Why does Winnie feel guilty about helping with the jail break in Tuck Everlasting? Why does she decide to help anyway?

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Winnie has a strong sense of what's right and wrong, so she knows that Mae did a bad thing in killing the man in the yellow suit, even if he was a mean-spirited man. One can understand, then, why she's somewhat guilty about helping spring Mae from jail.

At the same time, Winnie cares deeply about the Tucks. They're like a second family to her and she'd never want to do anything to hurt any of them. Mae can't be killed, of course, but she can still be hurt.

Once the authorities realize that they can't hang Mae, no matter how hard they try, then the secret of the Tucks' immortality will be revealed to the world. This will have a devastating impact on the Tucks and their spring of everlasting youth, and Winnie can't let that happen.

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Winnie's upbringing made her feel that she would be breaking the law. It would also affect her family's reputation. She had already put her family through so much worry and anguish that she didn't want to give them more pain. But, if it hadn't been for her, Mae Tuck would not be in jail for murdering the man in the yellow suit. Because she cared for the Tucks, she needed to help them out of this situation. They had saved her life, and now it was time to return the favor.

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