The Day I Met Boss

A Boss and His Boy Story

Sometimes it takes a door to the face to find your true power.

This isn’t the first time I’ve seen him, lording around on that ride-on mower as though he’s the fucking boss of everything. I mean, don’t get me wrong, he’s got the demeanour. Tall, solid, confident, calm, and in charge of a strong magnetic, masculine energy that’s obvious even from a distance. The two lackeys he works with are always eager to please him, jumping to his every barked command.

Every few weeks they’re here. I see them as I’m out walking my dog, mowing and tidying up the park. The boss guy knows a few people by name, stopping his mower to let them pass with their dogs and a brief chat as they go by. Sometimes he’ll descend from his throne and give the dogs a rub. Likeable and friendly, he’s good at what he does.

It’s plover breeding season and I notice him, before he mows, scanning the grass to see where the birds are nesting. Giving them a wide perimeter, he leaves a surrounding patch of grass long enough for them to raise their chicks. It’s thoughtful and kind in a way that I have seen no one else bother to do. One of his lackeys, a tall guy, is using the brush cutter where the large ride-on mower can’t get to, and his 2nd is trimming branches. A warm, friendly ‘Hey’ from 2nd. I glance up and nod as I wander past him. The boss guy won’t take his eyes off me. He’s observing me, and it’s uncomfortable, like a cheetah watching its prey. His constant watching is irritating me.

Just as I think about his staring, my phone vibrates. A text message. Despite looking at the screen, I sense his eyes on me. Engrossed with the drama now unfolding on my screen, I don’t notice as he rides up beside me, too close for comfort. I jump back and over to the path, nearly dropping my phone.

“Look out, fuckhead,” I say.

He stops the mower ahead of me and turns in his seat. “Sorry, what was that?”

The casual way he asks makes him seem curious. He has a smile on his face that takes me off guard. He jumps off the mower and, again, I sense something is wrong. His lackeys have stopped what they’re doing and are now heading our way.

Instinctively, I quickly assess him. At this distance his presence is palpable, his face is disarming but there’s something behind his eyes that doesn’t match his friendly manner. He’s at least a few inches taller than me, bulkier, stronger. He steps toward me, closing the distance. My body tenses. I step forward, leaning toward him, determined to hide any signs of intimidation. “Just fucking watch where you’re going, moron,” I say more quietly.

Like a hammer dropping, his manner changes, his smile transforms into a sneer. Lunging toward me, he runs, the distance between us closing. His mates are also charging toward me now, their tools discarded in the grass. I realise that my situation has just become ugly. I turn and sprint for the nearest safety I can find, the toilet block. Maybe I’d have a chance if it was just him, but with all three of them?

I’m running as fast as I can, but I can hear his breath right behind me. As I turn the corner of the entry, I skid on the cement and stumble, trying to find the nearest stall to run into and lock. The smell of stale piss assaults me. I’m too slow. Just as I try to lock the door, he kicks it open; it hits me in the face and I stagger back. Before I even realise what’s happening, whether I’m bleeding, he’s on me. He’s got me pinned against the wall. His broad, powerful hand is around my throat.

“It’s your lucky day, bitch,” he snarls in my face.

Barely able to breathe, I try to speak, but the next thing I know, I’m doubled over in pain from being kneed in the balls. I gasp and try to suck in air. He spins me around and gets me in a choke hold. His other hand grabs a fist of my hair and rips my head back. His lips close to my ear as he thrusts his groin against my buttocks. His bulging cock nestles into my butt crack.

“I’m gonna give you a lesson in what I do to mouthy little cunts, you faggot,” he says in a savage whisper.

Helpless in his grip, I have to avoid passing out at all costs. I do my best to stay calm as he drags me back outside. Hoping for a moment where his grip loosens enough for me to break free.

“I’ve got him boys. Grab the zip ties,” he says.

“Yes Boss,” I hear in unison.

The thought that soon, I won't be able to resist fills me with panic and I put everything I have into trying to buck him off or kick him, but his grip is too firm, he’s too big, and he’s too strong. He uses his entire body weight to wrangle me back over to the mower. I look around. The people who were walking their dog have stopped.

“Help!” I yell out to them in a ragged voice. “Help me!”

Hope surges as they lift their phones, but then like a punch to the gut, I realise with a sinking feeling as though I’m underwater that they’re not calling anyone. They’ve started recording. Defeated, a whisper, “Please... help.”

He drags me by the hair and from the side of the mower slams my face down onto the seat, holding me by the back of my neck, pressing down hard. The lingering heat on the seat reminds me of his recent presence, leaving behind a trail of sweat from his butt crack. He strokes his hand over my butt cheeks. The soft touch sends a jolt of sudden pleasure through me and I shudder, taking in a sharp breath.

“Mmm, nice,” he murmurs.

One of his boys roughy pulls my hands behind my back and zip ties them together. I’m in so much shock now, restrained, that I can’t even find the strength to resist. I’m just trying to survive to the next moment, hoping to find a way out, but it’s rapidly fading.

“Spread your legs,” Boss says. Is this happening? Is he going to do what I think?

“Oi cunt, Boss said spread your legs,” one of his boys kicks my feet apart.

I whimper and the strength drains out of my legs in a hot flush as I see the tall guy out of the corner of my eye whipping a box-cutter out of his pocket. Certain that he is going to stab or slash me, I notice a warmth spreading through my shorts and dribbling down my legs as I realise in shock that I’m pissing myself in terror.

Boss growls in my ear, “Shh boy, no one’s coming to help you, but don’t worry, bitch, I will take real good care of you.”

As I take in his words, he brushes the back of his hand against my cheek as another thrill rushes through my body. The tall one with the box-cutter sneers, hacks up a mouthful of slag and spits in my face. With practised skill, snarling, he cuts away my clothing before losing patience and deciding to rip them off me. There is a flutter deep in my gut at the animalistic strength, speed, and precision behind his actions. Self-disgust fills me. Faster than I can even register the cold air on my skin, I’m naked, spread eagled with my hands restrained behind my back and Boss pressing my face into the seat.

“Gag him,” Boss says.

“Yes Boss,” from Box-Cutter.

He stuffs my piss soaked jocks into my mouth. The acrid smell of them stings my eyes and tears form and stream down my face as piss drips into my mouth. I hear Boss spit, lubing his thick cock with his slag. He takes a moment to rub the rest against my tight hole, working the tips of his fingers inside me. I hear his voice thick with desire, “Now, we can do this nice, or we can do this nasty, you mouthy little faggot. It’s your choice. Mouthy little faggots get gagged. For your own sake, I suggest you be a good boy and relax.”

I’m not ready, I can’t take his cock with just spit as lube, I try begging for him to wait, but the gag just makes it an incomprehensible muttering. Hot lancing pain as he jams his engorged cock into my tight pussy. My cock, that was limp with fear just seconds ago, rouses as Boss’s thick cock head rubs against my prostate.

“Oh we got a tight one here boys, let’s see what we can do about that,” Boss crows with a chuckle.

The pain is excruciating. I’m losing control of my bodily functions. It’s as though I’m going to piss and shit myself at the same time. Boss is thrusting his very thick, very hard cock, slowly and gently, like he’s making love to a woman. It hurts, yet I never want it to stop. I notice the pain beginning to decrease as the pleasure takes over, loosening my hole. As it loosens, the pleasure increases and I’m locked into a loop of release.

My erect cock oozes pre-cum. I look and see it drip onto the grass. Then more, in quick succession, a thick waterfall. Confusion and pleasure overwhelm and consume me. My pussy welcomes him in. I’m overcome with shame tinged with pure ecstatic lust. He slams hard against my hips, each thrust more urgent, more brutal. Only the piss gag stops me from screaming out in pained pleasure. Even through my grunts, it’s as though he can hear just how much I’m enjoying it.

“That’s it, bitch, you fucking love it, don’t you? Fuck yes! Come on, my boy, take your Boss’s cock, milk it.”

Boss grunts through gritted teeth as he pounds his hips harder and harder against my butt cheeks. I whimper like a dog. He slips his cock out of me and taps my throbbing pussy a few times.

“Hey boys, now that he’s moaning like a bitch in heat, how about you juice him up for me?” Boss says. With absolute glee, and in hungry unison, it’s as though they’ve rehearsed for this moment.

“Yes Boss.”

Box-Cutter is first. I hear him zip open his fly and then he slams his massive cock deep inside my eager pussy. It’s all I can do not to pass out. I can’t see it, but I can feel it slamming against the inside of my gut. It’s got to be at least nine inches, not as much girth as Boss’s cock. My pussy begins to loosen and welcome him in, a hot rush spreading through my body. I’m not even sure if he’s all the way in yet, but I can feel I want more. It takes everything I have not to moan.

As he fucks me, a tight grip on my hips, his mate gets his phone out and starts taking pictures and video. Box-Cutter pulls his cock out of me and, just as my pussy closes, thrusts it back inside me. His knob slipping back inside me with next to no resistance, the hungry way my hole reopens to let him in, causes my knees to buckle, my thighs shaking. He does it again and again. Wave after wave of extreme pleasure.

“Oh fuck, wait until you see this. This little faggot is already beginning to gape open,” his mate with the camera says in awe. I can’t help but feel a moment of shame.

Boss comes down by my ear again, “Some souvenirs of your day out, boy. Your little man pussy, mmm, it looks so damn hot right now boy, I can’t wait to show you. Mmm, you hungry little bitch.”

I hear the pleasure, bordering on pride, in his voice, and it sends a deep thrill through my gut. Seconds later, Box-Cutter pauses and then, with a loud groan and one last thrust, he cums inside me. The base of his cock is pulsing against my pussy lips as he unloads. My eyes roll back in my head. It’s fucking amazing. He shudders onto my back, panting and moaning. His ecstatic pleasure causes my cock to become so stiff it’s painful.

“Fuck Boss, you’re right, I haven’t fucked a cunt that tight in years,” he gasps. “Aww fuck, let me at him,” 2nd yells as he hands his phone to Box-Cutter.

2nd brings his veiny cock up to my now very willing pussy. It’s quite a bit thicker than Box-Cutter’s. Using his mate’s cum as lube, the slickness of it relaxes my insides. My pussy lips hug his mushroom head as he works it against my hole. With a slight wiggle, a pause, and then a soft pop, it’s inside me. Just behind the head, his cock shaft widens more, and as he plunges it deeper into me, his cock slims toward the base, and my cunt sucks him in. It’s as though his cock has docked with me. As he slides his cock out toward the base of the head and back in, it stretches me open with each thrust, and I spread my legs to welcome him in deeper. His groans are out of this world as he continues to pummel me into submission.

My whimpers are now becoming deep moans of pleasure. I’m so disgusted with myself, but this is what I’ve been wanting, needing, and in a frenzy of enthusiastic ecstasy I grind and shimmy my hips back against him. Soft growls and purrs escape from me. I’m turning into a complete cock hungry whore, I just can’t get enough.

“Nice boy, you’re a right little slut, aren’t you?” Boss says. It’s as though he knows every thought that passes through my mind. A mind now fixated on getting as much cock as possible. I hear Boss’s 2nd grunt as he unloads inside me. He pulls out.

“Mmm, what a beautiful gape you have,” Boss croons. He kneels to rim the cum out of my juiced up cunt for a few seconds. His soft tongue against my brutalised pussy makes me gasp and I press into him. As he pulls away, “You’ve done a good job boys, hold him open for me.”

“Yes Boss.”

2nd jams his fingers into my gaping cunt and pries me open. My pussy yields to his thick, dirty fingers. Boss lines his cock up with my cunt and pisses deep inside me.

“Look at you, you filthy faggot, you’re nothing but a cum dump toilet now, a whore to be used,” Boss sneers.

His hot piss hitting the inside of my rectum, marking me like a dog, is ecstatic, and I can’t help but moan in pleasure. Once he stops filling me up, 2nd releases his grip and my pussy closes. My rectum is full to the brim of Boss’s claim on me, and it aches with the pressure.

”Stand back boys,” he says. Just in time. I can’t hold his piss inside me a second longer and it spurts out of me in an arcing stream. The incredible release again causing me to moan in helpless pleasure.

“Filthy slut.”

Boss walks around and leans back on the mower, looking at me as he crosses his legs. His thick throbbing cock, a vein running along the top length of the shaft, is right at my eye level. I gaze at it longingly before ripping my eyes away. He reaches to cradle my chin, and I look up at him. “Ok boys, round two,” he says.

As I think about them using me again, my eyes close and even with the piss gag, a radiant smile creeps across my face. I nestle my cheek into Boss’s calloused hand. “That’s it, boy, you’re such a good boy,” he croons.

He climbs up onto the seat, pulling the gag out of my mouth. “I’m going to skull fuck you now, boy,” he says, a tender look in his eyes.

As I notice the zip ties bite into my flesh, I remember the nature of my predicament and a surge of anger flares in me when I see him looking at me with such softness. I try to move my head away, but it’s useless as he takes a firm grip on it. He presses his cock to my lips. My sudden anger fades as a hungry desire overwhelms me. Annoyed with myself, I try to fight it, even if it’s just for some momentary dignity, but it’s taking everything I can to keep my mouth closed. Pre-cum is oozing out of his piss hole. My rabid hunger increases but I stubbornly keep my mouth closed, using whatever small amount of remaining self respect I can muster. 

As I resist, the look of tenderness in his eyes disappears to be replaced with icy control. He slaps my face in time with each word.

“Open. Your. Fucking. Mouth. Slut.”

The humiliating indignation of being slapped flares in me. “Fuck you c...”

That was all he needed. His cock hits the back of my throat. I choke. Spit flies out of my mouth as Box-Cutter slips his massive rod back inside me to spit-roast me from behind. My body surrenders to the extreme pleasure of being filled at both ends. Boss holds my head firm and roughly fucks my face. As I continue to gag, it feels as though I’m about to vomit. In a moment of pure self preservation, I open my mouth as wide as I can, breathing through my nose. I soften my tongue, relax my throat, and position my head for comfort. Where seconds ago there was resistance and choking, now there’s welcoming, allowing. A guttural groan escapes from Boss.

“Oh fuck boy, that’s it, oh yes, mmm boy, fuck yes. Oh, good boy, you’re such a good boy.”

His clear pleasure excites me. As he praises me, I soften more, wanting to hear his pleasure, desiring to please him. His cock slips deeper into my throat, holding my head still, thrusting and moaning, slobber and drool dripping out of me. My throat loves his cock massaging me from the inside. After some time of pure synchronised pleasure, Boss, eyes closed and transported to another realm, grunts, his eyes snap open and he pulls out of me, just as thick ropes of cum shoot all over my face, into my eye, dripping down my nose and all over my lips. As I look up at him, both of us panting, my tongue slips out and takes as much of his cum into me as possible.

He looks at me, smiling in triumph. I lose myself in surrender to his complete hold over me and slip into a heady delirium, eyes closed. It’s hard to form thoughts, just waves of pleasure as I bask in that look from Boss, etched in my mind’s eye.

They take two more turns at me, Boss, Box-Cutter and 2nd, cumming and pissing into my now very loose cunt. I feel cum and piss beginning to drip down the inside of my thighs, and I return to the surface of my mind. Even in my blissful delirium, a momentary wave of disgust slips over me, but deep, deep inside, guarded within myself, I know that this is what I’ve always wanted, what I’ve always needed. I know, without doubt, that this is what I am, Boss’s boy.

“Hey boys, have a look. This little faggot’s cunt was already clean when he got here. It’s just piss and cum oozing out. Little slut whores like this one are usually prepared,” Boss says. They chuckle as the cum and piss continue to seep down my legs. Boss walks around beside me again.

“Look at you, slut, you’re nothing but a disgusting little whore,” Boss says and spits on me. As I feel it hit my back, my eyes fly open, as if someone slapped me again. I tremble with renewed rage. 

“What are you?”

As quickly as it rose, the anger subsides, realising that I can’t go anywhere and knowing there’s no point in resisting any further. If I’m honest with myself, I don’t want to resist, so I mutter,

“I’m a disgusting little whore.”

As he turns away, Boss laughs, “Ok boys, in the front seat of my car you’ll find what I need.” Box-Cutter’s mate goes running to find it. I close my eyes and can feel my pussy pulsing. I can feel how hungry it is to be filled and a deep shame fills me. Tears stream down my face as desperate words escape from me.

“Thank you Boss,” quietly at first, then louder. “Thank you Boss, please Boss, please fuck me again, please get back inside me, please Boss, I need you inside me.”

Shock washes over me, rendering me helpless to intervene. The words pour out as I beg for him to be back inside me. He jerks my head up by the hair.

“Oh trust me boy, I’m gonna fuck you up real good, you mouthy little cunt. You ever disrespect me like that again and I’ll remind you what that fucking faggot mouth is for,” he growls, and shoves my head back onto the seat.

2nd returns with a collar, leash and a water bottle. Boss, in a matter of moments, expertly fastens the collar around my neck and clips the leash in place.

“Listen to me now, boy. From this moment on, you are my fucking property. I own you. A slut and a toy to be used by me. Your Boss will fuck you when and how he pleases. Using this little slut’s body for his pleasure, you got that?”

I don’t answer as I try to comprehend the implications of what it is he’s saying, so he yanks on the leash and through gritted teeth, he says,

“Don’t make me fucking repeat myself, boy!”

“Yes Boss, I understand, I am your property, a slut, a toy, for you to use as you wish,” I say, and I feel a confused rush of pleasure and desire with the tiniest hint of shame convulse through me. He shoves the piss soaked jocks back into my mouth, my face covered in his cum. Piss and cum dripping down my legs.

“Good boy” he croons.

Barely able to breathe, he comes down by my ear and brings something under my nose. A sudden wave of unexpected terror overwhelms me as I envision waking up in a ditch, abandoned, and I try to turn my head away from him. He yanks on the leash again.

“Breathe it in, slut, as I said earlier, boy, we can do this nice, or we can do this nasty. It’s your choice. I suggest if you don’t want me to tear you open, you breathe it in,” he says.

It’s a warning that is filled with concern and care. His concern confuses me, as I realise what is about to happen, I understand that it’s best to make this as easy on myself as possible. I breathe in as much of the amyl as I can.

“Good boy,” he says.

As the heady rush races through my body, I feel his fingers exploring my sloppy cunt. He takes a moment to pause. Box-Cutter pours some thick liquid out of the water bottle onto Boss’s broad hand. Lube. Boss again slips his fingers into me, spreading as much lube over and into my pussy as he can.

“More boy,” he orders.

I breathe in some more. There’s a pause. He slips three fingers, then four, into my pussy. My eyes widen as I realise how quickly I went from painful tightness to being able to accommodate four fingers. In a relaxed amyl induced haze, I can feel myself stretching and releasing to let him in. Excitement floods through me as I realise just how much he’s already inside me. As I murmur in pleasure, he pushes. My cunt aches, the pressure and resistance building. I start to panic and my whole body tenses.

“More boy,” he whispers.

I breathe in. As the rush comes over me, something snaps and lets go deep inside me. All the shame, fear and humiliation just drop away. I want him inside me. There’s no point pretending anymore. I’m his slut, and this is what we both want. Why put up a front? As I surrender to my Boss, his fist slides all the way in. I feel my pussy lips tighten around his wrist, locking onto him. There’s a moment of pure shock. The realisation that Boss has his arm inside me dawns on me. Ecstatic joy and animalistic hunger replace the shock, and I bear back on him. Grunting, moaning and panting like a dog.

“Good boy, that’s it, you’re doing such a good job, mmm, you’re such a good boy. Oh my boy, you look so, so beautiful on my arm. Such a beautiful slut.” Boss says, with such a tone of reverence that I accept where I belong. Resting in the dominant power of my Boss. He gently fists me, slipping in and out of me. I’m swimming in a sea of ecstasy. My whole body thrums in waves as I begin to cum.

“Get ready boys,” he says.

Box cutter and 2nd prepare their phones. He eases his fist out of me, pulling my slippery cheeks apart. My cunt gapes open, sighing for him to be back inside. “There it is,” he says proudly.

“Fuck yeah,” groans Box Cutter.

“Nice job Boss,” says 2nd.

In shock as they take photos, numb with cum, piss and lube dripping out of my destroyed pussy, a gaping cunt, I murmur through tears.

“Thank you Boss, thank you Boss, thank you Boss.”

As I continue to murmur, Boss cuts away the zip ties, bundles me up and carries me to the car, surrendered. My head rests on his chest. Supported by his strength, he arranges me carefully in the front seat.

“He’s had enough for one day boys, I’m gonna get him home and take care of him,” Boss says. 

***

In a delirium, I watch as the streets pass by. Boss is crooning to me the entire time, but I can’t quite take it in, still numb and ecstatically happy.

My senses jolt awake as warm water cascades over me and soothing hands massage away the tension in my exhausted, electrified body. I’m confused. Why is someone touching me gently? I’m nothing but a slut, a whore to be used. I look up and there’s Boss, his face a flood of concern, tenderness and care. He’s supporting me as he caresses and washes all over me.

“It’s ok boy, I got you, you’re mine now, you’re safe, I’ll take care of you and protect you. It’s ok, let it go, let it go.”

I sink into him, into his strength, into his care. I sob as he holds me. With unadulterated joy. After drying me off, crooning to me the whole time, I feel my strength and sense of self return, renewed. We walk to the bedroom and as we enter, I look around and see at the foot of the bed, a cage, the door open, as though it’s been waiting for me.

I look at him. “Yes boy, it’s for you, it’s yours,” he whispers.

I pause, afraid again. He takes my hands, looks deep into my eyes, not a hint of cruelty in him. “It’s ok boy, you’re safe, you’re my boy, my property. I protect and care for what is mine. You don’t need to be afraid,” he says, and I’m left without doubt that his words are true. A comforting sense of security washes over me as I lock eyes with him. I get down on my hands and knees and crawl into the cage. He locks it behind me.

“Good boy,” he says.

I watch him walk over to the bed and pull something out from under it. It looks like... a fuck machine? Realisation hits me, and before I can control my face, a wry, cunning smile spreads across it. I try to conceal the smile, but it’s too late. Boss sees everything. I look up and he’s grinning back at me.

“Who do you belong to?”

On hands and knees, I turn around and back my still gaping cunt up to the bars. “I belong to Boss.”

“Good boy.”