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Happy Valentine's Day <3

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