I haven't debated with a JW yet.
Hmm, me neither, not really. I've tried to start a mature, civilized debate with my JW boyfriend a couple of times, just to counter a few of the outrageous beliefs that he clings to and see if I can understand why he picks and chooses which rules to follow and which to not follow (for example, he won't celebrate Christmas, but he's very happy with me, his "worldly" girlfriend and is looking forward to living with me this summer), but it's hard to discuss this with him because he really doesn't know what he's talking about. His general response to a question is, "Well, this is what we believe... *insert strange doctrine here*... and there's proof in the Bible for it, so that's why we believe it. We believe that God (no, he never refers to God as "Jehovah") thinks that this or that is wrong and doesn't want us to practice that, so that's why we ban it." Then, because he hasn't given me any specifics (because he doesn't know what the specific references are), I can't counter it and I look like a judgemental fool. And if I bring up the fact that doctrines keep changing, his response is, "Well, it's a new religion, it's still evolving" or "I didn't know that, but I guess we used to believe that, but then it was banned because there were too many things wrong with it" (the second one was his response to, "But you guys used to celebrate Christmas!!"). Kinda hard to look smart and be objective and point out flaws in reasoning when there is no reasoning to begin with!!
Ooo, it gets so frustrating trying to sensibly talk to a JW about their faith and the issues with it. I have never even said anything against the WTS to my JW boyfriend, but still, I always come out of one of those conversations looking like an uneducated, judgemental, biased, bigoted jerk.