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Just to confirm what some of you are saying about what a successful trip is according to Greater Trip.
I have a CMD of 20.
You roll a 25 and beat my CMD.
Many of you say that you succeeded and AOOs will follow.
I have an ability that says I cannot be tripped. Following the logic above, even though I was not tripped you still beat my CMD and take your AOOs. However the trip actually failed and you wouldn't take AOOs. The only thing that fails in this example is that I didn't fall prone.
That example makes me think that there is more to a 'successful' trip than just beating CMD. I would consider falling prone is what determines if you were successful. If you are already prone and cannot fall prone again any additional trip attempts will fail.