Finally got my setup upgraded. Now my setup looks like this:
Creative X-Fi Titanium -> Klipsch Promedia 2.1
Creative X-Fi Titanium -> Blue Jeans Audio Optical -> Audio-GD NFB-2 -> Blue Jeans Audio RCA -> Audio-GD C-2C -> HD650/SR325i/SRH840/MDR-V6
Player setup for headphones playback is Foobar2000 -> Wasapi w/ crossfeed -> out to optical.
Blue Jeans Cable, for you cable believers and non believers makes a truly high end quality cable. What I mean is, for cable believers, it's a great entry level product. For non believers, it's the only cable you should ever buy. The build quality is fantastic and you should never ever need to replace them due to failure. They're just made fantastically.
http://www.bluejeanscable.com/For those not familiar with Audio_GD, they're a chinese firm. If I understand the history right, they started life by improving upon the Zero DAC/AMP, then progressed into flat out replacing it at a slightly higher cost (but drastically improved audio quality) and finally finished it's domination of the low end space with the sparrow and the fun. Now, they have higher end offerings, the NFB-2 is their highest end single ended dac, and the C-2C is an older variation of their highest end single ended amplifier. In short, what I have is the top end from audio-gd prior to going into a balanced setup, which I doubt I will ever do, although I am sorely tempted to get a C-2 because they look so much nicer.
http://www.audio-gd.com/En%20audio-gd.htm