First Dildo

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I didn’t really care for it at first, it felt like I was trying to shit but painfully, but I did notice it activated my prostate, and a nice, slippery stream of precum oozed out of me which I liberally spread all over the head of my cock with the palm of my hand eliciting an involuntary moan and a series of contractions, which only served to make the dildo pop out of my ass, damnit. I finished masturbating with my left hand and used my right middle finger to probe my depths, swirling and fingering, finally getting past the second knuckle. And there was a feeling – and it’s hard to describe, but it felt like my finger had passed a threshold of some sort and it gave me an extremely fulfilled, satisfied feeling way up inside, where I hadn’t gone before. Like I was filled up, and I really liked it. But of course I came right about then, so I didn’t get to explore as much as I would have liked. Oh well next time. Maybe.

Anal play wasn’t a thing for me yet at that young age. Just once in a while, and then never very seriously – that initial uncomfortable feeling would turn me off every time. But a few days later I was reading and chilling and thought about masturbating, and the “fulfilled” feeling came to mind, so I decided to try again.

This time I got some lube and the dildo and went into the bathroom where the shower seat was perfect for this sort of thing. After lubing my finger and making it slip up inside me all the way, I sat, knees spread, balanced on the soles of my feet, reaching up inside of myself, first with one finger, then a second, and then, finally, a third, stretching my anus open as far as I could to make it ready for the dildo which sat on its suction cup next to me. As I probed, shadows of the deep feeling I had experienced were glowing and pulsing within me, through my anus and balls and cock, but also up into my ribs and chest, nipples and along my spine. It was faint, but delicious and I savored it, closing my eyes and breathing harder, my hand slipping and swirling up in me like a lover might I thought.

The dildo still didn’t strictly fit into my bare young barely legal ass, but after lubing it and determining to make this happen regardless of difficulty, pain or both, I finally got the entire length of it inside me. The pain actually subsided a little bit at my opening, and I suddenly realized why gay sex is good sex.

Because it was astonishing. The feeling I described earlier, the deep, deep physical/sexual fulfillment – it was full strength, just simply the most achingly deep and beautifully physical sensation I had ever experienced. I could feel all of the areas an orgasm normally touched aching and slightly throbbing as if ready for pleasure, yearning, leading my hand to my cock. My breaths came up sharp and then deep and my head was swimming. I was still perched on my feet but now had a ten-inch cock inside me as well, anchoring my ass to the shower seat, the foundation of deep, rich splendid pleasure and it was magnificent. I moaned. And as my right hand gently encircled my rock hard penis, and my left began to tickle my balls and rim my ass, I knew I had come home. I knew this was how sex was supposed to be.

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