First of all, I am very amazed that someone can take out this question to discuss.
Back to the topic, I think Jackie is thinking about Henry. As you can see Jackie always wanted Annie to say more about Henry's history, she already knew why Annie treated Henry in a different way. Also she knew that Annie couldn't forget Henry. Therefore, from that time, Jackie already knew that Henry is the only one can get Annie's heart.
And Jackie and Paul, just a test which show that why Jackie love Paul at last. In Jackie's eyes, Paul could past the test and he must be a very good boyfriend.
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