diff --git a/lib/ruby-lint/analysis/loop_keywords.rb b/lib/ruby-lint/analysis/loop_keywords.rb
index 6a95f2f..927aa23 100644
--- a/lib/ruby-lint/analysis/loop_keywords.rb
+++ b/lib/ruby-lint/analysis/loop_keywords.rb
@@ -24,6 +24,11 @@ module Analysis
     class LoopKeywords < Base
       register 'loop_keywords'
 
+      def after_initialize
+        @loop_nesting = 0
+        super
+      end
+
       ##
       # List of keywords that can only be used inside a loop.
       #
@@ -44,11 +49,11 @@ class LoopKeywords < Base
 
       STATEMENTS.each do |statement|
         define_method("on_#{statement}") do
-          @allow_keyword = true
+          @loop_nesting += 1
         end
 
         define_method("after_#{statement}") do
-          @allow_keyword = false
+          @loop_nesting -= 1
         end
       end
 
@@ -57,7 +62,7 @@ class LoopKeywords < Base
       # @param [RubyLint::AST::Node] node
       #
       def verify_keyword(keyword, node)
-        if current_scope.type != :block and !@allow_keyword
+        if current_scope.type != :block and @loop_nesting.zero?
           error("#{keyword} can only be used inside a loop/block", node)
         end
       end
diff --git a/spec/ruby-lint/analysis/loop_keywords_spec.rb b/spec/ruby-lint/analysis/loop_keywords_spec.rb
index 022677b..c27d905 100644
--- a/spec/ruby-lint/analysis/loop_keywords_spec.rb
+++ b/spec/ruby-lint/analysis/loop_keywords_spec.rb
@@ -71,6 +71,13 @@
       report.entries.should be_empty
     end
 
+    it 'does not error when using break inside outer nested loop' do
+      code   = 'while true; while true; end; break; end'
+      report = build_report(code, described_class)
+
+      report.entries.should be_empty
+    end
+
     it 'does not error when using break inside an until loop' do
       code   = 'until true; break; end'
       report = build_report(code, described_class)