Easiest way to have anal sex while jacking them off?

Genderfree Genderfree
It's hard for me to figure this out. Either my SO can't move on my lap or I can't reach her penis. We've tried having her lay on me while we're laying in a reclining chair. Doing her doggie style causes her penis to sort of retract so I can't really do her from behind. How do you guys suggest I try this, as far as position goes?
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ScottA ScottA
I'm not sure how everything would work out for you, but have your partner lie on their back at the edge of a bed or padded table that's high enough to put their anus right where your penis/dildo would be. Legs are held up or put over your shoulders. A wedge pillow can help to raise the anus and make it easier to hold the legs up.

The penis is usually pretty easy to get to in this position, up there with doggie for most people.
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