We'll create fresh WordPress site with Custom Smilies Directory installed. You have 20 minutes to test the plugin after that site we'll be deleted.
Custom Smilies Directory is a plugin that tells WordPress to load Smilies from your theme’s directory. This allows you to use custom Smilies without loosing them when you update WordPress.
Since version 1.1 plugin will check that the smilies folder exists in the active theme. If it doesn’t, it will load the default WordPress smilies and show an error notice in the admin panel letting the user know he has to upload the smilies to the theme directory.
You can find many pack in the Internet, by googling for them or searching on sites like deviantArt.com. You can also check out two packs i made a some time ago: Pack #1 – Pack #2.