WARNING: This story includes mention of drug use, homophobia and sexism. This story is pure fantasy and should be treated as such. Behavior in this story is not encouraged. Please practice safe and clean sex in real life.
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My best friend Mike shares My whole life with me. We both grew up in the same small town, the same neighborhood, to be exact. As lame as that sounds, Mike is like a brother to me. He has been with me through every major life event and has always had my back, something my parents had not. We did not only share the same experiences at school but also at home, with our parents being too busy with work. We took care of each other.
Mike never made me feel alone or helpless.
After we finished high school, we both decided to study together. Thanks to the help of our football coach, we managed to land the same scholarship. We've been top players and even managed to impress other team coaches.
Sometimes I feel bad about what we did cause both me and Mike got into using performance-enhancing drugs. But then I remind myself of where we are and don't mind that we cheated along the way. We stopped using when we turned 19, with the positive effects still visible on our bodies. It also helps that the girls on campus get crazy about our bodies and that we can intimidate most guys with just our physique.
Since the start of the semester, I've been inside more girls than I can count. My dick has been getting solid workouts. Mike, on the other hand, quickly found himself a girlfriend. Jessica. She's chill, which is great cause I can spend time with Mike and her without getting annoyed. Not many girls have the balls that Jessica has. Mike says we turn into bullies when I'm with her cause we like to fuck around with him. We always laugh it off in the end.
Some time ago, Mike started acting shy around me, so I asked him what was wrong.
He told me it was about him and Jessica. More specifically, their sex life. After asking him what was wrong, he turned all red in his face, which was very unlike him. Then he asked me if there was something wrong with him with Jessica being more dominant in bed and their relationship.
His words caught me off guard, but I kept my composure. I told him he shouldn't worry and that nothing was wrong with it. I did not expect him to be the guy who likes dominant women, but what did that matter? Our conversation ended quickly. After that, I couldn't help but notice how nervous he got when I tried to tease him about that topic, so I stopped.
A couple of days passed, and Mike approached me after a workout session in the gym locker room. We were all alone and surrounded by musky air. At this point, the smell of manly sweat is more common to me than fresh air. When Mike approached me, he was practically shaking. Worried, I put my hand on his strong shoulder.
He hasn't changed out of his spandex shirt yet. I gripped him tightly, feeling the material and his muscles.
Call me weird, but I love the sensation of tight clothing against my skin. Anyways, Mike looked at me concerned, and boom! He straight-up told me that Jessica wants to play with his ass. Just like that. And the funny thing is, I didn't feel like this was unnecessary information.
We have been telling each other everything our whole life.
It was just weird that he was so nervous about it. He continued on about how she has brought up the idea, how she told him it would turn her on and that he had such a great ass. I smiled at him and jokingly said that I agree with Jessica. Not the first time I joked about Mike's big-ass. He has a dump truck back there!
Mike backed away from me a little. Why was he like this?
He got mad at me for not taking him seriously. I told him to chill and to go for it if he wanted to. A lot of straight guys do ass-play with their girlfriends. Some guys even told me about girls rimming them and how good it felt. Mike did not seem convinced by what I was saying. He told me he didn't know how to try this thing out with Jessica. Then someone walked in on our conversation. We continued to pack our bags in silence.
And well... Fast forward a couple of days, and Mike was about to ask me something I thought I would never hear.
"Bro, can you pause the game for a sec? I wanna talk."
I paused the screen as a zombie was about to kill me anyway.
"What's up buddy?"
Our couch squeaked as the leather adjusted to Mike's weight. He straightened his back and started fumbling with his hands. It is rare to see a big guy like him get so nervous. Mike took a deep breath and exhaled slowly. Now I was getting nervous.
"Dude, it's... It's about that thing with Jessica again."
"Yeah, what about it?"
"I'm gonna do it... I wanna do it! For her, you know!"
"OKAY, MAN! That's... That's great?!"
"No, listen, dude! I need your help."
"Oh? Okay? I mean... with what?"
"Fuck! It is so embarrassing."
Mike started rubbing the back of his neck. His gaze shifted away from mine.
"Spit it out, buddy! Hey, it's just me! You know you can trust me!"
He seemed to calm down a little.
"Okay! I don't know what to do, man! With my ass, I mean. I have never used it for any play. That freaks me out a bit... So I've been playing around lately. You know? Touching my butt while jacking off, putting a finger against my hole in the shower, stuff like that... That will not prepare me though! It will be so different when Jessica does it to me. And you know, I want to be ready. Otherwise, I can't bring myself to go there with Jessica."
"Woah... Okay! I need some clarification here, bro. What do you want my help with then?"
"Look! I trust you, and you are the ONLY one who could help me with this. I've been thinking about how to prepare for this kind of feeling. Please don't freak out!"
"Duuuddeeee! Spit it out already! I won't freak out, promise! I'm no chicken."
I puffed up my chest.
"So... can you like, play with my ass a little?"
WHAT!?
"We could, like, play out a scenario of how it will go down with Jessica. I think that would help me a lot, man! Just... I need to see how it feels when someone else plays with my ass. Then I will know how to react to it, you know?"
Fuck! No, I did not know! I was freaking the fuck out on the inside right now and trying desperately hard to hide it.
"Mike, I... I want to help you... You know you can always count on me, but... That is kinda gay, man! Fuck!"
Mike drew his gaze back to me again. He had an earnest look to him.
"No, it's not, dude! You are gay for thinking that! Why would you say that? I'm doing it for Jessica. That is the only reason. I thought you would get that."
I grabbed Mike's arm as he tried to stand up from the couch. This was so fucked up. I was getting angry at Mike for some reason. I wanted to be the best bro I have always been to Mike. It felt like I was experiencing turbulences in my stomach! Then another feeling overcame me. Determination? Suddenly I felt challenged to a competition I was not going to lose!
"Hey! Hey! Dude, sorry! I didn't mean that. You are right. That is not gay. We can try it. Let's go! I can even do it right now. Pfff! Why the fuck not!"
Mike looked up at me. I was still holding his arm.
"Remember when we were kids...Hah! At my dad's lake house. When you told me you were scared to jump from that cliff! You were so embarrassed to tell me that... And we promised then that we always tell each other what scares us and face it together. That was after we jumped into the lake together and you said it was the best day of your life. I'm keeping that promise!''
A big grin appeared on Mike's face. Bingo!
"Thanks, Man! Again, you are the only one I can trust with this."
"Sooo...do you want to do it now?"
"OH! Yeah... sure. Just let me go wash up."
And just like that, the door to the bathroom slammed shut, and Mike was gone. Just then, the realization of what was about to happen hit me. Was I about to play with my best friend's ass? A guy's ass!? That feeling in my stomach was getting unbearable again! I had to calm down! Mike might get uncomfortable again and think that I am gay.
But I am not, so maybe this won't be so weird.
Heck! Mike has a bubble butt. I will treat it like a girl's ass. NO! Maybe, I shouldn't! What if it reminds me too much of a girl's ass and makes me horny?! God! What was I saying? Suddenly the door of the bathroom opened again. Mike stepped out wearing a different set of black shorts and a grey t-shirt. We both stared at each other without saying a word. Mike got to the couch.
"Okay, bro! Let's get it done!"
He exhaled deeply.
"Ehm... You wanna do it on the couch?" I asked, my voice shaky.
"Yeah, it will be comfy, I guess." Mike clapped his hands together.
"Okay, so... Can you pretend to be Jessica from now on? Do what you'd think she'd do to me next!"
Our couch squeaked again. Mike got on but with his back facing me. He was on his knees now. My eyes immediately darted to the enormous ass sticking out in front of me. I couldn't help it! It looked so much bigger than usual. What the fuck was happening right now?
"God damn, Mike!" I winced.
"What?" he tilted his head back swiftly.
"Nothing... your butt looks so big! Cheeked up! On a Thursday afternoon like that?"
"Stop fucking around, bro! Let's get to it, please. I'm nervous."
It didn't seem so hard to pretend I was about to touch a girl's ass anymore.
"So you want me to...?"
"Do it, bro! The whole point is for you to take action, so I know what it feels like."
The sight in front of me was weird, but I was strangely intrigued.
Oh, Mikey!
I put both my hands on the big globes in front of me. Mike jumped up a bit. Fuck! Mike's ass felt warm and firm in my hands. It felt good. Just like groping a girl. A thick one! I started feeling him out. The material of his stretched-out shorts caressed my fingers. I swallowed hard as I grabbed the fabric at Mike's waist.
"I'm gonna pull your shorts down now, Mike."
"Yeah..."
Shit!
He wasn't wearing any underwear! My jaw dropped as I suddenly realized id exposed my buds bare ass. It was still a bit wet from the shower. I didn't know he was hairless like that. It looked kinda nice; I couldn't lie.
"Woah! Could have warned me you had no underwear on."
"Bro, didn't you notice? You were grabbing my butt so hard!"
I didn't know what to reply to that.
"So, should I just touch it now?"
"Ehm... duh! What are you waiting for? I will kill you if you are fucking with me again, bro! Not right now, please."
Oh, Mike! I wasn't in the mood for pranks right now. Not at all! I wanted to get my hands back where they belonged. So there I went. I was feeling my buddy's bare ass, fascinated at that point. It felt like a girl's ass. I couldn't help but lean in closer as I massaged the perfect muscles in front of me. I think Mike moaned as I touched him.
"Fuck, dude! This feels funny. Haha!"
He sounded nervous.
"No homo, bro, but your ass feels kinda good! I can touch it more often if you'd like, haha!"
"Shut up, bro!" I relaxed, hearing Mike laugh.
"Just saying! I could give you some glute massages after our workouts once in a..."
Oh, fuck! I accidentally glimpsed at Mike's hole as I was massaging his cheek! It was pink, like a pussy, and hairless?
"You good, bro?" Mike turned his head to me.
"Ehm... yeah, yeah! Just sorry; I just saw your hole, bro! It was kinda weird."
"Well, what did you expect to see? Besides, get used to seeing it. You still didn't even touch it! I already shaved down there for Jessica, don't worry."
He wanted me to play with his hole! I did not know that! I thought that Mike just wanted me to touch his butt, but he also meant his hole. Jessica wants to do anal play with him! Why did I forget that? The craziness of this situation hit me again.
"Oh yeah... okay, bro! So I will touch your hole now, I guess." I had no idea what to say.
Mike took a deep breath.
"Do it! I'm ready! I'm no pussy!"
Fuck it! I spread his cheeks apart and exposed his pink hole to me.
Fuck! He was all smooth down there. Mike's ass was still wet from the shower. I had to touch it now. Wanted to. It looked so inviting. But it was just curiosity! Nothing else. Mike twitched as I pressed my finger against his hole without warning. Then I started playing with his ass lips a bit, spreading them a little. They felt like very tight pussy lips.
"You okay back there, bro?" Mike suddenly asked.
"EHEM! Yeah, bro! You?"
"Sure, your fingers are a bit cold, though. Are you going to put them in now?"
Huh? Oh fuck! Oh fuck!
My brain stopped working at this point.
"Okay... I'm... I'm gonna put them in!"
"Okay, just be gentle...and don't forget the spit."
"You... You want me to use spit?"
"Of course, dumbass! I don't want to get hurt. You never fingered a girl? Put some spit on your fingers!"
Mike spat in his hand, and I watched as he smeared it on his hole, touching my fingers in the process. I couldn't believe what I was seeing.
Then I put my fingers in my mouth and back against his pussy... no I mean ass! And Pop! Just like that, I slit my finger in. Mike's wet insides started squeezing around it. So moist. He screamed suddenly!
"OUHHHH! Fuck! BRO!"
I froze.
"You could have warned me!"
"Sorry! Sorry!"
My finger was still inside his hole.
"Go slow now, please."
I watched Mike's face grimace as I started to push in slowly.
His warm insides engulfed my finger more and more. I was transfixed by my finger entering my bro's butt.
"OOOhhhhhAAAAhhhhh!"
fuck.
"Ahh Ahh AAAAAA!"
squelch
"OH!"
My finger was in now.
"I'm all in, bro! You took my whole finger!"
"Hah! I did it! I knew I could... Here we go! You like that, Jessica?"
What the fuck? I looked at Mike in confusion and noticed he had shut his eyes. Does he want me to go along with this? Was this roleplay now!?
"You want to finger me, Jessica? Wanna play with my hole, babe?"
I felt my heart stop for a second as he said that, and then I realized.
I was fucking hard! I was tenting!
Oh no! What the fuck!
It was getting harder to breathe.
My fingers were still playing with the hole in front of me, but now I could feel it. The tightness in my pants.
Oh my god!
My bro made me hard! Was I gay? A panic arose in me, but instead of killing my boner, it amplified the feeling! What was going on?
"Move it, bro! I have to feel it!"
My head was about to explode, so I started mindlessly fingering away.
In and out of my bro's big butt. My finger looked so tiny between his ass cheeks. I was getting into a rhythm now, Mike's ass moving slightly with my movements. He was so tight!
MY GOD!
I couldn't help but think how it would feel around my dick. Why did I think about that?
Oh no!
I could feel my dick getting harder! I wanted to pull it out of my pants now!
My finger slipped out of Mike's wet hole with a pop. He pulled his shorts back up quickly. I watched in disbelief as he got up and disappeared into the bathroom again. My finger was wet, and my dick was still twitching.
I rubbed my crotch a little, the image of Mike's ass not leaving my head. Then I put my wet finger to my face and took a sniff. The smell of salvia, sweat, and sex hit me. It was so good, fuck! Who knew a man's ass smelled this good?
I was about to pull my dick out of my pants when I realized what I was doing.
Shit!
What the hell was wrong with me?! I'm not gay! I stormed off to our kitchen and drank some cold water, hoping it would quench my thirst and horniness! Thankfully it did, and I got back to the couch once I calmed down, looking around the room for Mike.
"Bro, are you okay in there?"
The bathroom door slammed open again, and I jumped up in shock.
Mike got out all red in his face.
"Sorry, I... had to hide... I... I got a boner, man. It felt quite good, and just like that, you know? I just stormed off because I didn't want you to see."
"It's okay, bro! Not like I haven't seen your dick before! Don't worry."
An awkward silence filled the room again.
"Well... That was wild, Mike! Can't believe we did that."
"Yeah, it was crazy... Thanks for this, bro. You helped out a lot."
"I got you, man!"
"Just one more thing..."
Oh god, what now?
"Could you take a pic of me? Well, my ass, I mean. I want to send it to Jessica. She might like it. It's hard to take a pic of your butt, you know? Haha!"
I dropped my shoulders in relief that it wasn't something as crazy as we did before.
"Sure! I have my phone in my pocket. How you wanna do it?"
"Ehh. I will just get down here on the floor on all fours... Like this! Let me just pull my shorts down again."
Mike was a big bull. Seeing him in front of me like that while I was sitting on the couch fucked with my head. I never thought id see something like this. Something told me to go over to Mike again and smack his ass, but I didn't. Somehow he looked good on the floor like this, like he belonged there. I pointed the camera at him, trying to capture his whole frame, which was not easy.
"Okay, Mike. Spread your butt cheeks with your hands. I'm sure Jessica would like to see that hole."
"Okay... like this?"
There it was!
"Yeah, just like that, bud!"
I couldn't help but admire the pink hole. It looked tight and wet, still covered in Mike's and my spit. The camera clicked.
"All done! I will drop the pics to your phone."
"Thanks again!"
Mike got up and dressed. His face wasn't red anymore.
"Just make sure to delete that shit, bro!"
"Sure! Who do you think I am? A perv?"
"Ehmmm, yeah! You just took a pic of my butt. HAHA!"
And fingered you...
Mike playfully punched me in the chest.
"Stop!"
I punched back!
"No, I will delete it for real. How often should I say that you can trust me."
"Best bros?!"
"BEST BROS!"
We shook hands and did the usual embrace, our little thing.
I had to take a shower after whatever had just happened.
Mike went out to meet Jessica. He thanked me again and told me he was prepared for her to do anal play with him.
I jokingly warned him not to get pregnant.
Well! That's that!
I didn't know yet that things were about to get even wilder. After my shower, I sat on the toilet and took out my phone.
There it was, Mike's ass pic. I sent it to his phone but stopped myself just as I was about to delete that picture. His ass looked even better in the picture than in real life. How was that possible? I zoomed in on Mike's hole and licked my lips. The memory of my finger getting in and out of his ass returned. So did the sensation in my crotch. My dick started to rise.
Something inside me wanted me to see him in that position again. On all fours, with an exposed and fuckable hole. This time though. I would pull my dick out and ram it inside Mike's hole. Out of curiosity. His ass would probably feel so tight! I would start pushing into him just like my finger did. He would turn his head and look at me in shock, asking me what the fuck I was doing. I would start fucking him harder, saying...
FUCK! NO! What was I thinking again? I covered my dick, deleted the picture, and ran to bed. This time my dick wasn't going down. I had to jerk off. I tried to think of the last pussies Id fucked as I beat my meat and finally came all over my sheets.
Fuck Mike, what have you done to me?
As I tried to close my eyes and sleep, I could only think about Mike and Jessica. Between remembering what I was doing to Mike, I was imagining what Jessica was doing to him right now. Was she fingering him as I did, are they maybe using a dildo?
UGH! Why was I thinking about Mike having sex with Jessica?
And then it hit me.
Was what I did with Mike considered sex? Did he cheat on Jessica with me? Was he cheating on ME right now? I was going crazy. Nothing would make me stop thinking about Mike, so I went for a midnight run.
I pushed myself harder than before, wanting my whole body to burn. The sensation had to be strong enough to make me stop thinking about everything.
The next day everything was back to normal. Practice. Gym time. More practice. And a night out with the boys from our team. Surprisingly, I did not feel the need to talk to Mike about what happened. The only change in our relationship was that I was making even more jokes about his butt than before. I was so glad I had a bro like Mike in my life. We really could do anything together!
Everything between Mike and me was just how it had always been.
Besides one little thing.
I caught myself checking out Mike's ass. More than once. But that wasn't important. The only thing that mattered was that we could continue living together as before.
That was until Mike approached me again.
"Bro, can you help me with something again? Jessica... she wants to fuck me with a strap-on."
"Woah! Are you okay with that?"
Mike looked up at me with concerned eyes.
"Yeah, I am. Do you think it is weird?"
"No, dude, a lot of guys do it with their girlfriends. It is supposed to feel good, and many chicks are into that stuff too."
"That's what Jessica told me too. Man, after getting into all this butt play... I'm starting to like it. I want to go further. But... Can you just help me with this, one last time? I will never again ask you any weird favors after this."
I patted my bed and made room for Mike to sit next to me. The bed creaked and thumped against the wall due to the impact of his weight. Mike avoided my gaze.
"It's the same issue I had last time. After you helped me out last time, my anxiety was gone. I was confident I could please Jessica the right way, you know? It's mostly about her. I am doing this for her."
My stomach started tingling in anticipation. It was that weird feeling again.
I pushed Mike playfully away from me.
"So what do you want me to do? You want me to, like, put a dildo up your trunk?"
Just as I asked, an image appeared in my mind. Mike was on his knees, moaning as he thrust his ass up and down a big pink dildo. I never thought I would think of my best friend as a dildo slut.
Wait a minute! Inserting a toy in a guy's ass that imitates another guy's penis might be kinda gay.
"No. That is not it exactly."
Mike's words brought me back to reality.
"I want you to... I want your..."
His face turned red, and he looked at me with pleading big eyes.
"I want you to fuck me as Jessica would. Just... I don't think you will need a strap-on."
Was Mike saying what I think he was saying !?
He put his hands against my chest. His expression turned to shock.
"Please don't freak out! It's not what it sounds like! I'm not gay! It's for Jessica! I'm doing it for Jessica!"
Mike searched my expression, waiting for an answer, but I was still collecting my thoughts. He looked worried now, almost sad.
"I'm sorry. You were the only one I could ask. I didn't want to make you uncomfortable. I went too far."
His hands left my chest.
Those words felt like a punch to my stomach. It was the brotherly instinct I had that wanted to reassure Mike instantly. Before I could say anything, I lost myself in his eyes. I've never seen something like this. When I looked into Mike's eyes, I saw myself.
I saw us... As kids playing in our backyard, I saw Mike crying in my bed at night as his parents fought, I saw the joy on his face as we won our first football game, but I also saw a boy who needed me.
A man so strong and big but so small, tender, and scared.
I wasn't thinking about what I was saying anymore. Mike's eyes lured me into doing what he needed me to do for him. That was all that I wanted to do next.
"Mike... It's fine. Don't apologize! I can help you. I will always help you out! You're my best bro!"
He smiled in relief, and I smiled seeing his smile. Mike swiftly looked up to the ceiling as if he was about to thank god for what I had just said.
"Thanks, Bro."
"Stop thanking me, Bro!"
I pushed him away again, this time harder.
He got up and went to the bathroom without saying anything. My god, how many times will he disappear in there?
My hands started to get sweaty as anticipation built up in my body.
Why is it that we don't know what to do with our bodies when we are nervous?
I started to fumble with my hands, shifted around on my bed, coughed and scratched my head. Good thing no eyes were on me because I must have looked like a complete idiot. Then I stopped moving around. All I could hear was the sound of our shower running. Mike was cleaning himself up. He was getting ready for me! So is this about to happen? What am I supposed to do?
How was I supposed to prepare myself for my straight bro asking me for dick! That's right! Mike asked me to fuck him! He wants me to stick my dick up his ass! Instead of thinking about how gay that was, I started thinking about Mike and what he was probably doing under the shower.
I pictured the same physique I saw in the gym showers under our shower.
Water running down Mike's thick back down to his feet. The stream getting interrupted by the mountain that was his ass, disappearing between his crack and sliding against the cave that was his deep hole.
The thought of me entering got me excited. Discovering an unexplored area might be scary, but excitement and curiosity overcome fear.
I rubbed my growing stiffy through my pants. Then the room got completely silent. Mike must've finished showering. My whole body froze. Panicked, I pulled out my phone. I did not want Mike to come out of the bathroom to find me all horned up! It felt like hours before he opened the bathroom door, wearing just his white socks and underwear. He scratched his balls through the white fabric. I wanted to do something, say something, anything!
"Damn, Bro! You've gotten even bigger. Your pecs look huge!"
Mike smiled and started flexing for me.
"Jessica loves them. She calls them milkers. HAHA"
I laughed, but it sounded wrong.
Mike cleared his through and got on the bed next to me.
We both stared at each other without saying anything.
I could swear I saw Mike peek at my crotch for a sec.
Thank god I wasn't hard anymore.
He broke the silence.
"Are we gonna do this or what?"
"Oh yeah! Sure, sure!"
My fly basically opened on its own, and I started yanking my pants off like they were the most annoying thing in my life right now.
"Hey, there, buddy! No rush!"
I failed at trying to laugh his comment off. Why was I like this?
I was, sitting in my underwear, watching my best friend pull his underwear off in front of me. Mike's dick and balls were on full display now.
"We should measure our dicks sometime again. I bet mine is still bigger."
Mike scoffed at me.
"Well, duh! It's not like my dick just magically grew."
He took his dick in his palm and stroked it a bit.
"Anyways! I don't care about my dicks length anymore. It's fine, just as is!"
Something compelled me. I pulled my dick out of my underwear, presenting it to Mike.
"You're just saying that to make you feel better! I know you wish it was as big as mine!"
Mike looked at my dick as I slapped it against my stomach.
"Fuck you! At least my dick doesn't have a stupid curve like yours."
"Sorry! It's too damn big to stand up straight."
My dick had a slight curve, but it was barely noticeable. Kinda weird for Mike to point that out. Enough about my dick.
"I should probably get hard, right?"
"Yeah, that will be necessary. Should I put on some porn?"
"I'll do it! I have my phone here."
I realized my hands were shaking as I searched for porn on my phone. I decided to pick something I recently watched and dropped it onto our tv.
Moans filled the room as a video of a girl getting fucked by two personal trainers showed up on the screen.
"Ehm, so...how do you want to do this?"
to be continued...