Ok, after I properly setup the scope to handle my DSLR with a T-adaptor I still fail to get focus. I am manually taking shots and focusing at the sharpest location however it seems either my DSLR is set to AF autofocus or its not at infinity.

Here is my newest shot of Sirius the star in Canis Major:
12 seconds
ISO 1600

Much better than my first attempt at Sirius here:

Astrophotography Focus Issues