We've all been here before: the precipice of butt play. Observe as the ritual is gingerly embarked upon.
Who hasn't experienced this? They've just gotten comfortable with ass slapping, so he warms up with that. Maybe an extra reach towards the center, a slight grip on the crack. There's a bit of toying around the anus, some perineum taps... Classic stuff. To him: Congratulations, you made the journey. To her: It was nice of you to put up with his bashful obsession with your other hole.
· First Time Finger In the Butt (xtube.com)