Not very often really. Ass play in general doesn't do too much for her sexually, not that she's too prude for it, it just doesn't enhance her cumming - breast/nipple play, choking, and hair pulling yes, ass play no. Now she still lets me eat her ass from time to time for my pleasure, I'd say once a month for the last five years or so so maybe 50-60 times I've done that. But if I'm going to do ass play I'm going to feast rather than finger. I've probably only fingered her ass about 3-5 times.
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