OllyDbg

[Cauterite via Digitalmars-d-debugger]

I'm surprised OllyDbg hasn't been mentioned in this group before. 
For 32-bit Windows it's certainly a viable option; vastly 
preferable over WinDBG for sure.

Here's how I have it set up: http://imgur.com/53a4iUS
You can see its support for PDB debugging information, with the 
source listed next to the disassembly. Obviously you'll need to 
use cv2pdb to make use of it though.
(I don't enable the source view very often though, since it makes 
Olly crash fairly regularly on my system.)

When using OllyDbg it's useful to place breakpoints in the source 
code, since the hundreds of pages of disassembly can be hard to 
navigate; DebugBreak() from kernel32.dll serves this purpose.

Lastly, if you're considering using OllyDbg, first consider 
http://x64dbg.com/
I haven't tested it out much, but it seems to have a fairly 
similar feature set to Olly, with additional support for 64-bit 
code. Hopefully it's more stable too.