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How does the SouthWest Airline boarding actually work?

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Another couple and we purchased a vacation package from South West based on being able to get a direct flight to Vegas. None of us has used South West since they instituted their new ABC boarding policy. Can anyone give us first hand experience with this system? We're picturing a real disaster once on board.
On their website it said we could check in online IF THE RESERVATION ALLOWS IT. What does that mean? How can we check if we can do this?

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