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I wanted to try it for myself. If I was going to broach the subject with someone, I figured I needed some idea of what I was doing. I had a decent amount of experience on the receiving end of anal, so I sgrapon how painful it could be if done wrong. I read several different books which gave me step-by-step instructions on stimulating the prostate. I listened to interviews with a woman named Foor Jo, who claimed to be an ass play and pegging specialist.

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He was looking down at me the entire time, very concentrated on what was happening.

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The next time he came over, we dedicated wih part of our night to his butt. I ran to the bathroom, carefully took off the harness in order to avoid getting butt juice all over the place, and left it in my bathtub to clean later. My mind was blown. It was nerve-racking.

The dildo slipped, bent around, and missed his butthole a few times before I could get it into him. I absolutely loved it, though for me, it was definitely more satisfying psychologically and emotionally than it was physically.

I had a decent amount of experience on the receiving end of anal, so I knew how painful it could be if done wrong. I rubbed it side to side like wjth windshield wiper, moved my finger in the notorious "come hither" motion that is so divine on the G-spot, and pressed upwards toward his belly in a firm rocking motion.

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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 could hardly contain my excitement.

Now that we both had the ability to penetrate or be penetrated, it made our sex life feel limitless. His butt was right there, ready for action, and his penis was dangling just below it.

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I lay down on my side, holding the dildo in one hand like I was jerking it off and sent a selfie to my boyfriend. It felt like all my experience had led to this moment — a day when I would don a cock of my very own. I went with a dildo called the Mistress and a comfy cloth harness called the Joque. When I pegged him, I generally wasn't seeking my own orgasm, but that was my choice. The dildo popped out a couple of times, strapno I eventually found my rhythm when I stopped overthinking it.

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Strapo usually liked to keep the focus all on him. It also made me really think about my gender identity. When people were into it, I didn't really need to encourage them into letting me stimulate them this way.

I listened to interviews with a woman named Strap-On Jo, who claimed to be an ass play and pegging specialist. Moving my arm back and forth with such intensity and precision against the wuth of his butt muscles made me feel like I was playing some strange musical instrument for the very first time. I had to hold the base with one hand and guide the tip in with the other in order for it to work, but once I was in, I was in.

Right before I took the plunge, we dith loving smiles and he said he was ready. We played around a bit; I smacked his dick with mine and he gave me a brief blowjob.

Sometimes, I pegged him a few days in a row, but we would also go weeks without srapon it. I put a black nitrile glove on one hand, and accidentally squeezed way too much lube out onto my fingers before inserting them into his butt.

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He looked so angelic. I frantically reapplied lube, and kept asking if he ror OK, but he said he loved it. This guy who had been fucking me was now on his back with his legs up around his ears. Then, as he lay on his back, I lubed up the end of the dildo. It seemed as though they had been thinking about it in the back of their he for a while, just waiting for someone to come along who was also into it.

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I read several different books which gave me step-by-step instructions on stimulating the prostate. Seeing my partner, who was a big buff "manly man," in such a receptive and somewhat vulnerable sexual state was such a beautiful and liberating experience for both pooking us. It also dramatically changed the way that I saw sex without the strap-on. I was quite clumsy at first.

His was at least three inches in, so I had to root around with my finger all the way inside before I was able to find it. Next, he was on all fours lookijg I was behind him doggy-style.

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He nodded me on in encouragement, but also stopped me occasionally when he needed a break. So I set out to find the perfect harness and dildo.

lookingg If I was going to broach the subject with someone, I figured I needed some idea of what I was doing. I paused, inspired and thankful for the whole experience.

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It ended up being even more enjoyable than either of us expected. I flipped the dildo upside witj so that the curve would still be targeting his prostate, but I was totally caught off-guard by how insanely awesome it looked to see him in this new position. What a sight.

Was this even going anywhere? I moved slowly the entire time, and took great care to stroke — not poke — his prostate, which was about the size and texture of a walnut, but soft like a ripe peach.

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He actually came without me loooking touching anything except his butt. A close friend of mine and I had been having playful womsn sex for a few weeks, and I decided that I trusted him enough to share my newfound obsession. This position was much more comfortable for me, but he preferred being on his back. Was he feigning enjoyment or really into this? He let out a laugh, z by my fervor, and shared that he already played with his own butt a little, but had never had another person finger him before.

I was sitting back on my heels with my thighs outside his hips, rocking my hips back and forth in little humping movements, which made my knees and hip flexors ache.

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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. It was like I was in some alternate reality. I immediately realized that pegging was totally exhausting, and I felt like I needed to take a break lookinf stand up and stretch.