There are a number of good books about Aristotle that will greatly, greatly aide you in your quest to read Aristotle.
The best single volume introduction to Aristotle's thought currently available in English is Christopher Shields' book Aristotle published by Routledge. Even better, the book is arranged thematically, which will allow you to read one of the primary works, then turn automatically to the relevant chapter for Shields to tell you what has just happened.
Start with the logical works. Read the De interpretatione and the first books of the Prior and Posterior Analytics for Aristotle's ideas on logic and method as well as some important criticisms of Plato's theory of the forms.
Then move to the philosophy of nature works, namely the Physics and De anima. I'd just read the first two books of the Physics, and just book I of De anima.
Then move to the read hardcore metaphysical issues, namely read books I, III, IV, VII and VIII of the Metaphysics.
Then, for a little breather, read the Nicomachean Ethics, the whole thing.
Finish with the Rhetoric and the Politics.
If you read through all that material, together with Shields' book, you'll basically have a good beginner's grasp of Aristotelian philosophy and be ready to start looking in more detail at specific subjects.