The best way to get acquainted with a large codebase is to dive in. Many projects have a list of easy tasks that need to be done, and they're usually reserved to help ease people in. You should find and work on some of these; you'll learn a lot about the general code outline and structure, contribute to the project, and get an easy payoff that will help encourage you to take on larger tasks.
Like most projects, WINE has good resources available to its developers; IRC, wiki, mailing list, and guides/overviews. With most daunting codebases, it's not so scary after the first few fixes. WINE is truly large, and much like the kernel, I doubt there's any expert in all systems; don't feel like you need to be either. Start working on something that matters to you and take it from there.
I've started a few patches to WINE myself, and it's a good community and good structure. There's lots of very helpful debug messages, and it's a really cool project to work on, so that helps you hit it longer too.
We all appreciate your valor and willingness to help with WINE (it needs it). Thanks, and good luck.
