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Sons best friend part 2

Posted by: Age: 45 and 21 Posted on: 3 comments
13 likes 2416 views Category: Masturbation Male-Male Tags: edging, bondage, begging

Trent gets restrained and drained


Chapter 2: Restrained and drained

There are times when I think about telling my son that I am having a fling with his best friend of so many years. Then there are times when I suspect he already knows. Like the times early in the morning when Trent has stayed over the night before and has just finished blowing me in the living room, my fresh batch of thick man batter still coating the back of his throat as I bask in the afterglow of post ejaculation.

It is risky engaging in those morning rendezvous when my son is still in the house I know, and yet it adds to the thrill and excitement of the moment, the thought of getting caught. That said I bet the reality would be far from exciting, catching his friend sucking off his old man.

I do wonder though how he would respond to the revelation if I did decide to come clean. We are after all consenting adults. Besides I know when they were younger they fooled around a little, the usual youthful exploration, comparing their penises and mutual masturbation, I am sure you know the kind of stuff I mean.

Trent arrived at the house mid afternoon while my son was getting ready to go out. His fitted jeans indicated that he was wearing the wide chrome cock ring I had previously given him as a reminder of our sessions. It fitted tight and snug around the base of his cock and balls making his equipment push forward against the denim and offer up a clear silhouette.

Whilst my son is brushing his teeth in the bathroom I take the opportunity to grope Trents package, rubbing my palm over his bulge and following the outline of the goods beneath before undoing his zipper. I slide my hand within and feel that the bugger is already rock hard and moist, no doubt aroused before he had even arrived at the house with anticipation of the scene ahead.

I fondle and feel his bare pole, his hands already placed behind his back allowing me unrestricted access. I lean forward and whisper in his ear "Just you bloody wait" as I pull his cock free and stroke gently, retracting his foreskin slowly as he dribbles pre cum that sticks to my palm in a web like structure.

I hear my son moving around upstairs, some of the floorboards creaking and sounds of the doors opening and closing, unaware of what is happening beneath his feet as he continues to get ready, his mate already breathlessly groaning as I squeeze his shaft and rotate my finger over his frenulum.

Trent loves this daring game, the surrendering to my roaming hands and the feeling of exhibitionism. I have already performed this act in various places including whilst driving, pulling out his cock as he sits in the passenger seat beside me and tossing him off until he spills his load. But today I am not planning on allowing that instant rewarding release...

With my son finally out of the house and alone with Trent he is soon naked in the living room bent over the back of the leather couch, his wrists restrained with rope behind his back as I pull firmly downwards on his stiff erect cock with alternating hands between his spread legs, just like I am trying to milk a cow.

Because Trent had been so aroused from the moment of arriving a lattice work of sticky syrup like fluid already clings between his smooth trembling thighs, translucent threads anchored to his skin and bridging the space between his legs. My well oiled palms pull down one after the other, teetering on the sadistic as I build up slowly and within the first ten minutes allow him to feel the surge of the first orgasm, but not allowing him to follow through to the actual ejaculation as my hands pull away at the last moment leaving his member dancing away and throbbing uncontrollably.

I am pretty sure this is alien to him, usually his modus operates would have been to have shot his wad and be done in the first ten to fifteen minutes tops. Never prolonging the sensation, instead just a quick dash to the finish line, something I recall from my own impatient youth until I was taught by older more experienced hands in a not to dissimilar fashion. Restrained naked and bound tightly, having no means to control when I shot my load, the power taken away and in someone elses hands leaving me feeling so amazingly aroused and turned on.

I hear it in Trents groans and urgent whimpers, that same feeling of being helpless and unable to ejaculate when he wants. The intense arousal that verges on being excruciating, the ever so fine line between pleasure and discomfort.
My hands begin to stroke again before I change my technique, rubbing the palms of my hands to and throw with his throbbing cock sandwiched firmly between. Like a scout master trying to start a fire with sticks I rub quickly, the friction building and the oil that coats my hands heating up to provide a sensual warmth igniting his inner flame.

He bucks hard against the back of the sofa as he whimpers pathetically, gasping and puffing, his breathing becoming erratic. I bet he can hardly believe the intensity of pleasure he feels right now, the erotic bliss from being worked so proficiently, a skill that comes with age and practice and not being in a rush to shoot that load.

It is about another fifteen minutes later of stopping and starting when I can feel that he is close again. I allow the sensation to build, increasing and making him dare to believe that this will be the moment that I allow him to ejaculate, the final crescendo. I pull my hands away and tug down on his balls, the one means at my disposal to help prevent him shooting that precious load before I want him too.
His whole body jolts and shakes as he mutters under his breath "bastard"
"Not yet" I say in a calm voice as I smile at my seemingly cruel actions. But I know the reward will be great when I finally grant permission, but for now he will have to wait as my attentions are drawn to other matters, the firm rounded arse cheeks before me as I remain crouched behind him.

Trent begins to whimper and whine like a bitch on heat as I spread his arse cheeks. I sniff and snout around between them, my nose pressed against his crack as I inhale his musk. A slight dampness clings to the trail of light blonde hair and my tongue darts out to lap it up like nectar.

It is a fragrance I am familiar with, one that I had savoured previously on his discarded underwear, bringing about my solo gratification as I had pictured him naked and inhaled the intimate scent that was impregnated into every fibre. I am sure some of you will turn your nose up at such an activity (no pun intended), but it is a fetish that is common place amongst straight and gay men alike. A friend of mine when we was drunk and a little stoned admitted to sniffing his stepdads briefs in his youth on a regular basis.

So as I continue to explore his crack I suspect the tightly clamped ring that puts up resistance to my probing tongue piercing his hole has not seen much traffic in the opposite direction, maybe a curious soapy finger in the bath now and again but nothing more. Yet I feel him pushing back, welcoming the sensation of a hungry wet mouth at his sphincter, urging me to pass the barrier of muscle and break his seal.
Fuck I know he wants it bad. Every gasp tells me he is receptive to my advancement, and yet I want to make him work for it, beg for it. I want the fucker in an uncontrollable frenzy and gagging for penetration in that tight little hole.

With his cock still pulled down between his thighs my left hand grasps the base of his shaft and remains static as my right fist clasps his slippery engorged cock head and rotates from side to side, twisting in a motion as you would if squeezing a lemon of its juice. My face remains wedged in his butt as I slurp and lick his hole, feeling it quiver as his ring of muscle begins to relax and surrender to my persistence and persuasion.

A deep groan of approval signals my eventual entry and soon he is panting like an excited puppy as my tongue delves deeper.
Whilst it feels like just minutes have passed I suspect it is closer to an hour or more and I am aware of our time constraints. I begin to stroke down the length of his shaft, pulling my hand down and off the tip before quickly replacing it back at the base and repeating.
I pull my face away and admire his butt hole that is sodden with my saliva. Whilst I continue stroking down with my right hand I place the index finger of my left hand at his moist entrance, making small circles with my fingertip around the soft puckered flesh that twitches in response.

Fuck if I had another hour I would be splitting the bugger open and sliding my length in, damn I would enjoy getting my end away with him restrained and facing a full length mirror, seeing his facial expressions as he feels my knob fill his cavity.
Trent is close again and this time more verbal in his need to ejaculate

"Please may I cum?"

His tone is urgent and I am sure he is half expecting me to get him to the edge yet again and stop.

"Please, I want to cum for you"

I begin to stroke up and down his shaft in a quick fluid fashion, feeling his moist hole continue to twitch, beckoning my index finger to slip inside.

"Oh fucking hell!" he groans loudly, his thick prick pulsating rapidly as my finger is inserted fully.

I feel the tight clamping of his sphincter around my finger as I stroke him, the warm soft velvet like pouch that clasps my finger ever tighter the closer he gets to ejaculating. I stop stroking his cock and rotate my finger and hook it in search of that walnut sized object that will guarantee his instant release of juice. I locate it and gently rub and massage it and within moments his loud howls tell me he is going to cum with all his might.

A thick geyser of white seed erupts with force, load after load as he shakes and shudders, his hole clamping with force as I remain in contact with his prostate. His whimpers give ways to cries and I slowly and gently pull my finger free of his anal embrace and watch as his body collapses. Panting gasping and breathing heavy as I release his binds and help him to stand before wrapping my arms around him in a secure embrace, good boy I whisper in his ear as he holds me tight in response, his eyes filled with tears of intense pleasure.



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