I had the same issue as you a long lasting time but now my debugging works ok ... (--> pic)
There was two things which made it work I think.
1) You must have debugged at least one time in the BlackBerry JDE. In my case the eclipse debugging starts after I had made a small project in the BlackBerry JDE and worked on it.
2) The simulator folder, I use in the JDWP, I pulled all the debug files out of the Debug folder in the one above. I found this suggestion on the net and not sure how much or if at all it contributes to the whole thing but I done it too.
So my things are based on JDE 4.1, haven't tried it on the latest version yet.
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