I wonder whether they would be working together, or whether Widmore is using Penny or vice versa - or whether Widmore has taken her hostage. I would imagine they would work together for a common goal, as we never saw them fall out in Desmond's flashbacks.
However, Widmore surely would NOT want Penny to reunite with Desmond?
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Life is an illusion Right Place, Wrong Time Destination DESTINY "Time Will Tell".
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