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.

I think I've managed to fix the crashes caused by loading PDB files. It was happening fairly often today, but I found some details here:
http://doar-e.github.io/blog/2013/09/09/pinpointing-heap-related-issues-ollydbg2-off-by-one-story/

OllyDbg is closed-source, so the fix involves editing the binary (just a single instruction though).

The decompiled code in the article shows this line:
	u->mem1_ov = (unsigned int *)Memalloc(12 * (nb_lines + 1), 3);
Increasing the size passed to Memalloc here seems to avoid the bug.
I did that by changing the instruction at 0x004CE5E3 from
	lea edx, [edx*2+edx]
to
	lea edx, [edx*4+edx]

The CRC32 of my original ollydbg.exe is 0x464dbcdb.
With this patch, it should become 0x8376f767.
Version is '2.01 (beta 2)', by the way.

Now OllyDbg reliably uses the debug data generated by cv2pdb for executables generated by DMD. I hope this fix works for you too.

On Wednesday, 21 October 2015 at 16:16:59 UTC, Cauterite wrote:
> I think I've managed to fix the crashes caused by loading PDB files. It was happening fairly often today, but I found some details here:
> http://doar-e.github.io/blog/2013/09/09/pinpointing-heap-related-issues-ollydbg2-off-by-one-story/
>
> [...]

Nice blog, thanks for sharing the info.

Cheers
Stew

Would just like to report that I've been using (patched) OllyDbg extensively with D over the last few months, and it's been sweet. Very stable, lots of useful features, definitely my first choice for debugging 32-bit D code on windows.

I've spent a little time with x64dbg too, but its feature set is still pretty minimal by comparison. Does seem to support PDB data at least, so it's useful.

I eagerly await OllyDbg64 :)

On Sunday, 24 July 2016 at 17:47:29 UTC, Cauterite wrote:
> Would just like to report that I've been using (patched) OllyDbg extensively with D over the last few months, and it's been sweet. Very stable, lots of useful features, definitely my

Nice, I've been using it from time to time. I hope 64bit Ollydbg has not been abandoned.