NOTE: Unless linked elsewhere, the plug-ins listed are included with the default installation of Pidgin—it's just a matter of turning them on in Tools -> Plugins and, in some cases, configuring them.
Stay Smart Over IM with Text Replacement
It's easy to get sloppy on the grammar when you're chatting, but the Text Replacement plug-in's autocorrection macros seamlessly correct common typos on-the-fly. If you've got a particular grammar offense that's not included in Text Replacement by default, you can add your own corrections to the list. Wish you had this functionality in every program? Check out Texter (Windows), TextExpander (Mac), or Snippits (Linux). Encrypt Chat Sessions with Pidgin-Encrypt
Keep your IM sessions secure without hassle with the Pidgin-Encrypt plug-in. Back when Pidgin was still called GAIM, we showed you how easy it is to set up a secure chat session with this extension. To use Pidgin-Encrypt, download the installer from the Pidgin-Encrypt homepage, enable it in Tools -> Plugins, and then start a secure chat by clicking the padlock icon. UPDATE: A lot of readers are pointing out the Pidgin Off-the-Record plug-in, a more popular peer-reviewed encryption plug-in. The OTR homepage appears to be down at the moment so I haven't been able to try it out, but if you're looking for IM encryption, you may want to consider OTF rather than Pidgin-Encrypt. Start BitTorrent Downloads through Pidgin with Autoaccept
The Autoaccept plug-in allows you to set rules for automatically accepting file transfers from specific users. As I pointed out in the top 10 BitTorrent tools and tricks, this feature can, among other things, be especially handy for remotely starting up BitTorrent downloads. Keep Notified of Chats with Guifications
The Guifications plug-in notifies you of user status and incoming messages with a small pop-up window in the corner of your screen, similar to how Growl works with Adium on the Mac. You can customize the look, location, and what events will trigger a Guification alert so you're only distracted by a Guification pop-up when you really want to be. Get SMS Alerts of IMs While You're Away
If instant messaging is an extremely important part of what you do, the gSMS plug-in can keep you abreast of IMs even when you're away from your computer by sending an SMS message to your phone through Google Calendar, of all places. You'll need to download gSMS from the link above to add this plug-in to Pidgin.Remember Where You Left Off with Enhanced History
Pidgin comes with a built-in History plug-in that automatically inserts your last conversation with the current contact in your new conversation—especially handy if you're rejoining a conversation and want to pick up where you left off (after restarting your computer, for example). If that's enough for your needs, just flip the switch on it and you're set with the default plug-in. If you want more functionality, like the ability to display anywhere from zero to 255 previous conversations or limit chat histories by how long ago they occurred, the non-default Enhanced History plug-in is for you. Save Your Chat Sessions with SessionSave
This plug-in remembers the state of your Pidgin chat windows when you quit and re-opens your conversation windows just as you left them—sort of like the session saving function built into the Tab Mix Plus Firefox extension. Coupled with one of the History plug-ins above, you won't miss a beat if you have to quickly quit Pidgin or restart your computer.Add Now Playing Status to Pidgin
If you're terrible at setting your status or remembering to change it, let the MusicTracker plug-in update your status for you. The plug-in sets your status to whatever music you're listening to, works with tons of digital music players from iTunes and Winamp on Windows to Amarok and XMMS on Linux, and exactly what it displays is very customizable. Get Updates on New Releases with Release Notification
If you're a Pidgin die-hard, you'll definitely want to enable the Release Notification plug-in, which periodically checks for updates to Pidgin and alerts you whenever one is available.Theme Pidgin with the GTK Theme Selector or GTK+ Theme Control
Pidgin runs on both Windows and Linux using the GTK graphical environment, so theming Pidgin is as easy as using GTK's built-in theming tools. Here's how it works on Windows. First, you probably want to find a good-looking theme. A good place to start is at the Gnome Application Themes, where you can browse tons of GTK themes (like this one I'm using).
Found one? Download it and extract the contents to C:\Program Files\Common Files\GTK\2.0\share\themes (there should already be a few themes in there to give you an idea of what the results should look like). Now you just need to fire up the Gnome Theme Selector (it should be in your Start menu) and pick the theme you just installed.
Alternately, you could install the Pidgin GTK+ Theme Control plug-in, which allows you to adjust Pidgin's look directly from Pidgin.
