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I think doggy style is most conducive. For me, anal play intensifies my orgasm. Do you feel like getting a wax back there is "expected"? It's weird. Even saliva if nothing else is available. There are times, however, when a larger penis may cause cramping. All videos are hosted by 3rd party websites.
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I prefer to be on my knees or stomach, but you might like a different angle. I didn't like it. It also depends on the size of his manhood.
I've had partners who are very attentive and listen to my needs, so I've never experienced pain. My 1 tip for pleasurable anal sex is to do it doggy style, and while your man is thrusting away slowly at first!