diff --git a/lib/middleman/base.rb b/lib/middleman/base.rb
index a0a0cf96..315dc2b0 100644
--- a/lib/middleman/base.rb
+++ b/lib/middleman/base.rb
@@ -17,7 +17,7 @@ module Middleman
     set :css_dir, "stylesheets"
     set :images_dir, "images"
     set :build_dir, "build"
-    set :http_prefix, "/"
+    set :http_prefix, nil
     
     use Rack::ConditionalGet if environment == :development
     
diff --git a/lib/middleman/features/relative_assets.rb b/lib/middleman/features/relative_assets.rb
index 97959c99..88e694b5 100644
--- a/lib/middleman/features/relative_assets.rb
+++ b/lib/middleman/features/relative_assets.rb
@@ -10,18 +10,23 @@ class << Middleman::Base
     rescue
     end
     
-    path = pre_relative_asset_url(path, prefix, request)
     if path.include?("://")
+      pre_relative_asset_url(path, prefix, request)
+    elsif path[0,1] == "/"
       path
     else
-      path = path[1,path.length-1] if path[0,1] == '/'
+      path = File.join(prefix, path) if prefix.length > 0
       request_path = request.path_info.dup
-      request_path << self.class.index_file if path.match(%r{/$})
+      request_path << self.index_file if path.match(%r{/$})
       request_path.gsub!(%r{^/}, '')
       parts = request_path.split('/')
-    
+
       if parts.length > 1
-        "../" * (parts.length - 1) + path
+        arry = []
+        (parts.length - 1).times { arry << ".." }
+        arry << path
+        File.join(*arry)
+        #"../" * (parts.length - 1) + path
       else
         path
       end
diff --git a/lib/middleman/helpers.rb b/lib/middleman/helpers.rb
index 8eabea96..abf986ff 100644
--- a/lib/middleman/helpers.rb
+++ b/lib/middleman/helpers.rb
@@ -1,8 +1,7 @@
 module Middleman
   class Base
     def self.asset_url(path, prefix="", request=nil)
-      base_url = File.join(self.http_prefix, prefix)
-      path.include?("://") ? path : File.join(base_url, path)
+      path.include?("://") ? path : File.join(self.http_prefix || "/", prefix, path)
     end
   end
   
diff --git a/lib/middleman/sass.rb b/lib/middleman/sass.rb
index 72a4a2ed..d85c96d1 100644
--- a/lib/middleman/sass.rb
+++ b/lib/middleman/sass.rb
@@ -1,4 +1,5 @@
 require "sass"
+#gem "compass-edge"
 require "compass"
 
 module Middleman
@@ -75,8 +76,8 @@ class Middleman::Base
       config.output_style          = :nested
       config.css_dir               = File.join(File.basename(self.public), self.css_dir)
       config.images_dir            = File.join(File.basename(self.public), self.images_dir)      
-      config.http_images_path      = self.http_images_path rescue File.join(self.http_prefix, self.images_dir)
-      config.http_stylesheets_path = self.http_css_path rescue File.join(self.http_prefix, self.css_dir)
+      config.http_images_path      = self.http_images_path rescue File.join(self.http_prefix || "/", self.images_dir)
+      config.http_stylesheets_path = self.http_css_path rescue File.join(self.http_prefix || "/", self.css_dir)
       config.asset_cache_buster { false }
       
       config.add_import_path(config.sass_dir)
diff --git a/spec/fixtures/sample/public/stylesheets/auto-css.css b/spec/fixtures/sample/public/stylesheets/auto-css.css
new file mode 100644
index 00000000..e69de29b
diff --git a/spec/fixtures/sample/public/stylesheets/sub1/auto-css.css b/spec/fixtures/sample/public/stylesheets/sub1/auto-css.css
new file mode 100644
index 00000000..e69de29b
diff --git a/spec/fixtures/sample/public/stylesheets/sub1/sub2/auto-css.css b/spec/fixtures/sample/public/stylesheets/sub1/sub2/auto-css.css
new file mode 100644
index 00000000..e69de29b
diff --git a/spec/fixtures/sample/views/auto-css.html.haml b/spec/fixtures/sample/views/auto-css.html.haml
new file mode 100644
index 00000000..36324bb3
--- /dev/null
+++ b/spec/fixtures/sample/views/auto-css.html.haml
@@ -0,0 +1 @@
+= auto_stylesheet_link_tag
\ No newline at end of file
diff --git a/spec/fixtures/sample/views/page-classes.html.haml b/spec/fixtures/sample/views/page-classes.html.haml
new file mode 100644
index 00000000..0a933c0a
--- /dev/null
+++ b/spec/fixtures/sample/views/page-classes.html.haml
@@ -0,0 +1 @@
+= page_classes
\ No newline at end of file
diff --git a/spec/helpers_spec.rb b/spec/helpers_spec.rb
new file mode 100644
index 00000000..da15e8cb
--- /dev/null
+++ b/spec/helpers_spec.rb
@@ -0,0 +1,45 @@
+require 'rack/test'
+require File.join(File.dirname(__FILE__), "spec_helper")
+
+base = ::Middleman::Base
+base.set :root, File.join(File.dirname(__FILE__), "fixtures", "sample")
+
+describe "page_classes helper" do
+  it "should generate root paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/page-class.html")
+    browser.last_response.body.chomp.should == "page-class"
+  end
+  
+  it "should generate 1-deep paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/sub1/page-class.html")
+    browser.last_response.body.chomp.should == "sub1 sub1_page-class"
+  end
+
+  it "should generate 2-deep paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/sub1/sub2/page-class.html")
+    browser.last_response.body.chomp.should == "sub1 sub1_sub2 sub1_sub2_page-class"
+  end
+end
+
+describe "auto_stylesheet_link_tag helper" do
+  it "should generate root paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/auto-css.html")
+    browser.last_response.body.chomp.should include("stylesheets/auto-css.css")
+  end
+  
+  it "should generate 1-deep paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/sub1/auto-css.html")
+    browser.last_response.body.chomp.should include("stylesheets/sub1/auto-css.css")
+  end
+
+  it "should generate 2-deep paths correctly" do
+    browser = Rack::Test::Session.new(Rack::MockSession.new(base.new))
+    browser.get("/sub1/sub2/auto-css.html")
+    browser.last_response.body.chomp.should include("stylesheets/sub1/sub2/auto-css.css")
+  end
+end
\ No newline at end of file