4 comments/ 36785 views/ 6 favorites Proper Punishment Ch. 01 By: KittyBlueEyes "So Matthew tells me you've never been with two men," he says. "No... um, I made out with two guys once," I stutter. "B-but we didn't have sex." The man with the salt and pepper hair laughs. "You must have been disappointed, huh, you dirty little slut." My clit flutters and starts to swell, and I feel my face redden. I sneak a look over at Matt, the one who met me for the initial assessment. The one who looked like a mousy graduate student when he took notes on his clipboard and asked probing questions to determine my full fantasy specifications. The one who is now standing like a soldier near the door, expressionless but alert, naked except for a leather collar. "Answer me, slut." I snap to look back at the older man. He's in his late 40's and looks large and imposing in his well-fitting charcoal suit. He's got a big easy smile and is kicked back in the big leather chair in front of the desk, the only other piece of furniture in the hotel room besides the bed. I stand in front of him wearing a cotton sundress and heels that make my calves look amazing. "Yes, I was disappointed, sir," I say. "Good girl. You can't be properly punished if you're not honest with your daddy." I inhale sharply. Whispering my kinks to Matt in a dark booth in the back corner of the hotel bar was one thing; hearing a man who's twice my age say them out loud is another. I have a strong desire to run my fingers through his silver hair while he sucks and bites my nipples. Instead I clasp my hands together more tightly and focus on breathing. "What is it, baby girl? You can tell me," he says, giving me another big smile. I pause, trying to think of an answer that will please him. I widen my big blue eyes at him and bite my lip. "I'm very turned on, sir," I say. "Tsk, tsk. Matthew told me you were a naughty girl, but you really are just a horny slut, aren't you?" "Yes, sir," I blurt. Without thinking, I start rubbing my thighs together to try and relieve the relentless pulsing in my clit. "Slut, did Matthew tell you the rules?" I freeze and murmur, "Yes, sir." "So you know you're not allowed to give yourself pleasure without my permission. I'm going to have to punish you extra hard for being so naughty." "Yes, sir." Daddy moves to sit on the edge of the bed and says without bothering to look at me, "Take off your clothes." I pull my dress over my head. I'm not wearing a bra, but I pause and look at Daddy before taking off my underwear. He raises an eyebrow at me, and I hasten to pull them off over my heels. "You can leave your shoes on. Lie over my lap." I take one last look into his steel gray eyes before lying across his spread legs. My naked breasts brush against the scratchy hotel comforter and my bush rests on the top of his thigh. Feeling his leg muscles through the thin fabric of his slacks amps up my clit even more, and I try to stifle a moan. Daddy starts rubbing my ass and the backs of my legs. "If I check your pussy, is it going to be wet? Better not lie to me, little girl." "Yes, sir. I'm wet." His rough hands pull my thighs apart then stroke up the inside of my leg from my knee to a few agonizing millimeters away from my pussy. His hand grazes just the ends of my pubic hair, and I jump. He pinches and pulls my pussy lips then rubs the flat of his hand back and forth along the length of my crotch. I groan, and he smacks my ass. "Yeah, you're real fuckin' wet. Matthew, come see what a slut you've brought me." Matt walks over and drops gracefully to kneeling in front of us. Daddy grabs my inner thighs and ass cheeks with both hands and spreads them, making me gasp. I'm still laid across Daddy's lap so I can't see when Matt reaches out to touch my pussy. The sudden shock of his long, effeminate fingers probing just inside the rim of my pussyhole makes me shriek. "Yes, sir. She's quite wet," Matt says. He works his fingers deeper inside me, then rubs the wetness around my pussy. "I bet you like that, don't you, little girl?" Daddy asks. "Yes, Daddy, thank you," I moan. "Enough, Matthew." Matt takes his hand away, and my clit throbs a complaint. I know better than to try to wriggle against Daddy's leg to soothe it, though, but the thought of how it might anger him causes another flutter between my legs. "May I feed the slut, sir?" Matt asks. "You may. A little whore like her is probably cunt-hungry." Matt leans over, and I open my mouth to allow his three of his fingers to slip inside. I suck my pussy juices off of him and strain forward to force his fingers deeper down my throat. Suddenly Daddy smacks my ass, hard, five times in a row, and Matt rips his fingers out of my mouth. Daddy rubs the hot redness and says, "You're a bad girl." "Yes, sir, I'm sorry." "Naughty— little— girl— needs a— spanking," he says, punctuating each word with another smack. He pinches my nipple and gives me ten more smacks, even harder, and the pain becomes a steady hum that matches the frequency of my clit's pulsing. Daddy's thick fingers rub my between my legs then make a wet sound as he slides a finger easily into my cunt. I shriek. He laughs again. "You're not sorry, you slut. You're even wetter than when I started. Get up." I scramble to get up off of him and stand up straight; it's a struggle because of my heels and shaking legs. My ass cheeks are warm, my clit a steady ache. "How can I punish such a bad girl? She only gets hornier every time I spank her," Daddy says to Matthew, who's still kneeling in front of him. He winks at him before looking back at me. "Get on the bed, slut. Matthew, please restrain her." Matt motions for me to lie on my back and starts tying my ankles to my wrists with thick nylon rope. He wraps and knots with such efficient deftness, never looking at my tits or pussy, that I start wondering how many people he's trussed for Daddy. I'm tall and blonde with milky-smooth skin, and normally men can't keep their eyes off my naked body. But Matt remains an obedient slave completely focused on his task, and he's done quickly. He drags me by my hips so that my ass is positioned on the edge of the bed then resumes standing at attention by the door. The rope binds my wrists and forearms to my calves and my legs into a wide splits, leaving my pussy and ass open and exposed. Just the air conditioned cold of the room against my defenseless crotch feels like a thrilling intrusion. A few of my lovers have tied my hands before, but no one has ever bound me so completely. My clit throbs with anticipation, and I start involuntarily rotating my hips and uttering quiet moans. Daddy steps into my field of view holding lube and a green latex glove. "You know what bad girls need, right?" "Yes, sir," I whisper. Proper Punishment Ch. 02 He slaps my pussy with the glove, eliciting a cry from me. He smiles, puts the glove on then starts spanking me again. He alternates each ass cheek, left and right, back and forth, back and forth, until my screams turn into moans. "What do bad girls need, baby?" "An ass pounding, sir." Daddy smirks and starts rubbing lube on his gloved hand. "That's right, bad girls need to be punished properly by getting fucked in the ass. You've been so naughty— pleasuring yourself like a cat in heat— by the time I'm done with you, your asshole will be gaping wide open." Daddy strokes my inner thighs with his ungloved hand then reaches up to squeeze each of my tits. I shake and tremble despite my binds. He keeps one of my nipples pinched between his thumb and forefinger then starts rubbing my asshole with a gloved finger. My sphincter relaxes the more he rubs without entering. He squeezes one of my ass cheeks and continues playing with my hole until I'm begging, "Please, Daddy." "What, baby? What's my dirty girl want?" he asks and starts making tight circles around my sphincter. "Please, put your finger in my ass, sir," I whisper. My asshole easily admits his fingertip, and I grind my ass into him. He slaps me and says, "Be still, slut." He waits until my breathing slows before he slides his finger farther into my ass. "Mmmm, you like that, baby? You're just a dirty little ass-slave, aren't you?" "Yes, sir," I say, still moaning and struggling not to grind my hips against him. I take a deep shuddering breath, and he slides his finger into my asshole until I feel his gloved fist push against my ass cheeks. He squeezes my ass with his other hand as he nestles his gloved finger farther inside me. I groan. He forces his fist against my ass, shoving his finger farther into me, hard, then starts grinding slow circles around my sphincter. I breathe deeply and surrender into his hand, relaxing around his finger. He starts plunging his plunging his slick finger slowly in and out of my hole. I cry out in pleasure and frustration— getting ass-fucked with one thick finger only makes me crave another. Daddy seems to read my mind and slips a second finger in slowly until the knuckles and back of his hand push against my ass cheeks. I moan, and he starts fucking my ass hard with both fingers. My hips buck uncontrollably, and my clit is on fire. "Oh— Daddy— fuck— please— sir— I— want— your cock— in my— a— ss," I moan in between rammings. I yelp when he takes his fingers out of my ass and gets up. "I told you not to move, naughty girl." "I'm sorry, sir." He tosses the glove away, takes off his jacket and belt, and takes out his hardening cock. He strokes it as he goes to the nightstand again and gets out a condom. "You'll have to be punished for it, slut." My clit is pulsing and begging to be touched. I stare at his thick cock as he slides the condom over it, still stroking it. It's the width of at least four of his fingers. He follows the path of my eyes. "You just can't get enough, can you? We'll see how you feel after I pound your asshole open." He kneels on the bed and rubs his cock over my clit then along the length of my cunt, spreading my pussy juices around. He suddenly slams his cock into my pussyhole, and I scream in shock: having never been fucked with my legs bound open, I wasn't expecting the sensitivity caused by my utter vulnerability. He pulls out then slams into me again, grinning at my second scream. He continues thrusting then puts his fingers into my open mouth. I suck them obediently. "Such a dirty girl," he says. He fucks my pussy a few more times then pulls out. He starts idly spanking me with his hand. "You ready for your punishment, baby?" "Yes, Daddy," I moan. I wish my mouth was filled with his fingers. Or his cock. "For being such a naughty little slut the only proper punishment is to remain silent while taking an ass pounding." I whimper. I was uncontrollably loud whenever my ex-boyfriend and I had butt-sex; I relished making noise. Daddy spanks my clit. "Do you understand, cunt?" "Yes, sir." "If you make a sound, I'll shut you up with Matthew's cock." I gasp. When I hooked up with two guys in college, their hands and tongues roamed my body, but I was too shy to ask for their cocks stuffed in my mouth and ass, too afraid to say I wanted those boys to stick their dicks in all my fuckholes. When Matt asked in that dark hotel bar if I desired "simultaneous penile penetration: oral and anal," I only had to whisper yes. Now, if I want it, I only have to make a sound. Daddy squeezes cold lube onto my asshole, and I gasp. He sets the tip of his cock gently against my hole, pushing and rubbing it until I'm wriggling against the ropes and tossing my head. He pushes into my sphincter and wiggles his dick around around. I pant, but stay silent. He slides in until I feel the rim of his bell-end pop into my asshole. I breathe heavily and again surrender my ass to him; my hole relaxes around his girth. He slides into my ass slowly until his balls tap my cheeks. I bite my lip and toss my head again but manage not to cry out— I want Matt's cock in my mouth, but I want to please Daddy more. At least for a little while longer. My resolve crumbles as soon as he starts plunging his thick cock in and out of my ass, though. When I scream in the throes of that liquid ecstasy only induced by getting my ass fucked, he grins and thrusts harder. "It's about time you fucking screamed, you bad girl. Matthew, gag this slut." Matt walks over from his post, and I see his cock is already hard. I wonder if watching us got him hard, or if he jacked off to prepare for duty, or if he just gets hard at Daddy's command. Matt drags me by my armpits to the corner of the bed so both my head and my ass hang off the sides. I lick my lips and open wide for him. He holds my jaw with one hand and guides his cock into my mouth with the other. I moan and my eyes roll back into my head. When Daddy nods, Matt begins fucking my mouth while holding the sides of my face. Daddy thrusts faster. I'm out of my mind with the sensations of being skewered from both ends: the melting bliss in my ass and the gagging fullness in my mouth. On some level I am conscious of the animalistic slopping and moaning sounds coming from my body, but this humiliation only makes my clit throb harder. Daddy's thrusts get slower but more forceful, and he cums with a grunt, slamming into me a few more times. Matt keeps fucking my face, and I utter a muffled shriek around his cock when Daddy pulls out of my ass. He takes the condom off, walks to the bathroom, then says, almost as an afterthought, "Matthew, that's enough." Matt slowly takes his cock out of my mouth. I gasp for air. I've got spit, mucus, and maybe some cum on my face, but I'm still tied up and don't dare ask Matt to wipe it off me. He returns to standing by the door. His cock is shiny and swollen hard. Daddy comes out of the bathroom and sits down in the leather desk chair. He surveys the room and looks pleased: one naked girl on the bed, bound, breathless and wanton; one naked man standing, collared, stoic and erect. My exposed pussy and clit ache and throb under Daddy's proprietary gaze. I haven't cum yet. During the initial interview Matt extensively questioned the history of my orgasms and the methods proven to bring me to climax, but I didn't specify whether I wanted to cum as part of the session. "Surprise me," I said, giving him a wicked smile. Matt looked down to write on his clipboard. Now, lying tied up and wide open, I curse myself. What if they leave without making me cum? What if I have to give myself another in a long line of solitary post-coital orgasms? Daddy interrupts my worries, saying, "You took your punishment well, slut. Matthew, please service her." Matt nearly breaks his graceful stride in his rush to kneel at the side of the bed in front of my crotch. I gasp when he kisses my clit hard and jams two fingers inside my pussy. I moan, and he licks my clit in tight circles with the flat of his tongue, keeping a strong pressure. I thrash against my ropes and whimper, wishing my hands were free to press his head between my legs. I glance over to Daddy, who watches us with a slight smile on his face. Matts fucks me with his fingers deep and hard then presses up against my g-spot, lifting my hips off the bed and my clit hard against his tongue. I cum, uttering a few short screams before entering that endless shuddering second beyond sound, beyond thought, beyond existence: the little death. When I return to the present, I take a deep breath then moan deeply. I twitch and shake a few more times, and Matt keeps finger-fucking my pussy until my moans grow quieter. He sits up and leans over me to loosen my ropes, his hard dick swinging with his movements. When he finishes untying me, I curl up into a ball, kick off my heels then stretch out like a cat. Daddy motions for Matt to put something on that looks like a leather garter belt to his hard cock flush against his stomach. He then puts on a long khaki trench coat, black socks, brown leather shoes, and Burberry scarf. He looks like a businessman. Or maybe the graduate student I initially took him to be. Definitely not a slave who's wearing nothing underneath but leather straps and an erect cock. Daddy stands up and puts on his suit jacket."The room is yours until noon tomorrow. You don't need to check out. In the future, if you have any fantasy needs, I hope you will not hesitate to call Matthew again to arrange an assessment. He will also be happy to inform you of the other... services I provide." I nod drowsily, and Daddy smiles at me. Matt opens the heavy hotel door for him then follows a few feet behind with his eyes downcast. The door swings closed and locks with a click. I stumble across the room to the bathroom and turn on the hot water for a bath. I admire my naked body in the full-length mirror: black smeared eye makeup, mussed long blonde hair, pink ankles and wrists. I turn around to look at my ass. It's bright red, with streaks that look like a million fingers laid claim to me. I step into the bathtub and drift into a satisfied semi-consciousness.