Some of you may say this story has a slow start and quick end. But as we all know, foreplay is important.
"Dude, how confident are you in your masculinity and sexuality?" Luke asked me completely out of nowhere.
"Man what? We're watching Fight Club and smoking weed and this is the sort of question you ask?" I replied confused but amused.
"What's wrong about it? I'm just curious how manly you consider yourself and how sure of your straightness you are" he answered without a blink.
"Jesus... Well, you've met all my exes and I don't know about your girlfriends, but mine sure as hell didn't have dicks," which was true. While my life hasn't been that long, I've had my share of girls. And looking back at it now, they've all followed the same archetype – blond, somewhat short, cheerleader type of girl that didn't have much brains but the more they had in their bodies. "And I'm not going to defend my manliness or masculinity or whatever, I think you can tell by simplly looking at me." That was true too. I started exercising daily when I entered uni and have never stopped since. Now, nine years later, at 28, I was buff. I stood at 6'2", had dark brown hair all over my body except I was voluntarily and intentionally bald, and sporting a really good physique. All women would turn their head when I'd go by, and some men too. Plus, most of my hobbies were dominated by men (like wood turning, cars, poker, baseball etc.). So, after all, I didn't feel the need to explicitly call myself masculine.
"Hmmm, interesting you won't defend your masculinity, but WILL defend your straightness" Luke said with a smirk.
I looked at him to try to figure out whether he was serious, and said "I wasn't defending it, I was giving you the opportunity to answer your own question."
"Aaanyway, I've got an idea" he proclaimed.
"Oh no" I said sarcastically. Luke has only had a couple of ideas during our three years long friendship and most of them didn't end well. "Since you're so sure of yourself, let play a game."
"If you're talking about strip poker, we've done that a few times already and I never had a problem with it, so why would that change?"
"For two reasons" he smirked again while importantly showing me two fingers. "First, this time there's no girls. Second, the game isn't strip poker, it's gay chicken"
"Gay what?" I asked, puzzled.
"Gay chicken. It's a game where guys do something a little bit gay and the first to chicken out looses" he calmly explained, seemingly not surprised by me not knowing what gay chicken is.
"Bro you're mad" I exhaled.
"Heh, giving up already? This was easier than I expected" he exclaimed in a celebratory voice.
"I'm not giving up, I'm just stating you're mad. But fine, bet. What's your game?"
"My girlfriend wants me to wear a butt plug for her and, without discussing it with me, she ordered one. It came this morning, but they sent two. So... We're going to wear butt plugs and the one who takes it out first looses" he said with a little bit of humour that made me think maybe he was joking to see how I'd react. I just looked at him with "couldn't you make up a better prank?" expression.
He seemed to see through my disbelief. "Fine. Don't believe me?" he asked while standing up from the couch we were sitting on. He went to his room and returned almost instantly, holding a butt plug in each hand. One about three inches long and about an inch thick, the other about six inches long and about two inches thick.
I just started laughing. "Heh. Sure, let's do this. I can surely take it if you can, because I'm calling dibs on the small one." I was determined to take it, because the small one was really nothing compared to the big one.
"Oh no, no, no, my sweet summer child, we're going to draw straws."
"Why?"
"To make it fair? What game of gay chicken would it be if you knew you'd have the small one? That'd be so easy."
"Fine. But let me tell you, I'm going to laugh my ass off when you have to take the big one." I was confident. I knew Luke, I knew his game strategies and I was sure I would pick the right straw.
"Straw size equals butt plug size, or long straw chooses first?" He asked.
"Long straw chooses first."
"Fine. Here are your straws" he said while presenting me his fist with two straws sticking out of it.
"Here goes nothing" I said out loud, while internally I was already laughing, because I knew his game and I knew that the one that was sticking out a little more had to be planted to confuse me, that was typical Luke. So I picked the other one.
And that was a mistake, I picked the short straw.
"What?" I didn't believe my eyes.
"You see, I knew you'd think you know my game, so I thought 'why not try tricking him this time?'. That's what you get for being cocky. I take the small butt plug, you'll have the big one.
"I wanted to protest, but a) I agreed to this so there was no going back now, and b) my mouth was so dry I couldn't speak even if I tried to.
"So, let's get to it."
I knew I lost and had to do it now, so I lowered my head in defeat, took the thing from his hand and turned towards the bathroom.
"Where are you going? Do it right here, I want a proof you actually put it in."
"Are you crazy?"
"Are you chickening out?"
"Uuugh, fiiine" a sighed, already feeling very weird with this whole situation.
"But you know what? I'll give you the benefit of going second." He said as he grabbed the waistband of his shorts and pulled them down in one swift jerk, together with his underwear. We've seen each other naked several times, but knowing what was coming made this awkward. He plopped down on the couch holding a bottle of lube and I have no idea where it came from. Without wasting a second, he squirted some on his right hand and started applying it to the butt plug. I was just standing there, in disbelief, watching what was happening. He squirted more lube on his hand, tossed his legs in the air, and started massaging his asshole with the lube. Just circling around, making sure he was lubed up. I wasn't sure I wanted to watch it, but I had to see whether he'd actually put it in. And he didn't waste time, after just a few seconds, he put the tip of the butt plug to his asshole and started slowly pushing. My mouth opened watching him plug himself.
When only the base of the butt plug was visible, he turned his head towards me and, smiling, said "your turn."
I woke up from my shock and hesitatingly pulled my shorts and underwear down. Sitting next to him, I immediately grabbed the lube and started squirting a lot of it on my hand. I didn't know whether something like too much lube existed, but I wanted to avoid using too little. I smeared it all over the last butt plug left unused and then on my asshole. Only touching it made me feel uneasy, and I was supposed to put something inside? God almighty, help me.
I looked at Luke hoping he'd say he wasn't serious about this, but when I saw his face unfazed by the situation, I knew I was doomed. I was going to have to do this. I put the tip against my pucker and applied mild pressure. I felt resistance. Of course there was resistance, I'd never had anything up my ass before. I pressed a little more and felt my hole opening.
"Ugh" I groaned. "Dude that thing is going to tear me apart" I said to Luke.
He said "Oh don't be such a pussy" and, without warning, put his hand on the butt plug and pushed it deeper.
"Aaaaah" I shouted "bro, what the hell?"
I looked at him angrily, but he just casually retorted "just let me help you, it'll be easier."
"Easier? It's fucking weird. I didn't like doing it myself and now YOU want to push a massive butt plug in my ass? You out of your mind?"
He didn't say anything and just pushed it deeper again.
"Aaaah, this hurts so much."
"Calm down, you're almost halfway through."
"Halfway through? I thought I was done."
"Oh" he said and shoved all the rest of it in me. "Now you are."
"Aaaaaaaaaaaah" I screamed again. I thought I was sitting on a stovetop. It hurt so much, my ass was on literal fire. And Luke? He was so casual about everything.
"Good news is the whole thing is in and it isn't going to hurt any more than this, it should actually start getting better any moment."
"What's the bad news?" I panted.
"Well, judging by the shape and by how quickly your ass closed around it, pulling it back out is probably going to hurt even more. On another note, I know how competitive you are, so I believe there's plenty of time to mentally prepare for taking it out."
"Right, as if that makes it any better." Just as I said that, I realized the pain was actually subsiding.
"So what are we doing now?" Luke interrupted my thoughts.
"What do you mean?"
"Well we've done the difficult part, now it's just a question of who's going to have it in longer. But we won't just sit around and wait for one of us to give up, will we? So, what are we doing?"
"I don't know. Right now, all I can focus on is how much I want to take a dump."
"It'll get better. I already forgot about mine."
"Yeah well yours is tiny."
"Don't be grumpy, it was a fair game."
"Was it?"
"Sure it was, you could have picked any straw you wanted, including the long one."
"Sure." I sat up, still having my ass on fire, even if it wasn as terrible as the moment Luke pushed it in.
"See? You're good to go. So what are we doing?"
"Well, Fight Club has finished without either of us paying attention to it. And I think I need to knock myself out, so serve ya booze."
"Now that's a language I understand!" he said festively. He stood up and went to his pantry. While he was gone, I guided my hand towards my asshole. I had to feel it with my hand to check I've actually done what I thought I've done. And yep, I felt the base of a massive butt plug occupying my asshole. It was actually inside of me. I withdrew my hand.
When Luke came back, he had a bottle of 60 % rum.
"Just what I was thinking." I said and stood up to get a drink with him. Both of us seemed to have forgotten we were still naked from the waist down. Or perhaps it was part of the chicken thing.
For the next hour or so, we drank as if we were 18 again. I was 28, Luke 27, we shouldn't drink this much.
At one point, I noticed a full bottle of the same rum we're drinking, just sitting on the table. "What is that?" I asked. Or at least attempted. It sounded more like "wassat". I nodded towards the bottle.
"Oh, I prepared in advance." Luke answered. I mean, he didn't, but you know how it is. Drunk people, as incoherent as they may sound to a sober person, can understand each other perfectly.
I started hysterically laughing. "There's no way in hell we're opening a second bottle." I kept laughing. The idea of two wasted naked guys laying next to each other on a couch was funny on its own, but hearing him talking about opening a second bottle made me see those same two guys just throwing up on each other. And as disgusting as I'd find it if I were in the right state of mind, at that point I just couldn't stop laughing.
Luke didn't. I guess my laughter offended him, because he grabbed his phone and scrolled through Instagram.
Once I stopped laughing and caught my breath, I just looked directly in front of me. Something was different. I felt something. I suddenly remembered the huge butt plug in my ass. I managed to completely forget about it, despite the size. How that was possible was beyond me. But now it felt different. Like... it wasn't just there but... sort of... wobbling? Was it moving inside of me?
Through my focus on the new feeling I hadn't anticipated, I missed something else.
"I see you're in the mood" Luke noted.
"What?" I asked confusedly and looked at him.
He nodded towards my crotch and said "you're hard."
And he was right, I did get a boner. I tried to cover it with my hands. It wasn't just a boner, I was rock solid. But why? I didn't touch myself prior to getting hard, so why did my little buddy get hard so suddenly. Well, I say little, but I was the proud owner of a seven inch member, so although not by much, it was above average and always got the job done very well.
"No need to be shy. An erection is a normal biological function. Actually, it shows you're healthy" Luke commented nonchalantly. But he did have a point. Also we've been naked for quite some time now, we've both even lost our tops somehow, so covering my dick now seemed rather funny. "Let's watch some porn" he added as if the situation couldn't get any more weird.
Hearing him say that, I questioned what happened. A few hours ago, I was a normal guy coming over to his friend to spend a weekend doing guy stuff because both their girlfriends were out of town. And then? Said friend pushed a massive butt plug up my ass, that butt plug now seemed to have started wobbling, I was naked and hard laying next to my naked aforementioned friend, and now we were going to watch porn?
Before I could protest, he switched the TV from cable to PornHub with a video preloaded. Two guys were going down on a girl, one from each end. And my thoughts instantly vanished. My eyes were glued to the screen. The girl was gorgeous and the fact she was getting both her entrances stuffed was so hot. I unknowingly took my dick in my hand and started massaging. I forgot my friend was right next to me. I was so engulfed in the scene I missed Luke picking up his phone again. And then the plug in my ass got more alive. The movements got stronger. Yes, it was definitely vibrating inside of me. I gasped. I didn't know what to do. I didn't particularly enjoy it, but I didn't want to take it out. I didn't want Luke to know it was vibrating, and I also didn't want to loose the game when I got so far.
I glanced over at Luke to see whether he heard my gasp. And what I saw was something I didn't expect. His dick was massive. As I mentioned, we had seen each other naked several times, but never hard. While flaccid, he was smaller than me, but hard? He had to be at least eight inches long and Jesus Christ that girth. I was low-key amazed. And maybe a little jealous. He stared at the screen and slowly jerked himself. Good, at least he seemed like he didn't hear me.
"This scene is so hot" he suddenly announced.
"I agree, the girl's taking it like a pro."
"Well, she is one..."
I smiled. Then I unexpectedly moaned. The vibrations got stronger again.
"Enjoying yourself, huh?" Luke smirked. "Let me try something." And in the blink of an eye, he repositioned himself and lowered his head towards my dick. Next thing I knew, he was putting his lips around the head of my dick and feeling around with his tongue.
"Dude what the fuck?" I shouted.
"Relax, just enjoy this" he said and put my dick in his mouth.
I was torn. The whole situation was perverted, but his mouth felt awesome. So warm, so wet. I couldn't resist it. I closed my eyes and let him continue.
Then the butt plug got crazy. It surprised me and I moved my hips, which resulted in Luke almost throwing up from me hitting the back of his mouth. I apologized and focused on his mouth because he was doing wonders to me. I breathed heavily. I had to keep my mouth wide open just to get enough oxygen. I felt the pillows move but I kept my eyes closed, focusing on the warmth and wetness of my buddy's mouth. But then, he shoved his dick in my mouth. I gagged. And opened my eyes. He was above me, his crotch above my face, his head on my dick. I tried pushing him off, but he just said "oh c'mon, be a bro - I'm helping you, you should help me too" and kept sucking. The feeling radiating from my dick was overwhelming and I just gave in. If he could suck me, I could suck him. There's not much difference between having a guy suck your cock and sucking a cock yourself.
I closed my lips around him and got to work. It tasted different than I expected, it wasn't bad. It wasn't good either, but it wasn't bad. Little salty, little sour. Nothing I couldn't take.
I don't know how long we were at it, but during us sucking each other, the vibrations in my ass faded from my awareness and I didn't pay much attention to it anymore. But then they surfaced again, when for the gazillionth time they intensified. While Luke's dick was in my mouth, I moaned. And then again, and again. Luke had to sense it, because he stopped sucking and removed himself from above me. He took hold of my legs and lifted them above my chest.
"Do you trust me?" ha asked.
"I don't know anymore."
"Auch, that hurt" he said somewhat seriously and seemed genuinely hurt.
"Okay, fine, yes, I trust you."
"Good. Try pushing it out" Luke said as he slipped his fingers between the plug base and my ass skin, taking hold of the plug.
"What? I'm not loosing to you."
"I'm not going to count that as chickening out. Let's call this a short break."
"Okay" I said and did as he instructed. I tried pushing and with less resistance than I expected, I actually managed to get the thick middle part past my sphincter.
He squirted some lube on it and said "Let me introduce forward movement into the equation."
"Wh-" I wanted to ask "what", but before I could, he just pushed it back in me. I involuntarily moaned. He pulled it out again. And then he slammed it back in, deeper than before.
He hit something inside of me. That sent a wave of immense pleasure through my body. I groaned and moaned and felt every hair follicle on my body wake up and stand to attention.
"Oh my god" I exclaimed.
"Not finished" Luke replied and started seriously working the butt plug in and out of me like my hole was a piston. That was all I could think about now. My hole. I'd never called it that, but it was just a hole, wasn't it? I thought its only purpose was to push something out, but now all I could see in my mind was pushing something in. Getting stuffed like a turkey before Thanksgiving. It was overwhelming, but felt absolutely awesome. I don't know what it was inside of me, but every time the butt plug hit it, I felt pleasure everywhere, all over my body, and I moaned.
Luke made each stroke longer and longer, almost pulling the butt plug out of me and then almost pushing it all the way through me. And then he actually took it out.
"Time for improvement" he announced and threw the plug aside.
I felt empty. I wasn't expecting it, but not having my hole plugged felt like a part of me was missing. Thankfully, Luke started pushing something in again. Was it a different butt plug? Or a dildo perhaps? It was pleasingly warm. I opened my eyes and looked towards my hole just in time to see him burying his dick in me. His even more massive, eight inch long and God knows how thick dick. I screamed as he bottomed out.
"Oh my, your hole feels amazing" he gasped. But he didn't give me time to ask questions (or adjust to the new size for that matter) and just fucked me. And he fucked me hard. If the plug felt awesome, this could only be described as heavenly. Every cell in my body wanted more, to continue this for as long as possible.
Luke pushed my knees towards my shoulders which exposed my hole even more.
"Your hole is so great, so hot, so hungry for my meat." He kept fucking. "God, it's better than my girlfriend's pussy."
That surprised me, but also made me strangely proud.
He kept fucking me in that position for a while. Then we changed it.
He pulled out, flipped me on my side, raised my right leg in the air and pushed his dick back in. He laid my leg on his shoulder and hugged my thigh. He used it to get as close to me as he could. That made him go deeper, too. It was like he was building an oil rig with my hole being the oil source. Only except pumping the oil out, he was soon going to pump something in.
The couch wasn't very spacious, so when he got uncomfortable, he put my leg around the left side of his waist, my left leg around his other side and told me to hold on. He then hugged me and picked me up. He was holding me in the air while his dick was still inside of me. He took me to the bedroom. There, he slipped out of me and threw me on the bed. Thankfully it was sturdy, otherwise I would fall through and break it. He grabbed my legs and in one swift move rotated me so that now I was on my belly. He spread my legs wide, wider then I thought, then put his hands below me, raised my ass in the air a bit more, and put a pillow below me. Then back in he went.
During the short time of traveling from the living room to the bedroom, he gained some crucial time for calming his buddy down. So while he didn't get any less hard, he did get less close to finishing.
So when he rammed his dick back in me, he rammed it in with power. It hurt, but the small pain was something I enjoyed. He was scratching my insides. My hole wanted him to be there. He kept fucking and groaning while I kept moaning and begging for him not to stop.
After about fifteen more minutes of persistent fucking, I heard him wheezing and felt him getting quicker, his strokes stronger. And then he buried himself so deep in me I didn't think possible. I didn't even know people had any nerve endings so deep in their butt, but I felt everything. His dick throbbing and, a tiny moment later, his warm jizz spraying my hole white from the inside. And oh my god did he spray me good. He had so much cum stored in his balls from the (already a week long) absence of his girlfriend. And I took all of it. He just collapsed on my back. He breathed hard and so did I. We just laid there. Me on his bed, him on me, his dick still pumping his potion in me.
When he caught his breath and got some oxygen, he picked me up again and carried me back to the living room. I thought he was going to pull out, but no, he just grabbed me bellow my belly and with his strong hands carried me while his dick was still inside of me (and still hard might I add).
He lowered me back on the couch and picked something from the floor. He started slowly pulling out. As soon as he was out, he pushed back in. At least that's what I thought. He rotated me on my back, stared me deep in my eyes and said...
"This was the hottest fuck I've ever had. I filled you up with my cum and I don't want to see it leaking out of you, so we'll keep you plugged with the toy. Also the game's still on! Don't worry, while we were fucking, the batteries ran out.
"I didn't even listen to him, I was still focusing on the hotness inside of me. I was so full.
Then I realized I haven't cummed yet. But I also realized I didn't care. The past half an hour of getting my hole railed was amazing and I didn't think cumming would make it any better than it already was.
Luke thumped next to me on the couch. It took less than a minute before we both fell asleep from the exhaustion and booze. Both still naked, him still hard, me still full of his cream and plugged with his toy.
I have an idea for part two, so let me know if you want the story to continue.
