Dating your best friends sister
(If you are new here, tune in to what she says often, because she usually is right, BTW.) This isn't just any girl. You approach carefully for the reasons you've laid out.
While you should treat her like you would any other woman you would date, you also need to be prepared for the personal fallout, and the fact that she already knows plenty of details about you.
We've been on and off until I stopped it last year.
Then this past November I decided to give it a try again.
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It isn't like you are asking them to ask her out for you.