14 comments/ 80670 views/ 19 favorites My First Time Fantasy By: debear Editors Credit: Michael Merritt (darquebear) & room mate. Thank you so much for helping me with re-writing my story. Your ideas and guidance were invaluable. My First Time (A Cock Sucking Fantasy Revisited) I decided I wanted to improve on one of my original stories. I hope you enjoy it and feedback is always welcome. So there I was with a knot in the pit of my stomach. My heart was racing and my hands felt shaky and weak. I was so nervous and scared I wanted to run away, but I didn't. I told myself no, I'd waited too long for this and chickened out too many times. I'd fantasized about this for years, now I was determined to make the fantasy become reality... It all started with an ad posted on the internet. I found a site called "Big Guys for Big Guys", or something like that. My tag line was "Big Hairy Bi-Curious Bear Wants to Suck Cock". I went on to describe myself and my interests. I'd made sure that I noted my preference for meeting someone with a similar body type. I ended up receiving many responses, some were just one-liners, "Hey, I'll teach how to suck cock", or, "do you have a place" and then some from thin and smaller men who are into us big bear types. All of which was flattering but not what I was looking for. Then I got an email from Bill. It was a friendly email describing himself and his interests. WOW! He liked a lot of the same stuff. We began chatting; our interaction was friendly and informal. We shared our mutual non-sexual interests. Then we began sharing sexual e-mails. We decided to talk on the phone and ended up masturbating together. It was so hot! I can still hear him saying, "I'm thinking about you on your knees right now, between my legs, sucking my cock." Then he moaned, "I'm cumming in your mouth right now." I could hear his grunts as he shot spurt after spurt of cum all over his belly and hand. I came hard, right then, myself. It was intense! As soon we caught our breath and calmed down from our orgasms he asked me to meet him. I was nervous and inexperienced, unsure of meeting this kind and experienced man whom I had begun to feel was my friend. After some soul searching and deep thinking I said yes. The day came and we met at some non-descript bar. I was so anxious. He was quite the contrast of me, so calm, cool, and collected. He ordered drinks for us. I gulped mine down and ordered another. We made small talk about nothing in particular, the weather, sports; and then came the moment of truth. Bill asked me if I was ready to taste my first cock. I finished my drink, took a deep breath and said, "Yep, let's do this" The next thing I knew we were in some cheap motel room. I was naked sitting on the edge of the bed. Bill was naked, too, relaxing against some pillows that he had propped up against the headboard. I just stared at his cock. I couldn't take my eyes off of it. I had never seen another hard cock except in porn. It looked perfect. Maybe 6" long, cut with a soft spongy looking mushroom shaped head. I leaned over his thigh and rested on my elbow between his legs. I reached out with my other hand and touched another mans cock for the first time. I marveled at the feel of his hard prick. While I had touched my own dick more times than you could count, Bill's cock seemed different. His cock felt the same as mine yet different, somehow. It was so hard yet so soft and velvety. I touched it lightly at first, just with my fingertips. Then I wrapped my hands around it and began stroking. Bill moaned. I shivered with excitement. I was digging this. I loved the feel of his cock in my hand. I kept stroking him, up and down, up and down. The sensation was incredible. I was mesmerized by the pre-cum oozing from the tip of his cock. Then, Bill reached out and placed his hand behind my neck and began to ever so gently pull me down. I remember him saying, "You need to taste this," as he guided my head towards his hard shaft. Bill stopped pulling when I was just inches away. I could smell the manly scent of his arousal. I reached out with my tongue and licked the pre-cum off the tip of his cock. It tasted wonderful, salty, and fresh. I kept stroking his thick shaft with my hand. I excitedly licked up his salty and sticky juice as it seeped from the tip of his now rock hard dick. Then I felt his hand at my neck again, gently pulling me further down. The tip of his cock began to push against my lips, parting them, and then the soft, spongy head was sliding over my tongue. I still remember him moaning out loud as my lips past the ridge of his cock-head and began sliding down the shaft. I took him in as deep as I thought I could without gagging and stopped. I paused as I it dawned on me that I had another man's dick in my mouth and I really liked it! The feeling was so natural and the taste was nothing like I had imagined it would be. That's when I started moving my head up and down, slowly and rhythmically. Bill sighed and softly said, "Oh, yeah man, that feels so good, do it man, suck my cock." Bolstered by his encouraging words I began to experiment. I would suck his cock as deep as I could into my watering mouth and then swirl my tongue all around the shaft. Then I used the tip of my tongue to trace a line around the ridge of his ever growing cock-head and lick my way back down. I remember hearing him moan, "God, that feels so good. I'm definitely gonna cum in your hot mouth." I decided I wanted to try and do even better. I shifted my position so that I was lying on my stomach between his legs. That's when I noticed his balls and I reached out with one hand and began to fondle them. They felt hot, heavy and full of cum. I leaned in, brought them to my mouth, and began to slather them with my tongue. I was totally into this. I began jacking his shaft while I was licking his balls. I could see pre-cum drooling from his cock so I stopped my ball lapping and sucked the tip back into my mouth like a lollipop. Once I cleaned all the pre-cum off, I went back to licking his nuts and jacking the shaft. I kept repeating this, until I felt his balls begin to pull up tight. Bill reached out and guided my head back to the tip of his cock and said, "Suck me man, suck me off." I then began bobbing my head up and down faster, stopping this action every so often and swirling my tongue around his swollen cock-head as I jacked the shaft with my hand. His cock was rock hard. The soft, spongy head just seemed to be growing and growing, his cock getting thicker and harder. His balls were pulling up tighter to his body. The pre-cum was just. He began moaning and gently thrusting his hips up to meet my mouth. I can still remember hearing him whisper, "Oh man this feels good, you better get ready to take my cum." I wanted his cum. I couldn't wait to feel it shoot across my tongue. So I picked up the pace a little, moving my head up and down faster, swirling my tongue quicker on the tip. I could hear his breathing now. It was deep, ragged and sort of gasping. I knew he was getting closer, so I slowed down the frantic pace just a bit. I wanted his orgasm to build even more in intensity. It was too late for that because right then his cock grew even just slightly more in my mouth and I felt his balls pull up even tighter. Then he gasped, "Oh god don't stop, don't stop, I'm gonna cum man, I'm gonna cum in your mouth." Then the moment I had been waiting for, the moment I have been fantasizing about for years, finally happened. His body went stiff and he grabbed me by the sides of my head and moaned, "I'm cumming man, I'm cumming!" I felt his cock pulse on my bottom lip, his balls lurched in my hand, and at that same moment the first spurt of his hot cum hit the roof of my mouth. I swallowed it and his cock kept pulsating and shooting thick, creamy streams of cum with every pulse. I kept his dick in my mouth and jacked his shaft, swallowing what I could with the rest running down his shaft. I kept nursing at his dick until I felt it going soft, at which time I let it reluctantly slip from my mouth. After he regained his composure Bill asked me, "So how did you like your first cock?" I just looked at him and said, "I wanna do it again." And while I'm coaxing a second load of hot cum out of him I'll think of what other fantasy he can make a reality... My First Time Fantasy My name is Brad, I am a 40 year old, professional, fit, guy. People tell me I'm attractive, but I've never really concerned myself about that. I had been married, but am widowed now. I have had gay thoughts and urges since I was a young boy, but I had never done much more than fantasize. I've always kept the feeling suppressed within myself for some reason. There were times when the urge is almost unbearable, and I would lay in bed and fantasize for hours. I have a very sensitive ass, and I love the feeling of touching myself there. I long for the day when I feel someone else touching me in those most private places. After my wife passed, I knew I had no desire to look for another woman. I thought that maybe I'd finally get the nerve to look for a guy to meet, but deep down I knew I would never get the nerve. The following is one of the fantasies I have about how my first experience will happen. One morning, I went down by the river to go for my usual run. There was a kid stretching not far from where I was (I shouldn't say kid, he was probably close to 20). He was probably a couple inches shy of 6 feet, and really attractive with fairly short blonde hair and a really trim body. I caught myself looking at him and thinking "wow, he's hot." "How far you going" I asked, before I even realized it. "A couple miles, I'm not in shape for long distances," he replied. "I'm working on it, but I was a sprinter in high school, now I'm liking the long, relaxing runs." "Yeah, it's a good way to relax," I said. "Maybe we could run together, sometimes it's nice to have someone to talk with." "Wow, I hope he says yes," I thought. "That's be cool, maybe you can give me some pointers. You look like you're in good shape." "I do some half-marathons & stuff, mostly I just run to relax & enjoy the fresh air. But I'd like to help if I can." We ran and talked, We went at a leisurely pace & were getting to know each other. After the run, we talked a while & made plans to do that more often. He said he appreciated my help, and I certainly enjoyed being around him. Even though I didn't know if he was even into guys, I was really attracted to him. His name was Zach. After several weeks, we were out biking one day. We pulled off in a secluded area to rest and drink some water. We got to talking again, and the subject of women came up. He knew that I was widowed, but I'd never asked about his romantic life. I guess I was afraid he had a girl he was seeing, I couldn't imagine anyone as attractive as him being single. "I'm surprised you have time to run. Must be hard to make time for all the girlfriends you must have" I joked. "He dismissed it and said, "nah, I'm enjoying being single and waiting for the right person. I've never even had sex, but it'll happen when the right person comes along" He said this unapologetically, and it turned me on that he was so secure with himself. I was getting butterflies in my stomach since he had said "person" instead of "woman." There might be a chance! "I'm not looking for another woman, I guess if the right person comes along, then great. Otherwise, I'm comfortable now, too" I said, dropping a huge hint as wanted this young man more than I'd ever wanted anyone. My mouth was feeling dry and I could feel my stomach doing somersaults. I'd never felt this anxious with any woman I'd ever been around. The look on his face told me he caught the hint I dropped, then a moment of waiting that seemed like years, then he flashed a little smile that made my world brighter. I smiled back, and our bodies seemed to draw toward each other involuntarily. Our eyes met each others, then both closed as our faces drew closer, and our lips met. We kissed lightly at first, hesitantly, our kisses short but tender. His lips were young and soft, and turned me on when I felt them against mine. Our lips were exploring each other's as we kissed little more passionately, and our tongues lightly brushed. We pulled away slowly and looked at each other as if to ask "did that just happen?" We both smiled and kissed again, even more passionately. "I've been hoping that would happen" I said. "I've had a thing for you since we met, and it's only gotten stronger these past couple weeks." "Me too, I've always been attracted to men, but have never found the right guy & didn't know if it would ever happen. I'm picky about who I trust, and who I'm attracted to. As soon as I met you, I was hoping something might happen, too." "I've had these urges to be with a guy since I was a kid. I just kept them hidden from everyone. I didn't think it would ever happen either." We kissed again, tenderly and excitedly, enjoying this new experience. Eventually, we got back on our bikes and finished our ride, I was loving what had just happened. Over the next couple weeks, we spent a lot of time together. Stopping to kiss and touch each other whenever we had a chance to be alone. One evening, we were out in a really private area that I knew about where we could be away from everyone. We were sitting on a log, and we began kissing. I was caressing his hard body under his shirt, feeling his skin. I was rubbing his thigh with my other hand, and as I moved it toward his body, I "accidentally" brushed against his hard cock that was pushing his shorts out. As I grazed the hardness of his cock, we both jerked slightly. "Sorry," I said with a smile. "It's okay," he said "I don't mind." "Mmm, okay, good" I mumbled as I continued kissing him. I dropped my hand back down to his crotch and lightly traced around his hardness with my finger. He began breathing faster as I continued to lightly caress the outline of his cock. It felt big, and I wanted to touch it so bad. I had been dreaming about this for over 3 decades, and here it was happening with such a young stud. I kissed his neck and whispered "can I take it out? I'd love to see it." I took his light moan as a yes and slowly pulled his shorts and underwear down, and his cock sprang out. It was big, probably over 7 inches, beautiful, and cut. "Wow" I whispered as I lightly caressed his shaft. It was rock hard, and he was moaning lightly as I caressed and lightly stroked his cock. I kissed his earlobe and said "I want to make you feel good." "Oh wow, you are, this feels really good." he said breathlessly. "Oh, it gets better," I said coyly and began kissing his neck, to his body, I lightly pinched and kissed his nipples, then kissed lower to his hard abs. I licked and kissed the head of his cock, getting my first taste. I loved it, the warmth of his manhood, the slightly musky flavor turned me on. I moved and got on my knees between his legs. I kissed the underside of his cock, and licked it up and down, getting it wet and relishing the taste of his manhood. I took one of his balls into my mouth and gently sucked and moaned lightly. He was moaning softly, enjoying what I was doing. I was trying to remember all the things I had liked women to do to me, and was trying to do them to Zach. I finally kissed and licked my way back up the thick shaft to the head and slowly took it into my mouth. I used my tongue as I worked down the shaft, tasting his entire cock for the first time. It was hot in my mouth, and tasted so good. I slowly sucked and worked his cock in and out of my mouth, loving the taste and feel of it. I could hear him moaning, and I loved that I was giving him such pleasure. I worked his cock in and out, sucking it on the way out of my mouth, and massaging the underside with my tongue on the way in, and keeping it nice and wet. I loved the taste of his hot, hard cock and loved hearing the light moans of pleasure coming from him. It was better than I'd imagined it would be, I loved that I was pleasing him, and I longed to finally feel him shoot his hot load of cum into my mouth. I sucked harder as I thought about it, and I lightly tickled his full balls as I continued to manipulate his hardness. I heard his breathing become more irregular, and his body began to stiffen. I felt his cock swell inside my mouth, and I knew he was about to cum. I kept him in my mouth as he shuddered and a huge stream of cum shot into my waiting mouth. I kept sucking him as I felt and tasted spurt after spurt of the hot, sweet nectar shoot into my mouth. I swallowed all of it hungrily, loving the taste of his hot cum. I kept sucking him as his orgasm began to subside. I sucked more slowly and gingerly as his cock deflated slightly, and leaked the last remnants of jizz onto my tongue. I slowly let it slip from my mouth, and sat next to him again. He leaned in and kissed me passionately, relishing the taste of the remnants of his own cum in my mouth. "Oh wow, I didn't know it would feel that good" he said once our lips separated. "I loved it. I've always fantasized about doing that, I'm glad you enjoyed it" I said with a smile. "It was the first one I've ever given, I'm glad I did okay." "Do I get to look at yours too?" he asked, as he lightly tugged at my shorts. He didn't wait for an answer as he pulled them down, freeing my cock. Mine wasn't as big as his, but is probably 6 and a half inches, cut, and pretty thick. He kissed me, then kissed my neck, pinched my nipples, which I loved, and then kissed his way down and he did what I had done to him. He coated my cock with saliva and gently took my cock in his hot, moist, cute mouth. My head rolled back as his soft mouth enveloped my hardness. He worked it in and out, it felt really good. I was so turned off from sucking his cock that I was already at a fever pitch. His mouth was so soft and warm, and was making me feel soooo good.. I was so worked up from sucking him, and it didn't take long for me to feel my orgasm near. He was gently fondling my balls as he sucked me, and I could feel myself going over the edge. I moaned and stiffened, and I felt myself starting to cum. "Oh yeah" I moaned loudly as I felt my cock spurt a load of cum into his mouth. I felt wave after wave of bliss as I felt my cock spurt again and again. He kept sucking me as I came, swallowing my cum and pleasing me immensely as his warm mouth enveloped my hard cock. He slowly finished sucking me as my cock pumped its last drops of cum into his waiting mouth. He let me slowly slip from his mouth, and he raised his head to mine and we kissed, I could taste my cum and it turned me on even more. "Wow, that was so damn good," I whispered between kisses. We sat there, kissing and enjoying what had just happened. We eventually got our clothes pulled back up, and got back on our bikes. We enjoyed a nice leisurely ride back to town, both of us loving what we'd just shared. This is just one of the scenarios I think about as I lay here alone, fantasizing and pleasing myself. I dream of one day taking a real cock in my mouth, I can almost feel and taste the hot cum. To be continued... My First Time Fantasy You don't know me. You know I've been watching you masturbate for people on the website. I love watching you stroke your hard cock. It's a beautiful sight. So hard. Such a nice size, long and not too thick, the head not too wide. I don't even know what you look like, but I fall asleep jerking off, licking up my own cum, while thinking about that cock. I've never touched another man. Yes, I'd fantasized about it but never acted on it or really wanted to... Until I saw your cock... The thought of it excites and scares me. Not just the coming to grips with my own sexuality, but knowing that it could actually happen. I want it to. In fact, from the first time I watched you, I can't stop thinking about it. That cock... I want that to be the first cock I touch. The first cock I take in my mouth. The first cock I suck. The first cock I both use and am used by. The first cock to cum in my mouth. The first cock to fuck me. The first cock to cum in my ass. It's a fantasy I think about constantly. It starts with you on your cam. I send you a message that says, "Hey". Which is how our chats always begin, and you respond the same. I ask the same thing I always do, "How are you?" You respond, "Horny. I need to cum." This time, instead of saying something lame, "I'm sorry", I tell you what's really on my mind, "I want to help you." You don't respond right away. When you, you say, "Are you serious?" I immediately say, "Yes. I want to help you any way I can." This catches you by surprise, but you know from our chats that I am very open to it, you probably hoped it would happen. I give you my number and wait for you to call. The minutes seem to drag by but I see you've stopped jerking off and are reaching for your phone. When my phone rings, I can hardly breathe. I hear your voice for the first time. I'm suddenly more afraid of what I'm doing. When we start talking about what I'm proposing, I start becoming more brave. I have no fear of saying, "I want to suck your cock. I want to feel and taste your cum in my mouth." I hold back from saying more, as I'm not sure how this will go. You give me your address and I'm hesitant again, but find myself walking to my car. The drive is short. Only 15-20 minutes. I fight the urge to turn around and go home at every traffic light and stop sign. My mind is screaming, "Don't do this! You're not this person!" But the truth is I am. I have always wanted to do exactly this. I am going to pleasure, and be pleasured by, another man. You greet me at the door completely naked. Your cam is still running and other guys are asking where you disappeared to. You run back and hint that you're about to get what you've been looking for. After shutting down your cam, you come back and we introduce ourselves a little more politely. I try to not look directly at your cock but you catch me glance at it. You laugh and say, "I think we're beyond being shy about this." Having watched each other jerk off on cam, I laugh and agree. Being a good host, you offer to get drinks for us, I only ask for a water. We then head for the couch. As I've said, I've never even touched another man. We sit close but not touching. We put on a dirty movie to help distract us. It's not a surprise that we've picked a straight porn, but with lots of cock sucking and anal. Within minutes, my clothes are off too and we move closer. It starts off with us stroking ourselves, still not touching but watching the other jerking off. Then one of us moves a leg closer, rubbing against each other. We look each other in the eye. Suddenly, your hand touches my leg. I take a big breath and touch your leg. This encourages you to be bolder. You move your hand to my stomach and begin rubbing your way to my cock. Only briefly do you touch it, then move to my balls. You gently rub there for a few minutes, the extra stimulation and sexual desire has my cock dripping. I have to pull away and stop stroking myself to keep any self-control. We both sit back and catch our breath. After a few minutes, I see you are still rock hard. I turn and reach for your cock. You shift in your seat to give me better access. It's different than I thought it would be. I'm amazed by the warmth, the soft skin, and the hardness of shaft. I have no desire to kiss or makeout. But while I'm jerking your cock, I lean down and lick your nipples, making you start thrusting your hips, humping my hand. This makes me start watching your cock again. I don't know exactly when it happened, but I find myself kissing my way down your stomach, inching closer to your cock. I stop when my lips kiss the edge of your pubic area. "This is it!" I think to myself. Here's the thing I've always been curious about, and the only cock I've ever wanted to do this with. I pause for a moment, get off the couch, and kneel between your legs. Your cock is at eye level. It seems much bigger now. You've been stroking while I was moving into position and there is a big drop of pre-cum waiting. I don't go right for it. Instead, I let you keep stroking and move closer. I stick out the tip of my tongue and gently touch it to your balls. You jump a little, moan "Oh yes", which encourages me to keep going. I open my mouth, letting out more of my tongue, pressing it flat against your whole sack, and slowly kissing each ball. More moaning gives me a rush of bravery and I suck each of your balls into my mouth. I enjoy feeling each as they lower from your sack, which had been tightened by the cool air and are now starting to hang from the warmth of my mouth. I'm snapped back to reality when I feel your cock slap against my nose. I open my eyes to see you still stroking and looking at me. We're both smiling and laughing. In a previous chat you'd said I could rub my cock all over you, and here you were doing it to me first. I don't care. I'm enjoying this. All thoughts of fleeing have long passed. I move your hands away from your cock and hesitantly grab it with my own. I'm still in awe of the size and shape of it. Watching the slit open when I start playing with the head. I resume where I had left off licking your sack, then slowly kissing and licking my way up the underside of the shaft. I stop just at the tip. Then, even more slowly, I kiss the slit. I can taste the drops of your fluid, it turns me on more than I thought it would. I've had many blowjobs from women. Now I was finding out exactly why some would become turned on. My kisses lead to me opening my mouth, slowly taking in the head. I push your hips down to stop you from taking over just yet. I'm willing to let you fuck my mouth, but I want to do this my own way first. The velvety, spongy head is now fully in my mouth. My tongue instinctively starts caressing the underside of the head, my hands stroking the shaft. I look up to see your eyes still fixed on me, going back and forth between my eyes and mouth. I see you let out a deep breath and mouth, "Yes". I keep doing the same thing for a few minutes before I feel I'm ready for more. Now I start moving my head up and down in a slow rhythm with my hands. Gently sucking, using my tongue to add to the pressure, and taking just a little more of your cock into my mouth with each stroke. I finally work my way down to the last inch but can't go any further. I look up and see you looking both serious and needing to cum. You've warned me from the first time we chatted that it may not take you long, as it had been more than a year since you last had sex. I'm determined to make you happy. I start picking up my pace. This starts pushing you to the edge. Now you start taking over. You start fucking my mouth. Then you start talking to me, more specifically talking at me. You say things like, "Oh, god, I love the way you're sucking me", "You're such a good cock sucker", "Oh, your mouth is fucking fantastic", and finally "I'm going to cum in your mouth. You're going to swallow my cum. I'm going to make you swallow my cum". This last one is the one that causes me to snap to reality again. I'm sucking another man's cock and I'm about to be a hole for him to dump his cum into. For a second I want to disappear. There's little time for that now. You grab my head and push as far into my mouth as you can, let out a loud growl, and start cumming. I gag and move my head back a little, just enough to rub my tongue over the slit, deflecting your cum from shooting into my throat. My mouth is filling with your cum. I'm simultaneously excited and repulsed at the feel, taste, and the act of having just sucked you to completion. I hold both your cum and still hard cock in my mouth for a few more seconds. With your cock still in my mouth, I swallow your load. I'm not thrilled with the taste, nor am I with the flavor of my own when I eat it. Not horrible but definitely something that takes getting used to. I slowly pull away and show you that your cum is gone. You touch my head, guiding it back to your still hard cock. I suck your cock again for a few minutes, letting you push more in, until you've got the whole thing in my throat. After 5 minutes of this, you finally start to go limp. I admit to you that there is some sadness in seeing it limp. But there is anticipation for the next time. I hope there will be a next time. My First Time Fantasy Ch. 02 I had to leave on a business trip the day after that exhilarating night, and I had to be gone almost all week. I could think of nothing else while I was on my trip. I'd find myself daydreaming about him. I thought about how I loved spending time with him, his young sexy body, and our last night together. I kept thinking about how good his cock felt in my mouth and the feeling as he came, and how I loved how he tasted. I got hot with excitement as I thought of someday feeling him inside me. I laid in bed at night rubbing my hard cock, and slowly feeling my fingers drift back to my ass, pretending it was him. I got home and got ready, Zach was going to come over and we were going to do something together. We'd talked about staying home and relaxing so we could have some time in complete privacy. I had an anal cleansing douche and used it on myself, getting nice and clean. Then I showered, taking time to get perfectly clean for him. I knew what I wanted, and I really hoped it would happen. I wanted this young lover so bad. Decades of fantasies were coming to a head, and I wanted this young stud, this young stud that I had come to love. I heard him pull up as I was dressing, but I had left the door open for him. I dressed and came out to the den. He was sitting on the couch, looking sexy in his casual pants & sweater. He got up to meet me and we kissed passionately. "What do you feel like doing?" I asked. "If you're not really feeling like going out, we can hang out here and relax." "That sounds perfect." he said. After some chit-chat, I could tell something was on his mind. He seemed uneasy. "Hey Zach, is something wrong?" I asked. "Well, no. I want to tell you something, but I don't want to scare you away." "I can assure you that won't happen" I said with a smile. "Well, I really...I...love you" he said quietly. I listened, then slowly smiled and said "Well that's good, because I love you too, Zach." He was relieved. "I...didn't know how to say it. I've never been through this before." "You're doing just fine" I said as our lips met. We kissed lightly at first, standing in the den, sharing this tender moment. Our moist lips on each other's. Soon, our kisses became more passionate and we made our way to the couch and sat next to each other. Our hands began roaming each other's bodies as we kissed. He had such a firm, young body; I loved how it felt to the touch, and how warm and smooth he was. Soon, our hands were under each other's shirts as we kissed, then we slid each other's shirts off as we kept kissing and touching, feeling our warm torsos touching and rubbing together. My hand was on his thigh, and I brought it up and lightly, slowly caressed his hard cock through his pants. I desperately wanted to taste him again. I reached down and slowly unzipped his pants, then slid them and his underwear down past his knees. His big, beautiful piece of man meat jumped free and stood. I marveled at its size and thickness. It looked perfect its big head and long, thick, veiny shaft. I slowly kissed and nibbled my down his body, taking time to savor him. I kissed down past his cock, stopping to kiss and lightly suck the head, making him lightly moan. I worked down his legs and removed his pants and underwear the rest of the way, along with his socks. Then I licked and kissed down his legs, kissed his feet and sucked his toes. "Should we go lay on the bed where we have more room to play?" I whispered. He rose and we moved into the bedroom, and stood next to the bed. We kissed passionately. I gently pushed him down onto the bed so he was lying on his back, naked, his large erection standing straight up. He had such a hot young body, all tan. smooth, and strong. I got on the bed next to him, and we kissed briefly, then I slowly kissed my way down. I kissed and nibbled his neck, then his torso. I wanted to taste his cock again SO bad. Just seeing it standing there inches from my face made my mouth water with hungry desire. I held his big, hard penis in my hand and stroked it lightly, admiring its size and beauty. I opened my warm, moist, eager mouth and hungrily took his cock between my lips and into my mouth. I sucked the head gently, slurping as I sucked it. swirling my tongue on the underside where it was most sensitive. I took more in my mouth, and I got the shaft nice and wet. I sucked his hot manhood, loving the taste, slightly musky hot in my mouth. I couldn't believe how much I loved the taste of his cock, and how I loved how it felt in my mouth as I worked it in and out. This was better than I'd ever fantasized, I had no idea I would love it this much. I can't believe I waited all those years. I sucked him slowly at first, but picked up the pace quickly and sucked him harder as I sensed his excitement building. I sucked hard as I worked his big cock in and out of my mouth I think his anticipation had been building for a while, because it wasn't long before I felt him getting close. I sucked with more urgency as I thought about feeling him cum in my mouth again, I wanted to taste it so bad. He was moaning and breathing hard, then I felt his legs stiffen as his juicy cock swelled. Suddenly I felt a huge gush of hot cum cover my tongue and fill my mouth. Load after load of the delicious, hot nectar emptied into my waiting mouth, and I swallowed all I could as I continued sucking him as his orgasm peaked, and he moaned loudly. I kept sucking him as his orgasm slowly subsided and his pulsing cock leaked its last drop onto my tongue. I slowly let his still hard cock slip out of my mouth, and lightly kissed the head. I slid up next to him and he kissed me hard, as he was feeling the end of his orgasmic bliss, then he kissed my face and chin where some of his cum had trickled out of my mouth. We lay on he bed next to each other, lightly kissing and touching. "Damn, that was so good" he sighed. "I liked it, too. I love how you taste, and I really love making you feel good" I whispered. "I can't believe how much it turns me on." He kissed me, then began lightly kissing my body and caressing me. It felt so good, I started breathing deeper and faster as his young hands and mouth explored my body, touching and kissing me all over. He worked his way from my nipples to my arms, then back down my body. He kissed my stomach and tugged my pants and underwear down and off. He made his way down my legs, slowly removed my socks and kissed and lightly sucked my feet and toes. He worked slowly back up my legs, nibbling at my thighs and caressing my skin with his hands. We were now both completely naked together. He came up and lay next to me and kissed me again, turning me on with those soft, warm lips. We were relishing the feeling of our naked bodies against each other. I was more turned on than I've ever been as our warm bodies undulated into each other and we kissed passionately. His hands roamed my back and lightly caressed the firm globes of my ass, turning me on even more. Our cocks, both hard, rubbed together lightly as we kissed and touched each other. He slowly kissed back down my body, then kissed the head of my cock, letting his tongue dart in the little glans at the end, making me moan softly. He sucked the head, then took my hardness in his mouth, sucking me softly with that warm, soft mouth. I was so turned on, I was whispering his name and moaning lightly. He let my cock slip from his mouth as his fingers caressed my balls, then he lightly sucked my balls, as his hand drifted back and joined his other hand, as he continued to caress the cheeks of my ass, exploring curiously. He caressed and lightly kneaded the taut globes, and slowly got closer to the crevice in between them. I could tell he wanted to, but was unsure if he should explore further. I could tell he wanted to touch me back there and explore that part of me, and there was nothing I wanted more right now. I yearned to feel him touch me there and fulfill my deepest fantasies. He had no clue how I'd touch myself there when I fantasized, and how sensitive I am back there. I love feeling my ass being touched and stimulated. I touched myself so many times, but had never felt another's touch there. I whispered lightly, "Oh yeah, keep going Zach. I want you to touch me back there" I whispered as I lifted my hips slightly, allowing him easier access to my naked ass. His fingers slowly caressed my cheeks and explored lightly, making their way to the crevice between them. I was so hot and turned on, all those years of fantasies were finally happening. I felt his fingers lightly touch the valley between the two cheeks and my passion skyrocketed. "Let me turn over for you" I said breathlessly as I slowly turned over so I was facedown on the bed, my back and ass exposed for him to see and do whatever he wanted to me. He knelt next to me, and began rubbing and kissing my shoulders, down my back slowly. I felt him get to the small of my back, then lower, gently caressing the firm cheeks of my ass again. He rubbed, kissed, and licked his way down my thighs, to my knees, then my feet. Kissing and touching, giving me electric shivers all over. I was more turned on than I'd ever been, and my hips were slowly, involuntarily churning and grinding my hard cock into the bed as he kept touching me. I wanted to feel his touch on my ass so bad, I'd never wanted anything this much. He slowly kissed and touched his way up nibbling at my thighs, as my legs spread apart slightly. I slid a pillow under my pelvis to make myself even more available to his touch, welcoming more of what he was doing to me as he made me hotter and more turned on with every touch. He kept massaging the hard, muscular cheeks of my upturned ass, using a circular motion, and I could feel my cheeks spread apart with every outward movement. I knew it exposed the pink little ring of my anus, and I knew he was looking and seeing the tight, puckered little hole. It turned me on even more knowing he was seeing these forbidden parts of my body. He slowly worked his fingertips to the crevice between the two globes of my ass and lightly touched between the cheeks, then he lightly traced his finger up and down between them. "Ohhhhh yeah" I whispered lightly. I was as turned on as I'd ever been, and wanted nothing more than to feel him keep touching me. My hips were writhing and my pelvis was grinding my rock hard cock into the pillow, as my turned on, hot body seemed to behave on its own. There was no way to control my passion as this young stud continued touching me. "Is this okay?" he asked as he continued to lightly trace up and down the crevice of my ass. "Oh yeah, I love how it feels. Please keep going, don't stop." I begged breathlessly. He kept moving his finger up and down lightly in the crevice. Slowly, he began using a little more pressure, slowly working deeper. I reached over to the nightstand and grabbed a bottle of lube and handed it to him. He put a little on his finger and squirted some in the crevice. He began rubbing his finger in there again, up and down. He worked further and further in as his finger rubbed up and down, nice and slippery from the lube. I shuddered as his finger rubbed across the tight little anal opening for the first time. It felt so erotic, and I moaned and jumped slightly every time his finger rubbed across the puckered little hole. His movements got smaller and he began to rub right over and around the puckered, hot little hole, and traced around the rubbery ring. He worked his finger over it and rubbed it with his fingertip as he began applying pressure. "Keep going baby, that's so good." I breathed. I was beyond turned on, and I thought of nothing but the feel of his touch, and how badly I wanted to feel him inside me. His ring finger was working over the hole, and I moaned in sensual delight as I felt his finger enter the hot, tight, clenching little hole. It slid in me, then slowly worked in and out."Ohhhhh yeah" I moaned as his finger moved slowly in and out of my hot ass. He worked his ring finger slowly in and out, going in further and further, it felt sooooo good. Soon he replaced that finger with his index finger, slipping it in and out of me, then eventually took that out and inserted his middle finger. I was so hot and turned on, and I couldn't control the moans of pleasure escaping me. He took out his finger, and rubbed two fingers up and down, around, and over the hole. Slowly, I felt the little ring relax and I felt the tight passage give way and his fingers slowly slipped into the hole, stretching the tiny opening as I let my muscles relax. He worked the fingers in and out, slowly at first, moving his fingers around to loosen my anal muscles. I loved how it felt as he kept fucking me with his fingers. I moaned and writhed in ecstasy, and I was red hot with pleasure and passion. I knew my ass was ready for him. I wanted to feel him inside me so bad, I got hotter just thinking about his big cock entering the tight little passage. I'm not sure if he was expecting it to happen tonight, but there was no stopping now. I'd been fantasizing about this for decades, and now it was about to happen with such a sexy young stud. "Come lay up here" I begged. "Lay next to me." He let his fingers slowly slip out of my ass, and he lay next to me. We kissed and I grabbed the lube and applied it to his rock hard cock and to mine. Our bodies were undulating into each other and our cocks ground together. I slowly rolled on top of him, and we ground our cocks together as we kissed and slowly humped into each other, feeling passion neither of us had ever experienced. We were breathing hard and moaning in animal passion as our bodies took over. "Zach, I want you" I whispered breathlessly. "What?" he said, somewhat unsure of what I meant. "I want you, I want to feel you inside of me. I want to feel you fuck me, Zach. Can we do it? I want you so bad." I begged. "Oh yeah, yeah, I want you, too." he whispered with a little surprise, I don't think he expected this to happen yet, but I could also tell he wanted it as badly as I did. I got up on my knees and straddled him, and I rubbed his cockhead along the shaft of my hard cock, then across my balls, and slowly maneuvered it back behind them. I felt it brush between my ass cheeks. I rubbed it up and down between them, slowly working it in the crevice, feeling the big head sliding up and down, spreading the cheeks apart. I raised up and applied a little more lube to his cock, and rubbed some on my little love hole. I slowly sank back down and worked the big head further in, rubbing it up and down and slowly applying more pressure. I jumped slightly as I finally felt it rub across the little hole, making me hot with passion and anticipation. I worked it back and forth, and over and around the puckered little anus, massaging the rubber ring with his cockhead. I slowly worked it to the middle of the hole and applied pressure as I softly gyrated on his cock head. It felt huge against the little opening, and part of me wondered if it would fit. With lovely satisfaction, I felt the resistance slowly give way as the little ring relaxed and slowly expanded. Finally, I felt the hot, tight little love tunnel open for him as the head of his big cock entered me. "Ohhhhhhhh" I softly moaned as I felt a cock enter my ass for the first time and his cockhead entered my hot, tight ass. It was a glorious feeling as the head of his hard manhood sat buried in my hot ass. I held still for a few seconds with just the head inside me. getting used to the sensation and allowing my muscles to relax around the large, invading member. Slowly, I began to ride slowly up and down on the first couple inches of his big cock. It felt so good as it slid in and out of the tight little hole, sliding in and out, getting better with each stroke. I could feel every ridge and vein as it slid in and out, my anal walls squeezing and massaging his big hot member. I was red hot with passion, and knew nothing except the feeling of his hard cock in my ass. We were both moaning in desire as we felt the hot passion consume us. My body was so hot and turned on, I just rode him in pure pleasure as I felt his hot member slide in and out of me. I started sinking a little further down with my downstrokes to take a little more of him inside of me slowly. Nice, soft gentle strokes, his big cock sliding slowly in and out of my tight ass. I was consumed by passion as I rode him, as our bodies became one. We were both lost in the ecstasy and passion of this beautiful fuck. Soon, I had half of him in me, then more. I couldn't believe how good it felt, and how erotic this was; his cock felt wonderful as it slid in and out of my tight, clenching ass. My nerve endings were sending pleasure signals throughout my body, and I could feel every part of me tingling, all the way to my toes and fingertips. I was moaning as I felt this young stud fucking me. I wanted to feel all of him, I wanted to feel his entire cock buried in me. I slowly sank down the entire length of his shaft, and moaned in pure animal delight when I had his entire cock inside my ass. I felt my balls press into his soft pubic hair, and I stayed there, loving the feeling of his cock buried in me. I slowly began churning my hips, touching parts deep within me, giving me even more pleasure. Then I began moving up and down again, riding him and feeling him sliding in and out of me. Up and down, a smooth, steady pace. Then our pace quickened slightly as it felt better and better. I'd ride him up and down, then sink down all the way and feel his entire length inside of me. We were both moaning and breathing hard, I leaned down and our lips met as we kissed while his big cock was buried in my ass. It was so damn good, I couldn't believe it could be this good, so much better than in my fantasies. "Baby, I'm getting so close, I feel like I'm gonna' cum" I moaned. "Are you close, too?" "Oh yeah, oh yeah. You're so good. Do you want me to pull out?" he whispered. "No baby, stay in me. I want to cum in me" I said. "I want to feel you cum inside me." I was riding him faster now, and he was raising his hips to meet my downward strokes as our passion built. I could feel him touching me deep inside when he raised his hips, and it was pushing me over the edge. It seemed to send a pleasure signal throughout my body and directly to my cock. I reached down and stroked my cock as I felt my orgasm starting deep inside of me. My breathing got faster yet, and I heard myself moaning loudly, but I couldn't stop. It was building into the strongest orgasm I had ever felt, building and building from my core and spreading out to my entire body. His movements began to lose control and I could feel him getting close. He fucked me as he breathed faster and faster. I felt his cock swell inside of me as he went over the edge. I slammed down and my tight ass took his entire cock inside me again. I churned my hips and his cock was touching me somewhere that gave me more pleasure than I'd ever felt. It pushed me over the edge as I felt the powerful orgasm releasing. "Oh, Oh, Oh" I cried as I felt my cock swell, and the first load of hot cum shot cross his stomach and chest. "Ohhh Brad! Ohh, Ohhhhhh" he moaned as my ass convulsed around his cock. I felt him explode deep inside of me as he groaned and bucked. His cock spurt load after load of hot semen, and I felt it fill me as he came and came in my hot ass. I felt gush after glorious gush of his hot love juice filling me deep within. My ass was convulsing around his cock as wave after wave of orgasm coursed through me. I shook and shuddered as waves of pure bliss consumed me. Load after load spurt onto his stomach as I rode him up and down. My First Time Fantasy Ch. 02 Well, since I'm being honest, I need to tell you my deepest fantasy... I was involved with a woman named Jodi. It was a brief relationship which we both wanted to last but certain outside forces put an end to that. We still text from time to time. The sex life we had is still a topic of conversation for us. One thing she wants to do, if/when we hook up again, is peg me. I've been thinking about it so much that I even picked out the strap-on for her to use. She has even asked me to save my ass just for her. During a recent conversation I asked her what I'm to do if I like it when she finally takes my ass the way I've taken her's so many times before. Her answer, "We'll find someone to join us." So, now I find myself in a quandry. I've sucked your cock several times... God I love how empowering and degrading it is for me... And I find myself wanting to know what it's like to have you in my ass. Seeing that in writing makes me blush from a combination of embarrassment, shyness, fear, and need. I do want to save it for Jodi but my need to have you be the first is overpowering. This day starts out like any of our previous meetings. I get a text from you asking if I want to hang out for a while. Having no other plans I'm up for it. Aside from our first call and meeting, we never plan what we're going to do. Sometimes I suck you off, or you suck me off, or the wickedly hot 69 we did a week before, and sometimes we just have a beer and watch a game and nothing sexual happens. Today, I have the urge and I wouldn't know how to bring it up without being face to face. I start packing an overnight bag, which I've brought along every time and always leave it in my car, but it's there just in case you want to have me spend the night as you've admitted to wanting at some point. I decide to take a shower so I'm nice and clean for you. When I get out of the shower, I convince myself that I should make use of a butt plug that I bought for one of my ex loves when she wanted me to take her anal cherry. I've used it on myself a few times. It's a harder plastic vibrating one, not very big when compared to a cock but it makes it's presence known. I use a good amount of lube and slowly work it into my ass. I plug in the battery pack and turn it on to make sure it's working. The vibration makes my knees weak and my anus twitch. I put on satin panties you gave me and my I start getting an erection from all the sensations. I finish dressing, battery pack still plugged in with the control in my pocket, and I head out. At every stop sign and traffic light I buzz the vibrator for a second or two. This is keeping me hard. I can feel the wet spot forming on the panties. My cock is absolutely aching for relief. Fuck, this is going to be a long drive... I call you when I'm close to your place and tell you what's going on. Hearing about the butt plug and wanting you to fuck me makes you let out a deep, "Oh, yes". You say you'll leave the door unlocked and that I should come straight to your bedroom. I arrive 2 minutes later and waste no time in doing what you said. As I enter the room, I see you sitting naked on the edge of the bed. I strip off my clothes as quickly as possible, leaving the panties on. You tell me to lie on the bed, put a pillow under my butt to give you access to the plug. Then you kneel between my legs and slide the panties aside, exposing my dripping cock and giving you a full view of my ass. You grab the base of the plug and slowly pull it. The feel of it stretching my hole makes me moan. You pull it almost all the way out and slowly push it back in until only the base is left. Again I moan, then I ask you to keep doing it. I can feel the heat growing in my face from blushing at asking you to fuck me with that toy. You slowly beging the first violation of my ass, both of us knowing it will soon be replaced by your cock. It's not the most comfortable feeling but nt unpleasant. Definitely a little painful. I give you the control and don't need to give you any hints on what I'm looking for. You start with the slowest constant buzz setting. This makes me moan a little. The vibration goes right to my cock and makes me drip. Seeing this, you immediately take the head into your mouth, not wanting to waste a drop. I can't stop my hips from bucking and fucking you mouth for a few seconds. You stop and tell me in a stern voice, "That will be remembered, cunt". The words and tone of your voice make my heart sink, my cock ache and a large spurt of pre-cum flows out... Again the degrading makes me want this even more. You go back to sucking the head of my cock, almost angrily slurping up the fluid. You go through all the settings on the vibrator, watching my face and listening to the sounds I make at each setting. When you hit the one that buzzes hard, stops, and starts, almost like a hard "thump, thump, thump", I gasp. This is what it will be from here on. "Oh, shit! Yes!", I yell. You pick up the pace only slightly, but with the combination of the toy being pushed all the way in and pulled all the way out, the thumping vibration, you sucking my cock, the satin panties sliding across my ass every time I move, and knowing I'm giving myself to you, is way too much... I start cumming in your mouth. You let me finish but soon as the last drop comes out, you crawl onto me, straddling my chest and pinning my arms under you... I'm helpless to move... You force your cock into my mouth and dribble my own cum onto my face while fucking my mouth... I'm freaking out! How the fuck can this be happening?!? Why am I so enjoying this?!? God I hope you cum and quick... You don't... Instead, you pull out, scrape up my own cum and feed it to me. More humiliation... and I'm loving it. You finally let me up and we talk to calm things down. You apologize, kind of, to let me know it was just from being caught up in the act. I don't even give it a second thought and tell you, "It's ok. I'm starting to fall heavily into what we're doing. It was a huge turn on... I think I'm regretting not trying this sooner". And, with the air clear, I go to take a shower to get myself clean. I come back to bed and you go to shower too. When you come back, I'm sound asleep but I feel you behind me and you hold me while we sleep. I awake and see it's nearly sundown. I know you're awake as I feel your hands touching me all over, with most of your attention on my butt. "What did you do to me? You wore me out, you pick", I joke. "Nothing you weren't begging for, slut", you shoot back. Even though I laugh, there's an equal amount of truth and sting in your comment. It was all true, and I've never been more content. The thought only lingers for a second before I'm aware of your finger spreading some lube on my hole. I flinch at first from the coldness of it but that quickly passes. Then I feel your thick finger sliding into me. It feels much better than the toy, though the wide part made this a bit easier. You're gentle about it at first, then you start moving it in circles, trying to stretch me open a little. I have to catch my breath as i feel you pull out and begin forcing 2 fingers into my asshole. I gasp at the pain of your thick fingers spreading me. It does sting more than the widest part of the toym without the relief, except for the momentary breaks when you pull out, only to push back in again. You finger my ass for a good 10 minutes, although I'm so lost in everything I have no concept of time. When you pull out for the last time, I feel a strange emptyness. I know what's coming, having fucked many women exactly like this, and the fear of it has me shaking. Even more telling for my anticipation is my hips rocking back to present myself to you... For you! Before you enter me, I grab my phone and ask you a favor. "I want to record a little message to send someone, Jodi. You can phrase it any way you want, but just let her know what's about to happen and there will be another video showing the outcome. This is important to me." You hesitate but finally agree. You start off with the camera facing yourself and say, "Hello, Jodi. You don't know me but you know who is sending this, and it was recorded on his phone. He just wanted you to see this and he hopes the three of us can play like this very soon", then you point the camera at my well lubed, and ready ass. The camera catches my moans and gasps of pain as you start pushing into my ass. I'm doing all I can to push back and help. I let out a deep "Ooohhh" as the head is fully in. I can hear you say to the camera, "Oh, look at that. The head is in and I'm about to push more in. I'm shutting the camera off when we get going. Just be waiting for the next video". And with that, you push more and let me get used to it, over and over until you bottom out. You take video of the first few strokes, I'm moaning like a slut on the video, and hand the phone back. Somewhere in all of that I was able to function enough to send the video. So... Now we're really doing this... I'm getting my ass fucked by the only cock I've ever considered, wanted actually, to do this. My mind is racing with thoughts of how good it feels but wanthing the underlying pain to stop, not wanting this to end but wanting you to cum, if this will happen again or how I will feel if it doesn't, what if Jodi sees the video and want nothing to do with me... Even on our sides you're picking up more speed while going deeper. I ask you to slow down but keep going deep. I'm loving the feel of the head almost coming out, then you grinding against me, making me feel every inch of your beautiful, thick cock. You grab my hair with one hand and pull my head back, the other grabs my hip and pulls my ass harder to you. I can hear you breathing harder. You again start talking at me. "Oh, yes! So fucking tight! You like this, don't you, cunt." I can only moan a low, "Yes. Fuck me. Use me. Use my ass like a cunt and cum in me. I want to be your little cum slut cunt". This time, the words have more impact on you. You pick up speed and keep going as deep as you can. I look back and can see from the expression on your face that you're about to cum. You let out a loud groan and I feel your cock pumping in my ass, along with the heat from all that cum. You pull my head back to you and kiss my neck, letting me know you're done. We lie like this for a minute, your hard cock buried in my ass. I start the camera on my phone and hand it to you. You point it at my ass and slowly pull out, then you move down to get a good shot at my now gaping hole dripping cum. "Look, Jodi. I fucked him like he's fucked you. Now... When we play together you know it will be all holes open for all of us. So, what's it going to be?", all while filming cum dripping from my ass. You stop recording and hand the phone to me. I quickly send the video. I go and clean up again. When I come back, I hear my phone ring. Looking at the screen I smile and say, "It's Jodi!" My First Time Fantasy Ch. 02 Our orgasms seemed to go on forever, as we continued to fuck for what felt like hours, and we rode the hot wave of pure bliss. His big cock continued to fuck in and out of me as I rode him in pure ecstasy, my body shaking and shuddering. Finally, sanity returned as my orgasm finally slowly began to fade. Slowly, we began slowing as our orgasms began to subside. I kept riding him and his still hard cock slid in and out of me. Slower and slower. I slowly came to a stop with his cock buried in my hot ass. It began to soften slightly, but was still semi-hard inside of me. He leaned up and we kissed deeply and tenderly as we enjoyed the end of our orgasms, and the beginning of the post orgasm bliss. We kept kissing, his cock still in me. He lay back on the pillow and I slowly collapsed on top of him. We kissed as we caught our breath. I felt his cock finally beginning to soften more and more, and I felt it slip out of my ass. I rolled over next to him and we lay next to each other in pure bliss, our bodies touching, relishing the pure passion we had just shared. "I can't believe how good that was," I said breathlessly, my legs and body still trembling from the power of the orgasm I had experienced. "I've never came that hard before. Ever." It was the truth, that was the most powerful orgasm I had ever had. I hadn't even been close to a feeling like that with any woman I'd ever been with. "That was so good. I'm so glad it finally happened, and with the right guy." he said as we kissed softly. We laid there, not quite sleeping but not awake. Part of me couldn't believe it finally happened, but it certainly had, and it was better than I'd ever dreamed. We were both loving what we'd just experienced, and we both knew there would be many more experiences with each other in the future.