Meeting Up with Mason
By E. Gillespie (egillespiea@outlook.com)
Disclaimer: Please practice safe sex! This is just a fantasy, but sexually transmitted diseases and infections are not. Be smart, get tested, and always use protection.
Also this is a fantasy written on-the-fly that I finished in one shot. It's also the first smut I've ever written so please forgive me if it's terrible. With that, thanks for reading and enjoy!
I hadn't seen Mason in probably twenty years. We were friends from high school that I'd experimented with a couple of times as I was coming into my sexuality and we had stayed in touch off and on. Mason had a keen interest in my sexual exploits (though there have only been a few.) I believed he was living vicariously through me and while it felt awkward at times, I appreciated the dirty exchanges we had over text.
I was visiting home after having moved across the country for work and thought this would be a good chance to catch up. We met at a bar in our old town and after a few drinks and the usual reminiscing, the beer had started to take hold and the conversation shifted to the more mischievous nature of past conversations. I hadn't realized he too had moved away from the place and was only in town visiting a school he occasionally lectured at. Over the years, the topic of what an encounter between us as adults might look like came up and it had started to come up again like the bubbles in our beer.
Mason was about my height, maybe slightly taller at six feet. He had always been very handsome and attractive to the girls in our school. While his dark hair was a bit shorter than it was in the nineties, it was a good look for him and I was just as drawn into him now as I had been then. He was still quite fit, while I had let myself go a bit having put on a few extra pounds. He joked that he preferred a little extra which made me feel a lot more comfortable. He had previously confessed to me that he was actually bisexual though he hadn't had much if any experience with other men. As it turns out he also liked men that were more cub like in nature, and submissive. I would soon learn about his interest in the sub/dom culture and while I hadn't dabbled in it much, I was intrigued.
As the evening wore on, it became clear through our not so subtle alcohol induced flirting that we were going back to his hotel room to take the conversation further.
Mason closed the door to his room behind me as I entered the typically decorated hotel room. There was a couch near the foot of the bed that faced the television where Mason proceeded to sit, flipping off his shoes as he did.
"It's pretty nice! They hooked you up with a nice room," I said looking around, quietly noticing a few stray condoms and a bottle of lube on the nightstand. He came prepared for something.
"Yeah, since I'm out here quite a bit I racked up the VIP points quickly," Mason said as he studied me from the couch, his legs spreading out comfortably. I couldn't help but look at his crotch so readily displayed. I smirked when he caught my gaze. "See anything you like?" He motioned me over to the couch and I obliged.
As I sat down next to him, he reached over for the television remote and turned it on. It displayed a previously watched adult film I assumed he'd ordered earlier. Something about sluts, I don't really remember the title, but it was showing a girl giving a blow job to massive cock. I raised an eyebrow at him. He smirked impishly and began rubbing his crotch through his jeans.
"Is this what you like?" I asked. "You know I'm gay, right?"
He chuckled then muted the audio and dropped the remote on the table. "Yeah, I just figured I'd put something interesting on."
I could see the bulge in his jeans increasing, my own starting to show a bit through my own pants.
"Haven't really seen this cock in a while have you? It's gotten quite big since high school," he said while continuing to stroke himself through his pants.
"No, obviously I haven't," I replied.
"Want to?" Without waiting for my answer, he began to slowly unzip his jeans, plunging his hand into them while teasingly stroking his cock.
I swallowed hard. I had been hoping a night like this would happen for some time and the moment was finally here. "Yeah, I would..."
He stroked himself a few more times under the cover of denim, then slowly pulled out his seven inch monster. My eyes went wide as it emerged, fully engorged. The head of his cock was thick and flared out as he pulled back his foreskin. I hadn't remembered it being so big and couldn't recall seeing the plumpness of the tip outside his sheath. My jaw dropped a bit as I stared and he took this as a sign that I was more than interested.
"Put it in your mouth boy," he commanded. His smirk had vanished as he looked at me with stern intent. Shivers went through me at the word "boy." I instinctively went to my knees between his legs, his fierce eyes following my every move. As I my head inched closer to the veiny cock in front of me, my mouth began to water and I felt his hand on the back of my head guide me to it.
My mouth was filled with Mason's hard cock, my tongue caressing the bottom of it as I attempted to inhale it. I couldn't get much of it in before I started to gag. A brief smile returned to his face, proud that his manhood was causing me a little discomfort. "Easy," he said, "just take what you can."
I began to bob slowly on the first few inches of his cock, moistening it as much as I could to make it easier to take. His head fell back against the couch in ecstasy. "There you go baby, nice and easy, suck." I continued to gently suck him, using my hand to make up for the inches I couldn't swallow. This went on for several minutes before he began to buck his hips and proceeded to face fuck me as much as he could. I gagged as he pushed my head down further. He stood up and took both of my forearms in his hands and pulled them back behind him. There was nothing I could do to regulate him now as he pushed his cock into my throat. I coughed, causing a small expulsion of mucus and pre-cum to shoot from my mouth around the base of his dick and balls. He smiled viciously and said "I love that."
I pulled away to momentarily collect myself, a mix of mine and Mason's goo dripping down my face. I pulled my shirt off so as not to soil it and tossed it across the room.
"Get it back in your mouth, I want to come soon. Make it wet with your throat juices boy."
I hesitantly returned to sucking his cock, something that wouldn't last much longer as I could see he was starting to climax. He withdrew his cock from my mouth and began to stroke it quickly. "I want you to wear my cum on your face tonight," he uttered as he began to unleash several bursts of hot white semen on forehead and nose. It ran down the side of my cheek as his spurts tapered off. He looked down at me, then rubbed it into my skin. "I've marked you now, you're mine tonight."
I was breathing heavily trying to catch my breath. My own dick was pulsing hard against the inside of my jeans at the sound of his words. I was worried that would be the end of our encounter, but to my pleasure it was only the beginning.
"Lose your clothes sub, I want to see what I'm working with," he commanded. As I stood and unbuttoned my pants, he approached me almost menacingly. He pulled his shirt off and tossed it to the floor. His still hard cock pointed me towards the bed. I stumbled back onto it and felt him grab my jeans and boxer briefs, pulling them off as firmly as he could.
I blushed lying naked on the bed, my mere four inch cock standing at attention. He smirked again saying, "you have the perfect little sub cock." I felt a bit humiliated until he grabbed it and began stroking it slowly. "Just right." He pushed me on to my side and began to caress my butt, gently pulling my cheeks apart. "You have a nice hairy hole too, boy." I closed my eyes, feeling more than a little embarrassed. I suddenly felt a cold wetness spread across my ass and opened my eyes. He had grabbed the bottle of lube and started to work a finger into my hole. One finger became two and he had began to massage that powerful little spot deep inside me. It made me squirm and my legs tremble as he pushed his fingers in and out, back and forth in my ass. "Squeeze my fingers with your hole," he whispered, "go on, squeeze... now relax." As I relaxed, he pushed them in further. It felt amazing as I relaxed into his gentle touch. "Soon that'll be my cock, penetrating you deeply, I want you to squeeze and relax on it, just like we're doing now. I'm gonna let you come tonight, but you're not allowed to touch yourself. Just focus on the fuck you're about to get, okay boy?" I nodded in full blush. I was not used to this kind of verbal play, but I was thoroughly enjoying it. My cock was leaking pre-cum all down the shaft and he had started to use it along with the lube to moisten me up.
He lied next to me, an arm sliding under my head and pulling me closer to him. My back was arching, making my ass move as close to him as possible. He stroked my shoulder with his hand, while his other hand continued to finger my hole. I shivered every time he pushed his fingers back inside me. He was up to three fingers now, I hadn't even noticed. He pushed them in... deeper... holding all three inside me, then pulsed them ever so gently. He brought his mouth to my ear, caressing it slightly with his tongue before whispering, "I'm gonna fuck you now... and you're going to feel it."
Before I could respond, I felt a different kind of pressure on my hole. It was the head of his cock pushing past the lips of my quivering hole, riding the lube straight up to the second ring within me. I instinctively pushed out, allowing several inches of his massive cock to make its way inside me. I reached back to slow him down, but it was too late. He smiled as my face strained with the shock of his forceful penetration. "Relax, relax, just breathe, we'll give it a second..." he said encouragingly. I shifted my body a bit to allow better alignment and he took immediate advantage of the situation by pushing in deeper. After a few brief moments, he allowed me to push him out slowly, careful not to let himself be fully ejected. He drizzled a small amount of lube onto the head of his cock that was peeking ever so slightly out of my pulsing hole. With that, he pushed himself all the way into me, feeling my ass muscles collapse then grip him tightly. I could feel the hair around his cock entangling with my ass hair and his balls gently resting on my butt. "I'm all the way in baby, you got it. You've got a really nice boy pussy here, I can't wait to stretch you open" he uttered.
He slowly started to fuck me, pulling almost all the way out, then pushing himself all the way back in. The feeling that came over me was utter lust. I felt dirty and violated in a way I never thought I could enjoy. He picked up a slow, but steady rhythm as he pushed himself in and out of me. My body quivered and my cock oozed with delight. I could feel every inch of him penetrating me as the pressure began to build. Without warning, he pulled himself out all the way, causing my hole to fart out a mixture of ejaculate and lube. I was a bit embarrassed at the sound, but he just smiled and said, "that's good boy, let out all the air I just fucked into you. It's about to get more intense."
He stood and pulled my legs off the end of the bed a bit. "Get your ass in the air boy, I wanna see that true faggot position. Ass up, knees in. Show me your hole," he commanded. I did as he asked, slowly pulling myself into position. I was hoping to get a minute to recover a bit, but he had other things in mind. He pushed my back down so that I was arching it, exposing my pink and slightly swollen ass to him as he re-applied the lube. He stepped away for a brief second before returning with something in his hand. It was a small brown bottle I recognized immediately as poppers. I had my own bottle back home that I enjoyed from time to time. I was surprised he had some, let alone knew what they were.
I played coy, "what is that for?" I asked.
With a serious expression he pushed the bottle towards my face saying, "you're going to want this for what I'm about to do to your hole."
I took the bottle and shook it a bit before inhaling slowly through one nostril. As I began closing the bottle I saw him shake his head saying, "more." I hesitantly took another long whiff through the other nostril and immediately felt the effects. I felt as if my body had become a puddle as every muscle relaxed. I could feel him teasing my hole as he ran the length of his giant dick along my crack.
My vision became a blur as I felt him push the entire length easily into my now open hole. "Now it's time to get fucked," he said, pushing his entire weight onto me, causing my chest to collapse to the bed. He began to pound me mercilessly, fucking my ass with long strokes. I could feel him deep inside me, pushing farther than he had before. My head was spinning from the poppers and all I could hear was the powerful slapping of his body against mine. I was in complete ecstasy as every nerve inside my hole fired bursts of pleasure throughout me. Our moans aligned through the intense fucking of our bodies and I felt a sudden flood of wetness inside me. He continued to pound my now tightening hole as the poppers wore off, the wet slapping continuing. With one last push of penetration into me, Mason let out a groan and unleashed a full load of hot sperm into my rectum. He collapsed beside me on the bead, breathing heavily. I laid there panting, feeling the creamy ass juices slide from body and onto the bed.
We laid there for several moments catching our breath before he turned and moved close to me. His hand moved slowly down to my ass and I could feel his fingers find their way to my swollen hole. For just a moment I felt them move inside me, one, two, three... four... and just when I thought he was finished, I felt his thumb slip just inside next to the other four. I tensed up as he attempted to push his hand into my ass and stopped him halfway in. He chuckled quietly, "not ready for that yet I guess," then slowly withdrew his hands before playfully slapping my now sloppy hole.
We dozed off into the early morning hours, waking once for another gentle fuck. After I noticed he had drifted off completely, I got up, my body still trembling from the most intense fucking I had ever had. We were both covered in each other's sticky fluids, but I put my clothes on anyway. I quietly left the hotel room feeling a deep emptiness in my hole. On the way back to my hotel, my phone buzzed with a notification. It was Mason, surprisingly thanking me for an awesome night followed by "you have an amazing ass. Maybe we can do it again sometime." I smirked, knowing I'd probably never see him again.
The end.