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[–] Broc_Lia 0 points 3 points (+3|-0) ago 

Ideally late in the evening so she doesn't have to deal with you for very long if she says no.

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[–] skoshii 0 points 2 points (+2|-0) ago 

Or if she says no, leave shortly after so things aren't awkward.

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[–] nakattack 0 points 1 point (+1|-0) ago 

And make sure to tip just a bit better than you normally would (But only a bit) so she knows you won't be bitters about it.