<blockquote>
  <p>Note that this question continues from <a href="https://stackoverflow.com/questions/15414/">Is it possible to coax Visual Studio 2008 into using italics for comments?</a></p>
</blockquote>

<p>If the long question title got you, here's the problem:</p>

<blockquote>
  <p>How to convert the style property of the Consolas Italic font to Bold without actually modifying any of its actual glyphs? That is, we want the font to be still the same (i.e., Italic) we merely want the OS to believe that it's now a Bold font.</p>
</blockquote>

<p>Please just don't mention the name of a tool (Ex: fontforge), but describe the steps to achieve this or point to such a description.</p>

Alright, I've successfully used FontForge to create a copy of Consolas (although this should work with any font) with the bold style actually being italics.
These are the steps that I followed:
Install
FontForge
. It's a lot easier to do this on linux than on windows/cygwin. I used a Ubuntu VM ("sudo apt-get install fontforge").
Open Consola.ttf (the "normal" style font) in FontForge.
Select Element -> Font Info.
Change the Fontname, Family Name, and Name for Humans, all to the same thing. I used 'ConsolasVS'.
Click Ok. Click 'Yes' to let FontForge generate a new GUID for the font.
Select File -> Generate Fonts. Make sure you've got "TrueType" selected. Uncheck "Validate before saving". Click Save.
Now open Consolai.ttf (the italic style font) in FontForge.
Go back to Element -> Font Info.
Change the Font names as before, and where it currently says "Italic", change that to "Bold".
Go to the OS/2 tab, change the font weight to "700 Bold".
Go to the Mac tab, change the style set to Bold.
Click Ok. Allow a new GUID to be generated again.
File -> Generate Fonts, as before.
Copy your two new ttf files into your \Windows\FONTS\ folder.
You can now have nice italic comments with Consolas in VS2008. Hooray!