[kenberman]

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OP- Which city?

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Cambridge/Somerville (Boston, basically).

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Picking her up by car or just taking the train to meet her at her place?

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by 'picking her up', I basically mean driving to her neighborhood, knocking on her door, and walking to the restaurant together.

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If the latter, I'd do her neighborhood as it's annoying to go back to your neigborhood after "picking her up".

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yep. but, I think it's annoying regardless of if I take the train, or drive.

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Women like guys who can take control and know their [censored].

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agreed. this would be my main reason for suggesting my hood.