My ass was spread out behind me. I'd worn the jockstrap specifically as a way to give Brian access to my orifices without my own genitals getting in the way, but something about that position, with my ass exposed and available, made me undeniably crave to have my son's cock inside of me.
I was confused by this desire, at first. It had never been a part of my conception of the encounter that I would desire my son; that it would become a mutually pleasurable experience. There was a feeling of identity anxiety. I'd never considered myself anything less than straight. What did it mean that I could become aroused at the thought of getting penetrated by my son? It didn't make me gay, necessarily. But a touch of bisexuality that I'd never before considered didn't seem out of the question.
I tried to fight it off at first and ignore it. But as I sucked Brian's cock and really dedicated myself to the act, my arousal only increased. I was sliding my mouth and lips up and down his thick teenage cock shaft, being careful to keep my teeth behind my lips, allowing my throat to stretch and take more of him on each pass. When I finally got his cock all the way down my throat, to where my lips were nestled in his pubes, I held it for a moment. Brian groaned and I felt my cock pulse. I was rock hard and leaking precum which was beginning to seep through the front of the jock.
I decided to give into it. It stood to reason that my own arousal would make for a better experience for Brian. I couldn't deny that my ass felt horny and ready to take his cock. So as I slobbered on that big, beautiful dick I reached behind myself and felt my smooth, shaved hole. I pressed my fingers against it as I stretched my throat around Brian's cock. It felt amazing, so I got a finger wet and brought it to my ass and pushed it inside. My cock really started dripping then.
I settled in between Brian's strong legs. Clutching one of his thighs in each hand, I alternated quick rhythms with some long, slow sucking, and attention to his testicles. My body was pressed flat to the bed and I allowed myself the occasional grind of my hard-on against the mattress. I imagined what we would look like from above - a muscular older man, broad back splayed as he serviced his young, athletic son; firm, round ass framed by a jockstrap and ready to get penetrated.
I knew from the rhythm of his breathing and the intensity of his moans that Brian's orgasm was building. I'd been clear with him that he was to indicate when he was close.
"I'm close, Dad," he finally said. I took his cock out of my sloppy mouth and let it rest against my face. Brian groaned and shifted a bit, his slick-with-spit cock pulsing. I wasn't trying to tease my son but I did want to give him the most satisfying orgasm I possibly could, and I knew that building it up a bit would provide that.
Also, maybe I was still a bit hesitant at my next step. As much as I wanted him inside of me, and though I did have some experience with anal pleasure (mainly in my college days when a girlfriend had enjoyed fingering my rectum while giving my oral sex), I'd never taken something as large as Brian's cock inside of me. To train myself I had bought a dildo a few days before and had practiced on myself.
It was now or never. I grabbed the lube from under the bed where I'd stashed it before getting ready. I had condoms too, of course, but I had no intention of using them, being quite sure of my STI status as well as my son's. I'd discussed it with him thoroughly beforehand as well, how he shouldn't expect to enjoy a wealth of bareback, raw sex in his lifetime, but that this was a rare occurrence in which he could enjoy the feeling of his bare cock going into another person. I'd told Brian that I intended to ride him until he came, and that he was welcome to cum right inside of me.
As I lubed up Brian's cock I saw his face, still obscured by the blindfold, light up in anticipation. I knew that feeling of knowing your cock was about to do what it was designed to do. He was very hard and I was glad because it would lessen the challenge of taking him inside of me. I lubed up my anus, took a deep breath, and straddled my boy's body, pointing his cock upward and positioning my hole above it. I focused on my breathing as I bore down on it. It stretched me, and I continued pushing downward until it made its initial penetration. It took my breath away but this was expected. I knew from using the dildo to take a moment and breathe.
I was surprised with the ease at which I took the rest of him. Before I knew it I was sitting fully on my son's lap, the entirety of his thick cock inside of me. The look on Brian's face was one of pure ecstasy, and I was, admittedly, having some of the same sensations. It was an overwhelming feeling of pride to see my son in the position that all men hope to find themselves, and to be the one to help bring him there. An urge to lean forward and kiss him took hold of me, but I pushed it out of my mind.
I felt Brian's cock pulse inside of me. I squeezed back.
"Oh fuck," Brian said. I knew that this was as intense for him as it was for me. I stayed like that, tightening my ass around his cock, feeling him pulse back. It was like we were communicating through our bodies. Brian said it again, "Fuck," and there was something about that, an uncontrolled curse word, that stirred me. I was seeing my son as more than my son, as more than a young man in need. I saw him as a sexual being.
My cock felt so good as I began to ride him - raising my hole up along the length of him, then sliding back down until his smooth balls were against my backside. Brian's moans became guttural, primal. I gave in to the feelings I was having and released my cock from the jock.
I felt so full of him, every fat inch of my son's virgin cock filling my virgin ass. I was wonderfully stretched open and I felt like I wanted even more. I braced myself on my son's smooth, hard torso as I got more into it, my cock bobbing like a buoy as I found a real rhythm, riding my son's bareback cock as high up and down as I could to give him maximum pleasure. His chin was tipped back and pointed at the ceiling.
Brian's arms rose up almost like he couldn't control them, and he grabbed my hips. I'd initially wanted for him to remain passive and let me take control, but now, as my son's hand wrapped around my harder-than-hard cock, as if he could sense my excitement and was drawn to it, I wondered if that had been a valuable restriction. I relaxed and enjoyed the feeling as he began to jack me off, his other hand holding tight to my hip as he thrust upward into me.
It was hard not to feel like we were making love, in a way. Certainly we were both getting off, and we were both aware of that. I used Brian's muscular thighs to brace my whole body, raising it up and down so that his cock would be poised at the precipice of my asshole before I would plunge it all the way back in. He was going to make me cum, and just as I realized this Brian opened his mouth and said what I'd asked him to say.
"I'm gonna cum, Dad." I'd wanted to know when to anticipate his orgasm in order to extract the most juice out of him and provide him with the utmost pleasure. But my own imminent orgasm complicated this. It was all careening deliciously out of control. I said, loudly, "Me too, Brian."
"Fuck yeah, cum with me, Dad!" he said. I learned later that the music he'd put on had ceased at some point and he'd spent most of the encounter without it. In fact he'd enjoyed this aspect of it, and on subsequent encounters we ditched the headphones and the blindfold altogether.
I was riding his cock like a pony and Brian's hand was stroking me fast and tight.
"Oh fuck Dad, I'm gonna do it, gonna cum in you. Fuck!" I felt Brian's cock pulse and then warmth flooded my insides. At the same time my own orgasm crested and it was like no orgasm I'd had before. The utter abandon of cumming while getting fucked - it was a sensation to which I would soon become addicted, and which led to many more encounters with Brian where the boundaries I'd created, boundaries meant to keep the focus on his pleasure, were one by one ignored or eroded until it was clear that we were having sex with one another purely for the pleasure of it, and not out of some sense of altruism.
A huge jet of cum spurted out of my cock and landed on Brian's chin and neck. He didn't flinch - in fact, he smiled. He continued stroking me as the next jet landed on his hard chest, then another, then another, each spurt covering his rock-hard teenage body with slick cum until he was drenched in it.
As addled as I was in the moments after we'd cum together, I took the time to reflect upon the experience with him as we lay back on the bed, basking in the afterglow.
"Are you asking if it was good for me?" he said.
"Yeah, I guess I am," I said.
"It was," Brian said, and smiled at me. We looked into each other's eyes. "Thanks."
"No need to thank me," I said. "It's my job as a parent, as a father."
"Well, thanks for being such a great dad," he said, and it felt natural as our bodies came together, his hard sticky body pressing into mine. Our lips found one another and we engaged in a deep and satisfying kiss.
Sure, it's difficult sometimes, raising a child. But in moments like those, it all seems worth it.