Rule of Three
Two: Pop Goes the Cherry (Clop)
Previous ChapterNext ChapterThere are certain things in life that you do for the first time that will remain with you. From your first day at school, your first kiss, or your time going on vacation by yourself. But as long as I live, I will always remember how I had sex for the first time with someone.
I will never forget when I opened that bathroom door and see what was in front of me. On the bed, Soarin sat there while leaning a little bit back against his husband. Soarin was still in those blue and white striped socks that went all the way up to his legs. His hindlegs especially were spread apart while Braeburn was slowly, methodically stroking his stallionhood. It was the first time I had ever seen Soarin being erect so I couldn’t take my eyes off of it. Deep blue and leaking, that yellow hoof rubbed from the head, down to the mid-ring, to the base that was just above the smooth but tight sack that held a pair of balls. If I had to guess by the length from what I was seeing, I would think it might have been seven or eight inches – easily. His balls, while not as endowed as his husband’s, looked heavy enough that was carrying his swimmers in there.
Soarin’s face had his head back, leaning against Braeburn’s shoulder while he worked on him. While Soarin let out small gasps and soft moans, Brae looked down with a smirk and a lustful look in his eye. While in a simplified fake black leather, it still showed just enough fur to make him sexy. The chaps he had on just highlighted and caressed his cutie mark, while over his black vest, he let his golden mane down. Letting it tumble and fall like a waterfall at sunset. Braeburn, while he gave his husband a reach around, seemed he was in control of it all.
“Come on right,” Braeburn said, his accent seemed to have slowed down and gave just that right, seductive tone, “Get comfortable on the bed with us.”
Letting out a heavy breath, I gingerly walked over to the bed. Despite how excited I was, I was still a bit nervous. Even just getting on that quilted bed with Soarin getting stroked within spitting distance was almost so surreal for me. But as I laid down on my stomach, Braeburn stopped stroking and Soarin, his face flushed a deep shade of pink, looked down at me.
“So,” Soarin asked me breathlessly, “all washed up?”
I nodded.
“Feeling nervous?”
“Well… yeah,” I said meekly.
“Ya know,” Braeburn told me, “if it hasn’t been said already – if ya can’t, we can stop.”
“I know, but it isn’t that, just…” I breathed in to put my racing mind into words. “…. Now that it’s actually happening… what do I do first?”
“Well first,” Soarin moved forward, “perhaps we should get you to get comfortable with us. Perhaps with a little foreplay.”
“Like?”
“Here,” Soarin offered his hoof to me. I took hold of it and he guided me over to them while he was laid back by his husband. “You can feel us anywhere you want to feel.”
“Ya can give us a lick if ya like,” Braeburn laid down too next to Soarin, spreading his hind legs. “Let’s have ya explore us a spell.”
I got a good look at what was between Braeburn’s legs. Though he was almost fully hard, I can tell that he was about a couple inches shorter than me – but he was a bit thicker. It was a rising black fleshy pillar that was hardening and gently pulsing to at least twelve, thirteen inches. And underneath were the apple size balls that were in a smooth, velvety sack.
Looking between the two of them, I gulped, “So… you two are okay with this, right?”
“By all means,” Braeburn took my other hoof and guided me to just above his waist. “We want this.”
Ya know, it’s one thing to fantasize about having to touch somepony – it’s another when you get to feel it. Letting my hooves trace down their coats, feeling the warmth and pulses from both of them. I let my hooves go further to where their fur got shorter and finer until I got to the bases of their fleshy shafts. Looking up for a moment to both of them, though they didn’t say anything, I can see it in both of their eyes that they encouraged me to go a bit further. So, I wrapped my hooves around them, lightly at first, to give each of them a slow stroke from their bases, up the mid-rings, and gently feel their sensitive heads. In a way it was almost surreal, to feel something that felt warmer – so alive that as my hooves stroked back down and up again, feeling each heartbeat from them from something so soft yet so solid… and when I tighten my grip a bit, it got a reaction out of them.
Soarin let out a relieved moan while Braeburn sighed.
“A little tighter,” Soarin groaned.
“And a bit faster,” Braeburn let out a relaxed mutter, shutting his eyes and resting his head on a pillow.
There was something about it that was so exciting that I think I’ve shuttered that with a grip and a stroke, I was able to give these two such pleasures. Almost as if I was the most desired thing in the room – which, yeah, I know that sounds selfish of me saying but… that’s how it felt. Stoking them, feeling these thick tubes throb in my hooves – and we haven’t even gotten to the main event yet!
Meanwhile, I felt my own stallionhood getting stiffer while I was still laying belly down. That while I was preoccupied with giving these gorgeous husbands a hoofjob, my hips unconsciously grind my shaft on the quilt. I wasn’t aware until Soarin sat up a bit and asked, “You wanna have – ohh – us do something down there?”
“Huh?” I looked up at him.
“You’re getting turned on,” I squeezed his mid-ring a bit tighter and I saw his flare growing. He shut his eyes and pulled my hoof away, “Wait! Hold on, hold on…” Soarin took in some deep breaths and consecrated with his eyes closed. I saw his flare deflate. “Sorry, I was close.”
“Ya wanna switch this up a tad?” Braeburn asked.
“Yeah,” his husband nodded, “I need a break.”
“How about this,” Braeburn pulled my hoof away from his stallionhood, “ya get the lube while Ah get ‘em ready fer ya.”
“Oh?” I asked, really feeling the heat of my blush, “What do you want to do?”
“Come a bit closer,” he patted the bed, “and flip over.”
Crawling over a bit I rolled over, letting my stallionhood flop into the open. I watched Braeburn lick his lips as he got up and walked above me. Over to the side, Soarin got off the bed to grab the bottle of lube. At first, I was wondering what they were doing until I saw Braeburn’s cock right above me.
Looking down, Braeburn bends his neck to look under me. “We’ll have Soar get yer rear-end nice and slippery first. And while he does that, how about we get a taste of each other.”
“You mean…” I looked between him and his shaft. “A B-J?”
“Well, a sixty-nine is more like it, but yep!” He lowered himself a little to where his member barely touched my nose, but given how turned on he is, it just slapped against his stomach a few times. “But Ah don’t want ya ta finish though, jus’ enough ta get ya ready.”
“So how do I-”
“Lick yer lips first,” he instructed, “then curl ‘em over yer teeth so ya won’t scrape it. A little suction would be nice but don’t go crazy. And ya can use yer tongue too, but Ah say do what ya makes ya feel good.” Then with a wicked smirk, he took my shaft in his hoof and said, “Like so…” And after licking his lips one more time, I saw him open his mouth and took the tip in.
I gasped. Not only is it true that it was better than clopping, but I could never be prepared by the warmth and slickness of it all. Up to that point, I never felt anything like it. How he circle’s his tongue around the flare sent my nerve ends into overdrive. But this lasted for a second as he withdrew, “Get the idea?” He asked me.
I nodded.
“Hey Brae,” I heard Soarin say, “Would you mind spreading him a bit?”
“‘Course hon,” Braeburn bends my legs apart as well as reaching down to my flanks, leaving my hole completely unprotected. He looked back down again, “Wanna give it a try?”
As if he had to ask me twice.
Taking his stallion meat in hoof, I angled it and my head where his flare touched my lips. Now I didn’t just take it all in one gulp, but given that this was my first time giving someone a B-J, I figured to just give it a lick. After quickly wetting my lips, I licked across the flat end of Brae’s flare before letting it circle around the fleshy outer rim. I didn’t notice much in taste going over his glans except for a very faint hint of salt. Wetting my lips again, I opened my mouth wider to suck him in. As I did so, I felt a hoof that touched my ponut. At first, I wasn’t sure who was touching down there, but from the wet feeling that was circling around, I figured it must have been Soarin lubing me up. He wasn’t pushing in deep, just massaging that spot that got wider and he applied a little more lube. Above me, Braeburn took me in again, this time taking a little more into his warm mouth as I did the same.
On the one hoof, it was a little strange to have something this alive in your mouth. Not only can you still feel the warmth, but you can sense every throb from the other guy as you take more in. But on the other, it was almost indescribably erotic to move your head in a little, hearing out the muffled groans and moans from the other guy as he’s doing the same thing. Although he was washed, he still had a taste that I can only describe as the very essence of masculinity. I know it’s vague, but even now it’s still hard to put into words. Then when he lowered himself down, I almost panicked as I wasn’t sure I would even take it all.
“Just relax Slipper,” I heard Soarin said as he continues to massage me. “You’re doing great.”
I rested for a moment, trying to relax my throat as much as possible before I raised my neck to take in as much as I could. However, before I could get to his mid-ring, I felt his flare touching my throat, and… well, I gaggled. I frantically tapped on Braburn’s cutie mark in hopes he would get the hint. And immediately, he pulled out, with me coughing.
“Shoot! Ah’m so sorry,” I heard Braeburn apologize, “you okay?”
“Sorry,” I said after a cough, my voice sounding hoarse. After clearing it I added, “I don’t think I can-”
“Dude, not everyone can deepthroat.” I heard Soarin say.
“Even Soarin can’t do it with me.” His husband added. “Should have said ya don’t have ta do that.”
“Still,” I said, “for a moment that was pretty hot until that.”
“Maybe next time,” I looked down to see Soarin stepping back, “you’re all lubed up from this end. But Braeburn and I still need to do the same.”
“Has he told you how I wanna…?” I waved a hoof.
“Trust me, I’m looking forward. So how about this,” Soarin went around to get on the bed next to me, “how about you let Brae lube up that monster while you do the same for my hole.” He added shaking his flank.
It took some rearrangement. Braeburn got off of me, and I tilted on my side. Soarin handed the bottle of lubricant to me and I pour the clear near gel-like stuff in my hoof before giving the bottle over to Braeburn. Now he was busy greasing up my shlong and his, I turned over to Soarin. He looked over his shoulder at me with a smirk at the edge of his lips and using his wings to spread his flank a little further while flipping his tail to the side. There underneath his dock and above his taint was his very dark blue ponut. A fleshy ring that being thoroughly washed beforehoof gave it a dull shine.
“Be sure ta rub that stuff along sides of his flanks,” Braeburn advised, “ya don’t want it chafin’.”
Nodding, I reached out towards that tight-looking, almost puffy hole. Gently pressing my damp hoof against the very center and making rings around it. Essentially doing what he did earlier, just feeling around that area that very soon I’m going to penetrate. Feeling the very hole that I was about to lose my virginity in.
“So Clipper,” I said, getting his attention, “just so we’re clear, are you sure you want all of… well…” I gestured over to my stallionhood that was being coated in shiny lube. “I mean, maybe I’ve asked this before, but are you sure you can take it?”
“I’ll have to show you all the toys we have, but oh yeah,” he nodded, “not only I can take it, but I needed this too.”
“He can take it,” Braeburn said, “but what about mine? Ya sure ya wanna lose it this way? Ah don’t wanna hurt ya after Ah… ya know.”
I glanced down at his still erect shlong. “I… well, I guess I could give it a try but… just be careful.”
“Ah will.” He finished up by wiping the lube off his hooves with a rag and tossing it over to me. “Ah think the easiest way ta do this is fer ya ta go first and Ah’ll hop on after.”
“Okay…” Taking in a deep breath, with the light scent of musk and lube that made my nostrils flare, I took extra care to mount Soarin. Or rather, somewhat walked over him until I could lower myself down on his back. At first – I’m embarrassed to say – I didn’t see where I was aiming. I was getting so excited down there that my stallionhood kept throbbing and missing its mark. My head poked his flanks and his taint but not to where I wanted it to go.
“Here partner,” Braeburn put a hoof on my dock and the other holding my shaft, “let me guide ya in.” Then I felt it Soarin’s ponut, that it just kissed the center of that fleshy ring. “All lined up now. Soar, ya ready?”
Beneath me, I felt Soarin’s flank slightly pushing back. As if he was teasing me to plunge inside. “I want him inside me.” He said, looking over his shoulder, almost pleading with me, “C’mon Thunder, put it in.”
I felt a pat on the flank, so looking over, I saw Braeburn smile and nodded with approval.
This was it.
So resting my hooves on Soarin’s shoulders for a bit of leverage, I pressed a bit harder. Of course, I didn’t just shove it in (though as much as I wanted to), instead, I took my time to savor this moment. I felt how his ponut was giving some resistance, even when I felt that it was starting to widen as I pressed harder. On Soarin’s end, he was breathing to relax as much as possible. At one point, he was gritting his teeth so I asked him if I should stop.
“No.” He shut his eyes tight and rested his head on the pillow. He muttered, “Keep going, keep going…”
So I did. At first, I thought I was too big, that I was afraid that I might actually hurt him on the first try. But despite the discomfort on Soarnin’s face, neither he nor his husband said anything. I kept pushing, rocking my hips to spread the sphincter wider and wider until…
It popped in. Soarin and I gasped, my eyes went wide at how unexpectedly tight it was. I even looked down between my legs to make sure, but yes! It was happening.
“So…” Braeburn said amusingly, “How is it, boys?”
“Holy shit he’s huge!” I heard Soarin say under me.
“And you’re tight and… a-ah… warm.” I said before adding, “You want me to pull out?”
For the first time, I saw Soarin do something that I’ve never seen him do – he glared at me. “Don’t you dare! Just… mph…” He rested his head back on the pillow again. “Just give me a sec.”
I looked over at Braeburn, “Does this usually happen?”
“More or less,” he said stroking himself. “But wait on ‘em first ta give ya the okay ta go deeper.”
“So when-”
“All the way, then Ah’ll do it.”
About a minute or so later, Soarin told me to go in deeper. At a slow pace, I gently rocked myself in. Letting my stallionhood, inch by inch stuff a little further past the hugging ponut, down the slick, lubricated walls that I felt the heat from. Then, before I could get to the mid-ring, I felt a small bump; and when I brush past it, Soarin let out a loud moan.
“What was that?” I asked Soarin.
He chuckled, “Let’s say you- Ah! Ooh… found my happy spot.”
“Jus’ a little more,” Braeburn put his hooves on my flank, pushing me in further until my mid-ring was right up Soarin’s ponut. “That’s right,” he pushed harder, “Alll the way in…”
I didn’t resist, letting myself plowing deeper than before, letting the ring spread his hole a little bit further before I kept going in. Not stopping until my hips touched his flanks, grinding up as deep as it could go. Even my balls were right up against his. And I let out a deep, relieved sigh. On this end, I could feel Soarin’s slick guts – I know it sounds disgusting, but it gets hard to describe being so enveloped completely in that tight heat. How didn’t I flare up and finish right there? It took a lot of willpower not to start humping and ejaculate in seconds.
Hey, it was that good.
“Goddesses Soar,” I heard Braeburn say, “you’re so damn hot.”
“You too, hon,” Soarin let out a blissful smile.
“Now then,” I felt the bed shift and Braeburn lifted my tail. “Ready ta pop yer cherry at this end too?”
Although I was balls deep, feeling how indescribably amazing being on top was, I asked almost hesitant to make a reply. Again, Brae was almost as big as me, and from what Soarin showed, he almost couldn’t get me in. So, before I answer back, I asked Soarin, “How does it feel?”
“Full, but in a good way.” He gave a reassuring grin, “It’s intense, but if you relax as much as you can. I think you’ll really enjoy it.”
“It’ll feel weird at first,” Braeburn positioned behind me, a hoof on my back and something very warm and thick poking against my back entrance. “If ya need a moment ta breath, say so. But give it time, and you may find more pleasure ta it.”
With that in mind, I tried to breathe in. Getting myself to relax my hole as much as possible. Hoping to prepare myself for what was about to happen. “Just… obviously go slow.”
“Okay,” Braeburn lined himself up against me, “stay calm and… deep breath…”
Breathing in through my nose for a lungful of air, I felt his stallionhood being pushed up against my slippery ponut. At first, it was weird as I’m more used to having stuff… well… come out, but rarely the reverse. For a moment, it wasn’t overly uncomfortable as it was odd. But then, at a certain point, my hole felt like it was being stretched wide. I almost thought he was trying to stuff his whole hoof inside me. In fact, right when I was about to tell him to stop that it was getting too much – it happened. I felt Braeburn slip his head right in and I cried out, “Gah!”
“Don’t tense up!” Braeburn warned, stroking that area on my back between my wings. “Just breathe, if ya don’t relax, ya might really hurt yerself.”
For a minute or two, I was trying as hard as I could to ease up my rear. It was the first time I had something that big being up there. Again, it wasn’t overwhelmingly painful, but it did take some time for me to get somewhat used to. It was a weird experience for the first time, considering that the guy wasn’t fully flared up yet.
Braeburn asked if it’s alright for him to move and I nodded, “Just remember ta say somethin’ if it does get too much.” And then he started to move. Like how I did, he gently rocked his way in. It was a good thing I was already in Soarin when I was being penetrated, that with every little thrust from Brae’s end, it rocked me a bit into his husband. That for every moment being stuff, it was being equated to the tightness that gave me the much-needed relief.
Then suddenly, Braeburn touched something in me. His shaft glided over a firm spot that was so sensitive that I let out something between a shocked gasp and a moan.
“Looks like Ah’ve found yer happy spot,” although I didn’t look up, I imagined Braeburn grinning a mile wide when he said that. Immediately right after, I felt something slightly bigger prodding at my hole. “You’re doin’ fine. Just relax now…” He pushed a little harder and suddenly I felt I was completely stuffed. I heard Braeburn groaned, “That’s it… Ah’m all in now.”
I certainly can feel it. While Soarin moan when I twitched slightly down there, on the other end is a different story. They weren’t kidding when they said that taking it up the flank was intense. Not just because of thick and deep, it was, but I could feel everything from Braeburn. Every subtle throb, every heartbeat, it touched and massaged areas I didn’t know existed.
“Ya took it all like a champ,” Braeburn patted my flank. “How’d ya feel?”
“F-Full.” I stuttered, trying to not climax right there. After all, Braeburn was pushing a lot of buttons inside while Soarin constricted his ponut around my shaft. “Guys I… I don’t know if I’m gonna last long.”
“Close already?” Soarin asked.
“No but… if this keeps going, I’m gonna blow.”
“Is that so?” Braeburn said in his sexy country drawl. He then rested down on my back. I can feel the weight that, although not heavy – it certainly made things even more real (if that makes sense). That I could feel him shift more, trying to get himself deeper than every while having me do the same to Soarin underneath me. He craned down to Soarin’s ear, “Ya hear that Soar? He’s almost there. Can ya feel his flare expandin’ inside ya, makin’ ya feel so full? Do ya want me ta make him shoot rope after hot, sticky rope of his seed inside ya? Ya wanna feel that virgin’s cum bein’ pumped inta that tight little hole of yers?”
Although practically being crushed underneath two stallions, I could feel him squirm underneath me. Soarin, his face rosy pink looked up at his husband, “Yes! I want it! Make him cum for me, Brae.”
I felt Braeburn getting up a little, taking the weight off my back and moved his stallionhood out of me. But he stopped when his mid-ring popped out and his head was right up against that sensitive spot.
“Ah did say before,” Braeburn told me, “That our guest should always cum first.”
“But… what about you two? I-I mean this is amazing but… I want to make you guys feel good too.”
“You’re such a sweetheart,” Soarin said.
“We do feel good,” Braeburn added. “Don’t worry about us though. Fer now, just focus on yourself. And by all means,” I felt him nuzzle my neck, “don’t hold back.”
“Well… okay,” I repositioned my hindlegs, “I’m gonna start moving now.” So I moved my hind legs, lifting myself up a little. While I slunk out from Soarin, I was being stuffed by Braeburn. I kept moving up until my flank touched his hips and felt his heavy sack just above mine. Then I moved back into Soarin while moving away from Brae’s stallionhood. No matter which direction, I was being bombarded with sensations that were unknown to me from masturbating. Grinding myself into somepony’s flank while moving up to get the same treatment was mind-blowing.
Picking up the pace, I could feel the two started to move also. That as I plunge down into Soarin, he raised his flank up to meet me. And when I pull upwards, Braeburn humped into me. Maybe from an outside perspective from behind, it probably be like watching like the folds of an accordion moving and colliding back and forth, forward and back. And man did we make some noise! Soarin whinnied under me when I plunged into his tight ponut while Braeburn grunted as he plowed deep in me. And I let a rhythm of moans and cries between them. With my senses being so overwhelmed, with being inside Soarin’s constricting hole and Braeburn’s nearly jackhammering away – my mouth couldn’t be silent from the mind-numbing pleasure I was getting at both ends.
And predictably, there was no way I could have lasted long. In a matter of minutes (though I don’t remember how long exactly), I felt that familiar rush from between my legs and Soarin moaning out from my flare that was expanding inside him.
“I can’t hold back,” I warned them, “I’m gonna- AH!” Without warning, Braeburn pushed me into his husband, his hooves on my flanks. I felt his stallionhood pumping as fast as he can – rubbing me against that spot while I was pinned into Soarin’s depths.
That sent me over the point of no return. With Soarin, tighter than ever; and Brae just ravaging my hole that I gasped as I felt that I was dumping my seed. Spurt after eye-rolling spurt. Reaching an orgasm that I swear was on a new level. That while I was coating Soarin’s insides white, Braeburn didn’t let up as he plunged into me. I felt my ponut constricting and relaxing while he furiously rubbed that spot that encouraged me to ejaculate more.
“That’s it…” I heard Soarin say, “fill my ass!”
As much as I wanted it to go on, that intense moment fade and Braeburn mercifully stopped thrusting into me. I was left panting, still being sandwiched between these two.
“Congrats Thunder,” Braeburn patted my back, “you’ve officially popped yer cherry.”
“Hurray for me,” I moaned, my mind being foggy in the afterglow. “Give me… a minute.”
“Sensitive?” Soarin asked.
“Uh-huh,” I nodded. “You guys were right, that was intense.”
Beneath me, Soarin laughed, “I noticed! Man, you really filled me u-”
“I want to get you guys off too.”
There was a pause between the husbands. After a beat, Braeburn tapped on my shoulder, “This is supposed ta be about you.”
“I know but… after what you guys just did… I owe ya. Both of you.”
“So, you wanna keep going?” Soarin craned his head over to me.
“Yeah,” I nodded, “And uh… I have something in mind that I think you’ll both like.”
They asked me what it was.
“Braeburn, you can stay where you are. But Soarin, could I suck you off?”
“Oh?” Soarin was confused at first but it quickly clicked, “Oh! You want to do a spit roast?”
“Hey don’t get me wrong, your husband’s huge, but I can’t swallow him, ya know?” I quickly added, looking over my shoulder, “Eh, no offense.”
“Where Ah’m at,” Braeburn grinded himself into me, getting me to let out a whinny, “no offense taken’.”
A minute later, I said that it was okay for Soarin to pull out. As much as I made room for him to get up, he pretty much crawled underneath me. He had to go slow as I felt him pulling on me until there was a snag with my somewhat flared head. But after he pulled out, I got a good look at his hole that was dripping in semen. I could swear that there were rivers of white that leaked out.
“Shit…” Soarin sighed. Still looking over his shoulder, he gave a hoof a teasing shake, “You got to try him out on this end sometime, Brae.”
I felt Braeburn throb inside of me.
Soarin turned around and sat down in front of me. For a moment I thought about all that cum that was staining the covers that we were on. But since we’ve already been this messy – no need to care about it now. After all, Soarin spread his legs to me, showing his stallionhood that, although smaller than Braeburn, was something that I can take.
“Go on Slipper,” Soarin touched my cheek, “give it a lick.”
Oh, I was going to do more than that. This night wasn’t over just yet.
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