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Happy Valentine's Day <3

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Across
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When are we going? hint: 6/7
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I am going too!!
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What day of the week is this event?
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An event where you drink beer and listen to music
Down
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Who's going? hint: Olive's Mom
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Who else is going? hint: Olive's Mom's Boyfriend
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Where is the event? hint: in New York
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Headlining artist at this event, singer and songwriter. Hot wife.