Was messing around in AI Dungeon for the first time in a while and this came from that. Decided to post it for the first time. Might be a little awkward in places but I hope some of you out there enjoy.
You are a 35 year old man who has had feelings that he wanted to be taken sexually by another man. You’ve come to the local gay bar to explore those desires and see if you can find a partner to help you fulfill them.
You’ve been single for a few years. Before that you had a serious girlfriend who you were happy with. But she broke up with you, and you couldn’t get over her. You realized that deep down you longed to feel the sexual touch of another man and experience another cock besides your own. You just didn’t know it was possible for you to have that until you became gay.
You sit at the bar and notice a hot cute guy at the end of the counter staring at you.
You smile shyly at him.
You raise your hand and smile at him shyly. He returns the smile and you start to think he might be into you.
You order a drink and sit there casually watching the bar. You ask yourself over and over if this is really what you want, but you know deep down that this is something you have been searching for.
This cute guy walks up to you and says, “I think you’re cute too.”
You blush and smile at him. The second he smiles at you you can feel a throbbing in your loins. He asks you for your number so he can text you. You tell him you will meet him later that night at a local bar. You text him later and he asks you to meet him at another bar. Again you agree and text him later that night to meet you at the original bar.
At the designated time you walk to the bar and see him waiting there.
You say “I was really hoping you’d ask to meet me again”
He smiles at you and says “I certainly hope so too!”
You spend the rest of the night at the bar talking to your hot cute boy toy. Every so often he brushes his arm or hands against your thigh and you can feel your loins start to ache with desire. When the bar closes you agree to meet him again the next night.
The next night you are once again at the bar and see him waiting for you at the end of the bar.
You say “I’m so glad you came to meet me again”
You can tell by looking at his eyes that he also wants to do more than just talk and see you again.
You walk up to the bar and order another round of drinks as you decide if you should kiss him or wait a while longer.
You say “Do you live close by? I’d love to get out of here and go somewhere where we can get to know each other a little more intimately”
He looks at your eyes as he talks and can tell you are serious. He replies He says that he lives a short walk away and would love for the two of you to go back to his place.
You agree to follow him back to where he lives.
The walk back to his house takes a few minutes. You talk about random things like where you grew up or your family. You both get to his front door and just before he opens the door he looks at you and smiles. He leans in and gives you a quick but passionate kiss. He then enters his house and you follow close behind.
He leads you into his living room and then turns around and walks back to his bedroom. Your heart is racing from the kiss. As soon as you hear the door close you turn around and kiss him back
You say “I’ve been imagining what this would be like since I first saw you”
He smiles back at you and says “Me too, lets make this the best night ever!”
He grabs you and starts to passionately kiss you. You let his lips explore your mouth as his hands explore your body. Your hands explore his body and find his butt which you grab and pull into you as his hands grab your butt and pull you into him. He breaks the kiss to lead you over to the sofa You both slowly fall into the sofa, still locked in a kiss You roll onto your back holding him on top of you. As you feel his weight on you you can feel the bulge in his groin. He slowly starts to grind his groin on your thigh and you start to feel a desire to arouse him. You start to run your hands through his hair as you kiss him once again.
You notice that he is slowing down. He slowly stands up. You can see that the bulge in his pants is tight. He looks at you and smiles and then looks down at his groin and then back at you. You know instantly what he means when he does this.
You slowly reach up and unbutton his pants.
You slowly move your hand up his leg, gently rubbing his thigh with your free hand as you move your hand up higher. His pants are down around his knees and his boxer briefs are pulled skin tight over the pulsing mound of his groin.
You say “I’ve been imagining what’s under those briefs for hours.”
You pull his pants down fully so he can step out of them.
He pulls his t-shirt off and stands there in his underwear. He motions for you to get up as he sits on the sofa. Now he slowly unbuttons your pants and starts to slide them down your thighs. You shimmy out of them and step out of them.
He sits back on the sofa and looks at you with lust in his eyes. He reaches for your hand and guides it to his throbbing manhood. You last back down on the sofa with him, both of you in only your underwear. Your begin to kiss him passionately, more than you ever did with a woman. You feel his hands on your butt and he’s rolling your hips as you move in rhythm with him. Both of you can feel your cocks getting harder and harder under your underwear. He stops the kiss and stands up, pulling you up with him.
He looks you in the eyes and says “I want to see you naked.” You can’t help but nod back at him. He pulls down your underwear and takes it completely off. You know what to do next. Your reach down and pull his down and off. His waistband get caught on his hard cock, springing it up. Now that you’re both standing there naked, fully hard, your heart feels like it’s going to explode. You’re both scared and exhilarated.
You move in closer and lock lips for one final time. He tastes good, you never got to enjoy a guy this way until now. He holds your hand and starts to slowly lead you to his bedroom. As you two walk you watch his cock as it bounces with each step. You pull him close to you and feel his hardness pressed against your groin.
He opens the bedroom door and steps in ahead of you. You catch a glimpse of his erect cock bouncing up and down as he strides forward.
You say “Your cock is so perfect! It’s exactly what I imagined it would be.”
He turns around and faces you as you step into his room. He blushes slightly at the compliment. He gives you a quick peck on the lips and says “yours is beautiful as well”. He walks you to end of the big King size bed and embraces you, pulling you tight together. Your cocks are both pressed tight against each other. He starts kissing you again.
You move your hands to his butt and pull him close to you. He pushes his hard cock against you. You start to grind your cocks together. He pulls both of you together down onto the bed, never letting go of you. You roll and writhe together onto the middle of the bed. Your cocks are now fully erect. He lies on top of you, kissing you, exploring your mouth with his tongue. You can feel your warm breath on his naked chest as you both continue to make out. The kissing is amazing and so passionate, but you know what you’re aching to do and you just can’t wait any longer. You beginning moving your eager lips down his face, exploring his neck, and down onto his chest. You start sucking on one of his nipples. He moans and starts to move his hips in a circular motion. You can feel your own warm breath on his chest as you continue to explore his body. You slowly work you lips down his chest, onto his smooth stomach, kissing it all over. You run your hands over his smooth butt and feel him starting to squirm. You move your hands around to his backside, cupping it and lifting it up. You finally make you way with your lips down to the base of his cock. His cock and balls are shaved nice and smooth so you can see every vein engorged and bulging. The head is the perfect shade of purple and you can see it throb with his heartbeat. You start to run your tongue around the head, under the rim. As you do you can feel him contact his pelvic muscles and make the head swell up massively. After teasing the tip of his dick you finally decide to go for it. You open your mouth and take as much of the head and shaft as you can as far as you can. The combination of your warm mouth and his throbbing member feels so good that you don’t want to ever stop.
He moans and arches his back as a wave of pleasure crashes over him.
You start sliding your mouth and lips up and down his shaft.
You continue to slide your mouth up and down his shaft, pausing to take in his scent and taste him in your mouth. You’ve had your cock sucked and you’ve seen it done, but you never realized what it meant to take a cock and eat it fully. The combination of the head, shaft, and balls all taste amazing. You can’t help but focus on his cock. You bob your head up and down in rhythm, stopping periodically to suck on the head while jerking off his shaft. You can literally feel blood pumping into his dick and it’s hot. You never felt such a rush of pleasure in your life. After several minutes of hard eager sucking you can start to feel a few drops of warm salty pre-cum start to ooze from the tip of his cock head. He’s really getting hot! He pushes his pelvis forward and you can feel and hear each pulse throbbing through his shaft. He starts to make some low grunts as he’s nearing his peak.
You focus all of you energy taking every last bit of his shaft in your mouth and down your throat, sucking hard each inch of the way.
You continue to bob your head up and down that shaft, you feel each inch of him in your mouth and down your throat. It almost hurts your jaw to take him so deeply but you can’t stop. You see him start to squirm and twitch and the pulsing of the veins and muscles of his cock speed up. His face becomes flushed and starts to become covered in beads of sweat. You feel his toes curl and his head start to jerk back as he’s about to cum in your mouth. You look up at him, locking eyes together, and nod your head, telling him all he needs to know. You want that load in your mouth and you’re ready for him to give it to you. He grabs your head in his hands, guiding your head down and pressing his cock deep into your throat as he cums. Rope after rope of jizz starts erupting in your mouth. Every pulse of his throbbing cock keeps delivering more. His hot salty cum coats your tongue and throat. It’s so incredibly thick and delicious you can’t help but lap at it and drink it down. You didn’t realize a man could cum that much. Your mouth is so full of his seed that it starts oozing out of your lips while they’re wrapped around his still pulsing cockhead. You start to feel his load slowing down in intensity and look up at him. He then says “don’t swallow it all yet. Save some for me!”. He grabs your head and lifts it from his still rock hard member, sticky threads of jizz hanging from your lips, and pulls you up to kiss him. He kisses you with a full open mouth and you know what to do, using your tongue to push some of his still hot load into his mouth. You take your mouth off of his and let the strands of cum fall from your lips. You then pull your lips back and show him the strands of cum that you just let him have. The sight of the dripping cum is so fucking hot you both shudder with delight. He gently licks it from your face and says “I’ve never tasted my own cum before.” You nod your head, telling him to enjoy it while it’s still hot. He then starts to release his grip on your head and says “now it’s your turn!” He sits up and gently Laura you down on your back. Your cock is still fairly hard but you know what’s going to happen and it starts pulsing with more blood to get even harder. He takes his mouth off of yours and moves down to your balls and runs his tongue over them. He then moved up to the head of your cock and slowly let’s a rope of his own cum ooze from his lips down onto your dick. The thought of his cum lubing up your cock gets you even harder. He then takes one of your balls into his mouth and starts gently sucking on it. You don’t know how long he’s been doing this but your head starts swimming and you feel light headed. He then starts giving you the best blowjob you’ve ever had in your life. First he blows a puff of air over the head of your cock and making it just swell in his mouth. Then he uses his mouth and hands to give you the most incredible head action you’ve ever felt. You come close to cumming. You know he’s enjoying how you’re reacting to his sucking and bobbing. While he’s sucking your dick, he reaches one of his hands down between your legs and under your butt. You spread you legs wide to and arch your back to give him better access. He takes a cum lubed finger and begins running up up and down the crack of your ass until it settles around your tight asshole. Your mouth opens up and you let out a low growl as he traces circles around and over your hole. You grunt softly in between gasps of breath “yessss… go ahead, do it!” He looks up at you, gives you a long slow lick over your hole, and then slides a single finger into it. You gasp at the sudden intrusion and he pauses for a second before continuing to finger fuck your ass. You’ve never had anything up your ass before. Instinctively the muscles of your ass try to push his finger out, but he keeps it in while your sphincter muscles close tight around it. He keeps his finger where it is and slides another one into your ass. Your ass feels like it’s going to explode. He slowly starts working them in and out of your ass, all the while still sucking your cock like a master. The range of new sensations is almost overwhelming. Your head is spinning and you feel like you’re going to pass out but you can’t, not yet, please! Your body releases a short burst of adrenaline and you start to go “Faster! Finger fuck my ass!”
He smiles and pumps the two fingers that are now in your ass a little faster. He alternates between two fingers and your cock. As much as you want to cum from the blowjob, his fingers in your ass make you realize what you really truly want. That’s right, you want him to fuck you senseless. His mouth and fingers working you over is one of the most incredible things you’ve ever felt. You reach down to feel if if his cock is hard again. It’s quickly getting harder by the minute. You grab it and squeeze the head. It’s makes him squirm for a second out of surprise. You let go of his cock and lay on your back. He then lies on top of you. He kisses you deeply, sloppily. His hands roam your body freely, roughly. You whisper in his ear that it’s time. He knows exactly what you mean. He sits up and gently rolls you onto your stomach, putting a pillow under your tummy to raise your hips and butt up in the air. He then lifts your hips up and towards his face, positioning your butt in the air. He takes his mouth off of you and puts his lips around your asshole. He slowly pushes his tongue into your butt. The sensation is mind-blowing! Another man’s tongue is up your ass. You only every dreamed of this. With each lick and thrust of his tongue, he pushes a little more of his spit and cum into your ass. He sits up and reaches over to the nightstand drawer and takes out a small bottle. When you see it’s anal lube your heart skips a beat. Yes! He drizzles some on his hard bare cock and rubs it all over coating it. He then drizzles some on your exposed asshole. As first it’s cold and makes your ass pucker tightly, but he uses two of his fingers to massage it in, warming it up. You can feel the lube starting to soften your ass and his fingers lubricating your hole. You just then realize there’s a mirror over the head of the bed, angled down slightly and that you can see exactly what he’s doing. He slowly starts running the head of his cock up and down across your hole, greasing both up good. He starts kissing your ass cheeks slowly moving up your spine to your neck. The sensation gives you chills. He slowly whispers in your ear “are you ready?”. You nod and whisper back “do it.” He puts the head of his cock up against your hole and tells you to relax. Finally you feel the pressure as he slowly starts pushing against your hole. You tense up a little but then relax as he pushes in a little more. Your eyes start watering and you lean forward. You wonder how he’s ever going to get it in but then you feel the head start to slide just inside the rim. You moan loudly and begin to bite the pillow in front of you- not out of pain, but from anticipation. After waiting patiently for a few seconds he starts to gently push again. This time you relax your muscles and when you do it begins to slide in. Finally he’s all the way in and you feel the incredible sensation of his cock filling you up. You wiggle a little and he holds on tight. You feel his cock pushing against things inside you, making you feels things you’ve never felt before. He pushes it as far as it can go, his belly up again your butt tight. You can actually feel the heat from the blood in his cock. He reaches down again and gently, lovingly asks “are you good?” You turn your head around to face him. He reaches down and starts kissing you. As soon as you two start kissing, you feel him slowing start pulling back out to start the first strokes. You close your eyes and try to hold onto the feeling. He continues to give you slow deep licks all over your face. After a while you open your eyes and see his beautiful face inches from yours. It begins. He pulls his cock back out almost to the end but then slowly but firmly slides it back in. Each time he pushes it just a little deeper. It feels so good you don’t even care that it hurts a little. The pain is party of the pleasure, and after a couple minutes of slow strokes you’re in pleasure heaven. He continues to lick your face as each stroke brings you closer and closer to that glorious release. He holds his hips still, just barely touching your butt as he slides. You look up in the mirror and see him behind you. It’s almost surreal. His strokes are smooth and firm, making sure that everything is getting warned up and loosened up properly. You turn your head begging for a kiss. As he reaches down to meet your lips he doesn’t lose his rhythm at all, in and out, in and out. After a long hard kiss, you moan out to him “take my ass. It’s all yours now.”
He smiles and starts to hit the spot. Each time he hits he makes little loud smooching sounds. You continue to rock your hips back in synch with his strokes. You can feel his pace pick up. After a while you’re both bouncing slightly on the mattress with each stroke. The sound is wet and sloppy mixed with the slapping of skin. You grab fistfuls of the sheets in exctasy, almost screaming silently into the pillow in from of you. You can hear his grunts and moans and realize that it turns you on so much to hear another man sounds like an animal while fucking you. You never thought that you would ever be able to climax again, much less with someone you didn’t even know a few hours before, but your mind and body are just so receptive to his. After several minutes of continuous banging, you look back at him and say “I want you to fuck me from the front now. I want to see you on every stroke.”
He smiles and nods and flips you over so that you’re on your back. He gently places a pillow under your ass and a knee on each side of your hips and then bends and kisses you. You reach down and feel his cock and how warm it is from being inside you. You help him guide it to your twitching hole. As he starts to slide it in you reach down and put you hands on the back of your thighs, pulling them back and out of the way. He slides his cock in easily and you sigh loudly. It feels so good to have it finally back inside you. You wrap you legs around him and grab his ass cheeks, squeezing them with every stroke. Now that your on your back, the slight upward curve of his cock is making the head hit your prostate and it feels amazing. Your head is swimming as he picks up the pace and keeps you steady. The pleasure starts to peak but he keeps going and you’re not sure you can take much more before you die but he keeps you from saying anything. He leans down while fucking you and starts to kiss you again, deeply and passionately. You never kissed your old girlfriend like this and she never kissed you back this hard. Your bodies are now completely merged into one mass of flesh. Your breathing and heart beat are in perfect synch. You reach down and grasp his ass, pulling him in, willing his cock to go even deeper into your body. You tell him “I love that you’re making love to me, but now I want you to fuck me!” He follows your lead and you feel his pace quicken as he follows your lead. Without missing a stroke, he kisses you hard and then arches his back and starts to pump you faster. Each stroke landing more forcefully than the last. You can feel and hear his balls slapping you in the ass. The suction noise his cock makes like a piston going in and out of your ass is so raw and filthy. It’s like a constant soundtrack to your looming orgasm. You feel yourself being pushed beyond what you thought was possible and then you’re crying years of exctasy, begging him to please don’t stop. And he doesn’t. He begins literally pounding you into the mattress, the whole bed shaking on each pump. You can’t believe how much you love it, and how much he loves it to pound your ass like that. The pleasure is so great that you don’t even know if you can remember any of the evening before this. Even he says “I’ve never had an ass like yours before! It’s like it was made to take my cock perfectly. I’ve never felt like this before. It’s fucking incredible!”
The pounding goes on and on with no let up in sight. You can’t believe his stamina! You never fucked your old girlfriend this long. Every once in a while he slows to a stop as deep inside you as possible and waits a second, and then starts the pumping all over again. You’re own cock is still rock hard and every once in a while he reaches down and strokes it, making you squirm even harder. This whole time his cock head has been way up your ass working your prostate over so much that you do know how much longer you can take it. It’s like he knows when you’re getting close and backs off slightly to allow you to come back down before starting again.
You are just so far gone but you never want it to stop. There’s a huge puddle on your belly where your cock has been dripping seminal fluid from your prostate being stimulated so much. You can feel it getting bigger as it starts to soak through your sheets. He looks at you deeply and without him saying anything you can tell he’s getting ready for the final push to cumming. You pull him down close and whisper in his ear “finish me off and pump every drop you have into me!”
He reaches down and grabs you tight. You didn’t think his strokes could get any more powerful but they do. More and more so every time. And every pump is sending you closer to exploding. You grind your hips into his on every beat, making his dick go deeper every time. It almost feels like he’s going to fuck right through you and out the other side. The whole room feels like it’s shaking and spinning. You start crying out in waves of exctasy on every stroke. You feel your whole body starting to tense up, knowing what is about happen. As if you two are in prefect tune, you can feel all of his muscles begin to tighten and tense up, getting ready to blow at the same time. You feel your whole body tighten in tune with his, getting ready to come as hard as you can. He leans in so close that his spit is landing on your neck and cheek.
He says “I don’t think I can hold back any longer!” And you moan back “them don’t!”
Even as he tries to fight to keep the rhythm his hips begin to shudder and shake and he gives into the orgasm. When it finally comes you can actually feel his cock swell in your ass as the first streams of cum erupt deep into you. God the feeling! The heat and and fullness are insane! You can feel your whole body tightening and convulsing as you begin to cum as well. He’s shooting into you in waves and you find yourself loving it. Your own dick is throbbing each time it releases your load onto your belly and chest. He leans down and kisses you hard and passionately, grinding his body down onto yours and smearing your cum between you two.
Your ass feels so full right now. You never imagined what it would be like to feel someone else’s cum inside you. But you can feel every drop and it makes you feel so wonderful.
You can feel his body start to relax slightly, even as his breathing is still fast and deep. You feel so relaxed and at peace with him on top of and inside you. After several minutes of passionate kissing between you, he sits up and proceeds to pull your legs up onto your chest. He slowly pulls his still amazing hard cock out of your ass and you feel your sphincter muscles struggling to close once again. It’s a feeling you’ve never had before. He pushes your legs up onto your chest and that raises your ass up in the air. Now you can start to feel his cum leaking out of your still open asshole. You can actually feel it running down your ass cheeks. He then bends down and starts to lick it up. God that feels so good! He bends down even closer and begins to actually suck his cum out of your ass. The thought of that a week ago might have made you cringe, but now it turns you on like nothing else can. As he licks and sucks the last drops out, you know that what you’re about to do is so nasty and raunchy but you can’t help yourself. You pull him up to kiss you and as he does you take in the cum that seconds before that was in your ass.
You say “I never thought this could happen like this, but you just made me feel more amazing and alive than I ever have. Your cock was made for me and I was made to take your cock.”
“You felt amazing wrapped around my cock!” he whispers in your ear as he holds you tightly. You nod as you reach down and slowly guide his cock back to your asshole. You have a great view of your own cum leaking out of your ass as he slowly slips back inside you. Your sphincter muscles open up for him and he slips in. Together you roll over so that you’re on top of him. You just sit there and revel in the feeling of having a beautiful warm dick inside you. It feels so good that you just stay like that for a few minutes, cuddling and reveling in the feeling. He props himself up on his hands and looks at you.
He then says “this is only the beginning…”
“I know.”
Source: reddit.com/r/eroticliterature/comments/vm7dl1/a_first_time_experience_mm