This doesn’t work with all ladies, but in my experience, works with most open minded ones:

1. First, eat that pussy until they O. Put the work in. Show them you care that they enjoy themselves. Maybe work your pinky up their bum just past the first knuckle while doing so.

2. Once the lady has O’d, lube her ass up and slowly work a butt plug in. Let her relax, get used to it being in there. Maybe make out during this period.

3. Once acclimated, make her O again with the plug in. Whatever it takes. I find eating her out again works most of the time, but every lady is different.

4. After her second O, take the plug out slowly, lube her and yourself up, and gently insert yourself in her ass. Have her use her favorite clit simulator on herself while you slowly build up rhythm. Once she’s O’d while you’re pounding her ass, the game has been won for the both of you. Many will beg for it after that.

Again, not foolproof, but as Yogi Berra said, “60% of the time it works every time”.