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Due to the maximum post length of 40k characters I had to split this up into 2 parts.

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As we broke off our kiss, I figured it was time to pop the most essential question of the night, “So… which side is mine?” I asked Brian with a wide grin, “You can take any side you want, as long as you’re not pushing me over the edge!” Brian smirks. “I’ll be right back, going to turn off the lights and brush my teeth first” Brain says as he leaves the bed, “I’ll turn the lights off, you go brush your teeth” I say as I get up after him and slap his naked butt cheek with a satisfying sound.

As I can hear the tap begin running in the bathroom, I make my way into the living room to grab my bag and turn off the lights. As I walk back, I can see Brian staring in the mirror and giving me a foamed up grin as he sees me checking him out through the mirror. “Mind if I borrow a wall socket? my phone is pretty close to dying” I ask as I grab my phone and charger from my backpack. I can hear something that sounds like a “Sure go ahead”, muffled by a mouth full of toothbrush and toothpaste, as I plug my phone in the charger the screen lights up and I can see I missed a few texts.

I sit back on the bed and open the first text, it is from my redheaded torturer, it reads; “Failed twice? NICE! How bad is it? By the way how did day 2 go? did the blonde guy give you any trouble?”. The second one reads: “I did have a few tests today so I handed over the controls to the blonde boy, he is pretty fun! Either he might be more into you than you realize, or he is even more of a sadist than I am. He was very willing to help me in “teasing” you 🙂 “. I guess I figured out the answer to that by now. But I wonder what Brian wondered of that at first…

As I’m about to open the 3rd text Brian flips off the light switch in the bathroom and hobbles with his naked body through the door, he sees me putting my phone away and gives me a smile. “Let me guess, your brother’s “friend”, wanted to know if you’d had a nice day!” Brian says with a smirk while making quote marks with his fingers and a little excitement in his voice. I’m a little caught by surprise that he made the link so fast and I shamefully look down at my phone as I put it away.

“Was it so obvious it was him?” I ask in a slightly regretful tone, “Are you kidding me? My phone practically exploded with texts from him asking how it went after I’ve sent him a snippet from the video of your shower adventure” Brain says with a grin as he crawls next to me onto the bed.

I look at him with big eyes and turn red, not sure if I have to feel ashamed, exposed or flattered. “Relax, I didn’t send all of it, just the part where you walked in and got a massive hard-on, the rest I’ll save for “personal research” only, I swear!” he says with a giddy voice. I begin to snicker as I see the innocence fade from his eyes and see a familiar sparkle take its place. “If you want to do “Personal Research” I think you’d be better off with a live subject than with a video lecture” I say with a slight giggle, we both let out a nice laugh and Brian slides closer towards me and rests his head against my shoulder.

I give Brian a smile and wrap an arm around him, “I guess by now you figured out he isn’t my brother’s “Friend”, I just made that up because I panicked a little. He’s a guy I met online a while ago, we’re not really on a romantic level, but we did share some curiosities and interest, and well… one curiosity led to another and I think you can fill in the rest by now… Sorry I lied, but I didn’t have the balls to tell you in a full bus that the red guy was my online hookup. His name is Eric by the way…”

“Relax Thomas, I might still be in the closet but I’m not stupid, this is the 21st century, you don’t owe me any explanation, I’m not your mother! Every guy has an itch to scratch right!“ he says with a smirk as he nudges my ribs. “And besides, Eric did make it pretty clear in the first text he sent me that he wasn’t interested in romance with you, and that he did see the glances I gave you in the bus…”, I give Brian a surprised yet relieved look, “Heh, yes he is quite upfront when he is set on something, he’s not the type of guy to broach delicate subjects while wearing white gloves” I snicker, “But I can Imagine your first response was “What the flying fuck!” when he contacted you out of nowhere, I’m sorry he dragged you into his evil scheme”

“I’m not! it was awesome!” Brian says with excitement, “Of course at first I was a little hesitant, I asked how he got my number and who he was. He forwarded a picture of the note I slid into your locker with my number and said his name was Eric and that he was the one that made you give yourself that treasure trail because you lost a bet and asked if I truly wanted to know if X marked the spot…”, Brian pauses for a moment as he trails a finger from the top of my chest slowly down towards my cock, he probes my balls and says “Of course, I said yes, he made me an offer I couldn’t refuse and let me in on his plan, I never heard something so exhilarating and exciting in my life, I had to run to the toilet to blow a load before I could get back to work!” says Brian with a snicker.

“I see, so you willingly became an accomplice in my torture ordeal huh? You didn’t strike me as THAT type of guy, or as someone who likes guys at all for that matter!” I say with a smile as I brush his hair. “Well, don’t judge a book by its cover, I might be a little green around the edges, but I’m not an innocent wallflower!” Brian says as he gives me a wink and flicks my nipple with his fingers in retaliation. “Yes so I noticed!, you are way too good at giving a blowjob to be an innocent wallflower!, who taught you that?” I taunt, “Internet, Pornhub, RedTube, Nifty, you know, the usual!” He says with a snicker. “Truth be told I did have a few dates but it never got very far, guys just aren’t turned on by my geeky interests and soon turn their attention to other guys, I got around to kissing and making out, some fondling and I did jack a few off, but usually I’m left with blue balls…”

“No wonder you shoot so much! you’re filled up right to the brim!” I snicker as I teasingly lower my hand and give his ball sac a squeeze. “I’m glad that I had the chance to do something about those blue balls then!” I say with a giggle. We laugh a little and as Brian pulls up the blanket over us, he flicks out the light and snuggles closer to my chest. I gently rub his shoulder as I lean in to give him a kiss on his cheek, as my lips break away, I whisper in his ear: “I do want you to know that this was very special, it’s been a few years since I had such a good time…, It….it feels different with you, I can’t put my finger on it just yet, but I want you to know this isn’t just an ordinary hookup…”. Brian lifts his head, gives me a sensual look and presses his lips to mine, he gives me a lingering kiss and as he breaks away, he whispers, “If I would have the slightest hunch that this would be a normal hookup, or just a one-night stand, I wouldn’t have given you the most valuable thing I own… my body… You did pop my cherry for the very first time after all!” We lean in for another lingering kiss and as we break aside, I whisper in a sly voice “Aren’t you forgetting a few things? I also gave you your first blowjob, AND your first rim job! give me some credit!”, Brian gives me a nudge in the gut and we both let out a snicker, “Bastard… yes you did, and it was a great first time!” he whispers as he turns on his side.

I move a little closer so our body’s touch as we settle in a spooning position, as Brian pushes his lower body further into mine, I can feel my semi hard cock pressing between his butt cheeks, I slowly rub his abdomen as we just lay there, enjoying the moment. I feel Brian grab my hand from his abdomen and moves it towards his crotch, my fingers brush along his raging erection and he uses his hand to guide mine towards his cock and makes me wraps my fingers around his shaft and balls.

I give them a few playful tugs and squeezes and whisper into his ear “Damn, do you ever get enough?”, Brian lets out a suppressed snicker and gives me a slap on my thigh, “I just gave you something to hold onto so you won’t fall out of bed that’s all! pervert…” Brain says with a soft voice, I kiss his neck and let my hand rest on his hard cock, holding on softly to make sure nobody goes anywhere. We doze off into the darkness of the night and fall sound asleep, spooning each other all the way.

As the next morning breaks, I wake up first, I must have turned over in my sleep because Brian is the one spooning me right now, I can feel his hard cock clearly pressing against my butt cheeks. I reach backward and can feel my cheeks are coated with several patches of moist liquid, I gently reach for the tip of his cock and I can feel its soaking wet from oozing pre-cum all night, but by the sound of its Brian is still vast asleep.

I look at my phone, it’s 8:34 in the morning. Normally I would be long awake now on a Saturday, I guess I needed the rest? I swipe up to take a look at my unread messages, I open the 3rd message from Eric; “I think you must be having your hands “full” by now; you are allowed to take your stimulator out if the situation calls for it, I do hope you have a good time! Be nice to the blonde 😉 “. I smiled and put away my phone. I guess Eric must have figured out I went home with Brian, though I did take the stimulator out yesterday when we took the shower when Brian had his eyes closed while washing his hair. At all times a little ungraceful moment, popping it out. But I guess Eric hinted at another type of situation that would require my cherry to be unoccupied, if something, or someone would like to take its place…

It did give me an idea though, since Brian’s hard-on is already pretty well coated in pre-cum, and I’ve been wearing a stimulator for 2 days, I guess I might be able to take his cock pretty easy, it’s long but not as thick luckily! I move my hand back as I gently wrap it around Brian’s cock, he is still hard as hell and I can clearly feel a thick drop of pre-cum on the top of his cockhead, I scoop it up with my finger and gently rub it on my cherry, it opens with ease and takes my finger with little effort, the sensation makes my balls and cock stir and I decide to give Brian a nice wake-up moment.

As I gently move my lower body around a bit, ever so slowly and carefully as not to wake Brian, I finally get to the point where his cock is right where I wanted it. Without touching it with my hands I wiggled around enough so that his cockhead is resting right against my cherry. I slowly push my hips towards Brian and leave out a soft grunt as I feel his cockhead push beyond the threshold of my pleasure door. I stop for a moment and listen carefully if anything changes, Brian is still breathing slowly and making a soft humming noise each time he exhales.

His cock feels slippery enough that I think I might be able to take it with ease, I slowly move my hips further and further, even though Brian’s cock isn’t all that thick, it still has quite some length and I try to take it slowly, inch by inch. I’m set on feeling his balls rest against my cheeks, I begin to feel his cockhead push against my P-Spot and make one final push until I feel his soft patch brush against my cheeks. I let out a soft moan and try to hold very still, Brian is still breathing slowly, but his cock feels even harder now than it did a moment ago, as I slowly begin to move my lower body in a rocking motion, I can feel my own cock starts to leak pre-cum on the bed.

As I gently increase the rocking motion ever so slightly, trying to suppress a grunt every time his full length tries to push my P-spot further up my abdomen, I hear Brian murmur a little, the slow breathing starts to amplify slightly and as I continue my rocking motion, I begin to feel his warm breath in my neck.

“Good fucking morning Vietnam!” Brian grunts, as I feel his hand reach over my hip to grab my throbbing cock, “I always loved Saturday mornings as a kid, but this is so much better then cartoons!” he whispers. I let out a snicker followed by a moan as he wraps his hand around my cockhead and polishes the pre-cum over my head. I can feel Brian wrap his leg over mine as he starts to synchronize his thrusts with my hip movement, he lets out a soft moan as he pushes in deep and plants a kiss in the back of my neck. He releases my cockhead and moves his hand on my hip to get a better grip. I can feel his instincts take over as he starts to thrust his cock deep inside me with powerful thrusts, quickening in pace as he starts to grunt more and more.

As I can feel Brian’s grip amplify on my hips, I whisper to him “I want to look you in the eyes when you finish, pull out and lie down on your back”, Brian gives a final trust and holds still for a moment, I can feel him pull back his cock slowly from my hungry cherry. He turns around and lies flat on his back, his hard dick sticking straight up, throbbing with excitement. I roll over and straddle myself across his abdomen, I take hold of his cock with my hand and position myself, I take his throbbing cockhead towards my cherry and let gravity do the rest, I arch my back and rest 1 hand between his legs as I take my own throbbing cock in the other. Brian can see the lust in my eyes as I begin to ride his cock teasingly, fast at first, achingly slow thereafter, Brian moans loudly and looks me lustfully in the eye as he moves his hand to replace mine.

Brian wraps his hand around my cockhead and begin polishing it. rubbing the edges of my cockhead continuously while overloading the sensitive nerves around my pre-cum gushing slit. I take my free hand backward to massage his balls. As I’m driven wild by the stimulation of my cockhead, and my P-spot starts announcing he really wants to feel some warm cum, I begin to ride Brian’s dick with all I’ve got. I cannot suppress my moans anymore since his long slender dick is hammering my prostate, and every time as I can feel his cockhead touch my P-spot I can hear Brian hiss through his clenched teeth. I begin to contract my sphincter as hard as I can to convince his cock to give me the juice I so desperately want.

For Brian the sensation is getting overwhelming, he releases my cockhead and grabs my hips with both his hands, pushing me down harder and harder as he fucks himself to a climax. I quickly grab my cock and begin jacking it off while I feel Brian’s thrusts become more and more erratic, he thrusts one more time, it lands right dead center on my P-spot with full force, I feel his cockhead erupt deep within me as he grunts hard and deep with every blast of cum that leaves his balls. He tries to hold me still but I mischievously ride his dick just a few times more, making sure his balls are truly empty, he moans and grunts as the final 8th shot shoots out of his throbbing cock, I keep still as I feel his cock deep inside me drizzle the last of his juices.

I look past the sweaty blond locks of hair into his eyes as I jack my cock a few more times before I set off the fireworks, with a few suppressed moans I fire my volley across his naked body, the first one lands on his lips and chin, the second one coats his torso and the 3rd, 4th and 5th make a mess of his abdomen. We both gasp for air from the sensation, I bend over towards Brian and give him a kiss on the lips, clenching my sphincter to make sure his cock stays in. I whisper to him with a wide grin on my face; “congratulations, you just became a man”, “FUCK YEA!” Brian shouts as he raises his arms in a cheer, he is still panting vigorously from the exercise. I move my body back up, and just as I’m about to release Brian from my leaking boy cherry, I hear my phone make a buzzing noise.

I teasingly remain seated where I am as I reach for my phone, it’s an incoming video call from Eric, I turn the screen around towards Brian and whisper, “What should I do?” while giving him a questionable look. “Don’t be a jerk, just answer it!” He says with a grin, I turn the phone towards me and tilt the camera slightly so it’s only showing my upper body and face. I press answer, put it on speaker and am greeted by a naked Eric.

“Well, Well, guess you are still alive and in one piece! thought you died from shame in the train yesterday but later on I figured you probably had your hands full, am I right?” Eric asks enthusiastically. “Well…, maybe, would it matter if I did?” I ask in a teasing tone, “Not at all! He looked cute from what I’ve seen, both with and without clothes!” Eric says, I peer around my phone and see Brian turn bright red as he realized Eric shared the dick pic with me a few days ago. “Who are you looking at?” Eric asks, before I’m able to reply I see a sly look emerge on his face “Wait a minute… your bedroom isn’t painted dark green, oh my god, you are still at his place are you! Did you two have a good time?!” We both snicker a little as I turn the phone around and tilt it slightly, showing Brian with his cum covered abdomen and my cum still on his face, I hold the phone a little further back to show Eric I just got fucked and am still sitting on Brian’s dick.

“Oh my… I missed out on a great party! Brian my man! nice score! Told you it would it would be worth it helping me out!” Brian smiles and raises his thumb toward the phone, I smile and turn the camera back to myself. “Ok, I called for a nice morning wank but this was not what I expected, you little fuckers have a great morning, I’ll let myself out!” Eric says with a wink as he points the camera downwards to reveal him stroking his hard cock, as he turns the phone back up again, he says “Why not grab a drink with the 3 of us tonight, it will be fun I promise, no worries’ I’m not going to interfere, I’ll just watch” Eric says with a big grin.

I look towards Brian as he shrugs his shoulders, “Sure, why not, I guess we can do that. Text me the place and time and we’ll be there”, I answered Eric. “Great!, have fun you 2, and BE GENTLE WITH THE BLONDE THOMAS!” Eric says with a grin as he hangs up. I put down the phone in amazement and as I turn around, I’m faced with Brian smiling from ear to ear. “What the flying fuck just happened?!” I said, as we both erupted in laughter. Finally, Brian is released from his cum leaking prison as I roll over to the other side of the bed, we both get out of bed and as Brian goes to take a piss, I turn on the shower. We take a nice long shower together with a little horseplay here and there, but mostly just cuddling and chatting.

When the shower is over, I scour the living room to discover my singlet and rugby shorts, since that is pretty much the only thing, I have left to wear that still look decent. We ate breakfast together and chatted a little more about casual stuff. At some point we both receive a text at the same time from Eric, he created a groups chat and shared the address to a local bar in the city center called the mischievous imp. I’ve been there in the past a few times, just a regular bar that features live music, some pool tables and most of the time a pretty nice crowd.

“Brian, would you mind if I went to my place really quickly? I really need change into something else if we’re going to that place tonight…” I ask, “Sure, no problem, I can imagine you can’t go in with those shorts, or that cum soaked jeans of yours, and I have some errands to run too so might be a good combo. Shall we meet at your place at 7 and grab a bite to eat in the center?” Brian asks. “Sounds great! you know where it is?”, “No, but you’re going to show me, I’ll walk with you” he says with a wink. I pack up my backpack, put away the cum soaked jeans and my shirt and Brian grabs his bag and some things he needs for his errands. We both walk out the door and down the steps towards the main road.

“Looks like your ankle is a lot better?” I say as I point towards his ankle, “Yea I guess rest did wonders!” Brian replies. We walked a few blocks north and after crossing the canal we reached my place. “Well, this is it, just press the buzzer and I’ll open the door!” We face each other and he gives me a quick kiss on the lips and a hug. “Thanks for the amazing night, I’ll see you around 7!” Brian says as he turns and walks across the road.

I give him a slight wave and see him wave back before he turns the corner, I open the main door and walk up the 4 floors towards my apartment building. I cross the gallery and finally reach my front door; I turn the lock and close the door behind me. As I enter the living room, I throw my backpack in the corner and let myself fall into the big chair. What the fuck just happened! is the wondered that comes to mind as I process all that happened in the past 48 hours. I give myself a moment to let it all sink in and have a little internal discussion about the feelings that passed the stage last night.

It’s been quite a while since I felt that way, it’s different, special, it’s… an itch. you know, when you meet someone and want to know more? I’m dumbfounded that I missed it at first, and apparently, I’m more clueless than I wondered, since Eric mentioned Brian’s glances towards me on the bus that I obviously missed.

I got up from my chair and decided to go the extra mile tonight, I gave a call to a nice place in the city center I know, not to fancy, but not a fast-food joint either. I made sure we had a nice table and made the reservation for 19:30. I look at the clock, it’s 13:30, plenty of time left. I decided to prepare for all circumstances, giving my house and bedroom a well-deserved run over (not that it’s dirty or anything, I just want to prepare for the unexpected)

After a few hours the whole house is pristine and shiny, fresh linen on the bed, wine supply restocked, dishes done, and most importantly, a spare toothbrush in the bathroom cabinet, just in case…

As 19:00 comes closer I take a quick shower after the clean-up, I take a full body shave (and I mean, FULL) and make sure I’m silky smooth, I fix my hair and brush my teeth and understand something to wear. As I dot the I’s on my outfit the doorbell rings, I glance in the mirror one last time, well it won’t get any better than this, hope for the best!

I discover myself running quickly towards the buzzer and as I answer I tell him I’ll meet him downstairs. I grab my bag and keys and walk down the stairs at a quick pace. I’m greeted by Brian who looks pretty cool for a science geek! He’s wearing a nice pair of dark blue jeans, a black T-shirt and a short-sleeved blouse over it with different colors and a block pattern. A bit like those skater shorts but more colorful.

I’m wearing black Jeans and a purple short-sleeved hoodie (the ones without a zipper and a big packet along the front) with “Have a Nice DAY!” printed along the front in yellow letters and a yellow square smiley on the back.

“Looking good Thomas, love the purple and yellow!”, “Thanks, you look pretty damn fine yourself Mister!” I reply as I walk down the small steps towards him. “I do hope you are hungry! I booked a table at a nice place for us at 19:30”. “Sounds great! After all that exercise this morning, I’m hungry for more!” he says with a sneaky wink as we begin to walk towards the city center.

We chatted along the way, and after about 20 minutes we reached the restaurant. It’s a nice place where you can order whatever you like and you’ll know the portions are all the time way too much but still great quality. We take our seats, order some drinks and scour the menu for a bite to eat. We settle for a main course and a desert, and as if on cue we order exactly the same dishes, we settle for Asian pork belly and Asian steak tips as starters and go for the spicy Karaage chicken as our main course.

We exchange stories and smiles over a glass of wine as we devour the starts, and as the main course is served, I can feel Brain rub his leg against mine, though I’m pretty sure nobody can see because our table has a flower wall in front of it (because I asked for a more secluded and quieter spot, yes, I am THAT sneaky…)

As we progressed through our main course, I almost launched a bite of Karaage chicken into Brian’s face as I can suddenly feel the tip of his shoe push my crotch ever so gently. I quickly recover my composure but instantly regret to wear a cock ring tonight. Brian lets out a giggle as he can feel the emerging bulge become less and less squishy as he touches it with the tip of his shoe.

When the waiter comes to collect our plates, he removes his foot and I’m letting out a sigh of relief, I give him a look that pretty much spells out “bastard” on my forehead and I take another sip of wine.

As the waiter walks way, we both snicker and begin chatting about music and what we prefer, soon the desert is served and after Brian gobbled up his Banana split (in a very teasing and sensual way…) and I pretty much inhaled my cheesecake, I asked for the check and after paying and tipping well for the extra effort we get up and leave towards the mischievous imp.

liked the story? want to know more? Leave something in the comments and be sure to read the next part to understand what happens when Eric shows the boys a good time! You can discover the next part here: [M/M] When you lose a bet, you’ll get wet… Day 3 – Part 2 – An evening with Eric we’ll never forget [Threesome] [Anal] [Tripple fuck] [Double rimjob] [Long Read]](

NSFW: yes

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