Well it looks like it automagicly fixed itself (i helped a little by re-creating the project from scratch using an application that's bundled with JUCE called Introjucer, it manages your project and spits out APP-specific project files for XCode VS and now C::B). The breakpoint is getting hit on start, you can close this thread if you want.
Anyway now the output is:
Building to ensure sources are up-to-date
Selecting target:
Debug
Adding source dir: C:\devel\ctrlr\Builds\Generated\Windows\StandaloneCB\
Adding source dir: C:\devel\
Adding file: C:\devel\ctrlr\Builds\Generated\Windows\StandaloneCB\bin\Debug\Ctrlr-Debug.exe
Changing directory to: C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB/.
Set variable: PATH=.;C:\MinGW\bin;C:\MinGW;c:\msvc\bin;c:\msvc;C:\Program Files (x86)\Microsoft Visual Studio 10.0\Common7\IDE;C:\Windows\System32;C:\Windows;C:\Windows\System32\wbem;C:\Windows\System32\WindowsPowerShell\v1.0;C:\Program Files (x86)\QuickTime\QTSystem;C:\MinGW\libexec\gcc\mingw32\4.7.2;C:\Program Files (x86)\Java\jre1.6.0_35\bin;C:\msvc\bin;C:\msvc\Tools
[debug]Command-line: C:\MinGW\bin\gdb.exe -nx -fullname -quiet -args C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB/bin/Debug/Ctrlr-Debug.exe
[debug]Working dir : C:\devel\ctrlr\Builds\Generated\Windows\StandaloneCB
Starting debugger: C:\MinGW\bin\gdb.exe -nx -fullname -quiet -args C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB/bin/Debug/Ctrlr-Debug.exe
done
[debug]> set prompt >>>>>>cb_gdb:
Registered new type: wxString
Registered new type: STL String
Registered new type: STL Vector
Setting breakpoints
[debug]Reading symbols from C:\devel\ctrlr\Builds\Generated\Windows\StandaloneCB\bin\Debug\Ctrlr-Debug.exe...
[debug]done.
[debug](gdb) >>>>>>cb_gdb:
[debug]> show version
[debug]GNU gdb (GDB) 7.5
[debug]Copyright (C) 2012 Free Software Foundation, Inc.
[debug]License GPLv3+: GNU GPL version 3 or later <http://gnu.org/licenses/gpl.html>
[debug]This is free software: you are free to change and redistribute it.
[debug]There is NO WARRANTY, to the extent permitted by law. Type "show copying"
[debug]and "show warranty" for details.
[debug]This GDB was configured as "i686-pc-mingw32".
[debug]For bug reporting instructions, please see:
[debug]<http://www.gnu.org/software/gdb/bugs/>.
[debug]>>>>>>cb_gdb:
[debug]> set confirm off
Debugger name and version: GNU gdb (GDB) 7.5
[debug]>>>>>>cb_gdb:
[debug]> set width 0
[debug]>>>>>>cb_gdb:
[debug]> set height 0
[debug]>>>>>>cb_gdb:
[debug]> set breakpoint pending on
[debug]>>>>>>cb_gdb:
[debug]> set print asm-demangle on
[debug]>>>>>>cb_gdb:
[debug]> set unwindonsignal on
[debug]>>>>>>cb_gdb:
[debug]> set print elements 0
[debug]>>>>>>cb_gdb:
[debug]> set disassembly-flavor att
[debug]>>>>>>cb_gdb:
[debug]> catch throw
[debug]Catchpoint 1 (throw)
[debug]>>>>>>cb_gdb:
[debug]> source C:\Users\rk09631\Programs\Codeblocks\share\codeblocks/scripts/stl-views-1.0.3.gdb
[debug]>>>>>>cb_gdb:
[debug]> directory C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB/
[debug]Source directories searched: C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB;$cdir;$cwd
[debug]>>>>>>cb_gdb:
[debug]> directory C:/devel/
[debug]Source directories searched: C:/devel;C:/devel/ctrlr/Builds/Generated/Windows/StandaloneCB;$cdir;$cwd
[debug]>>>>>>cb_gdb:
[debug]> break "C:/devel/ctrlr/Source/Plugin/CtrlrProcessor.cpp:20"
[debug]Breakpoint 2 at 0xa19922: file C:\devel\ctrlr\Source\Plugin\CtrlrProcessor.cpp, line 20.
[debug]>>>>>>cb_gdb:
[debug]> run
[debug]Starting program: C:\devel\ctrlr\Builds\Generated\Windows\StandaloneCB\bin\Debug\Ctrlr-Debug.exe
Child process PID: 6936
[debug][New Thread 6936.0x1340]
