Asshole Bliss: A Rich Encounter

Oh my god, yes! The scent of her body oil still clung to the sheets, a potent reminder of the previous night’s uninhibited pleasure. Katie lay beside me, her chest rising and falling with slow, contented breaths, her eyes closed tight as she savored the lingering warmth. My cock, still throbbing softly, nestled deep within her, a testament to the intensity of our shared experience. The memory of her desperate pleas, the way her body writhed in ecstasy as I plunged deeper, played on repeat in my mind. It was a primal, almost savage pleasure, one that both terrified and exhilarated me.

It had all begun innocently enough, a playful exploration during a steamy shower. Thirty minutes of tender kisses and light stroking, a gentle prelude to the storm that was about to erupt. The glass butt plug, warmed perfectly, slid effortlessly into her, and as I began to explore, a strange mixture of anticipation and nervousness surged through me. We’d discussed it, of course, countless times over the past decade, fantasizing about this very scenario. But the reality was far more intense, far more visceral than any of our previous encounters.

The initial penetration was surprisingly smooth, a gradual, almost hesitant movement that quickly escalated into a frenzied rhythm. Katie’s body began to respond instinctively, her muscles tensing, her breathing becoming faster and deeper. I adjusted my grip, deepening my thrusts, savoring the exquisite feeling of her skin against my sensitive flesh. As I pushed further, her cries intensified, a mixture of pain and pleasure that both thrilled and unsettled me. The scruff of her pubic hair tickled my pubic bone, sending shivers down my spine.

“How you doin’?” I murmured, my voice a low rumble against her ear.

“Oh my god, Rich, you feel so big in me. So full,” she gasped, her eyes fluttering open as she caught my gaze. She rubbed little circles on her clit, her body arching slightly, and her breath came in ragged gasps. “I've never felt anything quite like this before.”

“Why did we wait so long to try this?” I asked, my voice laced with a hint of frustration.

“Honestly, I don’t know. We always talked about it, but something always seemed to get in the way,” she admitted, her voice laced with regret. “Maybe we were afraid. Or maybe we just didn't want to ruin our more conventional encounters.”

I eased my hips up into her again, resuming the rhythm with renewed vigor. The pleasure was overwhelming, a torrent of sensations that threatened to consume me entirely. The squeeze of her anus was intense, almost unbearable, but I pushed through the discomfort, determined to reach the peak of sensation. Every thrust sent a jolt of electricity through my body, igniting a fire in my loins. The scent of her arousal filled the air, intoxicating and alluring.

“You’re going to make me cum,” I warned, my voice strained with exertion.

“Careful, baby, you’ll make me cum,” she replied, her voice trembling with anticipation.

As I continued to push myself deeper, her body began to tremble uncontrollably. Her cries intensified, morphing into a desperate, pleading moan. I could feel the heat building within me, the pressure mounting, the anticipation reaching a fever pitch. I knew that any moment now, the dam would break, and the floodgates of pleasure would open.

“Are you gonna cum?” she whispered, her voice barely audible.

“I might if you keep talking like that,” I said, my voice low and husky.

She rocked back against me slightly, her body arching further, her breathing becoming increasingly shallow. “You wanna try the bed?” I asked, caressing her with one hand and rubbing her pussy with the other.

“Yes,” she breathed, leaning back into me, moaning softly as I kissed her face and neck. “Wouldn’t mind fucking your perfect ass in the shower sometime too…”

“Oh god—taking me against the wall,” she whimpered, her voice laced with both fear and excitement.

“Yes, baby…” I replied, pulling her closer, my hands gripping her hips. “My breasts mashing against the glass as you ravaged me…”

“Fuck, Katie…” I groaned, my voice choked with pleasure. “Your cock buried inside of my tight little asshole.”

The first-time fantasy had us both soaring, our heads dizzy with lust. The sensation was unlike anything I’d ever experienced, a primal release that left me weak and trembling. The intense intimacy, the raw physical connection, had forged a deeper bond between us, one that transcended mere physical pleasure.

“Careful, baby, you’ll make me cum,” I cautioned, my voice still strained with exertion. I meant it too. Standing there, my cock nestled deep inside Katie’s ass, was making me crazy. It was an act of both dominance and submission, a perfect balance of control and surrender. I had fantasized about this for years. Every time she wore a tight skirt or short shorts or a thong on vacation. Even just leggings got me going! Anything and everything that made her butt stand out had me wanting to plunder some uncharted territory.

She was right. Why in the world did we wait this long? The question hung in the air between us, unspoken but understood. We both knew that we had missed out on a truly extraordinary experience, one that could have potentially changed the course of our lives.

“Are you gonna cum?” she whispered, her voice laced with anticipation.

“I might if you keep talking like that,” I said, my voice low and husky.

She rocked back against me slightly as I cupped her tits and played with her nipples. “You wanna cum in my ass?” she asked, softly. Her voice was feminine and sweet. It was like the first night we kissed and she had asked me if I wanted to make out with her. I felt that old familiar rush of excitement and eroticism again—and dare I say, maybe even joy.

“Yes, Katie, please…”

“I want you to cum in my ass. You’re going to cum in my ass tonight, Rich. I’m going to make you cum for me and fill me up with your goo.”

“You are?”

“God, yes.”

“We better take this back to the bed then. I need a quick breather before I can even begin to think about moving around in you.”

We toweled off, both of us unable to keep from kissing and caressing each other as we went. We were so turned on. Katie went to stroke my cock but I stopped her. I wondered aloud if there was bacteria on it that might give her an infection if she touched her pussy with it.

“I can’t touch you?” she moaned, half out of desperation, half out of desire.

“Probably not after I’ve been inside of you. I don’t think we want to risk any cross-contamination. You’ll probably want to rub your pussy while I’m fucking you,” I said.

“I can wash my hands afterwards.” She lightly stroked my hard balls. She touched everywhere around my cock without actually touching the shaft that had been buried inside of her.

“I don’t think we should, Katie. The only safe place for me to be right now is—”

“My ass. I know. I know…”

“You do?” I caressed her gently and palmed her bottom, teasing her soft flowered hole with my index finger.

“It’s not such a bad place to be,” she said, smiling. “Though my bum is a bit sore from you filling me up. You really stretched me out. I’ve never felt anything like it before.”

“Was it ok?” I asked, wanting to make sure she didn’t want to call it a night.

“More than ok. It hurt a little and is still kinda throbby. But in a good way.”

“I need to be in you now, Katie.” I kissed her deeply again and caressed the soft curves of her rear.

“Yes, baby. In my ass. I can’t wait for you to fill me again,” she replied, taking me by the hand and leading me to the bed. “Do you want to try doggy style or do you want me to be on top?”

“Whatever sounds easier for you.”

“Let’s try me on top. That way I can control the action a little more if I need to.”

I flopped down on the bed as Katie straddled me. “I’m gonna spread my cheeks while you guide yourself into my ass now. Go slow though. Just like you did last time. That was perfect. Oh, and here.” She grabbed a bottle of lube off of the nightstand and drizzled some more on my cock.

“Ok,” she breathed, her voice trembling with anticipation. “I think I’m ready.”

And that’s how we got here. Me, in bed with the girl of my dreams, fucking her beautiful virgin ass roughly a decade after the first night we ever had sex. The memory of those first, hesitant thrusts, the sheer terror and excitement that had consumed us both, lingered in my mind, a potent reminder of the primal connection we shared. The scent of her arousal filled the air, intoxicating and alluring, as she continued to writhe in pleasure, her body arching and twisting, her moans escalating in intensity. As I pushed myself deeper, her cries intensified, morphing into a desperate, pleading moan. It was a symphony of sensation, a crescendo of pleasure that left me breathless and weak.

“Oh my god—oh my god—yes!” she screamed, her voice hoarse with ecstasy. “Rich, you’re incredible!”

“You’re the most beautiful, most sensuous creature I’ve ever known,” I whispered, my voice choked with emotion.

As I continued to pleasure her, I felt myself losing control, surrendering completely to the moment. There was no thought, no resistance, just pure, unadulterated pleasure. The world faded away, leaving only the sensation of her body against mine, the heat of her arousal, and the overwhelming desire for more.

“Keep going, baby,” she urged, her voice barely audible through her moans. “Fill me up, Rich. Fill me up!”

And I did, pushing myself deeper and deeper, until there was no room left for anything else. The pleasure was so intense, so overwhelming, that it threatened to consume me entirely. But as I pulled myself out of her, I knew that this experience had changed us both, forging a deeper bond between us, one that could never be broken.

We lay there for a long time, exhausted but satisfied, lost in the afterglow of our shared pleasure. The scent of her arousal still hung in the air, a reminder of the incredible experience we had just shared. And as I looked into her eyes, I knew that this was just the beginning of our journey together. The backdoor beauty had opened a door to a world of pleasure, and I was more than willing to step through it with her, again and again, for as long as we had each other.

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