Almost [Chapter Ten]

Kinks: Edging, Bondage, Roleplay

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Prelude: The Staredown

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POV: Oliver

There's usually an element of awkwardness or shyness when two edgees are brought together in a single session, even if they both wanted it to happen. It's that feeling of suddenly being in that situation where you must now declare yourself vulnerable to the other guy, not just to the edger. That takes a bit of encouragement, or at least someone brave (or horny) enough to make the first move.

Not Jeff. Not Raymond.

The two horny boys in front of me lost no time in racing to get things started with me the moment they took their respective seats. Jeff practically peeled his shirt and jeans off, revealing a nice, tight pair of blue jockstraps. A good quality one too, I might add. A really angry boner struggles within its confined pouch, soaked in his glistening pre-cum.

Obedient and straight to the point. Here is a guy who means business and is ready to be presented as a legitimate challenger.

Raymond, however, being the arrogant champ that he is, took his sweet time in unveiling his own competitive form. The jersey shirt slowly came off to reveal his own packed physique and the shorts took some teasing to eventually fall down to the floor, revealing absolutely nothing underneath.

Moves and countermoves. He moved with the confidence and charisma that he commands within my domain, and I can tell it was a calculated move to either demoralize his opponent or distract him well enough to break easily at such a sight.

Well played. The challenger appears sufficiently shaken by the gesture, his eyes fixated on the champ's twitching, pre-cum-dripping cock.

"Shit, Ray." Jeff gulped, biting his lip in anticipation. "I know I've seen that once or twice sa shower, pero never did I imagine it to be that excited when you mean it."

"Sakto lang, Cap." Raymond replies matter-of-factly, flexing his dick so that it twitches again and releases the drop of pre-cum that had dangled from its engorged head.

I've seen their dicks long enough that I know how each one looks even with my eyes closed, and it's quite clear that Raymond wins in the size department alone. At an impressive seven inches - a rarity, I'll tell you - he's certainly got enough length to reach deep in whatever his cock finds itself in, although Jeff certainly wins it on the girth and thickness spectrum - the only thing Raymond has going for his own dick is that the head is prominent and easily gets swollen with little stimulation. I always refer to it as a battering ram that easily breaks down on impact because said dick head is so sensitive.

"Pucha, kaya naman pala tuwang tuwa si Ollie sayo na i-edge ka, mahaba yung hinahagod nyang tite." Jeff teases him, his own dick swelling further under the jocks. The sight of his competition is definitely turning him on as well. He turns to me and bites his lip. "And I thought mine is long and proud. Tangina ka, Ollie, yung tite pala ni Ray yung madalas mong pinapakita sakin?!"

"You wanted to see the best dick, I just granted you your wish." I shrug casually, Raymond's cock getting harder in my peripheral vision as he took in those words. Obviously he knows about it because I just told him earlier.

"Hot din kaya ng sayo, Cap." Raymond eggs him on. "Didn't Ollie tell you I always like seeing and hearing your stuff tuwing magpapa-edge ako sa kanya?"

"Daya mo, alam mo palang ako yun." Jeff pretends to be unaware of the details I spilled earlier. "I guess there's no need to put up an initial guard."

He slips off the jocks in one sudden gesture, his thick member springing out of the constrained pouch and greeting its competition with equal excitement and arousal.

Now both guys are naked, hard, and definitely quite horny.

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Rules of Play

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POV: Jeff

Oliver secures us on the chair, our hands and legs strapped down - the usual measures to prevent us resisting against his touch. I watch as Raymond is secured first, obediently surrendering himself to Oliver's control, grinning at me and flexing his dick like a kinky form of a handshake. Or fistbump. Dickbump? Does that even exist?

"Raymond's had a lot of guys edged alongside him, so sanay na sya sa usual techniques and approaches ko pag may kasama." Oliver starts to explain as he moves to secure me in turn, allowing my hands and feet to be secured as well and not offering any resistance. I certainly won't show signs of hesitation of weakness in front of Raymond at this point, not when he's an obvious pro at all of Oliver's tricks.

"Sarap ng may kasama pa-edge, Cap, trust me." Raymond wags his eyebrows and bites his lip in excitement. "You're gonna love this night, even if matalo ka."

"Which is why," Oliver cuts him off, the last strap on my leg tightening a little more than it should as he emphasizes on his words, then loosening it to a comfortable grip again. "Since this is a special competition between you two, it will be a new experience for both of you. Not your usual paired edging sessions, Raymond, and certainly not your usual solo edging session, Jeff."

"Weh? The fuck?" Raymond looks like he'd just been sucker-punched.

It was my turn to grin and be cocky.

"Looks like the champ's gonna get surprised tonight. Your expert prep won't be helping you." I fire back at him with an equally-challenging tone.

"There will be several rounds of play, where I'll be edging you with special twists and challenges." Oliver takes a seat on the bed and picks out one of his lubes from the collection on the bedside table. With the appraising eye of a connoisseur, he continues to explain the rules. "Syempre, the goal is to last longer than the other, so kung labasan ka at any point during the night, you're the loser. No extra chances, no ifs and buts. Is that clear?"

"Yes, sir." I obediently reply before Raymond could even speak. My heart is pumping fast under all this confident facade, since FUCK I DON'T HAVE ROOM FOR MISTAKES OR DISTRACTIONS!

If I break, I lose.

No way in hell I'll let that happen!

"Exciting!" that was all that Raymond gets to say after hearing my response. Both our dicks continued to stay hard, as if relishing Oliver's every word as if it were a stroke on our cocks.

"As you two agreed, winner gets to be edged solo while the loser watches helplessly. That will happen at another time, not tonight." Oliver continues. "Of course, even with a winner declared, the challenge will continue and the loser will see how much longer the winner will last. Consider it a display of power, pagpapatunay kung gano katindi yung kakayahan ng winner na tumagal."

"Crush the enemy's willpower, it's a sound strategy." I comment and nod agreeably. As a team captain, I know of this quite well, as I always push the team to always play at their best and demoralize the enemy with a show of strength.

"How many challenges are we looking at tonight?" Raymond asked eagerly, his anticipation and excitement growing at every minute. Damn, he's such a font of lust that I almost envy it. He's so well-trained and used to this experience!

"Several. That's all you need to know." Oliver spreads lube on his hands and flexes his fingers. "Let's get started."

FUCK, ETO NA!

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Round One: The Exchange

Jeff's Turn

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POV: Oliver

"The first round," I let that hang for a bit before continuing, watching my two competing edgees ready themselves with muscles and cock flexed. "Is called 'The Exchange'."

I wrap one of my hands on each of their cocks and give it a single upward stroke, spreading my extra-slippery lube on their erect lengths. A low moan of satisfaction escapes both their lips, an infusion of their initial sexual high.

The harmony of their aroused voices was intoxicating. I confess I got harder at the thought. What, you don't think the visual feast laid out before me hasn't made me hard yet?

"I'll give each of you ten minutes to instruct me on how I should edge or please the other guy." I watch the look of shock on their faces as the suspense drops, my hand moving in synchronized downward strokes. That silenced the shocked expressions. "Be as creative as you want, throw the worst you think they can't stand and I'll push the other guy to the very limit of his lust with the instructions you'll give me. Any questions?"

"Clear enough." Jeff quickly snaps himself out of his euphoric lust and answers first again, ever ready to upstage the top edgee. Raymond just nods, his gaze fixated on Jeff, eyes wet with an equal amount of horny. It's quite clear the gears are turning in their heads, thinking up devious ways to weaken the other.

Or the gears are grinding to a halt because lots of arousal is clogging up the rational mind.

"Good." I set a timer on my phone for ten minutes and turn to Jeff. "You go first, Jeff."

"No fair!" that snaps Raymond out of his fantasies and quickly protests. "Why does Jeff get to go--"

"Stroke him fast and hard, Ollie!" Jeff immediately barks out.

I run the timer and cut Raymond's words short with a quick burst of strokes, a series of pumping sensations that my extra-slippery lube magnifies. His protests quickly become moans of pleasure as his dick welcomes my hands back, every inch of his muscles tensing up immediately against my touch.

Hello, Ollie's hands, my old friend.

"SH-SHIT...!" Raymond tenses and grits his teeth, his eyes still fixated hard on Jeff, who was sneering at him. "Tangina, aaaah, ANG SARAP, OLLIE! I missed this!"

"I know you cum quick at his quick strokes, Ray. I've seen the videos." Jeff smiles deviously as I just continue my swift up and down motions. I make sure to squeeze outward at every upward stroke, as if I'm forcing his cum out, all the while impressed at Jeff's talent for observation.

It seems hindi lang puro libog ang nasa utak nya pag ine-edge ko.

"F-Fuck you, C-Cap...!" the champ is quickly reduced to a moaning mess as his helpless hot form becomes unable to give relief to his swiftly-stimulated cock. He made several vain efforts to struggle, but it only did so much as cause his chair to grind its legs against the floor. "Hu-human... putangina, FUCK... humand-- haahh... shet... ah, sarap, put-- HUMANDA KA SA KIN MAMAYA, CAP!"

Raymond's scream was immediately followed by muted whimpers, his outburst of energy quickly leaving him as the body resolves to invest it in what little resistance is left. The pre-cum oozes out in thin streams and mixes in with my lubed hand, further compounding his agonizing pleasure.

"Just this, Jeff?" I turn to the challenger after checking on my running timer. Almost four minutes in. Hardly record time for a cumshot - I'd be disappointed if Raymond breaks this fast.

"Of course not, Ollie." he continues his arrogant streak. "Polish his head next."

Oh, he's good. Raymond's eyes widen with fear at that.

His weakness.

"As you wish." I shrug with a smile, my last upward stroke changing to wrap my hand firmly around the head of his dick and polishing it in circles. I always enjoy doing this to Raymond because his large cock head almost feels like a tiny doorknob.

The sort of tiny doorknob you can't resist not polishing.

"HAAAA-AAAA-AAH!!!" Raymond howled, tossing his head back repeatedly, gigil na gigil sa magkahalong sakit, sarap, and everything else in between. "OLLIE, PLEASE, WAG MASYADONG MABILIS, SHIT, SHIT, SHIIIIIT!"

From my relatively-free and idle hand on Jeff's cock, I can feel it throbbing and pulsating angrily, a sign of his ongoing excitement and arousal at seeing his strategies manifesting before his enemy. I don't even need to move my hand to edge this guy right now, because he's obviously riding out this sadistic pleasure. Every now and then, precum would ooze down its impressive length and greet my hand, a trickle of warmth.

"Yeah, you like that, Ray? Sarap no? Putok mo na para tumigil na si Ollie!" Jeff jeers him on, taunting Raymond to break his willpower further. Unfortunately for him, Raymond appears deaf to anything else but his own moaning right now.

A long trickle of drool trails down from Raymond's parted lips as his relentless screaming gives way to another wave of muted whimpers, his head drooping to stare helplessly at his still-being-tortured cock. I peered down to check on him and his eyes are unfocused and wide, his brain clearly frying at the overload of sensations.

And then there's the throb.

HUH.

He's close.

"Oll... lie..." Raymond whimpers. "F... fuck, Oll... lie... Y-yan..."

I check my timer. 8 and a half minutes. He must be that turned on with Jeff to break this easily if he's really close.

"Now finish it with your fucking strokes, Ollie." Jeff orders me. Frankly, it gives me some relief, since half a minute more and I'm sure Raymond will cum.

Not that I'm biased towards Raymond lasting longer, but I wouldn't want the competition to end that quickly. I don't know if Jeff is playing to win or if he's playing to torture Raymond.

Maybe both. I just smile at Jeff and slide my fist down Raymond's cock again, sliding up and down in deliberate, tightening-and-loosening strokes. I know what Jeff meant with fucking strokes, and he wants me to basically make Raymond shoot in my "fake pussy or ass" hand.

"MMMMH!" Raymond clamps on his lips to muffle his moan and maybe a feeble attempt to distract himself, his legs instinctively spreading and closing to embrace my gentle, tight strokes, then resist. Hagod pataas, hagod pababa. Kantot ng kamay paulit-ulit, a rhythm of pleasure and agony combined that drives every edgee I've had out of his wits.

"Is the champ going to break?" I ask Raymond with a sly smile, every stroke I deal being greeted by an angry, involuntary throb of his cock. "Are you gonna surrender to your Cap?"

"N-no..." Raymond almost forced that sound out of his lips. He steeled himself and glared hard at the amused-looking Jeff. "I gotta show... I gotta show Cap how it's done!"

Wow.

And here I thought moments like these only exist in anime.

DING.

"Whoop, ten minutes up." I finish off with one final downward stroke - one really tight, really slippery, real pussy-like downward stroke - and keep my hand firm against the base of his cock.

Raymond felt like he had run a marathon with the way he was panting, gasping for breath. A thin layer of sweat had started to coat his body and his muscles were tense and hard, His legs were still shaking involuntarily, as if trying to seek my hand to be fucked.

"Next up," I let go of Jeff's cock and reset the timer. "If you're still sane, Raymond, it's your Captain's turn to receive your revenge."

"I'm ready." Jeff sneered.

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Round One: The Exchange

Raymond's Turn

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POV: Jeff

"Timer's running, Ray." Oliver runs the clock and the seconds tick away.

Heh, perfect.

He's lost the initial energy to push for an advantage.

"F-Fuck you, Cap..." Raymond took a deep breath and grinned at me. "Give his head a good stroking, Ollie."

"Psh, you can't possibly think the same move would work on--"

WHOA.

FUCK!

My cockiness was cut short as an electrifying wave of pleasure erupted at my cock head, a choking sensation that bordered on cock polishing and cock stroking. My eyes rolled back at this new surge of pleasure that I have never experienced before.

"Knew it." Raymond's triumphant voice slowly gained strength at my ears, my defenses giving way and throwing my floodgates of lust open. "He hasn't done that move to you yet, has he, Cap? Tsk tsk, kulang kapa sa advanced courses with Ollie."

"F-fuck...!" my brain tells me to resist and fight, but my cock is screaming MORE!

PUTANGINA, MORE!

I mustered enough willpower to look at what miracle Oliver is working on my cock and DAMN, the sight of it made me so much harder I felt the skin of my cock stretch to its very limit.

Oliver's hand was firmly wrapped at the upper half of my cock, giving it what seems to be half-strokes up and down. He gives a milking squeeze and polish at my cock head, pressing out my beads of pre-cum, then slides his hand down my dick just a few inches, stopping near the middle.

"D-damnit, Ollie!" I howled in frustration. "All the way, please! PLEASE!"

I thrust up and almost carry the chair in my motions, but Oliver moves his hand up as well to just keep it on the upper half of my cock.

"You can struggle, but you can't control my hand, Jeff." Oliver just shook his head with a smile. "I was expecting to use these moves at a later session, but I guess now's as good a time as any."

"Putangina, ang sarap, Ollie...!" I shifted my body's responses and tried to embrace this surge of horny high, to ride it out and hopefully that keeps me sane and grounded.

It does not, unfortunately. My dick begged and begged hard for Ollie to slide that hand deeper.

"This is an edging competition, Cap." Raymond continued to jeer at me. Now he's the confident, mocking one. "And I came prepared to play the long game."

Long game.

Shit.

I threw my head back at the chair and let out a long, frustrated moan of pleasure. Oliver's stroking was so slow, so meticulous, that every nerve in my dick can feel his sliding up and down, like tiny contact points of electricity that short-circuit my brains one wire after another.

"Four minutes, Ray. Tuloy ko lang?" I hear Oliver ask Raymond.

Puta, four minutes palang?!

Why does this feel so much longer than Raymond's entire round?!

"Finger massage, Ollie." Raymond gives out another order that is foreign to my ears.

"You're really shocking him with moves he doesn't know yet." Oliver just snickers.

"A... ano yun... haaaa...?" I whimper as the tide of agonizing pleasure finally lifts. "Finger... ma... HAAAAAAA!!! MAAAA-HAAAA-SAAAAAGEEEE PUUUTANGINAAAAA!!!"

What are words.

I can barely syllabicate at this point as my dick head receives a different jolt of pleasure that felt like scratching an itch, but in an equal mix of beautiful and beastly.

The length of Oliver's index finger and thumb rubbed against the edge of my dickhead - later on, I would learn that it's the dick's crown, or corona - sliding along the tiny bumps that had decorated the ridge of my dick head - this one I would also eventually learn was called my pearly penile papules, which is a perfectly normal thing for guys to have, by the way.

In my situation, having it means agony, as the bumps are, as I now discover, quite sensitive.

FUCK, it feels so good!

He's not even rubbing my entire dick but FUCK, my pre-cum's flowing like syrup oozing out of a tap.

"OLLIE!" I hear myself scream his name. I have been moaning and screaming incoherently these past few seconds, and only in really lucid moments do I catch myself spouting words that actually make sense. Para na ata akong sinasapian ng mga avatar ng kalibugan. "Ollie, it feels so good, putangina! Para akong kinikiliti na pinaparusahan, ang sarap, PUTA! PUTAAAAAA!"

I guess it was wrong to spout my thoughts out loud, because binilisan ni Ollie yung pagkiskis ng daliri nya nung sinabi ko yun. Napamura nalang ako ng napamura.

"Kayanin mo, Cap, I can last half an hour with that move. It's one of Ollie's good ones!" Raymond's tone sounded less mocking now, at least from what my lust-induced hearing filters are giving me. The voice I'm hearing is more supportive, more like cheering me on.

Like as if he's enjoying seeing me suffer in front of him.

His Team Captain, a slave of pleasure to this master edger.

The emasculation I'm receiving must be driving him horny with lust right now.

Fuck. It's driving me horny right now.

"How... how long pa..." I turn my attention to Oliver with unfocused eyes. "...Ollie...?"

I feel drool sliding out of the corner of my open mouth. My dick feels so swollen right now as I feel it getting thicker and thicker with every increased stimulation. Pucha, daig pa pag nagpa-pump ako!

"Almost done, Ray." Oliver turns to Ray, and I turn to him as well, licking my mouth and sticking my tongue out reflexively, like a dog that's begging.

Begging for it to stop.

Begging for release.

"Please, Ray..." I shove my depravity back and swallow my saliva and pride. "Let... me..."

"...have more fun, Cap?" Raymond teases. "Give him the same finisher, Ollie. Fucking strokes."

FUCK!

"No, no, not that..." my eyes widen with fear at those words.

Weakness ko din yun!

"Anything but that, Ollie, anything bu-- OOOHHHH, FUCK, OLLIE, F--- FUCKING FUC-- PUTA!"

My depravity returns in full force as Oliver treats me to the same agony he visited on Raymond - slow strokes that makes it feel like I'm fucking a tight pussy or ass. The reason why I chose this move to attempt to finish Raymond off kanina was because Oliver knows how to imitate ass or pussy quite well with just his hands.

To be honest, that was the move he drilled long and hard into my mind, because I needed to endure the wave of pleasure that comes with hard-fucking a pussy and / or ass. I must have fucked Oliver's hands more times than I've fucked an actual pussy or ass at this point, and the things he taught me with it did help me last longer.

Much, much longer.

Unfortunately, I don't think I can last much longer here...

FUCK!

STOP HAVING THOSE THOUGHTS, JEFF!

LABAN!

I visualized Raymond's final moments in my head - his determined, burning gaze directed towards me, his competition.

Yes.

I need to fight back.

I need to show him that I can end his reign!

I need to make him afraid of what I can do!

"Put... putan... putangina...!" unfortunately, the wave of pleasure does not stop simply because I decided to redirect my thoughts towards a passionate frenzy of determination. Nevertheless, I locked gaze with the champ long and hard, investing every other bit of my brain cells towards ignoring the insane wave of pleasure I'm feeling at my dick.

"Yes, Jeff?" Oliver asked me, his gaze also one of appraisal and calculation. I can tell he's sizing up my own willpower as well, observing if I will break or if I will rise above my current limits.

That bias (or at least, how it's appearing in my head) didn't stop him from cranking up his own hand performance, though.

"Mahaba pa ang gabi, Ray, putangina!" I just manage to growl back at him. "I'm not going to fall on the first round!"

DING.

And that ended that intense first round for us.

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Continued on Chapter 11