My whole life I had been a top. Everyone who knew me (or that I fucked) in North Carolina always knew me that way. Honestly, I never really considered trying anything else. After a long weekend in Miami, however, I now feel like I have to make up for lost time. I should have always been a bottom.
I was in Miami on a photo assignment. I had a few lifestyle portraits I had to take during the day, but I had the nights to myself. My one goal was to get a nice, night time cityscape shot of downtime Miami before I left. I was staying at the downtown Hilton and figured that would give me the view of the city I wanted.
The pictures I took from the rooftop of the hotel the first night came out pretty well, but they mainly served to prepare me for night number two. It was those pictures from the second night that I really liked. After shooting for a bit, I grabbed my laptop and went down to the bar to sit, have a drink, and edit some photos.
"What are you having?" a voice said as I stared at my computer screen.
"What do you have on drafffftt..." I said, trailing off as I locked eyes with one of the most gorgeous men I had ever seen.
"What do you like?"
"Umm...an IPA? Something hoppy?" I stammered.
"Cool. I've got just the thing" he said. "Name's Jamal, by the way. Let me know if you need anything." He flashed a smile and headed to the taps on the other side of the bar.
"Sure. I...I...I will." Jamal was magnificent. I would guess that he was about 6'5" and the tight black shirt did nothing but emphasize a perfect physique. His arms, shoulders, and chest were bulged with muscle, and I swore I could even see the lines of abs under the fabric. His hair was in tight braids on his head, and his teeth gleamed white when he smiled.
Fuck. This guy was amazing. I had originally wanted to spend the night going through my pictures, but now all I wanted to do is rip off this guy's clothes.
"Here you go. Let me know what you think." Jamal said as he handed me the beer. I took a sip.
"That's pretty good." I said. "Good flavor. I like it."
"Yes. I knew I'd be able to give you what you wanted."
"Yeah, you have no idea." I said. Out loud. "I mean, I, ah...thanks. Yeah, this is delicious." Jamal just laughed.
"What are you working on there?"
"Oh, some pictures of the city. I wanted to get some night time cityscape stuff."
"Let me see," Jamal said, as he leaned over the bar. "Damn. These are good. Have you been anywhere else to shoot?"
"Nah. I don't really know the city. I figured I'd stay at the hotel."
"Let me call a buddy of mine. He's got a place closer to the beach that has amazing views. I'm sure he'd let you shoot from his balcony." Shit. I wanted to stay at the bar all night, hoping I could convince Jamal to meet up with me after his shift.
"It's okay. I'm sure your friend has better things to do" I said.
"Better than you? No way." He said with a smile.
What was going on here? Was he trying to set me up with his friend. Damn. I really was hoping for some fun with Jamal.
I spent the next 20 minutes or so chatting with Jamal. Talking about the city, his days playing college football, pretty much anything that he wanted to discuss.
"Oh, here's Carlos." Jamal said, pointing back at the door. I turned to see a latin man, probably in his early 30s, walk into the bar in a nice, well fitting suit. Unlike Jamal, Carlos didn't cut an instant, impressive figure. He was rugged, though, and clearly in good shape though.
"Hi. Carlos. Nice to meet you." he said, extending his hand.
"Nice to meet you too." His handshake felt electric, like he was somehow giving me energy. His eyes seemed the same way. I felt a little vulnerable when I looked at them, but, also, excited.
"If that's the kind of shot you can get from here, you're going to love my place." Carlos said. At this point, since I was resigned to not getting my time with Jamal, Carlos' confidence intrigued me.
"Sounds good. Let me grab camera and I'll meet you in the lobby." I stood up from the bar, and, as I left, I thought I heard Jamal say "yeah, I'll see you guys after my shift." I figured, however, that it was more my dream than reality.
"Your view really is amazing" I said, as I closed Carlos' door while folding up my tripod. "I think got some really good stuff."
"Thanks. You'll have to promise to show it to me when you're done with the editing." He said, handing me a glass of red liquid. "Oh, just some wine I had already opened before Jamal called" he responded when I looked at him with a raised eyebrow.
"Thanks. So, what exactly does your balcony face?" I said, nodding toward the door as I took a sip.
"Oh, that's..." Carlos raised his hand to point at something and knocked the glass of wine out of my hand and onto the floor. Though the glass seemed to break when it hit the floor, the wine itself spilled mostly over my shirt. "Fuck. Me." he said. "I'm so sorry. Shit. i'm a moron. Please. Let me wash your clothes for you and see if I've ruined them." I stood, stunned. "Seriously. I have one of those new, fancy washing machines. It won't take long. You can grab a robe from the guest room to wear while you wait. I don't want you to have to go back to your hotel like that."
"Sure" I said and headed down the hall to the guest room he pointed to earlier. I took off my clothes and put them in a pile. I looked at myself a little in the mirror before reaching for the robe. Standing there, naked, I felt pretty good. I was just about to flex a little when I heard:
"You must hit the gym pretty hard." Carlos said, as he leaned against the door frame. He had a smirk on his face.
"If you wanted me out of my clothes, you could have just asked." I said, as I moved closer toward him.
"I'll never admit that was intentional, but I guess it had a nice benefit." Before I could respond, he grabbed me by the face and kissed me. Hard. He shoved me back on the bed. "You're going to enjoy this" he said confidently. He was right. Carlos ran his hands along my chest and thighs, getting ever so close to my cock, but never quite touching it. It went from slightly limp to fully hard in, what felt like, 2 seconds. It was not long before I straining, trying to get him touch it. I was getting so turned on.
"You guys didn't start without me did you?" A deep voice said. I opened my eyes to see Jamal standing there. Naked. His long, black cock in full view. My heart started racing.
"Nah. I was just getting him ready for you." Carlos said. "From the look on his face, I think he wants what you're offering. I'll see you guys tomorrow, but you two have fun tonight." Carols flashed a confident smile at me as he put on a robe and headed for the door. I knew that smile. I had given it many times. It said "you're going to beg me to fuck you."
"Fine. More for me," Jamal said as grabbed my shoulders and twisted me up to kiss me. I could already feel my cock starting to harden. "Don't get ahead of me", he said, pushing me back down to the bed so I was face to face with his cock. Almost instinctually, I reached out and grabbed him with my hand so I could put his cock in my mouth. What was I doing? I'm not normally the guy who can't wait to have a dick in his mouth. I wanted Jamal though. I wanted him inside me.
Jamal's cock grew longer and harder as a I sucked on it. I took my time, licking, sucking, playing with his balls. He moaned when I touched certain parts of the shaft or the head.
"Fuck, man" he said. "You must really love my dick." I said nothing, but sucked harder. "If you like it that much, I bet I know what you want next." I looked up at him. God, I wanted him to fuck me. "Lay back. I'll take care of you." I did what he said. As I positioned my shoulders on the bed, he grabbed a pillow to raise up my hips. I look at his muscles flex as he moved, and then I looked into his eyes. "You ready?" he asked. I just nodded and closed my eyes.
I felt the tip of cock near my hole. I was nervous. Since I wasn't usually the one getting fucked, I had no idea how I would be able to take him. That said, I wanted him in me so badly that I felt like my ass was pulsing with anticipation. He pushed in slowly. Any pain was almost immediately replaced with an intense wave of pleasure. I opened my eyes as I flexed my ass muscles. Jamal was smiling.
"You like that, don't you?" he said. I just nodded. He stat there for a bit, his cock filling me up. Then, he grabbed my legs and started moving me back and forth. It felt so good that I almost cummed in the first 10 seconds.
"Fuck." I said. "Jamal, you feel so good." He smiled down at me and continuing his thrusts. He was strong, but not too strong. It felt amazing. "Don't ever stop" I moaned. Jamal continued for what seemed like forever. I lost track of time as felt intense pleasure.
"Turn over." Jamal's voice brought me back to reality.
"What?" I responded. Almost drunk from his fucking.
"Turn over." Jamal said, smiling. "Time to turn things up." When Jamal withdrew, my ass felt empty. I hurried to get on my knees so that he could be back in me as soon as possible. "You ready?" Jamal asked. I just pushed my ass up and toward him. "Okay then," he said, snickering. I felt his cock at my hole again, but this time he didn't pause. I pushed back as he started to enter me. "Yeah, that's it. You like this don't you?" Jamal said. I just moaned. Jamal started moving out and in, and I started trying to match his movements. As he started going faster, so did I. Soon, he was pounding me.
"Yes!" I sceamed. "Yes. Fuck me." I was gone. I had never felt like this. Jamal was thrusting in and out and I was thrashing on the bed, wanting more. I felt my cock get even harder as Jamal contniued. I tried to hold back, but I couldn't. "Yes...FUUUUCCCKKKK." I screamed as my cock sprayed cum on the bed. My ass started to pulse as I orgasmed
"Holy shit...oh my god...Yes. Yes. Yes." My orgasm was too much for Jamal, and, as he thrusted, I felt his cock pulse as he orgasmed. After a few more minutes of thrusting, we eventually slowed down. He finally withdrew and collapsed next to me. My ass almost instantly felt empty. I wanted more.
"Jamal, that was amazing." I said. I didn't hear his response as I fell asleep.
--
I wasn't sure how long I slept, but when I woke up my cock was already hard. I looked around, saw that I was the only one in the room, and went to find a bathroom. When I got back to the room, Carlos was standing there, looking out the window.When he turned, I could see that his robe was open. Unlike Jamal, who was muscular but athletic looking, Carlos was rugged. He oozed confidence, and, frankly, I was starting to find him irresistibly sexy.
"So...had quite the night?" Carlos said. I shrugged and nodded. "Don't be coy. Jamal already told me how much fun you guys had. I have to admit, I'm a little jealous."
"Hey, you're the one that left," I told him, as I moved closer
"Yeah, well, I can see how you look at Jamal. I knew how bad you wanted him. Besides, I knew I'd have my chance." Carlos reached out, grabbed the back of my head, and kissed me hard. Everything about him was strong, and sexy. Without warning, he twisted me down onto all fours on the bed. As he spread my legs I could feel his tongue around the rim of my hole. It felt amazing.
"Fuck" I moaned. Carlos continued. He was an expert at this. I hardly even noticed when he slid a finger into my ass, and then two. Between his tongue and his fingers, I was in heaven. Still, I wanted more.
"Fuck me" I said.
"What was that?" I could almost hear Carlos smiling.
"Fuck me. Now." I said, as I raised my ass further in the air. Carlos didn't make me wait long. Though his dick wasn't as long as Jamal's it had a little more thickness to it, and I felt that as he slid into me.
"I had been waiting for this" Carlos said. He gripped me strongly with his hands as he started moving in and out of my ass. "You like this don't you?" Carlos said. I just nodded and moaned as he picked up speed. Unlike Jamal, who made me feel like we were moving together as one, Carlos made me feel like I was doing what he wanted me to do. He was dominating me, and I loved every second of it. "Yes. Your ass feels so good" Carlos said. I tried to respond, but couldn't hardly speak. Carlos was a master. My whole body was tingling with pleasure as he continued to thrust.
I lost track of time as Carlos fucked my hole. I moved like he wanted me to move and did what he wanted me to do. Eventually, I couldn't take it anymore I blew my load all over the bed. Carlos, however, continued to fuck me.
"Get ready to take my load" he said, before quickly pulling out and spinning me around as he ripped off his condom. His dick was in my mouth about the time I felt the burst of cum in my throat. I sucked it up, greedily. "Shit man," Carlos said. "That was a good time. You need to come down to Miami more often."
After a long shower, I put on my robe and headed out to the kitchen. Jamal was standing there, shirtless, in a pair of silk pajama pants. Carlos had his robe on.
"Well, good morning." Jamal said. "Brunch?" I nodded yes as I made my way over to the table. Jamal brought over a few omelettes and set them down. We chatted for a few minutes. I showed them some of the pictures from my camera. Eventually, we all finished our meals and Carlos got up to clear the table.
"So..." Jamal said, as he flashed a smile. "One for the road?" Before I could even respond he'd grabbed my hand was pulling me down the hall. We stopped at a different bedroom. A larger one, with a thinner, longer bed in the middle. Jamal's silk pants left nothing to the imagination and I good seem him starting to get hard. "Well?" he said, raising an eye brow. I threw off my robe and kneeled in front of him. I pulled down his pants to reveal that beautiful, black cock that had given me so much pleasure the night before. It didn't take me long to have it back in my mouth. I was so intently sucking on Jamal, occasionally licking his shaft and handling his balls, I didn't notice Carlos come into the room.
"Ahem," Carlos coughed. I caught his naked body out of the corner of my eye and reached up to grab his cock. Before long I was servicing them both. Moving back and forth between these two men that had given me so much pleasure hours earlier. "On the bed" Carlos said, slapping my ass as I stood up and headed over to the bed.
I got on all fours on the bed, while Jamal moved so he was in front of me and Carlos moved so he was behind. It was like this bed was designed for me to get fucked on. As I went back to sucking on Jamal's cock, Carlos began working his magic on my ass. It started again with the tongue, but it wasn't long before I felt his cock getting ready to enter my ass. With Jamal still deep in my throat, all I could do was moan as he entered me. Carlos started moving in and our like he had a few hours before, and, again, I felt like I belong to him. Meanwhile, Jamal continued to move in and out of my mouth.
"Switch." Carlos said as he had me roll over onto my back. Jamal moved to take his place, and Carlos positioned himself perpendicular to me on the bed. I looked at Jamal as his liefted my ass and slide into me. God, he felt amazing. Carlos, who had started sucking my dick, moved his lower body over so that he and I could 69 while Jamal fucked me.
I tried to hold out as long as I could, but the overwhelming pleasure was too much for me to handle I blew my load in Carlos' mouth, which started a chain reaction that resulted in Carlos returning the favor and Jamal exploding deep in my ass. After all of us were spent, we collapsed on the bed.
--- When I left Miami later that night, I was a changed man. After years of being nothing but a top, I was now going to have to see if and how I can find a few guys who are going to help me make up lost time as bottom. Thankfully, I know I have few guys who will always be willing to help me out in Miami.