real correctness issue independent of the regex warnings themselves, worth its own fix/PR.

Let me know if that scope sounds right, or if you'd want the fingerprint.rb fix split out separately from the regex audit.

@cdelafuente-r7

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Hi @kx7m2qd, sure, go ahead. I would prefer the fingerprint.rb fix in a separate PR, which should include reproduction steps, issue description, etc.
Thanks!

@kx7m2qd kx7m2qd mentioned this pull request Aug 23, 2026
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@kx7m2qd

kx7m2qd commented Aug 23, 2026

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Went through every pattern in xml/ against Ruby directly rather than assuming
+)? always warns only one actually does: the Cisco RV pattern in
snmp_sysdescr.xml, same one you flagged. Everything else in the original diff
doesn't warn and I left it alone.

Fix: (?:[A-Z]+)? -> (?:[A-Z]*) inside the RV model group. It's non-capturing,
so there's no nil-vs-empty-string risk - both forms match the exact same
language. Checked it against all the examples in the fixture plus a
synthetic RV320W case, captures are identical before and after.

@cdelafuente-r7

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Closing this PR, as it has been superseded by #682

@github-project-automation github-project-automation Bot moved this from Waiting on Contributor to Done in Metasploit Kanban Aug 25, 2026
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RegEx Replacement Warning in smb_version

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