diff --git a/.themes/classic/source/_includes/archive_post.html b/.themes/classic/source/_includes/archive_post.html
index 1e291c1..b667b88 100644
--- a/.themes/classic/source/_includes/archive_post.html
+++ b/.themes/classic/source/_includes/archive_post.html
@@ -1,5 +1,5 @@
 {% capture category %}{{ post.categories | size }}{% endcapture %}
-<h1><a href="{{ site.root }}{{ post.url }}">{{post.title}}</a></h1>
+<h1><a href="{{ root_url }}{{ post.url }}">{{post.title}}</a></h1>
 <time datetime="{{ post.date | datetime }}" pubdate>{{ post.date | date: "<span class='month'>%b</span> <span class='day'>%d</span> <span class='year'>%Y</span>"}}</time>
 {% if category != '0' %}
 <footer>
diff --git a/.themes/classic/source/_includes/article.html b/.themes/classic/source/_includes/article.html
index a25691f..a658e34 100644
--- a/.themes/classic/source/_includes/article.html
+++ b/.themes/classic/source/_includes/article.html
@@ -1,7 +1,7 @@
 {% unless page.no_header %}
   <header>
     {% if index %}
-      <h1 class="entry-title"><a href="{{ site.root }}{{ post.url }}">{{ post.title | titlecase }}</a></h1>
+      <h1 class="entry-title"><a href="{{ root_url }}{{ post.url }}">{{ post.title | titlecase }}</a></h1>
     {% else %}
       <h1 class="entry-title">{{ page.title | titlecase }}</h1>
     {% endif %}
@@ -11,10 +11,10 @@
   </header>
 {% endunless %}
 {% if index %}
-  <div class="entry-content">{{ content | full_urls: site.root | exerpt | smart_quotes }}</div>
+  <div class="entry-content">{{ content | exerpt }}</div>
   <footer>
-    <a rel="full-article" href="{{ site.root }}{{ post.url }}">Read on &rarr;</a>
+    <a rel="full-article" href="{{ root_url }}{{ post.url }}">Read on &rarr;</a>
   </footer>
 {% else %}
-<div class="entry-content">{{ content | full_urls: site.root | smart_quotes }}</div>
+<div class="entry-content">{{ content }}</div>
 {% endif %}
diff --git a/.themes/classic/source/_includes/asides/pinboard.html b/.themes/classic/source/_includes/asides/pinboard.html
index bf65666..c89c3e7 100644
--- a/.themes/classic/source/_includes/asides/pinboard.html
+++ b/.themes/classic/source/_includes/asides/pinboard.html
@@ -12,7 +12,7 @@
     var pinboardInit = document.createElement('script');
     pinboardInit.type = 'text/javascript';
     pinboardInit.async = true;
-    pinboardInit.src = '{{ site.root }}/javascripts/pinboard.js';
+    pinboardInit.src = '{{ root_url }}/javascripts/pinboard.js';
     document.getElementsByTagName('head')[0].appendChild(pinboardInit);
   })();
 </script>
diff --git a/.themes/classic/source/_includes/asides/recent_posts.html b/.themes/classic/source/_includes/asides/recent_posts.html
index 9b8f47a..cc62814 100644
--- a/.themes/classic/source/_includes/asides/recent_posts.html
+++ b/.themes/classic/source/_includes/asides/recent_posts.html
@@ -3,7 +3,7 @@
   <ul id="recent_posts">
     {% for post in site.posts limit: site.recent_posts %}
       <li class="post">
-        <a href="{{ site.root }}{{ post.url }}">{{ post.title }}</a>
+        <a href="{{ root_url }}{{ post.url }}">{{ post.title }}</a>
       </li>
     {% endfor %}
   </ul>
diff --git a/.themes/classic/source/_includes/asides/twitter.html b/.themes/classic/source/_includes/asides/twitter.html
index d10d9e2..fe4eda6 100644
--- a/.themes/classic/source/_includes/asides/twitter.html
+++ b/.themes/classic/source/_includes/asides/twitter.html
@@ -9,7 +9,7 @@
       getTwitterFeed("{{site.twitter_user}}", {{site.twitter_tweet_count}}, {{site.twitter_show_replies}});
     });
   </script>
-  <script src="{{ site.root }}/javascripts/twitter.js" type="text/javascript"> </script>
+  <script src="{{ root_url }}/javascripts/twitter.js" type="text/javascript"> </script>
   {% if site.twitter_follow_button %}
     <a href="http://twitter.com/{{ site.twitter_user }}" class="twitter-follow-button" data-width="208px" data-show-count="{{ site.twitter_show_follower_count }}">Follow @{{ site.twitter_user }}</a>
   {% else %}
diff --git a/.themes/classic/source/_includes/head.html b/.themes/classic/source/_includes/head.html
index ea0cad7..34fb222 100644
--- a/.themes/classic/source/_includes/head.html
+++ b/.themes/classic/source/_includes/head.html
@@ -19,14 +19,14 @@
     <meta name="keywords" content="{{page.keywords}}"/>
   {% endif %}
 
-  <link href="{{ site.root }}/favicon.png" rel="shortcut icon" />
-  <link href="{{ site.root }}/stylesheets/screen.css" media="screen, projection" rel="stylesheet" type="text/css">
-  <script src="{{ site.root }}/javascripts/modernizr-2.0.js"></script>
+  <link href="{{ root_url }}/favicon.png" rel="shortcut icon" />
+  <link href="{{ root_url }}/stylesheets/screen.css" media="screen, projection" rel="stylesheet" type="text/css">
+  <script src="{{ root_url }}/javascripts/modernizr-2.0.js"></script>
   <script src="http://s3.amazonaws.com/ender-js/jeesh.min.js"></script>
-  <script src="{{ site.root }}/javascripts/octopress.js" type="text/javascript"></script>
+  <script src="{{ root_url }}/javascripts/octopress.js" type="text/javascript"></script>
   <link href='http://fonts.googleapis.com/css?family=PT+Serif:regular,italic,bold,bolditalic' rel='stylesheet' type='text/css'>
   <link href='http://fonts.googleapis.com/css?family=PT+Sans:regular,italic,bold,bolditalic' rel='stylesheet' type='text/css'>
-  <link href="{{ site.root }}/atom.xml" rel="alternate" title="{{site.title}}" type="application/atom+xml"/>
+  <link href="{{ root_url }}/atom.xml" rel="alternate" title="{{site.title}}" type="application/atom+xml"/>
   {% include google_analytics.html %}
   {% include google_plus_one.html %}
   {% include twitter_sharing.html %}
diff --git a/.themes/classic/source/_includes/header.html b/.themes/classic/source/_includes/header.html
index 411b6ab..35f9c05 100644
--- a/.themes/classic/source/_includes/header.html
+++ b/.themes/classic/source/_includes/header.html
@@ -1,5 +1,5 @@
 <hgroup>
-  <h1><a href="{{ site.root }}/">{{ site.title }}</a></h1>
+  <h1><a href="{{ root_url }}/">{{ site.title }}</a></h1>
   {% if site.subtitle %}
     <h2>{{ site.subtitle }}</h2>
   {% endif %}
diff --git a/.themes/classic/source/_includes/navigation.html b/.themes/classic/source/_includes/navigation.html
index 4518fcd..6ffe9a8 100644
--- a/.themes/classic/source/_includes/navigation.html
+++ b/.themes/classic/source/_includes/navigation.html
@@ -6,11 +6,11 @@
 </ul>
 <form action="{{ site.simple_search }}" method="get">
   <fieldset role="site-search">
-    <input type="hidden" name="q" value="site:{{ site.url | search_url }}" />
+    <input type="hidden" name="q" value="site:{{ site.url | shorthand_url }}" />
     <input class="search" type="text" name="q" results="0" placeholder="Search"/>
   </fieldset>
 </form>
-<ul role="navigation">
-  <li><a href="{{ site.root }}/">Blog</a></li>
-  <li><a href="{{ site.root }}/blog/archives">Archives</a></li>
+<ul role=main-navigation>
+  <li><a href="{{ root_url }}/">Blog</a></li>
+  <li><a href="{{ root_url }}/blog/archives">Archives</a></li>
 </ul>
diff --git a/.themes/classic/source/_layouts/default.html b/.themes/classic/source/_layouts/default.html
index fdb60de..f3c2400 100644
--- a/.themes/classic/source/_layouts/default.html
+++ b/.themes/classic/source/_layouts/default.html
@@ -1,10 +1,11 @@
+{% capture root_url %}{{ site.root | strip_slash }}{% endcapture %}
 {% include head.html %}
 <body {% if page.body_id %} id="{{ page.body_id }}" {% endif %} {% if page.sidebar == false %} class="no-sidebar" {% endif %}>
   <header>{% include header.html %}</header>
   <nav>{% include navigation.html %}</nav>
   <div id="main">
     <div id="content">
-      {{ content }}
+      {{ content | expand_urls: root_url | smart_quotes  }}
       {% unless page.sidebar == false %}
         <aside role=sidebar>{% include sidebar.html %}</aside>
       {% endunless %}
diff --git a/.themes/classic/source/_layouts/page.html b/.themes/classic/source/_layouts/page.html
index 5749b4d..a2fc41e 100644
--- a/.themes/classic/source/_layouts/page.html
+++ b/.themes/classic/source/_layouts/page.html
@@ -8,7 +8,7 @@ layout: default
     <h1 class="entry-title">{{ page.title | titlecase }}</h1>
     {% if page.date %}<p class="meta">{% include post/date.html %}</p>{% endif %}
   </header>
-  {{ content | full_urls: site.root | smart_quotes }}
+  {{ content }}
   {% unless page.footer == false %}
     <footer>
       {% if page.date %}<p class="meta">{% include post/date.html %}</p>{% endif %}
diff --git a/.themes/classic/source/index.html b/.themes/classic/source/index.html
index f1d97f9..4719cd1 100644
--- a/.themes/classic/source/index.html
+++ b/.themes/classic/source/index.html
@@ -14,13 +14,13 @@ footer: false
 <nav role="pagination">
   <div>
     {% if paginator.next_page %}
-      <a class="prev" href="{{ site.root }}/page{{paginator.next_page}}/">&larr; Older</a>
+      <a class="prev" href="/page{{paginator.next_page}}/">&larr; Older</a>
     {% endif %}
-    <a href="{{ site.root }}/blog/archives">Blog Archives</a>
+    <a href="/blog/archives">Blog Archives</a>
     {% if paginator.previous_page and paginator.previous_page > 1 %}
-      <a class="next" href="{{ site.root }}/page{{paginator.previous_page}}/">Newer &rarr;</a>
+      <a class="next" href="/page{{paginator.previous_page}}/">Newer &rarr;</a>
     {% elsif paginator.previous_page %}
-      <a class="next" href="{{ site.root }}/">Newer &rarr;</a>
+      <a class="next" href="/">Newer &rarr;</a>
     {% endif %}
   </div>
 </nav>
diff --git a/plugins/category_generator.rb b/plugins/category_generator.rb
index c2e9a46..e636781 100644
--- a/plugins/category_generator.rb
+++ b/plugins/category_generator.rb
@@ -130,7 +130,7 @@ module Jekyll
     #
     def category_links(categories)
       dir = @context.registers[:site].config['category_dir']
-      root_url = @context.registers[:site].config['root']
+      root_url = @context.registers[:site].config['root'].sub(/\/$/, '')
       categories = categories.sort!.map do |item|
         "<a class='category' href='#{root_url}/#{dir}/#{item.gsub(/_|\W/, '-')}/'>#{item}</a>"
       end
diff --git a/plugins/custom_filters.rb b/plugins/custom_filters.rb
index 0a7604f..5b49363 100644
--- a/plugins/custom_filters.rb
+++ b/plugins/custom_filters.rb
@@ -20,15 +20,23 @@ module OctopressFilters
   end
 
   # Replaces relative urls with full urls
-  def full_urls(input, url='')
-    url ||= ''
+  def expand_urls(input, url='')
+    url ||= '/'
     input.gsub /(\s+(href|src)\s*=\s*["|']{1})(\/[^\"'>]+)/ do
       $1+url+$3
     end
   end
 
-  # Returns a url without the http:// for use in as a search modifier eg. 'search terms site:website.com'
-  def search_url(input)
+  # Removes trailing forward slash from a string for easily appending url segments
+  def strip_slash(input)
+    if input =~ /(.+)\/$|^\/$/
+      input = $1
+    end
+    input
+  end
+
+  # Returns a url without the protocol (http://)
+  def shorthand_url(input)
     input.gsub /(https?:\/\/)(\S+)/ do
       $2
     end