LEP Ch01: Taming Katyuska free porn video

"You’re a fucking pig,” she glared up at me with her beautiful, dark eyes as I turned off the touchscreen and placed it on the table behind me. I shrugged and returned her glare with cruel deadpan, my mind already made up, and her mind racing as she struggled to find an escape route, mentally and possibly physically. She had surprised me with her dedication to her boyfriend, accepting all my terms and even coming prepared for her initiation tonight. You see, being a cosplay photographer at conventions has its perks, but the perks don’t really come out as anything more than a stocked cosplay spankbank and occasional fuck… unless… you catch one of the hottest bobbing up and down on some random guys dick behind a curtain at a con and have your camera ready to take some pics. As luck would have it, her boyfriend would not be terribly happy if he was privy to the pics, and her current scheduled life with him might end abruptly. So here she was sitting in my pristine white living room, dressed in a long, black leather coat, white stockings peeking out from beneath it and plunging down her legs to matching 3 inch stiletto heels. Her body language belied her concern for what I had planned for her, but her outfit spoke a lot more towards wanting to keep her relationship intact.

“Why don’t we just skip the pleasantries and get you out of that coat? Let’s see what kind of cute number you wore today.” I’d seen this girl in tons of sexy little outfits, from the unrealistic expectations of anime clothing, to the lingerie shoots, and a few semi-nude shoots she teased her fans with. Hell, I’d even been her photographer for some of the sets. And now, I was about to destroy that sexy, mysterious face and drag her body and mind through the hell that was my twisted perversion.

In a dejected huff, she stood up and unbuttoned the coat unceremoniously, revealing a white lace corset bra and thin g-string pulled taught right above her hips, contrasting her dark sleeve tattoo and providing a facade of innocence. Glancing down, I could make out the outline of her sex through the thin white material and maybe the tiniest hint of moisture sticking to the material. I was impressed; this girl was ready the minute she walked through the door, but the real test of what she could handle was still ahead of her.

“Why don’t you stand up show me that beautiful ass of yours?” I leaned back on the sofa but my eyes never left her body as she slowly turned around, the jacket at her feet. The tiniest strip of white fabric disappeared down between her asscheeks before reappearing to try to conceal her pussy lips. Even though her ass was much fuller compared to most women I fucked, I couldn’t find a trace of cellulite on her ass or thighs as I scanned her backside. The round globes reflected light perfectly, contrary to claims of her ass being photoshopped most of the time.

“Bend over, jiggle that ass a bit, show me a good time, hon. The sooner I cum on that pretty face of yours, the sooner you get to leave.” It was important to give her some hope, first, because I didn’t care to lay pipe in dead fish, but also because it was much more enjoyable watching them realize their predicament, usually around the time their ass cheeks begin to part around my cock.

She turned to look back at me with her pouty face and quietly murmured, “Fuck you,” but complied and reached back to make a shelf for her ass with each hand. Her perfect globes just made her waist and back look even smaller as she tilted forward a little to push her ass out. Her hands began to shake her ass up and down, hypnotizing me as they oscillated up and down in perfectly damped motion, the white stockings straining to stay high on her thighs. She bent over slowly, keep her back and legs straight, and between her legs I could see her breasts struggling to stay in the bra. I stood up quickly from the couch and cupped her pussy between her legs, startling her. She cried out and stumbled forward in the stilettos, but I was ready, my other hand already wrapping itself in a fistful of her raven hair. Between her pussy and makeshift ponytail I broke her fall, and she hissed as she was left hanging off balance by her head and pussy.

“Careful there, Kat! Can’t be damaging the goods before we’ve even started.” She slowly regained her balance as I lifted her by her hair back onto her heels. The fact that her pussy lips were wet did not escape my notice and I gave it a few soft strokes as I released her hair and mound. The faintest of moans escaped her lips and I sat back down, satisfied.

“Where does Matt think you are, Kat? Surely you had a great story, rather than ‘I’m off to save our relationship’.”

She turned to face me, her pouty red lips depressed and her eyes cast down at the floor between her silken legs. “He’s at work.”

“Hah! You love him, don’t you?” I prodded, slowly laying out the roadmap for her inevitable oral destruction.

“Yes! I love him very much. That’s the ONLY reason I would ever set foot in this fucking house again!” Her eyes flashed as she glared up at me again, her tits pushed forward in a defiant stance as she motioned towards the living room and couch I sat on.

“Tell you what Kat, I’m so touched… so moved by your love for Matt, that I’m going to cut you a deal. I know I mentioned a lot more in the texts, but if you can make me cum with your mouth in under 5 minutes, you walk out of here. You give me the same service you gave that random guy, I delete the pictures, you pick up your jacket and dignity and walk right out that door. In this case, maybe two wrongs can make a right.” I chuckled and spread my legs on the couch, showing her the space she’d be acquainted with over the next 5 minutes.

She licked her lips, I assume at the prospect of an out, but her eyes narrowed. “You promise?”

“Promise! Here, I’ll even record my terms.” Pulling my cellphone from my pocket, I started up video of my face and announced, “I, Marcus Cetan, do promise that I will delete every picture I have in my possession of Katyuska Naru,” I swapped the camera to her, standing awkwardly in the center of my living room, her white lingerie and pale skin matching the plush surroundings, “IF Katyuska Naru can make me cum in under 5 minutes from her mouth.”

I watched her face closely and she gave a tiny smile, clearly unaware of the six other camera’s hidden throughout the room that would be capturing the entirety of her debasement. I had been in this business for years, for fucks sake. And a beauty like this, in the circumstances she was in, this didn’t happen in a lifetime. I looked at her expectantly, the camera locked on her face.

“I, Katyuska, agree to these terms!” She giggled and jumped up and down clapping as this new door that had miraculously opened for her. I finished recording and displayed a timer on the phone starting at 5 minutes.

“Take off your pants first.” She came closer and began kneeling in between my legs, eager to begin. I could see in her eyes the plan she’d concocted; she knew I was entranced by her beauty, she knew her oral skills, and with those two things combined she would be on her way home in no time, this disruption about to be tucked away forever behind her.

Unfortunately for her, a little bit of sexual research and chemistry was about to destroy all that. Over the years, in an effort to enhance my sexual experiences, I’d found a certain prescribed painkiller could make me last significantly longer, the downside being it sometimes became difficult to keep it up. But, combined with a reduced dose of a prescribed ED medication… I’d found a way to keep plowing girls as long as I’d like (typically longer than they liked), with an ability to ejaculate almost at will when I wanted to be done. Anything less than the right combination of mental imagery in my head combined with the appropriate degradation of my victim, and my cock could be an insatiable and unstoppable tool of destruction. Many assholes had fallen victim to its endless hunger, ending their lifetimes as tight little rosebuds and beginning their life forward as properly gaped tushies.

Undoing my belt and standing up, I forced her back onto her heels in a kneeling position and dropped my slacks, my crotch now inches from her face. My cock was already hard from the drugs and hung tightly in my black boxer briefs, its own weight helping keep it from standing at attention. I smirked as her eyes grew wide at the size of my cock; I wasn’t a pornstar, but my girth and length could hold its own when compared with some of the scenes I’d watched.

“I’m beginning to think you might be a whore, Kat, to want to suck my cock so eagerly,” I joked, as her hands quickly pulled my briefs down to my ankles, my cock springing into her contoured-makeup cheek. She gasped and wrapped her hand around the base of the shaft, her eyes wide as the purple head and veins came into focus. I brushed her hand away and stepped forward gripping my member, gently laying it across her face as she looked up at me in surprise. With the balls resting near her chin, it stretched past her dark eyes to her mascara and fake eyelashes.

“You really do love Matt, don’t you Kat?” I picked up the phone and showed her the display as I tapped the start. “I don’t think most girls would be able to stomach this.”

Her eyes darkened, remembering her predicament and attempted to regain control over the situation my cock’s size had jarred her from. “Yes, as a matter of fact I love him very—oomph!!” Her pouty red lips found themselves no longer an exit for words but full of meat as I swiftly seized the opportunity and slipped it in, gripping the back of her head with one hand to make sure it hit the back of her head on the first stroke. Three inches of cock left protruding from her mouth, I noted as I held her head still for a moment. Her surprise transformed to anger as she looked up at me with a piercing glare, her lips locked around my girth in a bright red, puffy ring. I laughed and released my hand from her head, bringing both of my hands behind my head in a relaxed stance. She pulled her head off my cock and coughed once before retaking it in her hands and beginning to work her mouth magic. Licking the head aggressively and alternating sucking along the shaft and head, she struggled to work with the unfamiliar size of it, but made up for it in feigned enthusiasm.

The wet tunnel of her mouth felt fantastic as she tried to work her way around the tip with her mouth, her hand stroking the length of it, and her other hand attempting to massage my balls. I really like my entire shaft in a moist hole though, so I wasn’t getting too terribly excited. I glanced at the timer and saw her first 40 seconds had expired with little effect on my stamina. I faked a loud yawn and leaned back, withdrawing my cock from her mouth as I sat back onto the couch. She almost looked hurt at my look of bemusement as I relaxed on the couch, my cock straight up between my legs. She hurriedly crawled over to my cock on her hands and knees and grabbed it again. The view of her heart shaped ass split by the white thong stirred in my balls, and I pushed a few strands of dark hair back from her pretty face, causing her to pause with my cock right in front of it.

“Tell me again how much you love Matt.” I mandated with a blank stare, my hand still keeping the hair from covering her face. Confused, she looked up at me and sighed,

“I FUCKing told you, I love –heuURgck!” I swiftly swung her mouth back onto my cock as she struggled to finish a sentence with my engorged cock in her petite mouth. I bottomed out again at the back of her throat, gaining a little as the angle gave a little more bend to my cock. I laughed as I released her hair and sat back with my hands behind my head, and she struggled to regain her composure before going back to work. She finally realized my little game and began furiously trying to just get it over with, using the tricks she knew to bring men to their knees. Most men would have just sat there and let her work her magic, while I toyed with her mouth and dignity, all the while the timer ticking down on her freedom. Another minute passed of her trying unsuccessfully trying to jam my cock down her throat while gazing at me in a sultry look meant to make men cum in their pants. I held up my phone display.

“Kat, I don’t know if this is working for me, and I think that’s bad news for you,” I said sympathetically with a phony, worried look. She looked questioningly at me, lips still taught around my dick. Holy shit, this chick had never had to reaaaallly deepthroat, as I envisioned her struggling to fit the majority of my dick through her skull.

“Maybe if you climb up here on the couch, you can fit more in?” I patted the white couch next to me, and she eagerly scrambled up beside me before taking my cock in a hand and guiding it back into her mouth. I left the phone next to my leg so she could see her dignity ticking away and gazed at the length of her body, her back arched into the beautiful moons split by the g-string. Glancing below, her breasts barely hung in the white bra, one areola already visible. I ‘helpfully’ pulled her hair back again from her face as it was interfering with her work, and wadded it up in a ponytail on top of her head.

“Don’t use your hand, hon, it’ll feel much better,” I coached like a helpful lover, raising my hand with her head as she withdrew her mouth to look at me on her hands and knees. Her worried look implied she knew where this was going next, so I put on a kind face and attempted to ease her concerns.

“It’s fine, you just need to relax your throat and get it from the right angle, I’ll give you a little help when you need it, OK? You’re running out of time…” Her worried look returned to determination and she licked her lips at me while putting on her sexiest eyes.

“Okay, f—glURCK!” Like shooting fish in a barrel, I slammed her head down onto the meat spike in my lap, groaning in euphoria as it hit the back of her throat before using the fistful of hair to wiggle her down another inch. Her hands immediately grabbed my thighs in an attempt to pull her face off my cock, but I kept it there for another second before releasing a choking and slobbering Kat. She shot up in the air, gasping for breath as I retained hold of her hair. Trying to turn and glare at me again, I instead directed her head towards the phone display close to my cock. Ninety seconds left.

“Tsk tsk, Kat. You’re running out of time! I’m just trying to help you!” She sighed in defeat and brought her mouth back down on my cock, attempting to propel herself to the root, again unsuccessfully. As she bottomed out in her mouth, I opted to assist again, rocking her head back and forth with pressure until I felt it make the correct turn in her throat and push all the way in. Her body convulsed and she tried to push off as my cock massaged her gag reflex, but again, my vicelike grip on her hair turned her struggle into waves of pleasure on my cock. Her hand desperately tried to tap out on my thigh, and only after watching a single tear travel from the corner of her eye down her cheek did I ease off. She came up coughing and spitting again, her eyes red and moist, a single black stain down her cheek, first of many.

“Maybe it’d be better if you let me handle it, Kat. Otherwise you’ll never get out of here!” My grip of her head kept my cock on her lips but I let her grab a breath, her breasts heaving up and down next to me.

“Alrig—HURGGGHHHK!” Again, I fisted her head downward, trying to sink my entire cock in one motion and watching her flat tummy convulse as her face remained locked to my groin. I pulled her mouth off a few inches and then sank it again on my pole, feeling the saliva pouring out on my balls as she struggled to combat both her lack of air and her gag reflex. After a brief respite of air, I began to make a symphony of sounds on her throat with my cock, keeping a consistent rhythm of her head bouncing up and down on my cock.

“Urk, Urk, glUrk, Urk…HuuUUURRGK!!!” I pulled out a bit and started rapidly stabbing the back of her throat with my hips.

“Ummnh ummnh Agh, umnh umnh, umnh umnh, awmmnhh… erhmmmmhh” I was in heaven, watching her struggle to maintain some semblance of composure (and breath) as I demoted her face to a cute fleshlight. Glancing at the phone, she had 1 minute left to make me cum, and I think she realized it, giving up control of her mouth and airway to let me use it whichever way I wanted to ensure I got my rocks off and released her from this hell. Her body hung limply in my lap as I now used both hands to grind the length of her mouth and throat up and down my shaft. Her blubbering, choking and gasping only served to keep my cock rock-hard as it damaged her throat again and again. With only 30 seconds left, I could see her hope begin to fade away in the quiet tears that started streaking down both cheeks. I abruptly pulled her head off my cock and she confusedly took a deep breath as I stood up, keeping ahold of the makeshift ponytail. I raised her off her hands and pulled her from the couch, causing her to wince in pain and half-fall, half crawl off the couch to follow me. Once on the rug, I gripped her head and pulled her up onto her knees, again with both hands and fed my cock back down into the wet, warm orifice for more facefucking. Her hands came up to brace against my hips but I slapped them aside, keeping my dick lodged in her head.

“Kat, the only way you’re gonna get out of this is with your mouth.” I pulled my cock out while keeping a good hold of her head and pulling her off balance forward. “Why don’t you use your hands to open your mouth real wide? I really like it when my little cumsluts do that. Maybe it will help.”

Her face flushed red in humiliation and her eyes looked down in defeat as her hands fish-hooked her mouth open wide, showing off the gap in her two front teeth. With her mouth open, I jerked her forward a little as I rammed my dick forward into the awaiting hole.

“GLURK, GLURK, GLURK, GLURK,” her mouth went as I continued to pump my hips back and forth into the goddess’s throat, making a few grunting noises to make her think I was close. She looked up at me through the tears streaming down her face eagerly, her fingers making her face look ridiculous as my cock punched towards her stomach as far as it could. I grinned maliciously down at her as I heard the timer begin ringing, wasting no time and continuing to abuse her throat as saliva ran down her chin freely.

“Haark! Haarghk! Haarghk! HAAARGGGHK!” Her defeated and teary eyes looked up at me expectantly, but I just smiled down and continued to try to touch her nose to my stomach with each stroke. I continued until the full 30 seconds of the timer notification ran its course, constantly keeping her off balance as the sounds of her debasement filled the room. When the timer finally shut off and there was no doubt that we were long past her deadline, I conjured up the imagery I needed to cum, this time some old painal videos I’d seen in my teens.

Maintaining the grip on her head and my other hand wrapping around her throat, I yanked her forward onto my shaft so hard her hands flew up to grab my hips as she fell forward, laying the entirety of my shaft in her body and dumping load after load of hot semen towards her stomach. She gagged and coughed around the meat in her mouth, her ass spasming in the air as she fought the vice holding her head down. Once I was content the cum was lodged in her past the point of no return, I shoved her roughly off my cock, watching her splay backwards onto the rug, coughing and gasping. Her stockings and lingerie were still pristine, but her hair and face were another story. Surprisingly little of her mascara had fallen down her face, but one of her fake eyelashes had fallen out, and her bright red lipstick had faded to a smeared pink. The contouring on her right cheek had mixed with a bit of dribbling mascara, and her face and throat were red from my grip. I wiped my dick off as I stood over her, watching her try to regain her breath, her eyes closed as she reasoned through her current predicament. Suddenly, a quiet burp erupted from her chest and her eyes flew open, a face of absolute disgust and hatred for me, with a hint of embarrassment. I burst into laughter at the coveted cum-burp, and walked behind her, once again wrapping my hand into a black ponytail attached to her head.

“No time like the present to get to work, huh?” I started to drag her towards my LC4 chair across the room from the couch, and she immediately flipped onto all fours and hurried to keep up with the handle I had on her. Watching her ass bounce around her thong and hearing the stilettos clack on the floor as she tried to keep up started to push blood once again towards my currently flaccid cock. When we arrived at the chair, I pulled her into a standing position at the foot of it, causing her to wince. Guiding her with the ponytail, I pulled her forward over the bend to drape her body across the length of it. Her face came to rest in the low bend, and her thong split her asscheeks displayed in the high bend.

“Please don’t do this Marcus!” She pleaded as I held her head down to the chair while running my hand up her back to the beautiful round bottom. Her eyes were still misty as she struggled to predict what I had in store for her. “Please don’t, Marcus, I’m begging you! You’ve already had your fun!”

I ignored her, too focused on squeezing her ass in my hand, and watching it shift around as I molded it this way and that. Pulling an asscheek apart from the other revealed the thin white string again, barely concealing her asshole and struggling to keep her pussy lips concealed. I finally snapped out of it, reaching under the chair for the small silicon bullet I had placed earlier.

“Kat, I’ve definitely had my fun, but I’m a giving kind of guy, and now I insist that you have fun as well!” I slid aside her thong with the bullet and tried to push it into her pussy. It didn’t budge, so I wiggled it a little, quickly finding the moist inner lips that parted easily for the bullet.

“Oh, what was that?” surprised, she craned her neck to see what I had just slipped into her.

“Just a small remote controlled vibrator. It’s like those omnibods camgirls use, but a little more versatile and programmable.” Walking back to the couch, I picked up my phone and switched to my camera. “Kat, do be a dear and spread your legs real quick for me.”

Dismissively, she slowly walked the legs out a little until the thong was completely visible, and I snapped a quick pic with my phone, making sure it wasn’t silent. The shutter click sound snapped her back to look at me in panic, and I snapped another pic of the beautiful sight before me. Legs splayed out on either side of the chair in white stockings and heels, ass raised up and inviting, head low in the chair; the perfect position I wanted to defile Katyuska in.

“What the fuck? What are you doing?!” She struggled to sit up using her arms for support, and I quickly activated the bullet through my app. She groaned and immediately sank back down into the chair, gripping it tightly as her pussy got used to the powerful undulations in her pussy.

“HOOOoooohh,” she breathed into the leather chair, as I slowly turned down the setting to a dull rumble.

“See? I told you I wanted you to have fun!” I chided her in a playful voice, before activating the specific feature I had coded up myself. “You’ll notice it’s a pretty subtle vibrator right now, almost like a dying vibrator. Just enough to remind you that it’s there in your pussy.

She whimpered as she realized that an orgasm was not going to happen very soon at this rate, and yet it was still keeping her body in the desiring state.

“But…” I brought my hand down hard on the nearest ass cheek and she squealed loudly in response to the crack. It quickly transformed into a moan as the vibrator roared to life inside her. “My phone detects loud cracks or screaming and kicks the bullet into high gear. I think of it as a way to actively reward you for being such a good little whore.”

I slapped her other cheek and again her hips bucked in response to the pleasure emanating from her pussy. “Neat, huh? I’m still testing the limits of the audio input though so please bear with me if it responds to other stimuli as well.” I grinned, remembering my last victim’s screams that propelled them to orgasm. While the program worked well with whipping and slapping, I had randomly discovered that there was another way to get a girl to trigger the bullet, and I intended to test if it worked on Kat as well. Rough anal sex that caused loud screaming and grunting.

Unlike the usually naïve college spinners I lured into taking my cock up their ass, Kat was going to be different. Once the girls were in an edging induced, lust-fueled haze, it wasn’t hard to convince them to try anal. I use a decent amount of lube, and usually let them set the initial speed and depth. Once they thought they could handle it doggystyle, I’d pick them up by their waist, grab the back of their knees and lift, pinning them against my body and keeping them impaled on my dick. With their thighs propped up in the air and no leverage available to them other than grasping my arms, the real anal drilling would begin. Usually the first scream signaled that they had thought I had previously penetrated them with my full length. The screams, grunts, pleading and sobbing that followed quickly afterward usually signified that they realized they had no leverage, no way to stop my constant thrusting in their ass, in addition to being confused by the constant push towards orgasm in their pussy.

Kat was larger than the little waifs I violated normally, but I did have the advantage of her not having a choice in the matter. This meant no timeline, no arms getting tired as I held their struggling bodies in the air, no claws scratching my arms in a brave attempt to dislodge my dick from their poor asshole. I was going to savor this experience, I was going to extract every bit of pleasure from her ass while I would inflict pain on her mental and physical state. Speaking of mental anguish, I snagged a piece of paper from the table my surface rested on and brought it to a coffee table near the scene of her final degrading.

Looking down at her facedown body conforming to the LC4 chair, the thin white material separating her supple asscheeks, my cock stirred more into its fully aroused state. Her tired head was looking off to the side, still trying to catch her breath from the throatfucking. Thank god for the pills, otherwise this goddesses body would have pulled every ounce of semen out of my body already. No, her body had a long way to go before my sadistic side was done with it.

Somehow through the tears most of her makeup was still intact, the key to her piercingly mysterious and sexy look. Unfortunately, the slack jaw and heaving chest betrayed the utter lack of control she had as her body slumped over the lounge, her ass elevated and inviting.

“Let’s go ahead and spread your legs all the way, hon” I chided her as I used a foot to guide each foot outward, further displaying her round asscheeks and I noticed something I hadn’t before under the elastic string. “Bleached asshole, huh? You really are a fucking slut, aren’t you?” Her already flush cheeks turned a deeper shade and she closed her eyes, silence hanging in the air. I stepped over to stand near her, grabbed a rough fistful of hair, and bent down while jerking her face up to mine.

“I said, you really are a fucking slut, aren’t you?” I stated in a monotone matter of fact voice. Wincing, she briefly looked into my eyes and sputtered, “Yes! I’m a fucking slut. Ok?”

“See? Not so hard now, was it? Well, you know where sluts get fucked, right?” The question dripped menace, and she caught on immediately, attempting to collect her legs under her so she could spin in the chair and protect her asshole.

“No, please! Too big!” she pleaded as she struggled to flip over. One hand on the small of her back was all it took to pin her center of gravity to the chair, though, and she only succeeded in looking silly as she tried to wriggle out from beneath my hand.

“Oh Kat, I think we’re long past the point of begging. But if you keep struggling, I might have to break that ass in without lube…” The threat immediately froze her body and I grabbed a bottle of lube from the table to show I was a man of my word. Squirting it on my cock and massaging it in, I stepped up behind her ass and lined up my rigid cock to her tiny hole. Pushing the tiny thong aside, I applied pressure and she began moaning in discomfort.

Leaning forward, I failed to even enter her as my cock slipped this way and that around her asscheeks, her sphincter refusing to be acknowledged as an entrance. Gripping my cock nearer to the head, I directed it to where I knew it would eventually give and sure enough, it slowly started to give way as I felt an immense heat touch the front of my cockhead.

“Pleeeeasssse…” she half grunted, half begged as my cock head popped all the way into her rear and her sphincter contracted to envelope the mushroom tip. Her groans began to grow in volume as I slowly and methodically began the long journey through her rectum to find its new home. I could almost feel each wrinkle and fold in her tight ass as it gripped my cock in an airtight seal.

“Oh Kat, this feels so good! I can’t believe I’ve never ass-fucked you before! Oh wait…you probably wouldn’t have let me!” I trailed off jokingly as the first 3 inches found its way into her. She began to arch her back as the searing pain ventured further into her abdomen.

“HHNNNNNGGGGKKKK,” we both said in unison as I pushed her head back down into the chair while driving another few inches into her big ass.

“Oh god, Marcus is hurts!!! It really hurts!!” She cried from the chair as I kept my hands on her hips for balance as I sunk into her. I let out an overdramatic sigh,

“Fine, I’ll help you out Kat…” and my hand came crashing down on her asscheek, the first slap already providing a faint red stain on her perfect white ass.

“AAAIIIIEEEEE” she belted out as the harsh slap combined with the vibrating pleasure in her loins. I took the opportunity to ram my cock in another two inches, and she choked as the previous pain intensified.

“HHAAAAaaaahhh! Oh Fuck TOO… BIIIIIG!!! Marcus it hurts, I’m cramping!!” she complained while slapping the couch repeatedly. Well, maybe I had lied about how I wanted her to have fun, I reflected as I renewed my penetrating force in an effort to sink the entire shaft in her vice-like asshole. My cock quickly proceeded to begin reorganizing her organs to make a continuous path for itself in her rectum, a process that induced more screaming from her, resulting in a powerful buzzing I could even feel in the hole I was pillaging. As I finally got the last of my cock into her and found myself resting on top of her asscheeks, I saw she was gasping for air, my cock apparently displacing her air supply. Pain does that to you I guess.

“See? We’re all in and I feel great!” I exclaimed, as I watched the tears streaming down her face. Her head hung directly down into the chair, her hair disheveled and trying to cover her face in a thin veil of dignity.

“Now might be the hard part, Kat. I’d like to say I’m sorry, but honestly I feel great; your searing hot velvet tunnel feels like its massaging me! Oh wait, that must be the vibrator and your muscle spasms! Well, I’ll take it!” I cheerfully stated as I began to drag my cockhead across her rectum on its way out of her ass.

“OOOwwwwwwOOOOHHH,” she moaned as my head grated her inner walls until my cock re-emerged into the light. As it popped out of her body, her sphincter closed immediately and I heard her resume normal breathing.

“Round two, Kat! You might want to bite down on something.” I stated as I lined my head up once again and pushed in. It was much easier this time, and I slipped past her sphincter and picked up speed downward. She wailed again and pounded the chair as I again rearranged her intestines until I bottomed out. Her quiet sobbing could be heard over the vibrator as I came to a stop. Satisfied that me and her asshole were now out of the honeymoon phase, I proceeded to rip it out rapidly until only the head remained in her, the sphincter muscle wrapped tightly around the shaft. Her scream made me smile and I reversed direction, splitting her rectum walls to make room for my cock and expelling the breath from her lungs. As I would pull back, she would take a sharp breath followed by a longer weak inhalation. These were punctuated by groans as the edge of my cock head glanced off every fold in her colon on the way out. As I repeated this for a few minutes, occasionally I would feel the vibrator roar to life in her pussy, either from a slap on the ass, or a higher pitched scream from her pretty mouth. As she slowly got used to this process of searing pain, pleasure in her pussy, and a sense of fullness, I decided now was the time to add mental pain to the physical.

“You know Kat, now is a good time to revisit that modeling contract I mentioned last year. What do you think?” I paused as I bottomed out in her rectum, knowing she’d need to take in a breath of air before forming a response. I just held my hard cock in her, crouching over her body splayed out in disarray beneath me, pinning her to the chair. Her ass rested on the high part of the lounge chair, her legs straight out from either side of the chair, the toes of her stilettos resting on the floor. After a pause, she must have realized I was serious, and she craned her neck to look back at me, her eyes wide with fear. I could still hear the tiny buzzing going on in her pussy somewhere beneath where my dick had pinned her beneath me.

“..What?”

“Remember when I asked you last year at sexpo if you were interested in a modelling gig with my company? You said you were interested and then blew me off. Figured you thought it was beneath you since you were starting to rake in the Patreon money showing off your ass.” I laughed inwardly at the statement, staring down at the tight muscle gripping my cock unwillingly in a vice-like grip now beneath me. “Maybe we can revisit that idea now that you have a vested interest in my photography?”

“Ahhh, um, yeah sure that’s fine, we can talk sometime.” Her distracted voice contained a bit of impatience, eager to cum from the vibrator and still trying to reason with the immense pain I was inciting in her ass. It was comical, watching her try to stealthily grind her crotch into the chair beneath her to apply more pressure to her clit, while my embedded dick forced her to regret every move she made. They talk about how anal can sometimes overwhelm the pain with pleasure, in particular if the clit is stimulated, and from her breathing, I don’t think she was at that point yet.

“Sorry you misunderstood me, Kat, I was thinking we could talk about it right now.” I punctuated the last words by ripping my dick out of her ass rapidly, barely having a chance to feel the walls of her rectum lose hold on my cock head as it bounced off each fold on the way out. Such things happen when you don’t keep lubing throughout prolonged anal.

“HaaaAAAAAHHH!!!” Her head flew towards the ceiling as the pain rippled through her body, and then she immediately sank her head back down, her hair covering her face as she struggled to regain her breath. I hopped over to the end table and grabbed the single sheet I’d left there. Returning to her prone body, I noticed her hand between her legs and her hips grinding into the chair. God she must be really close to cumming, I thought. Placing the slip of paper by her head on the chair and a pen on the floor, I resumed my position above her ass, my dick dragging its way up her thigh as I grabbed both asscheeks in hand and parted them to take a look at my previous work. Her sphincter was trying desperately to close to its originally sealed state, but I could see the damage was already done. Her asshole wasn’t gaping yet, but the tiniest black dot winked at me from behind her sphincter.

“Having trouble cumming? You know how it works, slut, I really don’t think it can get you off without some assistance.” She whimpered as I pulled her hand away from her crotch and placed it on the paper. “Go ahead and start reading and I’ll try to help you with your orgasm problem, OK?” I paused and slapped her ass, the crack resounding throughout the room, quickly followed by her muffled cry, and then a long groan as the vibrator kicked into gear. Her back stiffened a little as she cleared the hair away from her face and picked up the piece of paper. I watched her eyes scan it quickly as I squirted a bit of lube on my cock and brought it back to its original state with a few strokes.

“Go ahead and start reading, the sooner you finish reading and sign it, the sooner this’ll all be over.” By this, I guess I meant her first induction into being my whore. We had a ways to go, and I wanted to make sure she was properly distracted when she realized it.

Taking a deep breath, she began “This model contract is made effective as of April, 11, 2018, by and between Luminous Entertainment and Photography, and Katyuska Naru.” I struck her ass again, hard, and watched her scream into the paper before her stomach muscles convulsed as the vibrations rippled through her. Her ass had come up off the chair a little, and I didn’t like the idea of her turning over or finding a more comfortable position, so I slowly directed my cockhead to her asshole, just grazing it. She flinched and her body contorted to the chair again, desperate to put as much space between the invader and her ass as possible. I lowered myself with her, maintaining the grazing pressure on her asshole, and then firmly planting itself at the entrance when she couldn’t go further.

“Why don’t we pick up where we left off, Kat? At this rate you’re never even going to get a chance to sign this before you pass out from the pain.” She eagerly started again at the threat.

“In this contract, the party who is contracting the services shall be referred to as ‘LEP’, and the party who will be providing the services shall be referred to as Kat. The purpose of this contract is for the engagement of Katyuska Naru as a photographic adult model and entertainer. Luminous Entertainment will engage Kat as an – Wait! Adult model?” She turned to look at me, but I was ready, bringing my hand down hard on her other asscheek.

“UgggghhhhnnnnHHHH!!!!” She screamed and grunted simultaneously as the pain coursed through her, her ass flinching directly into my waiting cockhead. Watching her struggle in this predicament had kept my cock rock hard, so I settled down just a hint and immediately punched through her sphincter. Resting both my hands on her ass, I started driving my cock the long journey through her rectum towards its new home.

“AIIIEEEEEE!!!” Her piercing scream was cut off as I grabbed a fistful of hair and pulled myself deeper into her, forcing her head up to look at the contract once again.

“Read.” The stern tone got her eyes scanning the page again as she tried to ignore the pain in her ass as I slowly eased the last few inches home.

“I… I can’t… Please! It hurts, Marcus! Please just let me read!” Her eyes looked back at me pleadingly.

“You’re the one that stopped reading. We’re not done here till you’ve signed it, babe. And you know how I can’t stay away from this ass; just read and it’ll be over soon.” I let some kindness seep into my voice, but if she was stupid enough to believe it at this point, that was her loss. It seemed to work for the moment though, and she again tried to steady out her shaking voice and body to finish her torment.

“… as an adult model and performer for Mark Luminous Entertainment and Photography. Luminous Entertainment reserves the right to use any and- unghhhk - all material obtained under this contract indefinitely, and the contract will end one year after the date of … haAAAGhhh… signing.” My cock slowly worked its way in and out of her rear, my hands braced on her waist and ass as I maintained a slow and steady cadence.

“De…-description of services. Beginning April 11, Katyuska will proviigggghhddde the following services: Model shall perf-AHHHHGG… form for Luminous Entertainment no less than once a week, with each session lasting… up… to 6 hours…?” She turned around to look at me again in fear, her plight beginning to dawn on her, seeing just how far I was planning to take her. I raised my hand menacingly, and she winced and looked back at the contract, but instead I tapped on my phone, increasing the intensity in her pussy. Her voice trembled as she struggled to resume dictating, and I began to increase my thrusts to match it.

“Termination. Katyuska Naru will commence work under this contract on April 11, 2018 at the private residence of Marcus Cetan of Luminous Entertainment and Photography, Brisbane, Queensland and will continue to wo-ohwwwoowWW -erk until April 11, 2019, unless Luminous Entertainment and Photography makes a good-faith determination, prior to that date, that Katyuska Naru’s services are no longer desired.”

I could see the sweat building up the small of her back again, as she was struggling to focus on the words in front of her while I pillaged her anal cavity and the vibrator danced around her g-spot. The mix of pain and pleasure seemed to be filling her with a euphoric haze, punctuated by my occasional ass slap or rough penetration into her asshole. She was trying to speed up now, mumbling through some of the words in an effort to focus instead on her impending orgasm.

“War-…wardrobe! LEP will furnish Katyuska Naru’s wearing apparel for use in conHehhhhkkk-nection with all assignments. All items furnished by LEP will remain the property of LEP, but must be worn while on Marcus’s premises at all times, unless specified… Hunnnhh otherwise. In addition, unless specifically dictated otherwise, the model will always arrive in stockings and heels while working.”

I took this opportunity to pull my dick out methodically and spread her asscheeks. The sodomy had taken its toll on her sphincter and it was struggling to close up the current 1” hole that resembled her asshole. I licked my finger and hooked it in, tugging lightly to keep the gape open. Running my finger around the edge of her sphincter, I saw her shiver and increased the vibrator speed with my other hand. Her ass started to rise to meet my finger, trying to fill the empty passageway. I grabbed my dick and guided it back to the entrance of her nether hole.

“Transportation. LEP will arrange and pay for Katyuska’s transportation expenses throughout the duration—uuuumph—of her contract while on assignment.” Her voice started trembling further from the impending orgasm, and I quickly checked the state of my cock. Satisfied that most of the water-based lube had since dried up, I smiled as I saw her reach for the pen in a haze. She could see the contract reaching its end, and the on and off edging was killing her.

“P-payment for services. LEP will provide for the services a total amount… of… $50,000…?... awarded in 12 monthly payments throughout the year.” She looked up through her sexual haze back at me to confirm that she had read it correctly. I took a moment to smile in affirmation at her, and then drove my cock in hard to the hilt. As I punched through her sphincter, I could now sense the friction, and the walls of rectum did not part easily as the invader forced her flesh aside for mine.

“HaaAAAGGGHHH!!” She instinctively reached back with a hand to try and stop my thighs from pushing my cock deep inside her, but to no avail. I’d been waiting for this all evening and knew her asshole was already sore from the constant pummeling.

“Read,” I stated in a threatening tone as I reached up to grab a fistful of hair again, and guide her gaze back to the document at hand. She sniffed back some tears and attempted to continue.

“The model releases—oh FUCK, -hurts Marcus, please!—the photographer and all other person—huRMMPH—entitled under this agreement to use the photographs and entertainment materials,”

I began to pull her back onto my cock with her hair as I slammed into her dry asshole, causing the occasional pause and grunt. I could also feel the vibrator shooting pulses through her as my phone heard my thighs slam into her abused ass cheeks time and again.

“From all liability for libel, invasion of privacy, and all –AHHH FUCK—causes of action whatsoever in relation to the material and their use.”

I released her hair and instead gripped both hands around her delicate pale throat, continually stabbing my cock into her ass, held in place by the bend of the chair. She tried to shuffle forward from the burning pain in her rectum, but her stilettos only succeeded in scraping along the smooth floor on each side, spreading her legs further open. Pinning her head to the chair within view of the contract, I released her windpipe a little.

“Read.”

“The model –uhhhhgggg—acknowledges reading the entire—fuuuuuuckk—agreement prior to –hnnk—signing and the model…is…familiarwiththecontents!”

Her voice was becoming a whisper now as she started to climax involuntarily from the vibrator. I quickly picked up the pen and placed it in her hand, before returning to sawing my meat in and out of her abused asshole. As she picked up the pen and tried to bring it to paper, I started cutting off her air supply with both hands while simultaneously trying to enter her stomach with my cock. I could just barely hear her attempts at screaming through her constricted windpipe, but I could see the tears falling past her open gasping mouth onto the paper as her hand scrawled a broken signature above the line. As her face turned red enough to match her previous lipstick, her body started to convulse from the powerful orgasm that was continuing to sweep through her body. Using my cock and hands to pin her ass and face to the chair, respectively, she continued to make muted grunting noises out of her mouth as tears streamed down from her cheeks onto the chair her face lay on. As she finished signing, her hand dropped the pen and she began slapping the paper to indicate she was now my three-hole whore.

Satisfied, I picked up the pace in her asshole, watching her sphincter stretch from her body as my dry cock head tried to take her entrance with it every time it withdrew. I could tell she was losing consciousness through her orgasm as her rectum began to constrict even tighter. Without a second to lose, I pulled my cock from her asshole one last time while letting go of her neck, watching her ass remain gaped in its new state. Stepping over to her gasping face, I once again wound my hand in her dark hair and lifted her face. Her limp body barely came off the chair, and I slammed my cock into her mouth. Kat was learning a lot about how far she could go today, and her final lesson was just arriving. Pistoning in and out of her gasping face and throat three times, I pulled out and aimed my cock directly at her face. Her dark eyes lit up, knowing what was coming, but her body had no defense mechanism left to give and her hands remained on the chair supporting her body. Rope after rope of cum jetted into her cheeks, mouth and eyes as I alternated aiming at each location. She sputtered and coughed in disgust, but the vice grip in her hair kept her face on target until my cock quit convulsing.

I gently released her head and let her fall to the chair on her side, the last shred of dignity leaving her body in the wet stain I saw on the chair where her pussy had been. Leaning over, I caressed her cheek lovingly with my fingers, smearing the cum through her contouring makeup.

“Welcome to Luminous Photography and Entertainment. We’re delighted that you are on board with us and can’t wait to see more of you in action!”

Thank you for reading my first story! If you enjoyed it, please favorite, comment or rate it. Feedback does wonders for motivating me to continue writing!

All characters in this story are 18 or older, and the author does not in any way condone non-consensual sex. This story is fiction and contains, rough anal, pain, humiliation and degradation, ass to mouth, and rough oral; if you don’t like these themes, please do not read or rate it. This work is purely fantasy, and any resemblance to actual persons, living or dead, or actual events is purely coincidental.