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During female masturbation (and foreplay with a guy), to "finger yourself" means to move a finger around the outside of the vagina and/or to insert the finger or fingers into the vagina. Most women have enough trouble reaching far enough to insert part of the index finger into their own vaginas-- it would be even harder to finger your anus (arms aren't long enough!) when lying on your back. You might be able to reach both if you lie on your side.

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Q: What hole do you finger yourself in top or bottom?
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