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How about Open Broadcaster Software? Link: http://obsproject.com/

It is very handy for not only doing recording through file output, but also handy for livestreaming for absolutely no charge. While it does requiring know what settings to specify, it can be very handy. It supports various livestream services.
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A_Future_Pilot: OK, all finished!! Give the site a good once-over and see if you notice anything I did wrong. As always, continue to give me more suggestions as you think of them! :)
Clipx*
Adds a cache to your keyboard. Remembers your last 25 ctrl-c/x images, files or text and lets you paste them.

Shouldn't that be Adds a cache to your clipboard?

Both DOSBox & Boxer descriptions could use updating. DOSBox is specifically cross-platform, including OS X to Solaris sparc. Boxer's a bit more than DOSBox for Macs.
Updated :)

Added Open Broadcaster Software and fixed descriptions on ClipX, DOSBox and Boxer (Thanks for the catches Gydion...Many of these descriptions are copied over from Navagon's old list, and may indeed be outdated.)
I'd like to recommend you FastStone Image Viewer
That should probably go to Graphic & Web Design / Other on your website.
Website: http://www.faststone.org/FSViewerDetail.htm
Description form official website: FastStone Image Viewer is a fast, stable, user-friendly image browser, converter and editor.
It's free for home users. I'm using it, and find it very convenient.

Thank you for maintaining this list, great job.
You're very welcome :)

I added it to the Image Viewers section.
Hmmm... thought I's posted in here about CAMSTUDIO

"CamStudio is able to record all screen and audio activity on your computer and create industry-standard AVI video files and using its built-in SWF Producer can turn those AVIs into lean, mean, bandwidth-friendly Streaming Flash videos (SWFs) "

Allows for a lot of tweaking, although with the version I have (not the latest) it doesnt take gradiation in images very well and leaves some mean sized files regardless of what I do (some codec setups I cant get to work). But if you're willing to piddle about it could do what you need!

Example from a few years ago: https://www.dropbox.com/s/jwoporvqbpvfa4w/EX11.wmv

(excuse the low quality - was exported with mobile devices in mind, but you can see the gradiation problems nontheless - i'm actually looking for something that could do a better job if anyone knows of anything)
Finally updated. Sorry for the delay
STDU Viewer

STDU Viewer is a free viewer for multiple file formats. The goal of this software is to replace the multiple document viewers with a single simple application. STDU Viewer supports TIFF, PDF, DjVu, FB2, XPS, JBIG2 document formats.
Sumatra PDF.

Sumatra PDF is a free PDF, eBook (ePub, Mobi), XPS, DjVu, CHM, Comic Book (CBZ and CBR) reader for Windows.
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Dawnreader: STDU Viewer

STDU Viewer is a free viewer for multiple file formats. The goal of this software is to replace the multiple document viewers with a single simple application. STDU Viewer supports TIFF, PDF, DjVu, FB2, XPS, JBIG2 document formats.
Thanks! Added to the "Other" section
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JudasIscariot: Sumatra PDF.

Sumatra PDF is a free PDF, eBook (ePub, Mobi), XPS, DjVu, CHM, Comic Book (CBZ and CBR) reader for Windows.
Thanks for the suggestion, but it's actually already there under "PDF Readers" :)
Post edited June 11, 2014 by A_Future_Pilot
I'm a fan of KDE software myself.

Amarok (amarok.kde.org) - Music player with lyric fetching, Wikipedia integration, and stuff. Works great cross-platform.
Gwenview (http://gwenview.sourceforge.net/) - Image viewer for pretty much any format. Sadly, on Windows specifically it crashes on opening an file, so may not be worth listing.
Okular (okular.kde.org) - Document viewer. Supports PDF, PS, Tiff, CHM, DjVu, Images, DVI, XPS, ODT, Fiction Book, Comic Book, Plucker, EPub, Fax, Mobipocket.
Kate (kate-editor.org) - Programmer's editor. Syntax highlighting for 180+ languages, auto-indent, bracket matching, etc. Plugins for building, debugging, SQL databases, mail, and more. I can't claim to have used anywhere near what Kate offers, but what I have used works well.

Available for linux in any package repo. For Windows, there's an installer at windows.kde.org that works basically like a linux package manager.

Also, git because there should be a SCM to go with all the programming editors and IDEs in the list.
PyCharm Community Edition
One of the best Python IDEs. Full product is commercial, but the CE is free.

MongoDB
IMO pretty awesome document oriented database.

Neo4j Community Edition
Graph database. If you don't know what that is - just have a look.

PostGreSQL
This one shouldn't be missing.

Also there doesn't seem to be a server category? The you could include software like Apache, NodeJs etc.
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JudasIscariot: Sumatra PDF. [...]
Highly recommended if you want a clean and very fast PDF reader.
Post edited June 12, 2014 by TParis
Azzul - CD, DVD, removable drives, hard drives - organizer

eLibrary - Electronic books library organizer

BiblioteQ - professional cataloging and library management suite

Sisimizi Game Catalog - catalog and manage video game collections

PotPlayer advanced multimedia player, reads archived videos

Double Commander open source file manager inspired by Total Commander

oCam(Screen Recorder) minimal desktop recorder, records some games too
Post edited June 12, 2014 by darkplanetar
Lightworks
http://www.lwks.com/
Video editing software. Little odd in how it does things, so bit of a learning curve.

The catch for the free version?
Must register.
Only supports 720p h264 mp4 output (good 'nuff for youtube).