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Succeed or fail?

Based on these letters, write a brief analysis of why the relationship should succeed or fail. I believe that the relationship should fail because Judy is a whore and she leads men on. She lures men in with her beauty and has a horrible personality. As for Dexter, he is a really nice guy and is an idealistic dreamer. I believe that he shouldn't be lead on by a whore because that'll only ruin him as a person.
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Letter To Dexter

Dear Dexter Green, That day I asked you to drive my motor boat, you seemed like a very nice guy. When you came over to my house, I thought I was in love with a man. Tonight I think I am in love with you. Maybe you can save me from this crazy world we live in. Yes, I can and will return the same feelings. Love, Judy Jones
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Letter To Judy

Dear Judy Jones, When I first saw you at the golf course, I thought were a spoiled brat and that turned me off. But when I saw you again, you came up to me with your motor boat and I saw a better side of you. I just wanted to let you know that I have some feelings for you and I'll never stop loving you. To me you represent the love everyone wishes to have. I was wondering, if by chance, you can return the same feelings? yours truly, Dexter Green
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