diff --git a/Library/Homebrew/cmd/outdated.rb b/Library/Homebrew/cmd/outdated.rb
index 7a6e353eea..692e1d75d3 100644
--- a/Library/Homebrew/cmd/outdated.rb
+++ b/Library/Homebrew/cmd/outdated.rb
@@ -18,21 +18,21 @@ module Homebrew
   def outdated_brews(formulae)
     formulae.map do |f|
       all_versions = []
-      same_tap_versions = []
+      older_or_same_tap_versions = []
       f.rack.subdirs.each do |dir|
         keg = Keg.new dir
         version = keg.version
         all_versions << version
-        same_or_head_version = f.version == version || version.head?
+        older_version = f.version <= version
 
         tap = Tab.for_keg(keg).tapped_from
         same_or_path_url_tap = f.tap == tap || tap == HOMEBREW_PATH_URL_TAP
-        if same_or_path_url_tap || same_or_head_version
-          same_tap_versions << version
+        if same_or_path_url_tap || older_version
+          older_or_same_tap_versions << version
         end
       end
 
-      if same_tap_versions.all? { |version| f.pkg_version > version }
+      if older_or_same_tap_versions.all? { |version| f.pkg_version > version }
         yield f, all_versions if block_given?
         f
       end