Note: This story, including all names and people, is entirely fictional and not based on any real life experiences or events.

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Part 1

Part 2

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You know when you say a word over and over again and it begins losing all meaning? And it just begins sounding like gibberish? That’s how I feel about the word please right now. I keep repeating it, begging uselessly to come, and by this point, it might as well be random noises.

And I’m making those too of course. At this point, I can barely form sentences thanks to all the teasing and edging I’ve been subjected to for the past hour.

Miles is taking his sweet ass time with me. He hasn’t touched my pussy this entire time, instead going up and down the length of my body. Touching me with his warm hands. Using even more ice cubes against my skin. Stuffing my mouth with his fingers while he sucks my nipple into my mouth.

I’m still spread wide on the bed, my limbs tied to each corner. Luke and Adrian are observing the entire thing, sitting in chairs at different ends of the room. Whenever I look at them, they just grin at me and ignore my helpless pleading.

I whine as Miles kisses me again, his tongue swirling with mine while he pinches my nipple. The pleasure shoots down to my aching core, making me impossibly more needy for the damn orgasm Miles is keeping away from me.

“I bet you wish you won, huh?” Miles mocks against my lips, and I glare at him.

“Just you fucking wait until next time. You won’t be able to walk for a week.”

He snickers. “I think you should worry about yourself right now, baby,” he says, placing his warm hand on my hip.

“Please,” I beg again. “Please just touch me. Anything.”

“Anything?” he asks, and I nod. “Alright, baby.” He moves away, standing and walking over to Adrian. “Can I have some lube, Master?”

Adrian grins as I feel all the blood leaving my face. He walks over to the bedside drawer, pulling out our bottle of lube and looking down at me with a look of pity. “I don’t envy you right now, sweetheart.”

Funnily enough, despite how sensitive and red I am between my legs and how much I want to come, this has also been a fun day. Even when Miles and I get punished, we still enjoy it, and I fucking love being at their mercy like this.

But god damn I also really want to come.

Adrian hands Miles the bottle, and Miles kneels between my spread legs. He coats his finger in lube, then brings it to my tight backside.

I groan as he pushes in the first knuckle. It’s tight, but it also feels amazing to have anything inside me after so long. Seeing as I’m with three men, I’ve done a lot of anal before, but it still feels a little foreign when he pushes his finger deep inside.

It hurts just a bit, enough to make me grit my teeth at the pressure. “This good?” Miles asks, checking in on me. I nod. “Good.”

He adds a finger, stretching me even further. I can’t come like this (trust me, I’ve tried), but the painful stretch still makes me moan, pleasure shooting through my body.

“Please make me come,” I beg yet again when he begins pumping in and out at a slow pace.

He shakes his head, and I clench my fists in frustration. I’m pulling at my restraints without even meaning to, but there’s nothing I can do to escape his fingers.

He looks down at my pussy, clicking his tongue. “God, you’re so fucking wet.” He leans down, licking a slow path up my entire slit.

Shivers rush through my entire body, and I try my best to clench my thighs to keep him close, but I can’t with my legs spread like this. His lick isn’t enough, it’s never enough, but he’s not interested in indulging me.

He places his free hand on my inner thigh, his fingertips toying with the edges of my pussy. I moan, trying to wriggle closer to his fingers, but he just moves them away, tutting slightly.

I don’t know where the fuck this version of Miles came from. I mean, I get it. If I was in his shoes I’d probably get a little high on power too. But he’s relentless and sadistic in his treatment of me, and by this point, he might as well be another dom.

“Please make him stop,” I beg Luke, looking at him with my best attempt at a pleading, submissive expression. “I can’t take it anymore.”

He winces, raising his hands. “My hands are tied.”

I groan, kicking my head back in frustration. Adrian then speaks up, telling Miles, “If she’s ever in your position, you’re gonna have hell to pay.”

“Oh, I’m not worried, Sir,” Miles replies, looking over at him. “I’m just enjoying myself.”

“Please!” I cry out as his fingertips tease the entrance of my pussy.

“Please?” Miles asks, grinning.

I whimper in response as Miles grabs the vibrator he hasn’t touched yet. He turns it on low, pressing it against me, just above my clit.

The vibrations are too low to do much, yet I feel it in every part of me. He’s just holding it against my skin right above my clit, but it still sends pleasure through me as the vibrations travel through my body and into my pussy.

But it’s not enough to come with, and I cry out in frustration.

“I think she’s had enough, don’t you think?” Adrian suddenly says.

“Yes!” I yell my agreement, trying to push the vibrator closer to where I need it most.

“Really, Sir?” Miles asks, looking a little deflated.

“Or not.” Adrian raises his hands. “She’s yours, boy. I’m just saying she looks like she’s about to cry.”

“I am crying,” I whimper, sniffing. I’m so damn sensitive and overstimulated that I can’t hold back.

Miles looks at me, eyes softening a little. He turns the vibrator off, putting it away. He then leans over my body, his hard length poking against my entrance. “Shh,” he coos, cupping my cheek and leaning close to me. “You wanna come?”

I nod. “Please.”

He pulls away, kneeling again and looking between our two Masters. “What do you want me to do?”

“That’s up to you, baby,” Luke says, looking at him. “You can fuck her, eat her out. Maybe even not let her come at all if you feel like it.”

I glare at him. “Please don’t give him ideas like that right now,” I say, making the boys laugh.

Miles hums, thinking. “I want you involved,” he says, looking at both Adrian and Luke. “Can…” he trails off, looking a little red and nervous.

“Tell us,” Adrian encourages.

“I want to fill all her holes.”

Shivers rack my entire body at the imagery. We’ve done it a few times, but not much, since it’s always so intense and overstimulating to be filled literally everywhere. I love it, but my body gets ruined for days afterwards.

Despite that, I nod aggressively. “Yes, please.”

The men laugh. Standing, Adrian walks over to me. “You want that? You wanna be stuffed and fucked until you can’t walk? Can’t speak?”

“Yes, Master. Please.”

He leans down to kiss me, untying one of my limbs. The other men do the same, freeing me as Adrian pulls away. “Turn around.”

I obey, getting onto all fours on the bed. I hear some muttered conversation behind me, shivers running down my spine at how exposed I feel in this position.

“Miles is going to fuck your little pussy,” Luke says, standing at the end of the bed behind me and gripping my hips. “You’re not allowed to come until the rest of us finish, you got it?”

I want to cry. I need to come more than I need to breathe, but even hours into this damn process, they’re keeping it from me until they’re all satisfied.

“I can’t hold back…” I admit on a whimper. “Please just let me come.”

I gasp as a sharp slap lands between my legs, the sensitive flesh making the pain shoot through my entire body. “I love listening to you begging and desperate like a little slut,” Luke says. “But I’m getting tired of explaining the rules.” Adrian appears in front of me, his hard cock dripping with moisture right in front of my face. I want to lick him.

“You lost the game,” Luke continues. “You’ll come when you’re fucking allowed. Now be quiet.”

Adrian fists my hair, pulling me against his length, squeezing it against my cheek. Miles shimmies beneath me, lining himself up with my pussy while Luke pops open a lube bottle. He coats my ass in it, followed by his cock, which he then lines up against my tight entrance.

And then they begin.

They all enter me at once, and I moan so loudly that I’m sure the neighbours would hear if not for Adrian’s cock muffling me. The men also moan, Adrian pushing so deep that I gag while I ride Miles and Luke pumps in and out of my ass.

It’s too much. It’s way too fucking much. I’m sensitive and overstimulated, and I’m convinced I’ll come in seconds if they don’t stop.

But I can’t say anything. I have no room to manoeuvre. Any attempt to give any of my holes reprieve just pushes me harder into another man’s cock, and I can’t escape no matter how hard I try.

“God, she’s so tight,” Luke moans. “How does she feel, Miles?”

“Amazing, Master,” he replies. “She’s so wet for it.”

Adrian laughs. “Such a desperate slut, isn’t she?” I nod around his length, making myself gag and Adrian chuckle at me.

He reaches down, gripping my neck from below with his large hands to more easily fuck my mouth. He goes hard and fast, something I’m secretly thankful for since the faster these guys finish, the faster I get my own release.

I create a suction around him as best as I can, using my tongue to lick at him whenever he gives me the chance to, and within minutes, he finishes down my throat.

I moan at the salty, bitter taste of him, but he pulls out before he finishes completely. I frown before I realise he’s dripping all over Miles’s face, making him moan and open his mouth wide.

It’s such a depraved sight, the way Adrian’s cock spills all over Miles’s face beneath me. Come is dripping out of my mouth, but instead of licking it away, I let it run down my chin, dripping onto Miles.

“Fuck, that’s so good,” Miles moans. “I love your come, Master.”

Adrian leans back against the headboard, recovering and breathing heavily. He pets his head gently, smiling and muttering, “You’re such a good boy, taking whatever I give you.”

Miles smiles as Luke ups his pace in my ass, making me moan. I’m still riding Miles, the sensation of being penetrated in both holes driving me higher and higher.

I lean down to kiss Miles before I even think about it. We both moan into each other’s mouths, upping our pace as we taste Adrian’s come between us. It’s addicting and depraved, and I can’t get enough of it.

I clench around both Miles and Luke, feeling myself getting so damn close to my release. I struggle to come without touching my clit, but I can do it with enough effort, and I’m definitely approaching that point. But I manage to hold it back, not wanting to incur another punishment for breaking their rules.

“I’m so close,” Miles moans. “Can I please come inside her?” he begs, looking into my eyes as my face hovers an inch above his, my hair creating a curtain around us.

“Come for us, boy,” Luke groans, fucking me even harder.

That’s all it takes for Miles to groan as he comes deep inside me. We both moan as our lips meet again. He humps into me throughout his orgasm, rubbing against my sensitive walls and creating a friction that I swear I feel in my entire body.

“Fuck!” I moan when Luke hits a spot so deep inside me. Miles is still inside me, softening just a little, but I keep grinding and moving against him. I don’t want him to pull out – I think I might actually die.

Luke ups the pace until my body shakes all over. Miles leans down to suck a nipple into his mouth, and Adrian fists my hair, pulling it in the way he knows I love.

After another minute, Luke finally finishes, plunging all the way into my ass as I clench around him, milking him completely dry. I feel his come deep inside me just as I feel Miles’s dripping all over his cock.

“Such a good fucking girl,” Luke groans, doubling over my back, pressing his chest tight against me.

Both Miles and Luke pull out then, and I wince at how sensitive I am. Adrian leans down, pulling me up until I’m kneeling and an inch from his face as the other two men sit down on the bed around me. “How are you feeling?” Adrian asks.

I don’t even bother giving him a colour. “Please let me come, Master. Please!” I whimper as he leans down to tug my bottom lip between his teeth, sucking hard.

“I love how you beg,” he mutters. “Miles is going to make you come on his face.”

I look over at the other man, who’s currently smiling as he looks into my eyes. Adrian gives him space, and Miles lays down. The other two men manoeuvre me until I’m straddling his face.

I’m still dripping of his come, but he doesn’t seem to mind as he aggressively pulls me down until my pussy is stuffed against his face. I cry out, gripping the headboard as his tongue spears me, licking aggressively and lapping me up.

I’m so close I can taste it. I’ve been on the edge for hours, and I don’t think I’ve ever needed an orgasm as bad as I need it now. I’m delirious, barely able to think clearly, let alone speak anything beyond swear words and Miles’s name.

“Good girl, good girl,” Luke coos, standing to my right and gently petting me as I ride Miles’s face. “Such a good girl. Smother him, baby. He can take it.”

I do as I’m told, laying my entire weight onto Miles until I’m sure he can’t breathe, but he just moans loudly. When I look behind me, I see Adrian leaning down to suck Miles’s cock into his mouth. It’s coated with both of our come, and I watch transfixed as he laps it up with enthusiasm.

Luke gently pulls my face back to his, leaning down to kiss me deeply. He parts my lips with his tongue, kissing me hard and aggressively like he’s starved for it. I grind hard against Miles’s face, getting closer and closer until finally, I reach the edge.

I moan and whimper desperately as unimaginable pleasure floods me. It racks my body, making me spasm and shiver so hard I feel my muscles lock up. It’s too much, pleasure turning into pain, but I keep riding the high throughout while both Miles’s and Luke’s tongues play with me.

After what feels like years, I come back down, slumped against the wall behind the headboard. Miles gives me another lick, and I immediately scoot off of him. I’m so sensitive I don’t think I’ll be able to touch myself again for another week.

I lay down on the bed, feeling my muscles give out as my partners all recover from whatever the hell that was.

After a while, Adrian stands, pulling me into his arms and carrying me to the bathroom. On his way, he orders the other two, “Change those sheets, would you?”

“Yes, Sir,” Miles says, but Luke just nods and grins.

I catch one last sight of the bed before we get into the bathroom, and yeah we sure did mess up those sheets.

Adrian turns the shower on, placing me inside, and we’re shortly followed by the other two men. Luke dumps the pile of dirty sheets in the laundry basket, making me cringe at the thought of how damn messy that is.

Everyone gets into the shower. Luke gets busy washing me clean while Adrian does the same to Miles. Both of us give each other a knowing smile, loving being taken care of by our doms like this.

Once we finish showering, we all spend a while getting dried off before we get ready for bed. By now, the sun has set, so it’s dark when we make it to our room.

Miles and I lay down next to each other, with Luke laying on my other side and Adrian laying next to Miles. Miles and I are always in the middle, with Luke and Adrian switching here and there depending on their moods.

Luke spoons me, and I lean back into his chest, sighing wistfully at how damn good that was. It was amazing, in ways I just can’t really describe.

It was by far the most intense session we’ve ever had. I don’t think there’s any topping that, not unless I can make Miles suffer for what he just did to me.

I’ll just have to make sure to win the next game.

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Thank you so much for reading this story😍 I hope you enjoyed it🥰💜

I also really want to write a follow-up, one where Sarah wins and Miles loses...I don't know when that'll be, but it'll hopefully be soon!