Stan Is All In
With Sergio's dick literally half-way down my throat, I let the certainty of what I was doing and the why started to sink in. I pulled back and ran my tongue over the head. I could taste a little salt and that turned me on since I knew it was precum. I had tasted my own. What guy hasn't? The first time I tasted it when I was a teenager blew my mind. But this? With Sergio? It was way more.
I looked up at him and he seemed to read my mind. He ran his hand through my hair and said, “Just go with it, Stan. Do whatever you want.”
His gentle words excited me. I pulled his dick back in my mouth and let instinct take over. I slurped on the head, running my tongue under on the edge of it, digging it into the cleft. His moans told me I was doing the right thing, so I spent some time using suction on the meaty head of his cock, watching precum ooze out when I leaned back, then I reached forward and lapped it up, feeling like my tongue and my prick were connected in some crazy way.
But then he gently thrust more of his cock in, going deeper. I looked up at him and he was smiling at me. He said, “I'm going to fuck your face a little...”
It wasn't a question. He just did it. He held the sides of my head and pushed himself all the way in. The dark bush around his cock tickled my nose. Then he pulled back. The length of his cock ran over my tongue, my mouth feeling all the contours and ridges. He smelled a little spicy, a little swampy, a little like things I couldn't identify. For some reason I didn't gag when he jammed it further into my throat. I felt relaxed, but excited. I reached up and took hold of his balls, rolling them around with my fingers, enjoying the softness and the hairiness. Sergio was not a guy into man-scaping. He trimmed his chest, but that was about it. He said, through clenched teeth, “Fuck Stan, that's amazing...”
I was happy he was happy. To give pleasure to a woman is one thing, but to give pleasure to another man? It felt completely different. It was like I was giving him pleasure because I knew it would give me pleasure, like we were sharing the same pleasure. He increased the energy of his hips and I had to let go of his balls so they could gently slap against my chin when his cock went deeper. It was a sensation I had never imagined, nor imagined loving. But I did. I loved it.
But my jaw was getting sore and my back was starting to complain, so I pulled back and said, “Can we get on the bed...?” He still had a big smile on his face. He leaned down and our lips met and gave me the nicest kiss.
“Yeah,” he said, “That's exactly what we should do.”
I got up and my cock was tenting my pants out. Sergio reached over and undid the fly, letting me step out of them, and when I was about to slide my white bikini briefs down, he grabbed my hand and stopped me. “Wait...I want to see you like this. Take off your shirt...”
So I pulled my shirt off so I was standing there in just the briefs and my socks. My cock was aching it was so hard and the head was actually poking out of the waistband, all wet and drooling. He stared at me for a second as if he hadn't noticed me before. He just shook his head, smiling. Then he reached for my cock and ran his finger over the head until it was all wet with my juices and he raised it to my mouth. With a groan I sucked on his finger, tasting him and me together, sucking his finger like yet another cock.
With a big grin, he tucked his fingers into the waist of my briefs and slid them carefully over my cock then down, and I stepped out of them. There I was, naked. In front of Sergio, who was now naked. Our dicks were both throbbing and rigid and the ends almost touching. He leaned in and kissed me again with a little more energy, then he took my hand and led me to the bed.
Once I was on my back, he got between my legs and used his tongue all over my cock and balls, sucking and kissing, and with one hand, stroking. Not that I needed any help. My cock was pulsing and I was afraid I was going to cum right then. But he seemed to know I was close. He let go of me and slid up so his body was covering mine, our dicks mashing together, his hairy balls tickling the base of my cock. Our mouths met and we seemed to let go, suddenly kissing with a lot of energy, our tongues battling it out, mouths changing angles and all the while slowly thrusting our hips so our cocks were getting all slimy and hot, the friction making me feel kind of crazy. There was that smell. You know the one. The one that guys give off then they're randy, when they want to fuck. So yeah, there were two of us, feral and sweaty, wanting to fuck.
I could hardly believe it was happening. But it didn't stop me. And I knew what I wanted. I wanted it so badly. I wanted to fuck him. I wanted to be inside him. I wanted to drive my aching cock into the middle of him. Fucking I got. But this was a guy. This was Sergio.
I managed to push him away for a second. My lips felt swollen. His eyes were dark and still. I kissed his chin and circled my hips so our dicks ground into each other. I said, “Can I...?”
And he finished my sentence. “Fuck me?”
I nodded. His face was all open and excited. “That's exactly what you should do. I want that more than anything, Stan. I've wanted it for a long time, and I never thought it would happen. So yeah, fuck me.”
His words were like a shock of recognition. Not that I had ever once imagined fucking Sergio, but somehow it still felt like this was the inevitable conclusion to a decade-long story. Life is weird, isn't it?
Then I suddenly felt bashful and uncertain. I said, “You're going to have to help.”
With a laugh he rolled off me and lay on his back. He spread his legs a little and pulled up his knees. “Ok, but Stan, it's not that much different...except...”
He reached over to the table by the bed and I noticed a little bottle. I suddenly got it. “Right. That stuff.”
He handed me the bottle and said, “Get your fingers nice a slippery and give me some attention.”
I knew what he meant. I'm not stupid. I squeezed out a bunch of lube until my fingers were wet and I tentatively pushed against his hole, feeling the softness of it, the vulnerability of it. He said, “Don't be shy, Stan. Get right in there.”
I felt like a little kid learning how to ride a bicycle. But I ran my fingers around his hairy ass, over the soft little pucker, then pushed my way in, feeling the muscle let go and relax and suddenly my fingers were caressing all this softness, softer and smoother and hotter than I ever imagined. It was different with a woman somehow. Not better or worse. Just different.
I wanted more, so I slid even deeper. Sergio moaned and said, “Yeah, that's it. Fuck me with your hand.”
I pretended my fingers were a cock and pulled back, and pushed a few times. I could feel him relax, could feel everything getting slippery. It was fantastic. And I knew what to do at that point. Pure gut instinct really took over finally. I sat up and took my cock in my hand and pushed my hips forward so the end of my dick met his hole. I pushed more, remembering to wait for his muscles to let me in, which they did. I could feel every bit of him relax and then I could slide forward. It was beyond anything I imagined. My cock was being enveloped by the softest thing in the world. It felt snug and warm and safe. When my balls finally rested on his ass I opened my eyes and looked down at him.
He was grinning. Adorable. I leaned down and kissed him and said, “Is this all right?”
His grin became a laugh. “Fucking right it is!” He kissed me back and said, “You're a natural. Now fuck me.”
I looked underneath me to see where my body connected with his. His flat, smooth stomach that was only lightly furred by dark hair, and his nice, plump cock and his big meaty balls led to my groin and my belly that angled up. It looked so natural, so beautiful that it caught my breath. I pulled my cock almost out then slowly pushed it back in, enjoying the feel of his body caressing my dick, loving the flex of my hips. I did it again, but with more energy. Then again, faster. Then faster.
Sergio started a long low moan that was punctuated by a gasp every time I bottomed out in him. I leaned down and kissed him a few times, but mostly I held his thighs in my hands and watched his face as I drove faster, deeper. I put even more energy into my hips and bed started to creak underneath us.
He was getting sweaty and so was I. The guy smell was everywhere. Sweat dripped from my temples and into my eyes. My balls were slapping against his body. I reached between us and took his cock in my fist and stroked. It was beyond hard and very wet, so it was easy to jack him in time with my fucks. I wanted us to be in this together, I wanted us to cum together. It was so clear to me that it would make all this that had happened, and all that was going to happen, somehow more meaningful.
He seemed to get it. He said, “I want your cum, Stan. I want you to fill me up. I can't fucking believe this is actually happening so I want this to be epic...cum in me you fucker!” I could tell he was almost crying. I guess he had been carrying a torch for me for a long time. And here we were. I realized his fantasy was now real. And it was real. It felt so real to be fucking this man who I had known since puberty. Like we had been waiting all that time for this to happen. But I didn't know it. But now I did.
And I could tell I wasn't far from it. I could feel a kind of desperate energy in my body. I fucked him faster and kissed him more intensely even though it hurt my back. I didn't fucking care.
I looked directly into his eyes when I felt the dam start to burst. I wanted to shut them as the explosion took me over, but I managed to hold his gaze as I fucked with even more energy, blasts of amazing pulses of energy racing around my body, feeling cum exploding into him from my dick. At the same time I pumped his cock between us, feeling it swell, and then watched it erupt, streaks of cum jetting out over his chest, more and more, until there were long stripes of it all through his trimmed dark hair, and covering his nipples with big globs. I leaned down and tasted some, then I fed it to him with my tongue.
The energy subsided and I slowed down until I finally stopped, by cock firmly and deeply in him. I could feel all the cum making everything slippery in his depths. I slowly collapsed on him, feeling his juices against my own chest, my nose tucked into his neck. We were both breathing deeply, in tandem. Our sweat now smelled strong, like we had both been lifting weights. I licked his neck, tasting him.
I pushed back, moving so I was on my side and my cock slipped out with a soft slurp. He turned and so we were face-to-face. He smiled at me almost shyly. He said, “Are you all right?”
I kissed him and said, “I think so. I feel like I'm on another planet or something, but yeah, I'm really fine. More than fine.”
He laughed and pulled me to him, tucking one leg between mine and nudging his body even closer so that our damp soft cocks were nestled together, his arms around mine, our chests – still wet with his cum – in contact. The smell of our bodies, our juices and sweat was magical. Our man musk was mixing together all rich and earthy. I had never imagined two guys could smell so good together.
So yeah, I fucked my first guy and it was Sergio. I thought about what Carlos had said, that I was the only guy worthy of his brother and in that moment, I kind of decided it was true. I had no idea if we would make it as a couple, but it was clear I wanted to try. That really stopped me. I really did want to try. I know it sounds insane after three days, but there you go. People are like that. We have these moments that are like a sudden thunderstorm on a hot summer day and afterward everything is different. It doesn't always happen that way. Sometimes it's a long, slow buildup. Kind of like it was with Natalie. But this? This was a storm that took me over and changed everything. Was it because it was Sergio who I had known for so long? Was it some kind of alchemy of time and circumstance and one kiss that was meant to be fake but actually turned out not to be at all? Who knows?
We dozed, lying together. I got up after a while and found us some water. It was hot and there was a little breeze coming through the glass doors. I went and stood on the balcony – naked – and looked up at the night sky all brilliant and shimmering. I stared for a while then felt Sergio behind me. He wrapped his arms around me from behind and I felt his cock against my ass and even though it reminded me of something I was a little scared to do with him, it also felt good.
He said, “You all right?”
I put my hand over his on my chest. “Yeah. I'm fine. I'm more than fine.”
He kissed the back of my neck and we went back to bed.
--
We came down to breakfast together and found Carlos and Jorge drinking coffee. They both looked a little hung over. But hung over or not, they immediately started making all kind of jokes about how they were amazed we got out of bed, that we had beard burn, that we should drink a lot of water to replace all the liquid we must have used. You get the idea. Juvenile stuff.
But Sergio and I were pretty chill. He sat and smiled and took it all. I felt relaxed and, even though I still felt like I had woken up on a different planet, happy. I was constantly amazed at how lovely Sergio looked, his face all sculpted and gorgeous, how good he looked in shorts. I wanted to fuck him again.
Carlos put his coffee cup down and said, “So...things are all right?”
I wasn't sure who he was saying this to, so I assumed it was both of us. Sergio said, “Yeah. We're just fine.” He turned and gave me a look that seemed to match my thought about fucking him again. I felt my cock swell in my shorts. I was like a teenager. How nice is that?
But Jorge said, “I hear Natalie is pissed....so I guess you two are done?”
I winced and looked at Sergio. He took my hand which was sweet. I said, “Yeah. We're done.”
And Sergio impressed me in that moment. He let go of my hand and took the coffee that the server brought. He said, “It's not like we're getting married or anything. But Stan and I...we want to see what happens.” He looked at me with a question.
I said, “Yeah. We do. I know it's out of the blue and all that, but there you go.”
Carlos snorted and said, “Out of the blue is one way of putting it!” He paused and looked at us both with, I think, affection. “But I'm glad it's you two. If Stan had hooked up with the waiter or something, this would be a different story.”
He was right, of course. If by some chance I had hooked up with some random guy – or woman, for that matter – I would have felt ashamed of myself and Carlos – and Sergio – would have been right to judge me. But that's not what was happening. Because it was Sergio, who was part of the family, the family that I felt like had adopted me, it was different. Maybe I was deluding myself, but I guess the point was this was no hook-up. I fucked Sergio, but it wasn't a one-time deal. It was the start of something. If I had fucked the waiter that would have been that.
Our breakfast came and we settled into a nice groove, chatting and joking. Everyone was headed to the beach again, so we got our gear and we all walked through the trees. I could hear the waves, the seagulls. It was pretty sweet.
Sergio and I lay down side-by-side again, with Carlos and Jorge nearby. This time if felt completely different. I could look at Sergio and admire his body: his delectable chest, his sculpted thighs, the bulge in his bathing suit. I had to keep from getting a massive hard-on just looking at him. Sergio, the brat, noticed that there wasn't a lot of room in my bathing suit, and casually ran his hand over it. “Nice...” was all he said.
We baked in the sun all morning and swam a few times in the nice waves. It was a simple pleasure to be with all these guys I knew and trusted. And I could say to myself that I loved Sergio and in the same way I loved Carlos, but it was starting to take on a different quality. Filial love with the new layer of a massive crush. And lust, of course. Yeah, that.
We all traipsed back and had lunch, then, once the plates were clear, the wine finished, Sergio looked at me and raised his eyebrows. I knew exactly what he meant. I turned to Carlos, who was sitting across from us and said, “Uh, I think we're going to have a little nap.”
Carlos can be so cool. He just nodded and looked all innocent and said, “Nice. Sleep well.” But then the grin that appeared on his face said everything.
Once we got to Sergio's room, we immediately started to kiss, tearing our bathing suits off. This time, Sergio was taking charge. I could feel it. And I knew what it meant. He pushed me onto the bed and threw himself on top of me, his cock already hard and pushing against my balls. We kissed like we were starving, and then he took my cock in his fist and stroked. He leaned down and sucked the end, stroking harder. It was like he was thinking about something and I was pretty sure I knew what.
“Stan...can I fuck you?”
Yeah, that. I took a breath and said, “I want you to, but we need to take this slow...”
He nodded and said, “Of course. You can stop this any time. I hope I'm not being presumptuous when I say we have lots of time.”
Saying that out loud – the thing we alluded to with Carlos – really carried weight. He was asking if we had time. He hoped we would be doing this for some time. Not just this week in the South Pacific. I pulled him down and kissed him and said, “That's the idea.”
“Good.” He suddenly took hold of my legs and pulled them up and pushed them sideways so my ass was raised and exposed. He said, “Can I?”
I just nodded, unable to say anything. He leaned down and nuzzled my balls, then licked them, his tongue running up underneath my cock, then up the shaft to the head and he sucked the end for a minutes and at the same time, ran the tips of his fingers over my hole really lightly. It felt amazing.
His tongue then went back down my cock, over my balls and he started to run his lips over the space between my ball sac and my hole, kissing and slurping until his lips met the softness of the place where no one – including me – had been in this kind of way. No woman I had ever been with paid any attention to my ass. I was starting to wonder why. He raised his head a little, grinning. “You taste like the ocean.”
He lowered his head and flicked his tongue over the softness of my asshole, then pushed his tongue deeper. He used his hands to spread my cheeks and then really drove his tongue in, swirling it around and getting everything wet with his spit. It felt strange – almost shocking – but after a few seconds, I got into it. I took my cock in my hand and started to stroke, slowly matching the movement of his tongue with my fist.
He got up and grabbed the bottle of lube. He poured out some onto his hand and then looked at me while he slid a finger in. He kissed me softly and slid a second one in. He said, “You ok?”
I nodded, still holding my cock. He leaned down and sucked up some juice that was oozing from the end. Then there was a third finger. I could feel myself stretch. It wasn't painful, but it was a little bit of a shock. I remembered watching that bisexual video and I remembered thinking – without much feeling – how guys could take a cock like that. I was about to find out.
Sergio slid a fourth finger in and at that point, I felt the stretch. I said, “Slow down...”
He stopped for a second and I could tell he could feel my muscles relaxing which actually surprised me until I realized how much I trusted him. I knew he wouldn't do anything that I didn't want. I ran my hand up his back, then down to his ass, enjoying the smooth curve of it. He slid down and got a better angle for his hand. He started to slide his fingers out, then pushed them, stretching me more. Really slowly. He reached forward and licked the head of my cock a few times as he moved his fingers around. I could feel my ass give, relax, expand. I started to moan. I didn't notice at first, then my cock felt like it was getting little electric shocks from the action of his fingers and I moaned with more force, surprised by the sound.
He chuckled and said, “Someone's getting into it.”
I couldn't speak. I grabbed my cock while his hand moved. When it seemed like I was ready, he moved back up and settled between my legs. Like I had done, he ran the head of his prick over my hole, using the bottle to lube it up. He put the lube down and very gently pressed the head of his cock in. It kept moving until it met some resistance. He said, “Take a big breath. Imagine you're giving birth.”
I didn't quite understand what he was saying, but I tried to do it. I took a big breath and I guess you could say, bore down, and at that moment he pushed harder and in he went. His whole cock. It was a shock at first and I froze. Not because it hurt so much as it felt unlike anything I had ever felt. He slid his hands underneath my torso and pulled me up so I was sitting in his lap, his cock deep inside me. I realized why he did, because he could kiss me more easily.
I said, “You've done this before.” It was kind of a joke, but it was also true. I could feel his experience, his confidence. His care and gentleness. I kissed him, feeling grateful, increasingly excited. I was getting fucked for the very first time, and so far, it felt great. Intense, but amazing. He looked at me, kissed me really hungrily and then said, “Are you ready?
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