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She was his first lover that we met who discarded him, instead of the other way around—she saw through him, and loved him anyway, at least for a little while. To my mind, though, she looked more like another one of his season-one paramours, Midge. Barbara is openly displeased to see Don there—firmly telling twice-divorced, pathetic Don that Rachel lived the life she wanted to, start to finish. Her death comes in an episode that is consciously overstuffed with beautiful women—Don is casting models for moisturizer. Think about how differently both characters would have handled those scenarios in Season 1 of this show. Don has watched us all, and seen how we work, and his greatest lesson of the last decade of his life has been learning how to let other people see him back.

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Cherish. Age: 24.
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For narrative cohesion, the waitress that Don sees should remind him of Rachel, specifically.

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Marilyn. Age: 26.
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It is remarkable that Elizabeth Reaser, who plays the waitress, is so physically similar to both Rosemarie DeWitt and Maggie Siff, enough that she could pull off looking like one or both of them. He is holding a small pink box. For narrative cohesion, the waitress that Don sees should remind him of Rachel, specifically. To my mind, though, she looked more like another one of his season-one paramours, Midge.

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