My first/only time experimenting in highschool [MM] Part 1 and 2

All people were of age and it is obviously very true!

Long time lurker but first time poster, be nice! Also can check my profile if you want a visual (been bored and very horny during a bit of quarantine). Written on phone so… Skip to the !?!?!? If you want the ? part.

Reposting here as I think part 3 mmf would be more appropriate to this sub instead of gaystoriesgonewild…

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This would have happened in my Sophomore year of high-school if I recall correctly in Australia (I’m America based now). I had a good friend we’ll call Will who I hung out alot in school with and bit outside, but we often messaged on Snapchat late into the night. I was straight, as he was, but we were two very horny teenagers that had 0 action at all. Now let’s get the pressing events.

This happened back when tinder allowed a variety of ages to use the app and I matched with a very cute looking girl who was a bit older. She was particularly attracted to a picture I had of both me and my friend together. Let me take a moment to describe us both. Myself, Neil, was around six foot tall and a serious athlete so tanned and fit (imagine skinny abs and smooth). Also had about a 7-8′ thick cock. My friend, W, was an inch or two taller and also pretty athletic but on the skinny side. I would later learn the dimensions of his cock as well.

Back to the story. I hit it off with this girl, Lauren, but did not expect much to cum of it as tinder usually dies out, but I went through the motions anyway. We started chatting on snap but she kept going back to the picture of both Will and I. I finally asked her if she just wanted his snap and she surprised me by saying “Is it bad I want both of you?” Attached to a picture that would not be appropriate on the family chat ?

I was stunned, confused, but mainly horny and hard as fuck. At this stage in my life I had never thought of guys in that way, however, I had always not minded a nice looking cock (something I’ve learned isn’t abnormal on this sub!). Noticing the diamond I’d created between my legs I realised I wanted this as much as her.

I replied asking her what she meant and our conversation evolved into her begging to take both of our virginities at the same time. I was incredulous but had cum twice during the conversation so knew I was down.

While I was enjoying the fuck out of this conversation and sexting with this hot girl, I knew it was just talk because my friend would never be down. Will wasn’t exactly a homophobic person per se but he wasn’t far away based off comments, jokes, etc. So I thought there was no chance, not that his would be gay, right? (Socks on and everything).

Nonetheless this girl wouldn’t take no for answer so I hit him up. Apparently the pics she had let me send him were enough and he was surprisingly down for a spit roast. We made plans for the coming weekend and that was that.

Will and I decided we should meet up a few hours earlier to get condoms, lube, and make sure we had the room planned out (to be a virgin again ?). The day rolled around and I had barely slept due to the unrelenting erection I had all night. Will came to my place and we walked to shops and got everything sorted.

?!?!?!?!?!?!?

We had been so organised that we were super early and had an hour or so to spare before she was coming.

“So man, my brother told me that he always jerks off before sex so he lasts longer and I feel like we won’t be lasting long anyway”, Will said trying not to make eye contact while on his phone.

“Ahhh that makes sense, well we can go into seperate rooms and figure out the condoms as well” I offered, my cock growing in my shorts.

“Yeah bro sounds good, but I mean we’re about to see each other’s cocks anyway might as well just do it here” he said while jumping on my bed.

“I mean why not haha”, I laughed and layed next to him.

There was a bit of awkward silence before I said fuck it and pulled everything down to my knees. My hard cock rested on my bellybutton for a second as Will stared before quickly following.

His cock was smaller than mine, 5′ or so and skinny. We are both uncut if anyone was wondering. It made up for it by being well trimmed and nice looking but not exactly my favourite one I’ve ever seen.

Either way, this was the hottest thing we’d both ever been apart of and I could not have been harder.

We started stroking in silence, both of us looking at the other in the corner of our eyes. We fidgeted with the condoms, finally figured it out and then went to town. I started stroking hard and came gallons into mine as I relaxed and watched Will. He was a bit more nervous and I saw him focus hard and a minute or two later he physically shook next to me as he came.

We were both breathing heavy and smiling as we took them off and threw them at each other. While we’d been in our own world, Lauren had messaged us and had to bail (lame excuse about working with her dad or something). Obviously ridiculously horny and annoyed we tried to figure out what to do, so we did what anyone would and sent some naked pictures of both of us in a hope to make her change her mind.

We stood in the mirror trying to get an angle that we were both happy with before hitting send. She replied with her hand under her skirt asking us to hold each other and then she would beg her Dad to let her off. This seemed like a reasonable compromise so Will and I grabbed each other and I took the pic (quickly saving it ofc) and sent it.

After sending it we hadn’t let go of each other yet and it sortve evolved into a mutual jerk off as we awaited a reply. His hand barely fit around me and I shuddered as his small hand jerked me expertly. I wasn’t used to the size of Will and took a minute before I started focusing on his head which seemed to get his breath to catch. She replied and we quickly stopped, broken out of the trance.

“Sorry I really can’t get away, looks like you’re having fun without me though ;)”

Who knows if this was her plan all along or if it was a happy accident, either way Will and I were now hard, naked, and touching while reading her message together. I think you guys could sort’ve guess where this is going and here is Part 2 without a wait!

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So there we are standing in front of the mirror, hard cocks in front of us, while Will is reading the message over my shoulder. We both groan in annoyance and he leans off me, his cock coming off its resting spot on my thigh.

“Can’t believe she’s bailing what the fuck” he groans, absent mindedly stroking his skinny cock.

“Yeah that’s fucked, I dunno if she meant to ghost us from the start but that’s annoying” I mumble out while also resting a hand on myself.

He gestures to our cocks and muttered about it being such a waste.

“I meannn we already jerked off before why don’t we just do that again, better than nothing” I say while starting to slowly jerk myself as Will watches my hand.

“yeah fuck it that sounds fun still” Will laughs as he turns around and heads to the living room. I follow behind and notice how athletic his ass is which isn’t surprising considering how good he is at soccer.

He sits on the couch and spreads his legs wide. I sit on his right and our legs are touching. Will quickly gets up and walks to the room without saying anything.

“Ahh you right man?” I call after him, worried that it just got weird for him.

“Just forgot the best stuff bro let’s get it haha” he comes in laughing and holding the unused lube we bought for the flakey tinder girl.

He shoves me over and falls back into the couch, our legs basically on top of each other at this stage. The tension in the room is insane, we both know this is so wrong but the hormones have our cocks looking like stone pillars.

“So I’m getting picked up in like an hour we should have a bit of time to fuck around” Will says absentmindedly while coating his cock in lube.

“Ah nice man sounds good haha” he hands me the lube and I follow his lead.

“Actually I put way too much on, here” he reaches over and wipes some excess into my hand.

“Bro just put it straight on this isn’t working haha” I laugh as he attempts to transport it over, the guy is dripping in lube from the lower abs down.

Without saying anything he runs his hand over his abs grabbing the extra lube and grabs my cock and works it in. This is the first time someone has properly touched me and it’s incredible (the mirror was half-assed), I couldn’t help but stifle a moan and I think he noticed by the slight grin.

We’ve lost all pretense and he’s jerking my lubed thick cock like he’s done it before. For ten/fifteen seconds I’m just soaking it in. His small hand gripping onto my uncut cock pumping it slowly but perfectly. He does a twisting motion towards the top of the stroke and I properly moan, breaking my dream state and we have eye contact as I quickly adjust and grab his cock.

I couldn’t tell you how long it was we just sat there stroking each other. Everytime he twisted, I twisted, I would massage his balls, he’d massage mine. We were in pure ecstasy. His cock feels so strange in my hand but I know the motion well and was using every trick I knew to make him squirm in my big, calloused hands.

I didn’t know at the time but have learned since that I have pretty good stamina. With that in mind I was just loving the feel but not getting close. In contrast, W grabs my wrist hard and snaps me back to reality,

“Bro careful I literally almost just came all over you haha” he says, shifting around in pleasure as he fights the wave off.

“Sorry man didn’t notice ahaha, isn’t that the point though I kinda want to cum from someone’s elses hand for once” I laugh as I watch his cock twitch slightly, pre cum covering his head and thigh. All the while he still gently massaging my glistening head.

He laugh as well agreeing with me, but then looks a bit more seriously and says something that had my cock pulsing,

“Yeah for sure but like I don’t want to cum yet because I’m kinda down for anything right now.”

The statement hangs in the air as I think we both assess the consequences of it. My mind is going haywire wondering how far he’s talking about? All the while I can barely think as he pumps my cock and his smooth leg rests on top of mine.

“No ass stuff obviously though man” he interjects quickly, laughing.

“Yeah of course man that ain’t it” I join him laughing.

That only leaves one thing really. Neither of us wanted to say it or make a move but my cock was about to be in his mouth and he was the one that brought it up.

“So should I get up, are we like doing it to each other” I ask nervously as he stops stroking me.

“Yeah yeah man I’m down” Will quickly says. This is coming from someone who is the first to roast a gay guy and throw a slur down. The irony would’ve made my cock harder if that was possible.

He moves his leg off of mine, signalling that I should get up. My jelly legs somehow lift me up and I shift in front of W. He’s sitting down and I’m directly in front of him, my cock directly at his eye level.

Without a word more he gently puts my head into his mouth. His lips close around and there are no words to describe that first time entering someone’s mouth. My eyes shut and I feel his mouth stretch trying to accommodate my thick cock without using teeth. He gently moves up and down, only taking a quarter of my cock in, but it feels incredible.

I open my eyes and look down at my friend’s medium length brown hair moving forward and back as my cock enters his mouth. He abruptly launches forward trying to cram it in and makes it a third down before gaging and salivating all over my shaft, with some falling to the floor.

“Oh fuck my bad” he coughs, coming off my cock while his hand instinctively reaches up to keep jerking me while he gets his breath back.

“Nah all good man this is so fucking good” I say trying to encourage him to keep going.

“Yeah it is?” He asks eyes staring up at me, my cock resting next to his lips. I can see in his eyes how much he wants me to suck him off.

“Definitely, why don’t we switch it’s been a while” I say as his eyes light up and he bolts upright.

He’s still holding my cock and we start to jerk off standing up while we shift around.

“I think we’re the same size man” he laughs trying to size up.

“Fuck off you’re not that close be real” I laugh as we line up.

We walk forward and my cock runs into his abs, while his is and inch and a bit off touching mine. Bigger than I initially thought I realize.

His hand grab both of ours, pushing them together, then starts to jerk us off simultaneously. It feels fucking great with the lube making our heads slip everywhere and our balls rubbing the shaft of the other person,

“Yeah you’re pretty big it’s crazy to feel” he moans slightly as our heads rest on each other in the middle.

He stops and looks at me expectantly.

I don’t want to say I did it obediently, but I dropped on to the couch without saying a word. The height doesn’t quite work for this dynamic so I slide further down to my knees on the hard wood. It hurts but I can’t feel much right now

His cock stands straining in front of my face, his bush jutting out proudly around the base,

“If I get a hair in mouth I swear I’m stopping” I nervously laugh but he barely acknowledges it, staring down at me jerking his cock.

I then put a cock in my mouth for the first and probably last time. It tastes odd from the lube and he smells like such a man it’s overpowering. The head and skin slide past my lips and I feel my teeth catch. I quickly tuck my lips, feeling like his absolute bitch in that moment.

He moans loud and doesn’t seem to care as my tongue works at his head. I have half his cock in my mouth and I can already feel a slight gag so I stay there and work the rest with my hands, rubbing his balls with lube.

His legs are tensing and his eyes are changing between painfully squeezed shut and direct contact with mine.

I kinda realize that he must be really close but I don’t fully acknowledge that and keep sliding the head past my lips to the back of my mouth, then back up, my tongue dragging along the underside of his cock the whole time.

His knees are awkwardly bent and his breath is pretty ragged. Then it fucking happens.

The doorbell goes of and we hear a hello calling out.

My mouth audibly pops of his cock and I stand up as he stands there in disbelief. He checks his phone and low and behold, 3 missed calls from his Mum.

We are a mess, sweating and covered in lube, like our whole abs, legs, everywhere. Not to mention the fact he is leaking pre cum and I’m almost shaking with horniness. He quickly messages her saying we are in the middle of an unpausable game and we will be 5 mins, sorry sorry, etc.

We look at each and have one goal. We stand next to each other facing the soaked towel on the couch and stark to jerk each other. I cum first incredibly and absolutely spray my couch. I barely get any on the towel and hit the dining table a full 8/9 feet away. W looks at me incredulously and I move behind him so I can wank him better. Within fifteen seconds of using two hands – one on his balls, one twisting the lube all over his cock – he let’s a thick load out all over my hands and couch.

We stand there lightheaded and breathless realising what’s happened. With no time to process it we quickly go to the bathroom, look semi acceptable and get dressed and I send him out the door.

His lovely mum quickly jumps out and says hello and walks towards me for a hug. I’m concerned she’s going to smell her sons cock on my breath so I tell her I’m feeling a little under the weather and I’ll hug her next time. I sell it well because my throat is croaky from all the precum and lube I’ve swallowed in the last half an hour.

As they drive off I walk back inside and see the cum all over my floor and the drenched towel and it hits me again. I’d be lying if I said I didn’t furiously jerk off once more on the coach, spilling cum over my abs, before cleaning it up and having a shower.

As I hop out of the water I pickup my phone to a message from Will

‘sorry about leaving the cleanup to you bro, I’ll do it next time ?’

Before I can reply I notice another iMessage from Lauren (no show tinder girl),

‘I’m 100% free tomorrow so I hope you lovebirds have enough energy to fuck me raw ;)’ accompanied by a picture of her in the mirror wearing a black lace bodice/lingerie

To be continued in multiple parts if you guys still want it! Dms are open, happy for some q/a, and thanks for being interested I appreciate it!

Source: reddit.com/r/gonewildstories/comments/k86y2e/my_firstonly_time_experimenting_in_highschool_mm