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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(Thanks for the catches Gydion...Many of these descriptions are copied over from Navagon's old list, and may indeed be outdated.)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)