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When my boyfriend came over that night, we spent a few moments just cuddling while I wore my strap-on. A year later, I moved to Detroit and met a guy who was just as enthusiastic about butt play as I was, if not more. I frantically reapplied lube, and kept asking if he was OK, but he said he loved it. Sometimes, I pegged him a few days in a row, but we would also go weeks without doing it. He actually came without me even touching anything except his butt. I immediately realized that pegging was totally exhausting, and I felt like I needed to take a break to stand up and stretch. Once I had some prostate experience, I confidently asked almost every guy I hooked up with if I could finger his butt.

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Arabella. Age: 21.
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It seemed as though they had been thinking about it in the back of their heads for a while, just waiting for someone to come along who was also into it.

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Emilie. Age: 29.
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Strap On Jo

His butt was right there, ready for action, and his penis was dangling just below it. He nodded me on in encouragement, but also stopped me occasionally when he needed a break. When people were into it, I didn't really need to encourage them into letting me stimulate them this way. This was met with mixed reactions, but I used any rejections as an opportunity to talk about why it was worth considering in the future.

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