The Encounter
---purely fiction---
I've always been turned on by the idea of having sex with another man. I've always been too shy to do anything about it however. I've of course played with my butt with my fingers and some toys that I've purchased over the years. I know I love the feeling of it, though it does hurt a little, it still feels great. I've met some gay men in my life, one was really handsome too and kept trying to flirt with me. However, my shyness always got the better of me, and I kept pushing back. Sadly now, I don't speak to him as much anymore (and I think he has a boyfriend). I feel like I've lost my only opportunity. Recently, I haven't had the opportunity to play with my butt and I had to get rid of my toys because I moved into a place where I couldn't really hide them. Lately, I've been really wanting some time to myself to play with my rear-end, however, alone times seems to be a luxury these days, and when I do have it, I spend it working on my Masters Thesis.
I've decided to grow my hair out again. It's super curly, and I get mistaken for a girl a lot when my hair gets long, especially when I shave. My voice is a little higher than most men as well, so that doesn't help matters. To further things along, I'm short (about five foot one) and I've been told that I have a really nice ass. I haven't had my hair long like this in a very long time, nor have I had no facial hair in a long, long time. I forgot people used to think I was a girl, men used to flirt with me. I would play around with it, because I thought it was hilarious. I've gotten numbers from various people in the past this way. Sometimes I would text them and they would send me nudes and I would laugh, or, more often than not, I'd ignore them.
More recently, perhaps (most likely) because of the lack of alone time, I've been really, really horny. For instance, I'll pretend I have stomach issues and go to the bathroom three or more times in a day to jerk off. I usually look at pictures of girls or women, sometimes videos, but I prefer pictures, leaves more to the imagination. However, for the past couple weeks, I've been looking at a lot of pictures of men, women pegging men and shemales. I imagine myself being fucked by someone towering over me. It makes me so hard. Jerking off in the restroom is alright, not my ideal spot, but it works for a quick (sometimes not so quick) release.
To begin the story of this encounter, I have to start a few days ago. I was at the store looking at what kind of fish to buy, when this man, tall, extremely tall, well-built but also a little flabby, with bronzed skin comes up by me.
"Halibut is really good" he says to me, his voice deep enough to match his build.
"Thanks" I reply, a little taken aback, not used to strangers talking to me.
"I like your hair" he says then, "it's pretty".
"Thanks" I reply, turning to him. Instantly, I get butterflies in my stomach and I grab the Halibut and leave to go to another aisle. A little while later, he comes up by me again, holding a bottle of red wine.
"This one goes particularly good with it" he said handing it to me.
"Thank you" I say back, turning again.
"Are you from around here?" He asks before I can get away.
"Yeah, I just moved here" I reply.
"Oh, I see." He replies. I stand there awkwardly waiting to see if he was going to say something else. As I open my mouth to leave, he pulls out a business card and hands it to me,
"If you want, I can show you how to perfectly cook that.
A couple days go by after that encounter at the grocery store, and I don’t do anything with the card he had given me. I deposited it in a box on my desk and didn’t think about until I was super horny one afternoon. I was looking at a picture of a man about my size, but way skinnier being bent over by a big black man with a huge dick. I closed my eyes and was stroking my dick, imagining how that would feel in my ass, when I remembered the card. I came, and left restroom and took the card out of the box. I looked at it, it read, Mike Botts, two numbers, a personal phone number and a work number, and a name of a consulting business. I grabbed my phone, and put in the number. The message box turned blue, indicating he as well had an iPhone.
That’ll make pictures easier to send, I guess I thought. I typed in the message area “hey, this is the girl from the store. My name’s Nathalia Klein, but you can call me Nat” (a play on my actual name Nathan). I was thinking of cooking the fish you helped me pick out, but I was going to cook it later, and the tutorials online suck. Mind giving me instructions?” I read it over a couple times and, as the butterflies came back in my stomach, I pressed the send button. I waited anxiously. I saw the “delivered” message underneath the text. I waited. Then “delivered” switched to “read” and a second later I see the typing bubble. A minute later a text from him appeared.
“Hey Nat, good to hear from you! Sure, I’d love to help you cook it. How about waiting a couple days and come over Saturday evening? I can show you in person then, it’d be easier that way.”
I replied, “I’m not sure about going over to your house… We just barely met after all. Can’t you send me instructions?” He didn’t reply for awhile, then texted back.
“Yeah, of course, here” and sent me a list of instructions, then said “if you wanna hang out, feel free to text me. We can see a movie or something.” I replied simply with “sure”. I waited until that night to text again. “So, I tried cooking it and burnt it : (. I think I agree with you and it’d be easier if you show me. Saturday evening still good?” I’m not sure why I was setting something up with this guy. Usually, it never got this far, or if it did, I would always bail due to some made up family emergency, or illness, and never text back.
“Yeah, that sounds great!” I get a reply then he immediately texts again “how about 6pm?”
I reply with “sure : D.” and we left it at that. Part of what always held me back from going forward with any of the guys who tried to get me in the past I think was that I wanted to be with a girl first, to see how it felt, so I could compare the two. That finally happened with my ex, and I loved it. The feeling of wet pussy rubbing against my cock, then sliding down it was amazing. Boobs feel great, pussy tastes great; I love everything about girls. But I still wanted to compare the two experiences.
We chatted for a bit the next day. Just telling each other more about ourselves. He texted first; I think he probably wanted me to feel more comfortable being alone with him. I appreciated it, but I still wasn’t completely sure if I was going to go through with the thing. On Friday however, I made up my mind. I went to a hair and wax salon to play the deception even better. Luckily, they weren’t busy and I could do a walk-in appointment. I had never done this before, and was a bit nervous about it, since from everything I heard, it hurts a lot. Indeed, it did. When the lady looked at me a bit oddly when I requested it, I said “I lost a bet” acting annoyed, she chuckled and waved me to a seat. It felt weird not having any hair anywhere. My skin felt like it was chaffing against my clothes, hurt.
Come Saturday, the butterflies in my stomach increase tenfold. I almost cancel three times, but said I put too much work into this to cancel and just a dinner wouldn’t hurt. At around 4:30pm, I text him saying “I never got your address”. He replies and I’m stunned that he’s only a couple blocks away. At 5, I go in the bathroom to shower and get ready. Nobody was home at the time, so I decided to steal some of my sister’s make-up to try. I read a tutorial on how to apply it and look at my completed product. I think I did pretty nicely. I put on some of my tighter pants, emphasizing my ass, a shirt and leave the house. I don’t even get in the car, I just walk over to his place, I leave at 5:40 and get there at 5:55. I don’t’ really notice the house and knock on the door, feeling my stomach in my throat. He opens it, I swear standing taller than the door frame.
“Wow” he said looking me over as I entered.
“Thanks” I replied, feeling myself blush and hating myself for it. He guides me over to his kitchen; I see a table fancily set for two. There’s a bottle of red wine, and a salad already waiting.
“Alright, so first add some of this coconut oil to the pan” he tells me.
“Coconut oil” I ask, a little confused at the choice.
“Yeah, it gives it a nice flavor, while also being healthy. How’d you mess up before?” He asks suddenly.
“I left it for too long, and messed up flipping it” I said grudgingly.
“Okay, I can help flip it” I do everything he tells me to, and as I go to flip it, he stands behind me and gently grabs my hand. “Here, like this” he says as he guides my hand under the fish, he leans against me as he pushes the spatula underneath it. He pushes harder against me as we both flip the fish perfectly and for an instant, I feel his hard dick against my lower back. I gulp. The fish was delicious and the wine to go with it was perfect. As I finish my glass, he offers me another, and (it being really good wine and me not thinking) I accept it. We stay at the table for another ten minutes, then he gets up and invites me to the couch, asking if I wanted to watch anything. I say “sure” and we go to the couch and turns on his tv, and starts flipping through Netflix.
“What sounds good?” He asks.
I shrug in reply, “whatever sounds good to you”. I don’t feel the butterflies anymore. Probably the wine’s effect. I get close to him, close enough to smell his cologne. He gives me a look and puts his arm around me as we watch the show he put on. I’m not really paying attention; I’m more trying not to get hard. Being on alcohol and hard was never a good mix for me, my resistance was futile however as he moved his hand to my hip. I swallowed and looked at him.
“Sorry,” he replied and started to move his hand away.
“No, it’s okay” I replied and grabbed his hand. I moved it back to my hip. His hand was huge, both of my hands fit in his one. We stay like that for a while, until I feel his finger slip between my jeans. I must have tensed up, as he immediately removed it and started to apologize again. I said it was it fine and told him to put it back. He did so, and after a little while, a finger became a whole hand, and I felt his hand.
“Wanna stop watching?” I say nervously as I turn to him and put my hand on his chest.
“Yeah” he replied, looking at me. He turned the tv off, and looked at me straight in the eyes. I stared back, feeling his hand on run my belly, and venture up my chest. He looks puzzled then, and asks “no bra?” I smile sheepishly and reply “I’m so small, I usually figure it’s pointless. Look.” The alcohol being in full effect after another couple glasses, and my dick incredibly hard, I take off my shirt.
“Oh wow,” he said, thinking my boobless chest was just super me being flat chested. He runs his hands over me more and gets to my nipples. I close my eyes thinking I’d have to pretend and trying to remember how my ex acted when I played with her tits. Oddly though, I didn’t have to pretend, as the weirdest sensation struck me. It made me curl my toes and breathe sharply in. It felt incredible. I nearly came right there. As he moved his thumbs gently over my nipples, making a circular motion, I started to softly moan. His left hand then started to move to my pants, and I grabbed it.
“W-wait” I said through moans. “I have to tell you something.”
“What?” He asked, running his hand along my pant line.
“I-I-I’m a guy, not a girl” I say, opening my eyes to look at him. “I didn’t think I’d get this far wit—”
He cut me off with, “I know” and kissed me on the lips. I was shocked, it felt so good, if I wasn’t already sitting on the couch, I probably would have been knocked over by it. I never thought I’d like a guy kissing me, but lo and behold, I felt myself cum. I went scarlet red and started to mutter an apology as I’m sure he felt it, with one hand down my pants.
“That’s fine, I’m not stopping” he said, as he pulled my pants off to reveal my bare legs and wet boxers. My dick still throbbing and hard. He rolled back over, grabbing me and putting me on top of him,
“Have you ever been with a guy?” he suddenly asks me.
“N-no” I say as he guides my hand to take off his shirt. He smiles encouragingly at me as I stare at his bare upper body. He’s buff, but not super buff. I see the abs, but there’s also some stomach there, I go to touch him, and instantly take my hand back.
“It’s okay,” he says and places my hand on his abs. “I work out a lot, but I also love to eat” he says grinning. I chuckle at his joke, and close my eyes as I start to rub my hands over his upper body.
“So, you’re a virgin then” he asks me as I feel his gigantic hands go down my boxers.
“Y-yeah” I reply.
“With an ass like this? That’s incredible” he says as he gropes my butt. I let out a high-pitched “eee” sound then as I feel his finger move over my butthole.
“It’s okay” he says gently as he takes his hand away, and puts it full in my mouth. I gag a little on it, but I also close my lips around it, getting it wet and sloppy with my spit. He then takes it out, and moves back to my ass. He inserts his ring finger in and I let out a half gasp and half scream. It felt so big. It was twice the size the of my fingers. It hurt, but then as I fell forward on him, and he started moving it back and forth inside me, it felt so good. I came again, some of the cum fell on his chest.
“I’m so, so sorry” I say mortified.
“That’s fine,” he says, I’m glad you enjoy it” with his other hand then, he picks up the cum and puts it in my mouth. I gag for a second then swallow it and continue to moan as he continues with his finger and removes his hand.
“Alright, he says, picking me up, let’s go to my room.” We make out on the way to his bed and he throws me down on it. He takes off my boxers then, and starts kissing my dick. It feels so good, surprisingly better than my girlfriend. I guess, guys know how to pleasure each other. He gives me a blowjob and I squirm on his on bed from the pleasure. Then commands me to take of his pants. I get up and on my knees in front of him, and nervously fumble with the button holding his jeans. I finally get it and take them off. I see his hard dick bulging in his boxers. It looks huge. He orders me to take off his boxers as well and out flops his hard dick, hitting me in the head. We both laugh, and I look incredulously at it. I grab it, feeling the tip and making him moan ever so slightly.
“My god,” I say, “that’s ludicrous” as I hold his penis against my arm, it’s just about the same size.
“You’ll want it nice and wet” he says. I look up at him nervously.
“I’ve never done this before.”
“That’s okay” he says and gently grabs my head, “open wide” he guides his dick in my mouth and starts to gently thrust. I gag a little but assure him it’s alright. He continues, and after a few minutes, takes it out of my mouth. His dick is dripping wet, and I see some of my spit mixed with his precum form an arc shape as it stays attached to my bottom lip and his tip. He lifts me up then goes over to a drawer and pulls out a bottle of lube. He sits down on the bed and squirts out a lot of it on his hand and rubs his dick with it. I stand, awkwardly watching him.
“Well,” he said, “come over here” I come to him. I notice the wine starting to wear off, and in my head I start to think I can’t believe this is actually, finally happening. I get on the bed by him and gestures for me to get on top of him.
“It’s the easiest way to put it in, but first let me lube you up as well” he says as I position myself over his dick, he sticks his lubed up in my ass, going all the way. I moan as I feel him rub around inside me for a little bit. “Alright” he says, and grabs my butt cheeks with his hands, spreading them. “Sit on it.” I go gently down and I feel the tip of his dick against my hole. It feels like I always imagined it would. Even with all of the lube, it takes some effort to get it in. He moans loudly as my tight, virgin ass finally accepts his giant head. My eyes bulge, and my mouth wide open as I yelp all of a sudden, I pass the head and I feel his shaft sliding in me. I hit the bottom of his dick and stay there, unable to move and barely able to think. I’ve heard this called the point of no return; I can see why. It feels too good. I hear him panting.
“Move up and down, and ride my cock” he commands. I follow his orders, and we stay like this, for a solid thirty minutes. My eyes roll backward into my head and I fall over onto him, unable to stay upright. He takes control then, pounding my ass. Slowly at first, but then more and more vigorously. His breathing gets harder and harder, he grabs my dick and I gasp, cumming instantly. After nearly an hour, he starts to pull out and says “I’m gonna cum” I slide back down on his dick and say “cum in me please, I wanna feel it” he obliges, and I feel his dick explode his semen in me. I tighten my grip on his shoulders and scream with pleasure. I then slump over him, my world going black.
I've always been turned on by the idea of having sex with another man. I've always been too shy to do anything about it however. I've of course played with my butt with my fingers and some toys that I've purchased over the years. I know I love the feeling of it, though it does hurt a little, it still feels great. I've met some gay men in my life, one was really handsome too and kept trying to flirt with me. However, my shyness always got the better of me, and I kept pushing back. Sadly now, I don't speak to him as much anymore (and I think he has a boyfriend). I feel like I've lost my only opportunity. Recently, I haven't had the opportunity to play with my butt and I had to get rid of my toys because I moved into a place where I couldn't really hide them. Lately, I've been really wanting some time to myself to play with my rear-end, however, alone times seems to be a luxury these days, and when I do have it, I spend it working on my Masters Thesis.
I've decided to grow my hair out again. It's super curly, and I get mistaken for a girl a lot when my hair gets long, especially when I shave. My voice is a little higher than most men as well, so that doesn't help matters. To further things along, I'm short (about five foot one) and I've been told that I have a really nice ass. I haven't had my hair long like this in a very long time, nor have I had no facial hair in a long, long time. I forgot people used to think I was a girl, men used to flirt with me. I would play around with it, because I thought it was hilarious. I've gotten numbers from various people in the past this way. Sometimes I would text them and they would send me nudes and I would laugh, or, more often than not, I'd ignore them.
More recently, perhaps (most likely) because of the lack of alone time, I've been really, really horny. For instance, I'll pretend I have stomach issues and go to the bathroom three or more times in a day to jerk off. I usually look at pictures of girls or women, sometimes videos, but I prefer pictures, leaves more to the imagination. However, for the past couple weeks, I've been looking at a lot of pictures of men, women pegging men and shemales. I imagine myself being fucked by someone towering over me. It makes me so hard. Jerking off in the restroom is alright, not my ideal spot, but it works for a quick (sometimes not so quick) release.
To begin the story of this encounter, I have to start a few days ago. I was at the store looking at what kind of fish to buy, when this man, tall, extremely tall, well-built but also a little flabby, with bronzed skin comes up by me.
"Halibut is really good" he says to me, his voice deep enough to match his build.
"Thanks" I reply, a little taken aback, not used to strangers talking to me.
"I like your hair" he says then, "it's pretty".
"Thanks" I reply, turning to him. Instantly, I get butterflies in my stomach and I grab the Halibut and leave to go to another aisle. A little while later, he comes up by me again, holding a bottle of red wine.
"This one goes particularly good with it" he said handing it to me.
"Thank you" I say back, turning again.
"Are you from around here?" He asks before I can get away.
"Yeah, I just moved here" I reply.
"Oh, I see." He replies. I stand there awkwardly waiting to see if he was going to say something else. As I open my mouth to leave, he pulls out a business card and hands it to me,
"If you want, I can show you how to perfectly cook that.
A couple days go by after that encounter at the grocery store, and I don’t do anything with the card he had given me. I deposited it in a box on my desk and didn’t think about until I was super horny one afternoon. I was looking at a picture of a man about my size, but way skinnier being bent over by a big black man with a huge dick. I closed my eyes and was stroking my dick, imagining how that would feel in my ass, when I remembered the card. I came, and left restroom and took the card out of the box. I looked at it, it read, Mike Botts, two numbers, a personal phone number and a work number, and a name of a consulting business. I grabbed my phone, and put in the number. The message box turned blue, indicating he as well had an iPhone.
That’ll make pictures easier to send, I guess I thought. I typed in the message area “hey, this is the girl from the store. My name’s Nathalia Klein, but you can call me Nat” (a play on my actual name Nathan). I was thinking of cooking the fish you helped me pick out, but I was going to cook it later, and the tutorials online suck. Mind giving me instructions?” I read it over a couple times and, as the butterflies came back in my stomach, I pressed the send button. I waited anxiously. I saw the “delivered” message underneath the text. I waited. Then “delivered” switched to “read” and a second later I see the typing bubble. A minute later a text from him appeared.
“Hey Nat, good to hear from you! Sure, I’d love to help you cook it. How about waiting a couple days and come over Saturday evening? I can show you in person then, it’d be easier that way.”
I replied, “I’m not sure about going over to your house… We just barely met after all. Can’t you send me instructions?” He didn’t reply for awhile, then texted back.
“Yeah, of course, here” and sent me a list of instructions, then said “if you wanna hang out, feel free to text me. We can see a movie or something.” I replied simply with “sure”. I waited until that night to text again. “So, I tried cooking it and burnt it : (. I think I agree with you and it’d be easier if you show me. Saturday evening still good?” I’m not sure why I was setting something up with this guy. Usually, it never got this far, or if it did, I would always bail due to some made up family emergency, or illness, and never text back.
“Yeah, that sounds great!” I get a reply then he immediately texts again “how about 6pm?”
I reply with “sure : D.” and we left it at that. Part of what always held me back from going forward with any of the guys who tried to get me in the past I think was that I wanted to be with a girl first, to see how it felt, so I could compare the two. That finally happened with my ex, and I loved it. The feeling of wet pussy rubbing against my cock, then sliding down it was amazing. Boobs feel great, pussy tastes great; I love everything about girls. But I still wanted to compare the two experiences.
We chatted for a bit the next day. Just telling each other more about ourselves. He texted first; I think he probably wanted me to feel more comfortable being alone with him. I appreciated it, but I still wasn’t completely sure if I was going to go through with the thing. On Friday however, I made up my mind. I went to a hair and wax salon to play the deception even better. Luckily, they weren’t busy and I could do a walk-in appointment. I had never done this before, and was a bit nervous about it, since from everything I heard, it hurts a lot. Indeed, it did. When the lady looked at me a bit oddly when I requested it, I said “I lost a bet” acting annoyed, she chuckled and waved me to a seat. It felt weird not having any hair anywhere. My skin felt like it was chaffing against my clothes, hurt.
Come Saturday, the butterflies in my stomach increase tenfold. I almost cancel three times, but said I put too much work into this to cancel and just a dinner wouldn’t hurt. At around 4:30pm, I text him saying “I never got your address”. He replies and I’m stunned that he’s only a couple blocks away. At 5, I go in the bathroom to shower and get ready. Nobody was home at the time, so I decided to steal some of my sister’s make-up to try. I read a tutorial on how to apply it and look at my completed product. I think I did pretty nicely. I put on some of my tighter pants, emphasizing my ass, a shirt and leave the house. I don’t even get in the car, I just walk over to his place, I leave at 5:40 and get there at 5:55. I don’t’ really notice the house and knock on the door, feeling my stomach in my throat. He opens it, I swear standing taller than the door frame.
“Wow” he said looking me over as I entered.
“Thanks” I replied, feeling myself blush and hating myself for it. He guides me over to his kitchen; I see a table fancily set for two. There’s a bottle of red wine, and a salad already waiting.
“Alright, so first add some of this coconut oil to the pan” he tells me.
“Coconut oil” I ask, a little confused at the choice.
“Yeah, it gives it a nice flavor, while also being healthy. How’d you mess up before?” He asks suddenly.
“I left it for too long, and messed up flipping it” I said grudgingly.
“Okay, I can help flip it” I do everything he tells me to, and as I go to flip it, he stands behind me and gently grabs my hand. “Here, like this” he says as he guides my hand under the fish, he leans against me as he pushes the spatula underneath it. He pushes harder against me as we both flip the fish perfectly and for an instant, I feel his hard dick against my lower back. I gulp. The fish was delicious and the wine to go with it was perfect. As I finish my glass, he offers me another, and (it being really good wine and me not thinking) I accept it. We stay at the table for another ten minutes, then he gets up and invites me to the couch, asking if I wanted to watch anything. I say “sure” and we go to the couch and turns on his tv, and starts flipping through Netflix.
“What sounds good?” He asks.
I shrug in reply, “whatever sounds good to you”. I don’t feel the butterflies anymore. Probably the wine’s effect. I get close to him, close enough to smell his cologne. He gives me a look and puts his arm around me as we watch the show he put on. I’m not really paying attention; I’m more trying not to get hard. Being on alcohol and hard was never a good mix for me, my resistance was futile however as he moved his hand to my hip. I swallowed and looked at him.
“Sorry,” he replied and started to move his hand away.
“No, it’s okay” I replied and grabbed his hand. I moved it back to my hip. His hand was huge, both of my hands fit in his one. We stay like that for a while, until I feel his finger slip between my jeans. I must have tensed up, as he immediately removed it and started to apologize again. I said it was it fine and told him to put it back. He did so, and after a little while, a finger became a whole hand, and I felt his hand.
“Wanna stop watching?” I say nervously as I turn to him and put my hand on his chest.
“Yeah” he replied, looking at me. He turned the tv off, and looked at me straight in the eyes. I stared back, feeling his hand on run my belly, and venture up my chest. He looks puzzled then, and asks “no bra?” I smile sheepishly and reply “I’m so small, I usually figure it’s pointless. Look.” The alcohol being in full effect after another couple glasses, and my dick incredibly hard, I take off my shirt.
“Oh wow,” he said, thinking my boobless chest was just super me being flat chested. He runs his hands over me more and gets to my nipples. I close my eyes thinking I’d have to pretend and trying to remember how my ex acted when I played with her tits. Oddly though, I didn’t have to pretend, as the weirdest sensation struck me. It made me curl my toes and breathe sharply in. It felt incredible. I nearly came right there. As he moved his thumbs gently over my nipples, making a circular motion, I started to softly moan. His left hand then started to move to my pants, and I grabbed it.
“W-wait” I said through moans. “I have to tell you something.”
“What?” He asked, running his hand along my pant line.
“I-I-I’m a guy, not a girl” I say, opening my eyes to look at him. “I didn’t think I’d get this far wit—”
He cut me off with, “I know” and kissed me on the lips. I was shocked, it felt so good, if I wasn’t already sitting on the couch, I probably would have been knocked over by it. I never thought I’d like a guy kissing me, but lo and behold, I felt myself cum. I went scarlet red and started to mutter an apology as I’m sure he felt it, with one hand down my pants.
“That’s fine, I’m not stopping” he said, as he pulled my pants off to reveal my bare legs and wet boxers. My dick still throbbing and hard. He rolled back over, grabbing me and putting me on top of him,
“Have you ever been with a guy?” he suddenly asks me.
“N-no” I say as he guides my hand to take off his shirt. He smiles encouragingly at me as I stare at his bare upper body. He’s buff, but not super buff. I see the abs, but there’s also some stomach there, I go to touch him, and instantly take my hand back.
“It’s okay,” he says and places my hand on his abs. “I work out a lot, but I also love to eat” he says grinning. I chuckle at his joke, and close my eyes as I start to rub my hands over his upper body.
“So, you’re a virgin then” he asks me as I feel his gigantic hands go down my boxers.
“Y-yeah” I reply.
“With an ass like this? That’s incredible” he says as he gropes my butt. I let out a high-pitched “eee” sound then as I feel his finger move over my butthole.
“It’s okay” he says gently as he takes his hand away, and puts it full in my mouth. I gag a little on it, but I also close my lips around it, getting it wet and sloppy with my spit. He then takes it out, and moves back to my ass. He inserts his ring finger in and I let out a half gasp and half scream. It felt so big. It was twice the size the of my fingers. It hurt, but then as I fell forward on him, and he started moving it back and forth inside me, it felt so good. I came again, some of the cum fell on his chest.
“I’m so, so sorry” I say mortified.
“That’s fine,” he says, I’m glad you enjoy it” with his other hand then, he picks up the cum and puts it in my mouth. I gag for a second then swallow it and continue to moan as he continues with his finger and removes his hand.
“Alright, he says, picking me up, let’s go to my room.” We make out on the way to his bed and he throws me down on it. He takes off my boxers then, and starts kissing my dick. It feels so good, surprisingly better than my girlfriend. I guess, guys know how to pleasure each other. He gives me a blowjob and I squirm on his on bed from the pleasure. Then commands me to take of his pants. I get up and on my knees in front of him, and nervously fumble with the button holding his jeans. I finally get it and take them off. I see his hard dick bulging in his boxers. It looks huge. He orders me to take off his boxers as well and out flops his hard dick, hitting me in the head. We both laugh, and I look incredulously at it. I grab it, feeling the tip and making him moan ever so slightly.
“My god,” I say, “that’s ludicrous” as I hold his penis against my arm, it’s just about the same size.
“You’ll want it nice and wet” he says. I look up at him nervously.
“I’ve never done this before.”
“That’s okay” he says and gently grabs my head, “open wide” he guides his dick in my mouth and starts to gently thrust. I gag a little but assure him it’s alright. He continues, and after a few minutes, takes it out of my mouth. His dick is dripping wet, and I see some of my spit mixed with his precum form an arc shape as it stays attached to my bottom lip and his tip. He lifts me up then goes over to a drawer and pulls out a bottle of lube. He sits down on the bed and squirts out a lot of it on his hand and rubs his dick with it. I stand, awkwardly watching him.
“Well,” he said, “come over here” I come to him. I notice the wine starting to wear off, and in my head I start to think I can’t believe this is actually, finally happening. I get on the bed by him and gestures for me to get on top of him.
“It’s the easiest way to put it in, but first let me lube you up as well” he says as I position myself over his dick, he sticks his lubed up in my ass, going all the way. I moan as I feel him rub around inside me for a little bit. “Alright” he says, and grabs my butt cheeks with his hands, spreading them. “Sit on it.” I go gently down and I feel the tip of his dick against my hole. It feels like I always imagined it would. Even with all of the lube, it takes some effort to get it in. He moans loudly as my tight, virgin ass finally accepts his giant head. My eyes bulge, and my mouth wide open as I yelp all of a sudden, I pass the head and I feel his shaft sliding in me. I hit the bottom of his dick and stay there, unable to move and barely able to think. I’ve heard this called the point of no return; I can see why. It feels too good. I hear him panting.
“Move up and down, and ride my cock” he commands. I follow his orders, and we stay like this, for a solid thirty minutes. My eyes roll backward into my head and I fall over onto him, unable to stay upright. He takes control then, pounding my ass. Slowly at first, but then more and more vigorously. His breathing gets harder and harder, he grabs my dick and I gasp, cumming instantly. After nearly an hour, he starts to pull out and says “I’m gonna cum” I slide back down on his dick and say “cum in me please, I wanna feel it” he obliges, and I feel his dick explode his semen in me. I tighten my grip on his shoulders and scream with pleasure. I then slump over him, my world going black.
6年前
