diff --git a/Library/Homebrew/Gemfile.lock b/Library/Homebrew/Gemfile.lock
index 5f32a0c99b..e9bdeb3b42 100644
--- a/Library/Homebrew/Gemfile.lock
+++ b/Library/Homebrew/Gemfile.lock
@@ -7,7 +7,7 @@ GEM
       minitest (>= 5.1)
       tzinfo (~> 2.0)
       zeitwerk (~> 2.3)
-    addressable (2.8.4)
+    addressable (2.8.5)
       public_suffix (>= 2.0.2, < 6.0)
     ast (2.4.2)
     bindata (2.4.15)
diff --git a/Library/Homebrew/sorbet/rbi/gems/addressable@2.8.4.rbi b/Library/Homebrew/sorbet/rbi/gems/addressable@2.8.5.rbi
similarity index 98%
rename from Library/Homebrew/sorbet/rbi/gems/addressable@2.8.4.rbi
rename to Library/Homebrew/sorbet/rbi/gems/addressable@2.8.5.rbi
index 7bf1311db0..5614b0f339 100644
--- a/Library/Homebrew/sorbet/rbi/gems/addressable@2.8.4.rbi
+++ b/Library/Homebrew/sorbet/rbi/gems/addressable@2.8.5.rbi
@@ -138,6 +138,7 @@ class Addressable::URI
   def domain; end
   def dup; end
   def empty?; end
+  def encode_with(coder); end
   def eql?(uri); end
   def extname; end
   def fragment; end
@@ -149,6 +150,7 @@ class Addressable::URI
   def hostname; end
   def hostname=(new_hostname); end
   def inferred_port; end
+  def init_with(coder); end
   def inspect; end
   def ip_based?; end
   def join(uri); end
@@ -252,7 +254,7 @@ Addressable::URI::CharacterClasses::SUB_DELIMS = T.let(T.unsafe(nil), String)
 Addressable::URI::CharacterClasses::UNRESERVED = T.let(T.unsafe(nil), String)
 Addressable::URI::EMPTY_STR = T.let(T.unsafe(nil), String)
 class Addressable::URI::InvalidURIError < ::StandardError; end
-Addressable::URI::NONE = T.let(T.unsafe(nil), Object)
+module Addressable::URI::NONE; end
 Addressable::URI::NORMPATH = T.let(T.unsafe(nil), Regexp)
 module Addressable::URI::NormalizeCharacterClasses; end
 Addressable::URI::NormalizeCharacterClasses::FRAGMENT = T.let(T.unsafe(nil), Regexp)
@@ -268,8 +270,8 @@ Addressable::URI::RULE_2B_2C = T.let(T.unsafe(nil), Regexp)
 Addressable::URI::RULE_2D = T.let(T.unsafe(nil), Regexp)
 Addressable::URI::RULE_PREFIXED_PARENT = T.let(T.unsafe(nil), Regexp)
 Addressable::URI::SELF_REF = T.let(T.unsafe(nil), String)
-Addressable::URI::SEQUENCE_ENCODING_TABLE = T.let(T.unsafe(nil), Hash)
-Addressable::URI::SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE = T.let(T.unsafe(nil), Hash)
+Addressable::URI::SEQUENCE_ENCODING_TABLE = T.let(T.unsafe(nil), Array)
+Addressable::URI::SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE = T.let(T.unsafe(nil), Array)
 Addressable::URI::SLASH = T.let(T.unsafe(nil), String)
 Addressable::URI::URIREGEX = T.let(T.unsafe(nil), Regexp)
 module Addressable::VERSION; end
diff --git a/Library/Homebrew/vendor/bundle/bundler/setup.rb b/Library/Homebrew/vendor/bundle/bundler/setup.rb
index e747b191cd..96d50c7ec0 100644
--- a/Library/Homebrew/vendor/bundle/bundler/setup.rb
+++ b/Library/Homebrew/vendor/bundle/bundler/setup.rb
@@ -30,7 +30,7 @@ $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/zeitwerk-2.6.11/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/activesupport-6.1.7.4/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/public_suffix-5.0.3/lib")
-$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/addressable-2.8.4/lib")
+$:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/addressable-2.8.5/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/ast-2.4.2/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/gems/bindata-2.4.15/lib")
 $:.unshift File.expand_path("#{__dir__}/../#{RUBY_ENGINE}/#{Gem.ruby_api_version}/extensions/universal-darwin-22/#{Gem.extension_api_version}/msgpack-1.7.2")
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/data/unicode.data b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/data/unicode.data
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/data/unicode.data
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/data/unicode.data
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable.rb
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable.rb
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna.rb
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna.rb
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna/native.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna/native.rb
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna/native.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna/native.rb
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna/pure.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna/pure.rb
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/idna/pure.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/idna/pure.rb
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/template.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/template.rb
similarity index 100%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/template.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/template.rb
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/uri.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/uri.rb
similarity index 98%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/uri.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/uri.rb
index 50ccdaf517..08ee3348a7 100644
--- a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/uri.rb
+++ b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/uri.rb
@@ -344,17 +344,13 @@ module Addressable
     ##
     # Tables used to optimize encoding operations in `self.encode_component`
     # and `self.normalize_component`
-    SEQUENCE_ENCODING_TABLE = Hash.new do |hash, sequence|
-      hash[sequence] = sequence.unpack("C*").map do |c|
-        format("%02x", c)
-      end.join
-    end
+    SEQUENCE_ENCODING_TABLE = (0..255).map do |byte|
+      format("%02x", byte).freeze
+    end.freeze
 
-    SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE = Hash.new do |hash, sequence|
-      hash[sequence] = sequence.unpack("C*").map do |c|
-        format("%%%02X", c)
-      end.join
-    end
+    SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE = (0..255).map do |byte|
+      format("%%%02X", byte).freeze
+    end.freeze
 
     ##
     # Percent encodes a URI component.
@@ -421,16 +417,17 @@ module Addressable
       component = component.dup
       component.force_encoding(Encoding::ASCII_8BIT)
       # Avoiding gsub! because there are edge cases with frozen strings
-      component = component.gsub(character_class) do |sequence|
-        SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE[sequence]
+      component = component.gsub(character_class) do |char|
+        SEQUENCE_UPCASED_PERCENT_ENCODING_TABLE[char.ord]
       end
       if upcase_encoded.length > 0
-        upcase_encoded_chars = upcase_encoded.chars.map do |char|
-          SEQUENCE_ENCODING_TABLE[char]
+        upcase_encoded_chars = upcase_encoded.bytes.map do |byte|
+          SEQUENCE_ENCODING_TABLE[byte]
         end
         component = component.gsub(/%(#{upcase_encoded_chars.join('|')})/,
                                    &:upcase)
       end
+
       return component
     end
 
@@ -560,10 +557,9 @@ module Addressable
         leave_re = if leave_encoded.length > 0
           character_class = "#{character_class}%" unless character_class.include?('%')
 
-          "|%(?!#{leave_encoded.chars.flat_map do |char|
-            seq = SEQUENCE_ENCODING_TABLE[char]
-            [seq.upcase, seq.downcase]
-          end.join('|')})"
+          bytes = leave_encoded.bytes
+          leave_encoded_pattern = bytes.map { |b| SEQUENCE_ENCODING_TABLE[b] }.join('|')
+          "|%(?!#{leave_encoded_pattern}|#{leave_encoded_pattern.upcase})"
         end
 
         character_class = if leave_re
@@ -2396,6 +2392,25 @@ module Addressable
       @validation_deferred = false
     end
 
+    def encode_with(coder)
+      instance_variables.each do |ivar|
+        value = instance_variable_get(ivar)
+        if value != NONE
+          key = ivar.to_s.slice(1..-1)
+          coder[key] = value
+        end
+      end
+      nil
+    end
+
+    def init_with(coder)
+      reset_ivs
+      coder.map.each do |key, value|
+        instance_variable_set("@#{key}", value)
+      end
+      nil
+    end
+
   protected
     SELF_REF = '.'
     PARENT = '..'
@@ -2569,7 +2584,7 @@ module Addressable
       @query = nil
     end
 
-    NONE = Object.new.freeze
+    NONE = Module.new.freeze
 
     private_constant :NONE
   end
diff --git a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/version.rb b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/version.rb
similarity index 98%
rename from Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/version.rb
rename to Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/version.rb
index 6899157fb4..fe6a62f4f4 100644
--- a/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.4/lib/addressable/version.rb
+++ b/Library/Homebrew/vendor/bundle/ruby/2.6.0/gems/addressable-2.8.5/lib/addressable/version.rb
@@ -23,7 +23,7 @@ if !defined?(Addressable::VERSION)
     module VERSION
       MAJOR = 2
       MINOR = 8
-      TINY  = 4
+      TINY  = 5
 
       STRING = [MAJOR, MINOR, TINY].join('.')
     end