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Jump to Jump to search They look like teens. I am going to nominate it for featured image. The image does not pass criterion 2 "minimum of pixels in width or height" and there are sure to be objections on the basis of criterion loking some of it based in neutral, but subjective, evaluation of the image itself and some based in a personal dislike for the topic being depicted. Peggihg not to say, of course, that it isn't a good image: it depicts the subject clearly, is free, and is much better than a black-and-white sketch or drawing.

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I moved slowly the entire time, pefging 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. Now we both had penises! What lokoing sight. A close friend of mine and I had been having playful no-strings-attached sex for a few weeks, and I decided that I trusted him enough to share my newfound obsession.

It ,ooking like I was in some alternate reality. Then, as he lay on his back, I lubed up the end of the dildo. 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.

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I only let a couple inches go in at first, but as he relaxed, I was able to go farther. He looked so angelic. Sometimes, I pegged him a few days in a row, but we would also go weeks without doing it. When I pegged him, I generally wasn't seeking my own orgasm, but that was my choice. The image does not pass criterion 2 "minimum of pixels in width or height" and there are sure to be objections on the basis of criterion 3 some of it based in neutral, but subjective, evaluation of the image itself and some based in a personal dislike for the topic being depicted.

This guy who had been fucking me was now on his back with his legs up around his ears.

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I paused, inspired and thankful for the whole experience. So I set out to find the perfect harness and dildo. He let out a laugh, amused 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 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, Pegginy was in.

I read several different books which gave me step-by-step instructions on stimulating the prostate. It also dramatically changed the way that I saw sex without the strap-on. I had a decent amount of experience on the receiving end of anal, so I knew how painful it could be if done wrong.

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Once we switched back, he suddenly came without any warning. I tried them on immediately, posing myself in my bedroom mirror.

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That's not to say, of course, that it isn't a good image: it depicts the subject clearly, is free, and is much better than a black-and-white sketch or drawing. Jump to Jump to search They look like teens. The dildo slipped, bent around, and missed his butthole a few times before I could get it into him. It felt like all my experience had led to this moment — a day when I would don a cock of my very own.

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He nodded me on in encouragement, but also stopped me occasionally when he needed a break. It was nerve-racking. Moving my arm back and forth with such intensity and precision against the pressure of his butt muscles made me feel like I was playing some strange musical instrument for the very first time.

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. As he lay on his back, I lubed up the end of the dildo.

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I rubbed it side to side like a windshield wiper, moved my finger in the notorious "come hither" motion that is lookkng divine on the G-spot, and pressed upwards toward his belly in a firm rocking motion. 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. The next time he came over, we dedicated a part of our night to his butt. I absolutely loved it, though for me, it was definitely more satisfying psychologically and emotionally than it was physically.

My mind was blown.

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I usually liked to keep the focus all on him. I flipped the dildo upside down so that the curve would still be targeting his prostate, but I was totally caught off-guard by how insanely awesome it fo to see him in this new position. 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 peggimg of us.

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Over the next year, I fingered at least six or seven more butts — I was incredibly eager to experience the wide world of prostates, and to pleasure the masses. The dildo popped out a couple of times, but I eventually found my rhythm when I stopped lioking it. When I found my way to the dildo section, I inquired about something on the slimmer side.

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I listened to interviews with a woman named Strap-On Jo, who claimed to be forr ass play and pegging specialist. When people were into it, I didn't really need to encourage them into letting me stimulate them this way. Right before I took the plunge, we exchanged loving smiles and looling said he was ready. The prostate is on the belly side of the anal canal, and usually two to three inches inside.

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He actually came without me even touching anything except his butt. This position was much more comfortable for me, but he preferred being on his back. Afterwards, I sat there with a giant grin, massaging my very tired arm. It also made me really think about my gender identity. Since he would be very tired after having his prostate stimulated, I would usually just masturbate afterwards.

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Next, he was on all fours and I was behind him doggy-style. I wanted to try it for myself.

I could hardly contain my excitement. 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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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 hopped back in bed with him, and we cuddled and recounted the entire experience from start to finish. I was quite clumsy at first. I am going to nominate it for featured image. I put a black nitrile glove on one hand, and accidentally squeezed way too much fot out onto my fingers before inserting them into his butt.