diff --git a/Gemfile b/Gemfile
index 5b69d4c..95959dd 100644
--- a/Gemfile
+++ b/Gemfile
@@ -6,11 +6,11 @@ gem 'rake'
 
 require 'rbconfig'
 
-if Config::CONFIG['target_os'] =~ /darwin/i
+if RbConfig::CONFIG['target_os'] =~ /darwin/i
   gem 'rb-fsevent',   '>= 0.4.0'
   gem 'growl_notify', '~> 0.0.1'
 end
-if Config::CONFIG['target_os'] =~ /linux/i
+if RbConfig::CONFIG['target_os'] =~ /linux/i
   gem 'rb-inotify', '>= 0.8.4'
   gem 'libnotify',  '~> 0.3.0'
 end
diff --git a/lib/guard/less.rb b/lib/guard/less.rb
index 47a9ed8..834c46e 100644
--- a/lib/guard/less.rb
+++ b/lib/guard/less.rb
@@ -123,12 +123,25 @@ def mtime_including_imports(file)
       mtimes = [mtime(file)]
       File.readlines(file).each do |line|
         if line =~ /^\s*@import ['"]([^'"]+)/
-          imported = File.join(File.dirname(file), $1)
-          mtimes << if imported =~ /\.le?ss$/ # complete path given ?
+          basename = $1
+          imported = File.join(File.dirname(file), basename)
+          import_mtime = if imported =~ /\.le?ss$/ # complete path given ?
             mtime(imported)
           else # we need to add .less or .lss
             [mtime("#{imported}.less"), mtime("#{imported}.lss")].max
           end
+          # Could be from one of the import paths
+          if import_mtime == 0 and options[:import_paths]
+            options[:import_paths].each do |path|
+              imported = File.join(path, basename)
+              import_mtime = [import_mtime, if imported =~ /\.le?ss$/ # complete path given ?
+                mtime(imported)
+              else # we need to add .less or .lss
+                [mtime("#{imported}.less"), mtime("#{imported}.lss")].max
+              end].max
+            end
+          end
+          mtimes << import_mtime
         end
       end
       mtimes.max
diff --git a/spec/guard/less_spec.rb b/spec/guard/less_spec.rb
index 3983003..9a1e98d 100644
--- a/spec/guard/less_spec.rb
+++ b/spec/guard/less_spec.rb
@@ -74,7 +74,7 @@
     let(:guard) { Guard::Less.new([watcher]) }
 
     let(:guard_with_one_to_one_action) do
-      watcher.action = lambda {|m| "yep/#{m[1]}.less" }
+      watcher.action = lambda {|m| "yes/#{m[1]}.less" }
       Guard::Less.new([watcher])
     end
 
@@ -93,7 +93,7 @@
     end
 
     it 'executes .run passing all watched LESS files while observing actions provided' do
-      guard_with_one_to_one_action.should_receive(:run).with(['yep/a.less', 'yep/b.less'])
+      guard_with_one_to_one_action.should_receive(:run).with(['yes/a.less', 'yes/b.less'])
       guard_with_one_to_one_action.run_all
     end
 
@@ -127,7 +127,7 @@
     end
 
     context 'if watcher misconfigured to match CSS' do
-      let(:guard) { Guard::Less.new([Guard::Watcher.new('^yes/.+\.css$')], :output => nil) }
+      let(:guard) { Guard::Less.new([Guard::Watcher.new(%r{^yes/.+\.css$})], :output => nil) }
 
       it 'does not overwrite CSS' do
         guard.should_not_receive(:compile)
@@ -166,6 +166,23 @@
           guard.run(['yes/a.less'])
         end
       end
+
+      context 'but LESS file has an import in an import_path more recently modified than CSS' do
+        before do
+          guard.options[:import_paths] = ['lib/styles']
+          write_stub_less_file('yes/a.less', import=true)
+          write_stub_less_file('lib/styles/b.less')
+          # touch with :mtime option doesn't seem to work?
+          FileUtils.touch(['yes/a.css', 'lib/styles/b.less'])
+          File.utime(Time.now - 5, Time.now - 5, 'yes/a.less')
+          File.utime(Time.now - 3, Time.now - 3, 'yes/a.css')
+        end
+
+        it 'compiles the importing LESS file' do
+          guard.should_receive(:compile)
+          guard.run(['yes/a.less'])
+        end
+      end
     end
 
     context 'when CSS is out of date' do