For the second day in a row, I awoke naked, held in the muscular arms of Brian, who was also naked. He was laying on his back this morning, gently snoring, and I awoke cuddled to his chest. I realized that I had slept really well for the first time since the wedding day, and I felt rested, rejuvenated, and surprisingly peaceful and content. I was shocked by my good mood, since I was only three days out from being publicly humiliated by Mandy! I also realized that I needed to piss like a racehorse! I quietly rolled over and got up as Brian continued to sleep. I stepped into the bathroom, peed, and noticed a bottle of mouthwash on the counter. Knowing I had morning breath, I gargled some minty freshness and then walked out of the bathroom.
Looking at Brian, still asleep on the bed, I had a decision. Did I want to leave, or crawl back into bed with him? I was surprised that I wanted to be in his arms again! I walked back to the bed, and crawled back into the spot I had left, cuddled against his chest, my hand resting on him. Spending yesterday with Brian, and then experimenting with him sexually last night, had made me happy. I pondered this turn of events as my hand rested on his meaty pecs and I snuggled into his body. I soaked in the sensations around me. I felt safe as his arm wrapped back around me, his hand lazily gripping my ass as he slept. He smelled really good, his natural scent was very masculine, and I sniffed his neck again, my nostrils filled with his pheromones. I was not freaking out this morning, even though I had last night. I found that I liked waking up this way. I also wondered what else we could do together, and if I wanted to try more? Brian had certainly expressed his interest in more as he talked with me about roles the evening before.
My thoughts were interrupted by Brian moving slightly, as he said in a sleepy voice, "Good morning, sexy!" His deep bass tones echoed in his chest as he greeted me, and I know I blushed at his compliment. He thinks I'm sexy?
"Morning," I replied softly. His arm moved to grip me more tightly and hug me closer to him.
We stayed like that for a few moments, just waking up together, enjoying the closeness. Then Brian shifted and began to move. "I need to piss bad!" he laughed as he moved to the edge of the bed. I rolled over to give him room to move, and he jumped up and went into the bathroom. I lay on my back, still amazed at how comfortable I felt after having sex with Brian and waking up naked with him! I wanted to be here, with him.
I heard the toilet flush, and then some moving around in the bathroom. After another moment, Brian strolled back into the room, naked, smiling at me. I smiled back as I lay there watching him.
"Damn, I love having a sexy stud in my bed!" He said as he moved to crawl back into the bed. But instead of crawling in on the same side he left, he began crawling up from the foot of the bed, his body moving up over mine. I shuddered with anticipation at the sexual allure of this man that was above me. Then he leaned down and began kissing my neck, sending goosebumps all over me as his body gently came down to rest on mine. He moved his knees between my legs, separating them so that his body could rest on mine. His already hard cock pressed down against my own cock, which was hardening as he ground down on me. My arms wrapped around his shoulders as he worked my neck, and my legs wrapped themselves around his legs, wanting as much contact as possible. I was fully aware that I was in the bottom position under him, and yet I found that I didn't care. The pleasure he was giving me drove any concerns away, and I just enjoyed the moment.
Brian lifted up his head to look in my eyes. I could smell his minty breath, as he had obviously used the mouthwash as well. He smiled down at me, and then attacked my mouth with his own. We were right back where we had been last night, making out and writhing around naked on the bed. It was like we couldn't get enough of each other!
Then Brian moved, lifting up and sitting back on his knees, his hands running over my body, causing me to moan with pleasure. He then began moving up my body, straddling my chest until his cock came to rest on my chin. "Suck it!" he commanded quietly. I opened my mouth and took him in. Suddenly, this was different than last night. He was more controlling, commanding. He began thrusting his hips into my mouth, beginning to fuck my mouth rather than just letting me suck him. Soon, he was moving back into my throat, like last night. I was getting a taste of his more dominant top nature. I was surprised to find that I liked it, and was getting even more turned on!
He fucked my mouth for about five minutes before thrusting deep and once again unloading down my throat. I could feel his cock pulsing on my tongue as he shot his seed into my gullet. Once he was done, he pulled out, and dropped back down on me, taking my mouth in another passionate kiss. Then he rolled off of me onto his back and said, "Jerk off for me. I wanna see you shoot!" I spit on my hand and started jacking. It only took about 10 strokes before I shot all over my chest. Brian reached down with his finger and scooped up some of my cum, lifting his hand to my mouth and feeding me my own cum. I felt so slutty as I licked my own semen off of his fingers, sucking his finger into my mouth as he fed me my load.
Looking back on that incident, I should have been able to see what he was doing, but I was so horny that I didn't pay attention. In that one sexual encounter, he had established our roles. I had sucked him off, and then I had jerked myself. He didn't suck me off that time. He was establishing himself as the top, and was clearly moving me to see myself as the more submissive one to him. He was helping me see myself as a bottom in relation to him. But in the moment, I was just enjoying the closeness to another human body, and the sexual release I had in being with him.
We lay together, basking in the afterglow, for a few minutes, and then Brian moved to get up. "I need a shower!" he exclaimed, sniffing his own pits. "Wanna join me?"
"Yeah," I answered, surprised that a shared shower with another naked guy sounded like fun. We both stood and headed to the bathroom. Brian started the water, letting it get to the right temperature. Because he was in a suite, he had a larger bathroom and shower than the average cruise passenger. Even so, it was a tight fit as he ushered me into the stall, then stepped in after me.
In the shower, Brian continued his sexual seduction of me. He stood behind me, his chest pressing against my back as he wrapped his arms around my waist. I could feel his cock, already hardening again, pressing against my ass. He pulled back slightly, and then pressed his cock down to slip between my legs. I could feel the head graze across my asshole as his cock moved under my balls. I gasped from the pleasurable sensation.
Brian chuckled behind me as he pulled me tight against his body. "You like feeling my cock down there?" he asked in my ear. I nodded, groaning from the pleasurable body contact. He ground against me some more, then grabbed the soap. We washed each other, stopping occasionally to make out. Finally clean, we stepped out and toweled off.
I threw on my clothes from the night before and left to go get ready for the day down in my room. The thoughts and emotions from having had my first man-to-man sexual experience were crashing around in my brain, until finally I just decided to go with the flow and enjoy this opportunity to experiment. Somewhere in the back of my brain was the worry that I was enjoying this too much, but I decided to ignore that voice too!
Our first port-of-call on the cruise was Grand Cayman Island, and today was the day that we were arriving there. Brian and I had both signed up for the snorkeling excursion off the ship, and so I donned my swim trunks and a tank top again, and packed a backpack with dry shorts and t-shirt to change into after the excursion. Brian appeared at my door as I was ready to leave, so we made our way up to the dining room for a quick light breakfast, and then got in line for the tender boats to take us to shore. Apparently, our ship had been unable to dock due to some recent hurricane damage in the harbor, and so we were stuck taking tenders. The trip lasted about 10 minutes, and our snorkeling guide was waiting for us when we disembarked. We, along with a number of other passengers, boarded the bus and took a short trip to the snorkeling operation, and then we donned our wet gear, signed our waivers, and were soon swimming through the beautiful clear waters. I was enjoying beautiful underwater reefs, colorful fish, and the frequent physical touch from Brian as he would swim by me and get my attention to point out something he saw. I think he just wanted to touch me, because a number of those attention grabbing touches were on my ass!
After the excursion, we were returned to the main dock, where we had about 2 hours to grab lunch and explore or shop in the city if we wanted. We found a sandwich shop and sat down to eat.
Once seated, Brian shared what was on his mind. “Have you thought anymore about what I told you last night?” he asked.
”What do you mean?” I asked, confused.
”About the roles in sex between men, ” he answered. “I want to know if you’ve thought about letting me fuck you.”
I couldn’t believe how casually he was willing to ask me that question. “Yes, I’ve thought about it,” I answered truthfully, my voice cautious with fear that he would think I was ready to give into him. “But I’m still not sure. I’m afraid it will hurt, and I’m afraid of what it will mean for me. I mean, I freaked out after just what we did last night! How would I respond after taking a man’s dick in my ass?”
Brian smiled at my candor. “Well,” he began in response, “It probably will hurt a little at first.” That did not make me feel better. “But,” he continued, “once you get used to it, you will love it, and I will give you pleasure that you didn’t even know was possible!” He certainly was confident in his abilities!
Brian reached across the table and took my hand in his as he leaned toward me. In a very deep, sexy voice, he added, “I feel that what we’ve experienced here is special, and I want to see what else there is between us. I want to be as connected to you physically as I am feeling emotionally!” Damn, he was good at the art of seduction! The butterflies in my stomach began fluttering as he worked his seductive magic on me. “Besides,” he finished, “this is your chance to experiment, and you can’t say you’ve had the full experience if you don’t try this too!” He leaned back in his seat, looking in my eyes, waiting for my rebuttal to his advances.
The problem was, his argument made sense to me. I had already gone this far. Why not experience it all, especially with an experienced partner like Brian who had been so good to me thus far? I realized I was giving in far more easily than I would have imagined: “Okay,” I said softly. Brian smiled, a bit like a predator with his prey in sight. But it was still a smile!
We ate, Brian guiding the conversation away from sex. He was casually confident, as if I hadn’t just agreed to give him my virgin ass. He asked my thoughts on the snorkeling excursion, the cruise in general, and we even touched on politics. We looked like buds just chatting and enjoying lunch, but inside I was churning. My world was being turned upside down, as I’d just agreed to be a willing bottom for an experienced Top.
After we ate, Brian paid the check, and then we walked out onto the street. Brian turned and began walking with purpose, and I hurried to catch up to him, curious about where we were going. I didn’t have to wonder long. He led us into a pharmacy that was on the corner up the street, and then led me back to a particular aisle, walking as if he knew what he was looking for. He picked out an enema bulb, some lube, and a box of condoms, then turned and we walked up to check out. I felt the clerks eyes on me as Brian paid for the items. I looked up to meet his gaze, and realized the look on his face was jealousy. He wished that Brian were preparing to fuck him, and that made me feel special. A guy as hot as Brian had picked me. He wanted me, and the sales clerk wanted to be me, under Brian.
We walked out of the store, and Brian turned to look at me. “You okay?” he asked, smiling kindly at me.
“Yes,” I said. “I was just watching that clerk. He wanted you.”
”Who doesn‘t?” He laughed. He had a point!
We made our way back to the dock area, found the line for tenders to our ship, and only had to wait about 10 minutes before we were headed back out to the boat. Soon we were walking up the gangway and then we were back on board. Brian walked me to my room. When we arrived at my door, Brian reached into the bag and pulled out the box of condoms, then handed me the bag.
”Do you know how to use this?” he asked.
”No,” I replied, “never had to before.” I gave a quick laugh as I said it.
”Fill it with warm water, and lube the tip,” he began quick instructions. “Then get on your hands and knees, shoulders down with your ass in the air, and press the tip into your ass. Then squeeze the water into your hole. Hold it in for a little white, then sit on the toilet and let it out. Repeat until the water comes out clean.”
I nodded, too embarrassed to say anything or ask anymore questions. I opened the door to step inside my room. “Come to my room when you’re ready,” Brian said, slapping my ass as he turned, then looked back. "And bring the lube with you!" He then walked away grinning. Ready? Was I ever going to be truly "ready" to take this step?
I walked into my room, stripped and opened the bag. I removed the enema bulb and the lube, opened them, and then walked into the bathroom. It was unnerving even thinking about cleaning myself out so that Brian could put his dick in me. I wondered if women felt this way the first time they were going to let a guy fuck them? ”Fuck it!” I muttered to myself as I began the process. After cleaning out for the very first time, I stepped into the shower to wash off the ocean water. Once clean (inside and out!) I stepped out of the shower and toweled off. Then I went to my suitcase to select something to wear. As I was rifling through my clothes, I noticed a black jockstrap that I had brought. I like to wear jocks when I’m working out, and Mandy always said it showed off my round ass really well. I pulled it on, and then grabbed some shorts and a t-shirt. Slipping into my sandals, I was ready to go get fucked.
I looked at my reflection in the mirror as I moved to leave the room. Staring back at me was the face I’d always known, yet there was a knowing look that I gave myself, like this was the point of no return. Was I really going to let a guy I just met two days ago fuck me? The answer was yes, and I grabbed the door handle, opened it and walked out, headed to Brian‘s room before I could change my mind.
I arrived at Brian's door and hesitated, taking a deep breath before I lifted my hand and knocked. Almost immediately, he opened the door, standing there smiling. Brian was wearing only a pair of boxer briefs, his muscular chest shirtless. His underwear revealed a healthy bulge. He looked like the picture of masculinity, and I had the thought, "I'm lucky that someone this sexy wants me!"
"Come in!" Brian said, holding the door as I walked through. He closed the door behind me as I walked into his room, and then we were alone.
I stopped after a couple of steps, unsure of what I should do. I felt Brian step up behind me and wrap his arms around my waist, his head lowered to rest next to mine on my shoulder. "You ready?" he asked, kissing my neck right under my ear. I groaned as I nodded. Brian then grabbed my t-shirt at the bottom and lifted it up and over my head. I raised my arms as he took the shirt off. Then his arms were back around me as he pulled my bare back against his muscular, slightly hairy chest. I could feel his thickening cock through his underwear, pressing against my ass, still trapped in my shorts. Brian then moved his hands to the button on the front of my shorts, unbuttoning them and pushing them down to fall off of my hips and down to the floor.
"Fuck!" Brian exclaimed behind me, followed by a wolf-whistle. "Look at that ass!" I guess he approved of my choice in underwear. I smiled, glad to meet with his approval. Then his hands were on my ass cheeks, grabbing and massaging them, before he wrapped his arms back around my waist, pulling me back against him. I could feel his cock, more pronounced now, pressing against my crack as he hugged me from behind. Brian's left arm moved up my chest, grabbed my chin, and turned my face back to meet him in a kiss. He hungrily attacked my mouth with his lips.
Finally breaking the kiss, he said breathily, "Damn, baby, you've got me horny as fuck! I can't wait to get in this ass!" As he said it, he began pressing me forward, walking us toward his bed. Reaching the edge of the bed, he pressed on my lower back, bending me over the bed.
"On your hands and knees, ass up!" he commanded as he slapped my exposed ass cheek. I crawled up on the bed obediently, my ass sticking up. I don't know what I expected next, but the sensation that hit me was more incredible than I ever would have imagined! I had been so engrossed in getting into position, that I didn't hear Brian kneel down behind me. So when I felt his hands grab my cheeks, separate them, I thought, "Oh, well here we go. I'm about to get fucked." Instead, a soft wetness tickled my hole, and I realized he had begun pressing his tongue against my ass. He was eating me out! I barely had time to comprehend what I was feeling before he licked his tongue harder across my hole, and the pleasure ratcheted up tenfold as his facial scruff scraped over my ass.
"Holy FUCK!" I cried out in pleasure.
Brian laughed as he pulled back. "Guessing you've never been rimmed before?"
"No! Fuck!" I gasped breathlessly, still stunned by the pleasure afforded my hole. "I had no idea my ass could feel so good."
"Baby, you have no idea!" Brian laughed again before grinding his mouth back on my hole. Then he ate me out like a boss! I was groaning and moaning, sweating and squealing as his mouth made love to my hole. I honestly didn't care what the rest of this session was like! The rimming felt so good that never wanted him to stop!
After about 10 minutes of eating me out, (during which I almost came one time) I felt Brian's finger join his tongue and then begin pressing into my hole. I was so slick with his spit that he just slid right in! He began running his finger in and out of my hole, finger-fucking me. I found quite quickly that I enjoyed the sensation. Then I saw him reach over beside me on the bed and grab some lube, which he added to his finger, pressing it back into my ass. He then pressed a second finger alongside the first, stretching me more, and began fucking me with two fingers. I felt stretched, but also was relaxed enough to feel no pain. So far, he had made me feel incredible, and I realized my body was wanting more. Just as I thought that, I felt a third finger begin to join the other two. I felt stretched even more, and found myself breathing hard to accommodate the extra digit. Now, instead of just fucking in and out with the fingers, he was stretching them open, making my hole dilate even more. I felt him drizzle more lube on the fingers, then press them back in, pushing the lube into my hole.
After a few more rounds of fingering and adding lube, Brian pulled his fingers free from my ass. For my part, I was lost in the pleasure. I had no idea that playing with my hole could make my body feel SO good! I looked back to see Brian smiling at me as he stood up behind me. "Having fun?" he asked.
"Hell, yeah!" I exclaimed.
"Good, because it only gets better!" he bragged. I hoped he was right! "Stay just like that!" he commanded as he patted my ass, then reached down to grab the lube. He also picked up a small brown bottle, then reached forward to hand it to me.
"What's this?" I asked.
"Poppers," Brian answered. "Ever tried them?"
"No," I answered. "What are they?" I'd never even heard of them. My sex life so far had been pretty vanilla.
"They help you relax and enhance the feeling of being penetrated," Brian said by way of explanation. "Open the bottle, then put your finger over one nostril, closing it while you sniff them in the open nostril. Then repeat for the other side."
On my elbows and knees, ass up, I grabbed the bottle and began opening the lid.
"Wait!" Brian said. "It's better if you sniff them as I'm entering you." I waited for him to get ready, seeing the empty wrapper of a condom pack drop beside me, knowing he was wrapping up to slide into me, as I had done to the girls I'd fucked before. I was keenly aware of the slowing down of time as he moved into position behind me. Pleasure rocked my body as the head of his cock burrowed between my cheeks and pressed against my hole, reminding me of the rimming he'd just given me. I heard Brian pop the cap of the lube and drizzle more on his cock, which he rotated around to grease up my ass and press lube against my hole. Then he was ready.
"Okay, baby," he said, his deep voice gentle and yet thick with need. "Take a sniff." I opened the bottle by removing the lid, and held it right under my right nostril as I held my left one closed. "Breathe deep," Brian said as he watched me from behind, his cock head pressing against my hole. The smell of the poppers was a mixture of sweet and pungent. "Now the other nostril," he continued. I moved the bottle to the other side and breathed in again. "Hold your breath in while you put the lid back on," he finished the instruction. I did as he told me. Once the lid was back on, my head was growing light-headed as I breathed out. I could feel my heartbeat in my ears as the poppers took effect. Moreover, I could feel a warmth in my abdomen, and I felt suddenly very horny! I arched my back, the pleasure of his cock head at my hole overwhelming. I tried to push back against him.
"There you go," he said as he pressed forward. The head and a couple of inches pressed into my hole, quite easily. I didn't know if it was because of the rimming or the poppers, but this didn't hurt! Seeing how easy I took the head, he kept pressing forward. Suddenly, a burst of pain shot through me and I clamped down on his cock.
"FUCK, that HURTS!" I shouted. His hands gripped my hips, holding me in place and not allowing me to get away.
"Shhhhh," he responded soothingly, holding still. Once I settled down, he stayed in the same place and began rotating his hips, stretching my hole. The sensation was much like what I had felt with his fingers, and I relaxed. "Take another sniff of the poppers," he commanded.
After taking the poppers, my hole relaxed, and Brian pressed forward, surprising both of us as he bottomed out in my ass. "Fuck, this ass is good!" he exclaimed. I was overwhelmed with the feeling of fullness and yet I could already feel the beginnings of pleasure radiating out from my hole. Brian began a gentle thrusting in my ass, holding himself deep in me. "One more popper hit," he commanded.
I sniffed the poppers again, my head swimming from the chemicals and my body responding to the pleasure. "Fuck!" I shouted in pleasure as he pulled back and then thrust into me.
"Oh, you like that, huh?" he asked teasingly. He began thrusting into my ass, building up a fuck speed. I couldn't believe how easily I'd taken him, or how good this was already feeling! Soon, the sounds that filled his bedroom were the slapping of flesh and the moaning and groaning we both did as he fucked me. After about five minutes, he pressed me down onto my stomach, coming down with me, his cock still in my hole, as he laid on my back. His mouth came down next to my ear. "Yeah, baby," his deep voice said next to my ear. "Yeah, push that ass up to meet me. Yeah, I love taking this ass and making it mine. This ass is mine, baby!" Through all of his fuck talk, he continued his thrusting into my hole. I felt so completely taken by him, completely covered by his body. How had I lived a straight life when this was possible? How did I not know that my ass could feel this good? How did I not know that another man could give me this pleasure?
Brian thrust deep in me, taking my breath away, then held still, his cock lodged balls deep in my formerly virgin ass. I felt so connected to him, so united. This felt right! I began grinding my ass back against him, wanting the movement. "Yeah, get that cock!" he said, his voice sultry in my ear. "Grind that ass on my dick, show me you want it."
"Yesss," I hissed, barely able to speak from the pleasure. He held still, letting me become more desperate for his fuck as I ground against him.
Finally, he spoke again. "Ever had a girl ride you?" he asked.
"Yeah," I groaned out.
"Well, I love having boys ride me," he responded. "Time to fuck yourself on my cock. You're already doing a pretty good job of that now," he chuckled as he pulled out. Once free of my ass, he rolled onto his back, his 8 inch cock standing straight up from his crotch. I moved up to my knees, then crawled over his body, straddling his lap, feeling his cock coming to rest in my ass crack. "Take another hit of the poppers," he commanded. I did, seeing him watch me as I breathed in the chemicals that were helping turn me into what he called "a bottom slut."
"Now, grab my cock and guide it to your hole," he instructed. I reached behind me, grabbed his rigid cock, and leaned forward and arched my back out to bring my hole into contact with his cock head. I was loose, and the poppers were helping, so his head sank into my hole quite easily. "Now sit back," he said. I did, and gasped as he was once again balls deep in my hole. "Now bounce on that cock," he said. "Show me how much you want me filling your hole!" I began moving, finding a rhythm and bouncing on his lap. I realized I liked this position very much! I could control the speed, depth, and location of his cock, and I found where it felt good and started hitting that spot over and over. Soon my soft moans turned into squeals of delight as I bounced faster and faster on his pole! My voice sounded so high and feminine as I took his cock deep, fucking myself on him. I couldn't deny the pleasure I was feeling after this. I was controlling it, and I was fucking myself on him. And honestly, I couldn't imagine not wanting this in my life, even if I freaked out after we were done. I knew I would seek out getting fucked for the rest of my life.
Brian let me ride him for a solid 10 minutes before he moved us to switch positions. "I'm getting close baby, and I wanna fuck you face-to-face when I cum," he announced. I pulled up and off of his cock. "On your back," he said as he slapped my ass. I looked down to see my own cock was rock hard, pushing out the front of my jock strap. I'd been so focused on the pleasure in my ass that I'd ignored my own cock!
Once I was laying on my back, Brian knelt between my legs, lifted them up and onto his shoulders, and then pressed his cock all the way into my hole in one glide, once again knocking the breath from me. "Don't tense up now!" he said. "Take another hit of the poppers if you need to." I sniffed the poppers again, finding it a little more difficult from the position on my back. I had to lift my head up to be able to sniff them. But once I was flying from the fumes again, Brian started fucking me in earnest, pounding my hole. He leaned down over me, bending me in half, and pounded mercilessly into my upturned ass. His face was inches from my own. The intensity of staring into the eyes of the man ravaging my ass was not lost on me. I felt connected to him in ways I'd never felt with another human being before!
My senses were on high alert with the experience. I could feel everything, hear the bed squeaking, hear my own moans and squeals of pleasure. I could see my feet in the air, bouncing around as he manipulated my body. I could feel his muscles under my fingers as I ran my hands all over his arms and muscular back. I felt like we were one, and were racing toward nirvana. All of those senses collided together in ecstasy as my cock suddenly spasmed and I filled the jock with my load, hands free. Brian smiled down at me as he sped up, then groaned and slammed deep into me as he filled the condom with his own load. As he came, he leaned down further, and took my mouth in a passionate, needy kiss, groaning into my mouth with a shout as he filled the condom.
Then we lay there, my legs slipping off his shoulders and down his body to wrap around his waist, my arms holding him as he held still, his slowly softening cock still deep in me. I never wanted to let go.
But as the endorphins waned, he moved to get off me and roll over on his back. I lay there, looking at the ceiling, hearing his heavy breathing beside me as we both coasted down from the sex.
"You okay?" he asked, his voice right by my head.
"Yeah," I breathed out. "I'm more than okay. That was incredible!"
"I knew you'd like it," he said. I could hear the smile in his voice. I reached down to grab his hand, holding onto it, needing to still feel connected to him.
"Thank you for teaching me," I said.
"You're welcome," he responded, leaning over to plant a kiss on my neck.
We lay there a few minutes more, then he moved to get up. Once standing, he reached for my hand. "Let's get a shower, and then go get dinner," he said. I took his outstretched hand and stood, my legs a little wobbly from the pounding I just received, my hole feeling strange.
"You know," I said as we walked to the bathroom. "I had planned on having sex on my honeymoon. I just didn't know it would be me getting fucked!" We both laughed as we stepped into the shower.
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