I'm going to suggest that you are trying to start with too narrow a focus. There are many flaws with what you've written so far in this thread--for example, you cannot cross the Morocco/Algeria border, although you can take a ferry from Europe into Algeria easily enough; Libya is currently unsafe no matter who you are or how you're traveling; avoiding Venezuela as an American is not a choice, since they won't let you in; etc.

There are similar limitations scattered throughout the world. Trying to plan at this level without enough background understanding will just lead you into a variety of dead ends. We are privileged as more or less financially secure Westerners, but the world doesn't actually revolve around our desires the way it used to in our favorite fantasies.

I'd suggest: start with one or more of Chris Scott's books if you haven't already done so. Hang out on sites like this one--far better than ADVrider unless you intend to stay USA-centric for the rest of your life--just reading whatever comes up to accumulate background information. And use the weather as one of your central organizing principals, since not doing so will make you miserable, perhaps immobilize you completely, and may even get you dead.

Motorcycles and bad weather don't mesh well for most people, and this includes rainy seasons, temperate zone winters, hot seasons in an increasing percentage of the globe, and more. If you're starting in September it would make perfect sense to head south into Latin America--with a few minor cautions about rainy seasons and occasional hurricanes. The whole of Central and South America are accessible without insoluble visa issues, carnets, or even non-Latin-based languages (for the most part).

Exploring southern Europe before heading south into Africa would also make sense, although Africa's not as straightforward as South America for the less-experienced. That would also be a reasonable time to start off in SE Asia or the subcontinent, but it's probably best you be comfortable with psychotic drivers and traffic if you do this.

Not so good heading into autumn: northern (followed by Central) Europe, mountainous areas all the way across to South Asia; much of Russia, China or Mongolia, and more.

I've gone on too long already, probably the result of that extra cup of coffee. I don't know if the above is helpful, but I hope so and wish you well on your journey--the one labeled "life," not just the portions conducted on two wheels. Keep posting up here when you feel inspired to do so!

Mark