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Notes: This is Part 2 out of 2. While reading Part 1 is not strictly necessary, it's still highly recommended.
This story features explicit cheating, and even though the man being cheated on is a dick, it's still not okay to cheat. It's pure fantasy, and doesn't reflect any real life morals.
This story, including all names and people, is entirely fictional and not based on any real life experiences or events.
I shouldn’t be doing this.
My finger hovers nervously over the doorbell at Jack’s front door. I just need to press it, and then there’s no going back. God knows what will take place just past this front door, but I’m dying to know. Yet I just can’t bring myself to press the stupid button.
Jack was exactly right. Although Mark didn’t want to talk about napkins with me, he did indeed leave to go drinking with his friends after complaining about my absence during dinner today. I couldn’t tell him why I had been absent, obviously. I tried telling him I just had an upset stomach, but when that excuse didn’t work, I lied and told him I got my period during dinner.
That shut him up real quick, disgust coating his features.
I then said “Bye, babe,” when he left to hang out with his friends.
Unlike the blazingly hot sunshine from before, it’s now dark out, with a light drizzle making my hair all frizzy. I had to change after I snuck away during dinner, courtesy of Jack practically branding my neck. I managed to, somehow, hide it from Mark, partly thanks to putting on the turtleneck that I’m now wearing. I paired it with blue skinny jeans, and some sneakers. Not really an outfit I’d wear for a hookup, but here we are.
Though, this feels like a lot more than a normal hookup.
“Just press it, Olivia,” I mutter angrily at myself. It’s like I’m paralyzed. Everything rational in me is telling me this is wrong, and that I should just leave, but something else is practically yelling at me to just push the damn button. I suspect my downstairs area is the main cause of that.
“Fuck it,” I say, determined. I go to push the button, but just before I can push it, the front door swings open. I startle in surprise, my eyes widening at the sight before me.
Jack stands there, casually leaning against a large hand gripping the top of the doorframe, looking down at me. The sight of his arm, with the sleeve of his black button-up rolled up, makes me swallow in anticipation. My eyes shamefully glance down to see if the shirt has ridden up to reveal that stomach I love so much, but it’s instead tucked into his slacks.
I tilt my head at that, at how he changed from jeans to slacks. What’s the point of that? I guess he just wants to wear something nice.
At his feet, he’s wearing leather dress shoes. He’s not really dressed for a hookup, either, I realize. He’s more dressed like he’s going out.
“Hey there,” he says in that deep, practically vibrating voice. I see his Adam’s apple move as he swallows, almost like he’s a little nervous. His eyes, though, trailing up and down my body, show no hesitation, only pure desire.
“Hi,” I squeak in an obnoxiously high voice. I catch the sight of a small doorbell camera, realizing how he saw I’d arrived.
He doesn’t say anything else, just moves away from the door with an arm extended, beckoning me to enter. I follow and catch a whiff of his cologne. I can’t quite place the scent, but it smells masculine, and distinctly like Jack. Desire courses through my veins at the scent of it, of him.
He places his hand on my lower back, and it burns through me, so warm and firm.
Once the door closes behind us, he begins walking into his house, and I meekly follow behind him.
His house isn’t as spacious as his parents’, or Mark’s. It’s more quaint, and definitely what I’d expect a single man in his 20s to have. The living room is the first room we come to after exiting the foyer. A large, L-shaped couch sits at the edge of, its back facing the kitchen, and its front facing a small fireplace. A TV, currently playing some calming music, sits to the right of it.
The kitchen is almost as big as the living room, with a large kitchen island in the middle of it, which I notice has some closed metal hooks or loops attached to it, running down its sides. Jack catches my confused expression when I catch sight of the hooks, and he just smirks.
Okay?
Beyond the living room is another hallway, likely leading to a bedroom or two, and a bathroom, though I’m still standing just inside the living room, with the kitchen behind me.
Jack walks around me, planting himself on the couch. “Come. Sit.” He says it in a soft, yet firm tone, leaving no room for argument.
I do as he says, and I catch a small, pleased smile grazing his lips as I do. When I sit, he just looks at me. He has one ankle crossed over a knee, and both hands casually linked behind his head, like this thing we’re doing is the most ordinary thing in the world. He oozes confidence, making me bite my lip at the sight of him.
I let out a nervous laugh at his expression. His smile is so small, it’s barely detectible, and his eyes are so intense, I feel they’re boring into me. “So, what now, Jack?” I ask, like I didn’t know what he wanted when he asked me to come over.
He chuckles. “You don’t remember my promise?”
“No,” I lie. It’s been the only thing I could think about all day.
“Liar,” he says, but then explains regardless. “I’m going to make you mine, just like I know you’ve always wanted. But first,” he slaps his knees and stands, “Some ground rules.”
“Rules?” I swallow.
He looks down at me, really looks at me, almost like he’s looking for any doubt in my features. “Rules, Olivia. I wasn’t joking when I said very little is too far for me, and I know you want to find out what that means.” His eyes are so intense that I break mine away and look at his black hair instead. “You liked when I restrained and gagged you in that little bathroom, but that’s the least of what I want to do to you. And we’re doing it right, which means we need rules.”
I scoff in disbelief. “What, you want me to call you ‘Daddy’ while you spank me?” I say it jokingly, but I don’t miss the heat in his eyes either.
After a moment, he says, “Let’s start slow tonight, okay?”
I nod, a little embarrassed now at my suggestion.
“First, and most importantly, I don’t want to do anything you’re uncomfortable with.” He pauses, and I nod, urging him to continue. “I can be intense, which I know you like, but if it becomes too much, just yell out ‘Red’ and we’ll stop. No questions asked.”
I nod.
“Say it,” he demands.
“Red.”
“Good girl,” he breathes, and it sends heat through my body. “The remaining rules should be easy. First, you do whatever I tell you tonight. I’m in charge. If I tell you to jump, you ask ‘How high?’. If I tell you to open your pretty little mouth, you’ll open your pretty little mouth. Do you understand?”
“Yes,” I breathe. His firm and authoritative tone makes me weak with desire for him. The way he’s speaking to me makes me almost as turned on as when he took me in the bathroom.
He smiles proudly. “And that brings me to the second rule. You’re to address me as ‘Sir’ throughout. When I give you a command, you say ‘Yes, Sir’, and you do it. Got it?”
“Yes.” He quirks an eyebrow. “Sir.” Calling him by that title makes me pulse between my legs.
“Good,” he nods. “Third, no touching yourself, and no coming without asking for permission. I own you tonight.”
I nod.
“Lastly, if you disobey me, you’re going to get punished as I see fit.”
Fuck, I want to push his buttons so bad, just to see how he’ll punish me for it. I bite my lip at the thought, and his eyes focus on the motion.
Jack sits back down, then motions for me to stand in the middle of the room. I do just that, standing a couple meters away from him.
“Ah, one more thing,” he begins. “That–“ He points at my way too large engagement ring. “–has gotta go.”
I look at the ring, a symbol of Mark’s supposed love for me. It only takes a second’s hesitation before I’m ripping it off me and tossing it on the couch. Jack offers a satisfied nod.
After a moment, Jack’s deep, commanding voice says, “Strip.”
“What?” I ask, not able to help myself. He’s been inside me, had my nipple in his mouth, yet the thought of stripping for him suddenly makes me wring my hands in nervousness. The way he’s sitting there on the couch, all casual and domineering, makes me feel so small.
He frowns like I just offended him, and I shrivel a little. “I can’t–“ I try, but he interrupts me.
“You can, and you will.” A pause. “Strip. Now.”
I tug nervously at the hem of my turtleneck sweater, then slowly start pulling it over my head, thankful that I’m wearing a shirt under it. Once I’ve tossed it aside, I notice Jack’s eyes snagged on my lower abdomen, to where my shirt rid up just a little. I pause as I look at him.
He looks up at me, then focuses on the hickey he gave me, a satisfied and possessive look on his face. It twists my stomach in a delicious way, I can’t take it. “Did I tell you to stop?” he asks.
“No. Sorry,” I reply, then remember his earlier rule. “Sorry, Sir,” I correct myself, and a pleased smile grazes his face.
“Then continue,” he drawls.
I start tugging my shirt off, my heart fluttering when I pull it completely off, leaving me in just a baby-blue lace bra. Heat curls low in my abdomen at the way his eyes snag on the two peaks faintly poking through the cups.
I move onto my jeans, unbuttoning them and pulling them down my legs. Then, I untie my shoes, pull off my socks, and finally step out of my jeans. My panties match my bra, another change to my outfit, since the man sitting before me has my last pair god knows where.
When I don’t keep going, Jack nods and says, “You’re not done yet.”
I squirm a little, but do as I’m told, reaching behind my back to unhook my bra. Once done, I pull my panties off in one swift motion, like ripping a band-aide off.
I’m completely naked now, standing on display for Jack, who’s still completely dressed. He looks so relaxed, completely casual, and the only sign of his arousal is the tent in his slacks and the way his eyes eat me up.
“Good,” he says, almost dismissively. “Crawl to my feet and kiss my shoes.”
“What?” I exclaim in pure shock. He wants me to fucking kiss his feet?
He smirks, like he expected me to react this way. “Do I need to repeat myself, sweetheart?”
“I– No, I just…”
“You just?” he mocks with a tilt of his head.
“How can I do that?”
“It’s easy,” he says like he’s explaining something incredibly simple. “You get down on your hands and knees, crawl to my feet, and give each of them a kiss.”
I bite my lip. Why does this humiliation feel so good? Being made to crawl on the floor for him shouldn’t turn me on this much, yet it does.
Slowly, I sink to the floor, and I begin crawling.
It’s so degrading, yet I can’t get enough. I can feel his eyes on me, yet I don’t dare look up at him, too scared he’ll see the blush coating my features. I keep crawling until I’m at his feet, and I stop, looking down at the leather on his feet.
He doesn’t say anything. He just sits there, waiting, like he wants me to initiate my humiliation instead of forcing me. Slowly, I crane my neck down to his shoe, and I…kiss it.
It tastes so strongly of leather, a little bitter, and it sends flutters down between my legs, further humiliating me. God, if Mark could see me now, kissing his brother’s feet, he’d cancel the wedding so quick.
“That’s a good girl,” Jack purrs, leaning down to pet my hair while I kiss his shoe, like I’m a dog. Despite how degraded I feel, the care he’s showing me sends pleasure through my veins. It hurts to admit, but I feel more cared for while kissing Jack’s feet than I ever did in Mark’s arms. “Lick it,” he urges, and I do just that, lapping up the toe of his shoe.
I realize, then, that my ass is high up in the air, and I quickly lower it in shame. “Keep that fucking ass up, baby,” Jack orders. I hesitate, and his foot lightly nudges my head, urging me to do as I’m told, so I do.
I’m on fire, licking and kissing his feet, ass in the air, all while he’s looking down at me. I think I could come without him even touching me, at this point.
I don’t register the movement at first, but I start snaking one hand down my stomach while I balance on my other elbow, seeking the wetness that’s built up. Without warning, Jack stands, and I fall backwards to dodge him, coming up to my knees.
He leans down at me with a borderline furious look and grips my chin in his firm grip. “Do you just have an incredibly bad memory, or do you just not understand simple instructions?” he spits down at me.
I’m panicking. I didn’t realize what I was doing, and that it was wrong, until it was too late. “I’m sorry, Sir!” I squirm in his grip, and my breath catches when I see his cock tenting in his slacks.
He chuckles at where my eyes went. “You just can’t help yourself, can you?” I shake my head. “Suck my cock, push it deep into your throat, and I won’t punish you.”
I’m about to retort that choking on his dick definitely sounds like a punishment, but before I can, he releases me and swiftly unzips his pants. His cock is so fucking intimidating when it’s right in front of my face, and I feel myself paling.
“Don’t get all shy on me now, Olivia. You were coming all over my cock just hours ago, remember?” I do, and I shrink in on myself in shame at the memory. “Suck.” He bobs his thick length in my face, and I finally wrap my lips around it.
He lets out a groan. I hum in response, it sounds so fucking delicious. My tongue licks up and down every inch of him, all the way to the tip that’s leaking liquid. It tastes salty and I’m instantly addicted to it.
“That’s it,” he coos. “Take it.” He suddenly rips my hands away from where they had been resting on his thighs. He gathers them in one hand, lifting them up until they’re resting on the hard planes of his stomach. “Tap my stomach twice if you need to stop.” Then, he uses his free hand to grab the back of my head, pushing his cock all the way in.
I panic, writhing in his grip, trying my hardest to breathe through my nose. His hand firmly grips my hair, keeping me down despite how hard I’m fighting to push off him, yet I don’t tap his stomach.
I couldn’t tell you why I don’t. I can barely fucking breathe, yet I can’t stop either. How easy it was for me to replace air with his cock terrifies me, but it also makes my already wet pussy even wetter.
I love it as much as I hate it.
“Such a good fucking girl, aren’t you?” he growls, and I’d hum in response if I could use my throat. I offer a weak nod, but it just makes me gag, and he fucking laughs.
After a minute, my burning throat is finally given some reprieve as he pulls out, holding me up by the hair. “How was that?”
I pant hard, impossibly turned on, yet I grit out, “It was fine.” It’s a lie. He knows it, but I don’t care.
He glances down between my legs. “Sweetheart, I can see your drenched pussy from here. Don’t lie to me, now.”
A blush creeps up my neck. He’s right, I’m more turned on than I’ve ever been, and he hasn’t even touched me below the neck yet.
“Follow me,” he orders and starts walking. I start getting up, but then he turns and pushes me down by my shoulders. “Good sluts crawl after their Masters, don’t they?”
I gape at him, at his dirty fucking mouth, and at how desperately I want to follow his degrading commands. He looks at me, waiting for me to willingly submit, and then I mutter, “Yes, Sir,” and get down on my hands and knees.
“Good girl,” he says, then starts walking into the kitchen. His long strides leave me awkwardly shuffling as fast as I can, but he’s already leaning against the kitchen island before I’ve exited the living room.
He looks at me, arms crossed, as I crawl after him on the floor. When I reach his feet, I look down at them, a strong feeling of submissiveness pouring over me.
He didn’t tell me to be demure, kneel at his feet, and look down at the floor, but I want to. In this moment, there’s nothing more I want than to be his good little girl, waiting for his orders and following them.
His long fingers tip my chin, up and up, until I’m looking into his beautiful eyes. He offers me a proud smile, then pulls me up by my chin until I’m standing, still looking up at him.
“Are you ready to try something a little more intense?” he asks with aching softness.
I nod. “Yes, Sir.”
“Remember your safeword, yeah?”
“Yes, Sir. It’s ‘Red’, I remember.”
“Good girl.”
He then turns me so my back is to the kitchen island, then he pushes me down until my back and butt are flush with the cool counter, but my thighs and calves hang over the sides, spreading my legs for him.
A couple of coils of rope appear in his hands, and I suddenly remember what I noticed about this counter when I came in. The closed, metal hooks along the sides. Suddenly, my vulnerable position makes me nervous, but I don’t dare move, either.
“Tell me if it’s too tight,” Jack reassures.
I nod, and he starts tying my wrists together in front of me. Once done, he pulls my arms up, so I’m stretched and completely exposed, then ties the free length of rope to the hook somewhere above my head. It’s not too tight, but it doesn’t allow much wiggle room either.
He does the same to my feet, hanging off the edge of the counter, fastening them to hooks that are much closer to the floor.
Once satisfied, he stands up and examines his handiwork. I wiggle around a little for his benefit, both of us smiling when I can’t move more than an inch. The counter’s sides dig into the insides of my thighs as I’m spread for him, like a feast.
In this position, he could do anything he wants to me, and oh, how I want him to.
He stands in front of me, between my spread legs, and leans over my aching body. His fingers firmly grasp at my breasts, and I let out a gasp when his fingers roll the peaks between them.
“These have been driving me fucking crazy for so long, Olivia.” His gruff tone sends a shiver through my body.
He moves back, then leans down and gives me a chaste kiss, right above my bikini-line. “Oh,” I breathe when the stubble on his chin grazes my hood. His breath reminds me how absolutely soaked I am for him. When his tongue sticks out to lick up my seam, I let out a loud moan. “Fuck,” I breathe.
I start writhing and tugging at my ropes when he sucks my clit into his mouth. “Oh, god,” I moan. I gasp out his name when he starts touching my nipples with both hands, tugging at them so they barely hurt.
“You taste so fucking good, so fucking mine,” Jack pants into me before his tongue continues lapping me up. I try squeezing my thighs together, but I can’t. He’s feasting at me like he’s possessed, and there’s nothing I can do but take it.
This goes on for minutes, him tugging at my nipples and eating me out like he’s starving, then I feel the tingles of my climax approaching.
I buck a little at the sensation, whimpering, “Oh, god, I’m so close.”
He stops. I almost scream at him. “What the hell!?”
At my outraged reaction, he gets up so quick he becomes a blur, then leans over my body, and inserts two fingers in me, hard. So hard that it hurts, yet I let out my loudest moan yet.
“What was that?” he growls at me, spit flying from his mouth. He wrings his fingers inside me, keeping me at the edge, but not letting me come.
“I’m so close,” I say, like that explains everything.
He leans down to my ear, causing his fingers to push impossibly deeper, and whispers, “You forget to ask for permission to come, little slut. Don’t tell me I need to remind you of the rules, already.” I shrivel, trying to lean away from his breath fanning my ear, but he just leans closer. His fingers pull out, though his hand hovers above my core. “Your pleasure belongs to me, Olivia. You don’t get to come until I let you.” He punctuates his scolding command with a slap between my legs, and I let out a scream.
“Fuck! I’m sorry, please!”
“You will be sorry,” he retorts ominously.
He walks away, out of my line of sight, and I panic at having lost sight of him. “Jack?” I ask when a minute has passed. I think I faintly hear him rummaging around in a drawer above my head, but I can’t tell. “Jack?” I ask again, louder this time.
“Shut the fuck up,” he demands, just as he enters my line of sight again. I shrink a little at his rough tone, but what he holds in his hands terrifies me even more.
He’s holding two clothespins, one in each hand. He’s looking at me like he feels sad he has to punish me, yet his eyes burn with desire. Especially when he walks up to my side and makes ominous clicking noises with the clothespins, and he sees how scared I am.
“Be still,” he murmurs, then he fastens one of the pins on my left breast. It fucking hurts, and I let out a loud gasp in response, but I bite my tongue. The second one hurts less, but once they’re both attached, the sensations overwhelm me.
It hurts, a lot. The pressure on my breasts feel almost like I’m weighed down with a bag of bricks, even though that doesn’t make any sense. But the tingling, the zings of pleasure trailing down to my pussy, makes it somehow enjoyable.
I always knew I was into pain, but is more than I’ve ever done before, and I need more.
“How’s that?” Jack asks in a normal voice.
“Good,” I gasp out, still trying to adjust to the pain of it.
His proud smile sends warmth through me. He brushes some hair away from my face, leans down, and murmurs, “I’m going to fuck you now, okay?” My pussy clenches in response. “You’re not allowed to come until I let you, remember that.” I nod, even though I hate the thought of having to hold back. “Good girl,” he says just as he gives me a deep, teasing kiss on the lips.
Jack moves back between my legs, and in one swift motion, pulls his cock out. His muscled arms and chest are clearly visible through his shirt, and coupled with his thick cock, I’m barely containing myself. How does he expect me to not come?
He rolls a condom over his length in the next moment, then lines himself up with my entrance, and slowly pushes in, letting me adjust to every single inch. The stretch is just this side of painful, making me ache in the best possible way. “Fuck,” I moan when he starts moving back and forth.
“You’re taking me so well,” Jack praises, and I smile. Soon, he starts thrusting faster, which makes my breasts bounce. The bounce makes the pins tug at my nipples in a painful way, yet it makes me moan. The combination of pain and pleasure is the best thing I’ve ever felt.
I’m getting closer to climax already, but I remember Jack’s order, and I try my best to keep my orgasm at bay. I grit my teeth, but then Jack’s fingers find my clit, rubbing it carefully. I writhe at the sensation. His other hand comes down to my stomach to keep me in place as he takes me.
It’s so much, and it’s just bringing me closer to the peak, in a way I can’t control.
“Oh, fuck,” I gasp when he hits a particularly good spot. “Sir, I’m gonna come, please!”
He slows down just a bit. “You wanna come, babygirl?”
“Yes!”
He stops moving completely, and our eyes meet. He looks like he’s a predator, and I’m his defenceless prey. He leans down, making his cock push just a bit deeper, and growls, “Beg for it.”
Humiliation heats my cheeks immediately, but I don’t hesitate, that’s how desperate I am. “Sir, please. Please, please, please, make me come. I need to come so bad.” He starts thrusting again, and his fingers return to my clit. “God, please, I can’t hold back. Let me come, Sir, I’ll do anything for it.”
He moves faster. His mouth moves down over my chest, and like a pure animal, his teeth rip both clothespins off my aching nipples in one swift motion, causing me to scream. The ache in one subsides quickly when he takes it into his mouth and sucks at it, hard, and swirls his tongue around the tip.
“I can’t! Sir, please let me come!” I scream out.
Just as I feel the orgasm crashing over me, he murmurs, “You can come, little one.”
I come immediately, waves of pleasure crashing over me. The sensations of him thrusting into me, sucking my nipples, and rubbing at my clit all work together to make it the most powerful orgasm of my life. I think I’m floating off the counter as I cry out, a sound quickly absorbed into his mouth as he kisses me and plunges his tongue into my mouth.
Jack follows soon behind, moaning and grunting into my mouth as he gets closer and closer. But before he can come, he pulls out, gritting his teeth at how close he got. I look at him in confusion, as he pulls off the condom and walks to my side.
“Jack?” I ask, confused.
I’m not confused for long, though, as he wraps a large hand around his cock and gives it a few thrusts, coming on my face. I gasp in shock as the warm liquid runs down my face, some of it dripping into my mouth.
I lick it, and his eyes catch the motion. He uses two fingers to clean my face of his come before he pushes them into my mouth, forcing me to swallow his release.
It’s so degrading, and I moan around his fingers.
I lay there, on the countertop (which is probably drenched in my sweat and juices at this point), and take in what I just did. My fiancé’s brother just fucked me, tied up on his countertop. And I don’t even feel bad about it anymore. I want more, now, consequences be damned.
After a minute, I feel the ropes around my limbs loosen, and Jack carries me off the counter and into a bathroom, though I’m so hazed I don’t remember us getting there.
He places me into the bathtub, then starts filling it up with hot water. “How are you, Olivia?” he asks.
I blurt out the first thing that pops into my head. “I don’t want to go home.” It doesn’t even hurt to admit.
His eyes widen in surprise at my candid confession, then he starts scrubbing my aching body with a washcloth. He washes me until I’m scrubbed completely clean, then carries me out of the tub and wraps me in a bathrobe. It’s way too big for me, probably one of his, but wearing anything of his makes my chest feel all warm.
He leans down and gives me a kiss on the forehead. “You can stay here tonight, if you want,” he suggests cautiously. I nod without hesitation. It feels wrong, and dirty, but so, so right as well.
When we lay down together in his large bed, his arms around me, I think to myself that tomorrow’s problems can wait for tomorrow. Tonight, I’ll just enjoy this feeling, of being held and taken care of by Jack.
Thanks so much for reading! I hope you enjoyed it, any comments and feedback would be very appreciated💞
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