diff --git a/lib/jekyll/regenerator.rb b/lib/jekyll/regenerator.rb
index 37107350..9c9300ce 100644
--- a/lib/jekyll/regenerator.rb
+++ b/lib/jekyll/regenerator.rb
@@ -119,7 +119,10 @@ module Jekyll
     def add_dependency(path, dependency)
       return if (metadata[path].nil? || @disabled)
 
-      metadata[path]["deps"] << dependency unless metadata[path]["deps"].include? dependency
+      if !metadata[path]["deps"].include? dependency
+        metadata[path]["deps"] << dependency
+        add(dependency) unless metadata.include?(dependency)
+      end
       regenerate? dependency
     end
 
diff --git a/test/test_regenerator.rb b/test/test_regenerator.rb
index 7dd39743..f1d4b8cb 100644
--- a/test/test_regenerator.rb
+++ b/test/test_regenerator.rb
@@ -224,6 +224,20 @@ class TestRegenerator < JekyllUnitTest
       assert @regenerator.modified?(@path)
     end
 
+    should "not regenerate again if multiple dependencies" do
+      multi_deps = @regenerator.metadata.select {|k,v| v['deps'].length > 2}
+      multi_dep_path = multi_deps.keys.first
+
+      assert @regenerator.metadata[multi_dep_path]["deps"].length > 2
+
+      assert @regenerator.modified?(multi_dep_path)
+
+      @site.process
+      @regenerator.clear_cache
+
+      refute @regenerator.modified?(multi_dep_path)
+    end
+
     should "regenerate everything if metadata is disabled" do
       @site.config["full_rebuild"] = true
       @regenerator.clear