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He then flipped me over and we had really hard doggy style for a while, and without lube or anything, he easily slipped inside my backend. But with the right person, the right patience, and the right movement, you might just find yourself persuaded to the other side. It easily became one of my favorite ways to have sex, and though the clean-up was pretty messy every time, I loved how the orgasms varied and how much fun we had with it. And without even thinking about it, I had one of those explosive orgasms that you feel all the way up to your face. I got more comfortable as he went on, and almost forgot where he was. Want more of Bustle's Sex and Relationships coverage?

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Elaina. Age: 30.
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He then reached around and started to play with me with his fingers as he gradually moved faster.

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Anna. Age: 20.
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For the duration of our year-and-a-half relationship, we worked in anal sex at least once a week. It was slow and sensual and he made sure to focus on kissing my neck and ears, getting me more and more turned on. The very idea of someone entering into your backside seems a little gross — right?

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