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Deep in the Hole

This is a work that is not based on any real persons or events. All characters are over 18 years of age.

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"I told you not to be late again," Marvin said, not looking up from his monitor. As always, he was slouched behind his desk, looking slightly confused, shuffling papers, double clicking his mouse, mashing his keyboard too hard. For the manager of a tech outlet store, he was surprisingly inept with both technology and management.

"Come on, man. I asked you not to schedule me for this shift anymore. My meds make it hard to wake up this early." That was true, even though it wasn't the reason I was late. My head was throbbing, and I felt like I'd been hit by a bus, but I was still buzzing. My roommate's party had lasted into the dark hours of the morning, and I finally had my chance to bang Melissa Alvarez.

I wondered briefly if that was the reason Marvin was being a pissy bitch about me being ten minutes late for my shift. He had not kept his attraction to the afternoon shift cashier any secret, and he made a point of changing my schedule when he realized we were getting friendly. But I put it out of my mind.Deep in the Hole фото

How could Marvin know that we had spent the night in a drug-fueled fuck frenzy? I smiled smugly to myself at the thought of his shocked and heart-broken little face if he found out what a complete freak Melissa had been. I glanced at my boss, and he glared back.

Oops, I thought, better keep my mind on the task at hand.

I moved around the desk and leaned on the back of his chair, my hands sliding over his shoulders. I could feel his tension, hear his short, rasping breaths. I slowly swiveled him around.

"Look, I know what you said," I bit my lip and gave him my best puppy dog look. My hand slid over his ugly blue polyester tie.

"I said I'd fire you," he fumed, but didn't flinch or move my hand.

"That you'd fire me," I confirmed. I leaned closer. "But maybe we can work something out... like we did last time?"

His breathing quickened, and I knew he was thinking about it.

About the last time I was late, when I knelt under his desk and sucked his cock to keep him from firing me. I wasn't into him at all, but if I could convince him, it would only be about thirty seconds and a couple of swallows out of my day, and I would still have a job at the end of it.

I mean, I'm not gay or anything, I just do what I have to do. And sometimes you have to gag on a fat, juicy cock to keep your job. Or get an apartment. Or pass Econ 101. Or beat a speeding ticket. I mean, come on, it's just the way things are.

I could see his pecker twitch in his slacks, short and stubby, just like Marvin himself. I smiled and leaned forward, my hand trailing over his belly to his crotch. He was very hard.

I dropped to my knees and rubbed my face over his bulge, unbuttoning his polyester pants and pulling down the zipper. He lifted his hips when I tugged on the waistband, making nervous little moans as he shifted in his chair. I reached into his boxers and gripped his rigid prick.

A few strokes and his shaft glistened with precum. I dug around a bit more and released his enormous, hairy balls. I nuzzled and licked each one, rolling them back and forth in my mouth, before sliding his dick between my lips.

He moaned again, louder as I twirled my tongue through his foreskin. He was musky and salty like he hadn't showered, and I could feel the sweat on his belly as I pushed back the pad of fat at the base of his cock so I could get it deeper. Marvin began moving his hips up and down erratically.

He was just less than a mouthful, but I slurped him like he was Malik Delgaty, fondling his nuts and lavishing my saliva over his cock. Marvin twitched, and swelled, his moans more urgent. He began jamming himself into my mouth faster and harder and I felt his hands on my head, pushing me down. His grip tightened and my nose was being mashed hard against his pelvic bone as he started to pulse on my tongue.

The first shot hit the back of my throat then he yanked me back hard and jacked himself in a blur. He spurted all over my face and neck, his hot cum splattering my cheeks and chin. I felt a glob slide into my ear.

As I said, I'm not gay, but there is just something about getting cum blasted in my face that sends me, and Marvin must have been saving up that load for a week.

I ran my tongue over my lips, savouring his creamy jizz. My cock was hard in my uniform pants. My blue and yellow golf shirt was dripping with Marvin's genetic material. His face was beet red, and I was sort of worried he was going to have a cardiac event. I leaned in and stroked his chin gently.

This was my move of reassurance. I mean, I hadn't sucked so many straight dicks that I had a lot of standard ways of keeping them calm through their post-nut regret, but I had a few. As a straight guy myself, I knew that sometimes those emotions could prove conflicted or dangerous if they weren't handled correctly. Blowing your load in another dude's yob could be confusing and force you to question your preferences, or even your masculinity. That's what I'd heard anyway.

"So..." I ventured, "we good?" He sat there panting, his pecker beginning to shrivel. His lip curled in contempt, and he roughly pushed my hand away.

"No, Dean, we are not 'good'." He reached for his comically oversized phone and thumbed through some apps. Finding what he was looking for he shoved it accusingly in my face.

On the screen a video jounced around, dark and abstract at first, then resolving into an exquisite view of a naked woman, dark hair cascading down her deeply tanned back, her wide hips grinding, the pale stencil of her bikini line curving over her gorgeous ass.

Melissa Alvarez turned to the camera and smiled brightly, her hands running over her generous breasts. My face was visible past her shoulder. My roommate's voice urged us on as she rode me with a slow but intense rolling action. Her movements picked up speed and my hands gripped her flailing tits as I bucked beneath her.

The sounds of me pumping my load into her were very clear and accompanied by the camera's sudden close-up of my cock throbbing inside Melissa's gripping sphincter. The view pulled back as Melissa gently raised her hips and shifted, turning until she was now fully facing the camera as she lowered herself onto my face. She grinned lewdly and twisted her thick, brown nipples as I cleaned her out.

I cleared my throat, not knowing what to say.

The details were hazy, but I did vaguely remember a point in the night when my roommate, Jason, came into the bedroom and started giving us directions. Did I know he was filming? Probably. It was the kind of thing he was always doing. Now that I thought about it, I also remembered him joining in and the two of us sliding our cocks into Melissa's tight pussy at the same time. That was hot. I wondered if he had footage of that too.

I looked at Marvin who was livid, his hands balled into tight, pudgy fists. I cleared my throat again.

"Did you like it?" I asked innocently.

"You're fired," he hissed through gritted teeth, "if you ever show up here again, I'll have you arrested for trespassing. You owe the company four hundred dollars for the advance you took last week, if it doesn't arrive, by courier, in the next five days you will hear from our lawyers." He stood up and tucked his flaccid cock back in his pants, pressing a button on the P. A. box on his desk.

"Security, please come to the manager's office," he announced. I sighed and wiped my face with my golf shirt, dabbing uselessly at Marvin's mess. That guy really dumped a load on me.

About thirty seconds later Louis showed up to escort me off the premises. It was a little embarrassing to be walked out past my co-workers and the few customers wandering through the sterile aisles of computer components, but I leaned against Louis's strong arm and took my consolation where I could. He slipped his large hand to the small of my back to guide me towards the front doors.

Louis towered over me, his large frame well padded but muscular. His hand slid lower and fondled my ass as we got to the sliding glass of the exit. I looked up and pushed my hips back, so my cheeks nestled firmly in his grip.

"We still on for coffee on Wednesday, Daddy?" I batted my eyelashes. His white smile lit up his friendly face and he squeezed my cheek hard.

"You bet, Babygirl," he answered in his rich baritone. I cupped his bulge and sighed again, lightly fondling the python sleeping in his pants. It stirred a little, slithering further down his pantleg, then he slapped my ass and sent me out the door.

I was broke, jobless, and covered in cum, but the sun was shining and I thought that maybe Melissa Alvarez was still asleep in my apartment. Another round or two with her would be sure to cheer me up.

***

As it turned out, Melissa wasn't asleep. She was bent over the arm of the couch, getting pounded by my roommate.

Truth be told, it's more like I was Jason's roommate, since he owned the condo, and I rented a room from him. It was hard to find a decent place in the city, and one room in a mediocre condo was slightly cheaper than a bachelor apartment in a shithole building. I wasn't sure how I was going to pay next month's rent now, but that was slightly-in-the-future Dean's problem.

I padded into the living room listening to Melissa moaning and Jason grunting. He was really plowing her, and I could hear his balls slapping off her thighs. He had three umbrella lights set up and his Canon perched on a tripod. He held his iPhone in its lighting rig, filming the jiggles as he bounced off Melissa's hips.

Melissa looked back at me over her shoulder, her eyes glazed with pleasure and a goofy grin on her face. I stood there lightly rubbing my crotch as I took it all in: Melissa's beautiful curves bouncing and recoiling, her brown skin glowing; Jason's lean, hard body glistening with a sheen of sweat, his handsome face furrowed in intense concentration. It was almost too good.

Jason did most of his filming while I was at work, but I was familiar with how my roommate could afford this condo. His streaming channel did pretty well, even though it was still comparatively small. That dude had a knack for convincing hotties to go wild for him. His deep blue eyes and tousled, sandy blonde hair were real panty removers. Not to mention his expertise with the fat, veiny, uncut, perfectly proportioned cock that hung between his legs.

I hadn't given it much notice, but I'd seen it plenty of times since he wasn't exactly modest about traipsing around the condo buck naked. And I had done a little camera work for him in the months since I had moved in.

In the rental application interview, Jason had seemed unusually interested in my film production degree and had asked a lot of questions about my experience with cameras and lighting and make-up. And there was also the matter of him blowing his load down my throat at the end of the interview. But we were both straight, so that hadn't happened again, and I definitely didn't daydream about his cock filling my mouth very often.

"Stop playing with your dick and get over here," Jason snapped. My attention returned to the copulating couple, and I realized things were reaching their conclusion. I tucked my hard-on back in my pants - when had I taken it out? - and scurried over to him. He handed me the phone rig and gripped Melissa's waist, driving deeper into her. She yelped with pleasure and started humping back against him even more enthusiastically.

I knelt behind them and framed up the shot of Jason plunging between her gripping lips, his shaved balls dangling and bouncing off her thighs. I might have got a little close-up of his asshole winking between his cheeks as he flattened my former coworker into the couch. But I returned to the main event as their moans reached a fever pitch.

Jason's penis was a blur as he rammed Melissa's pussy, her thighs began to tremble, and her hips bucked convulsively. He bottomed out and his balls clenched, once, twice, a third time; then he pulled back slowly, and I could see the slick shaft of his dick pulsing. I tried to keep my hands steady, but my cock was achingly hard now and it felt like I could shoot my wad without even touching it.

After a particularly savage thrust, Jason left himself buried in Melissa's twat, his cum slowly leaking out around his softening cock. It took some effort to restrain myself from latching my lips onto their conjoined organs. I tried to think about baseball, or spreadsheets, or the Queen, anything to keep my imagination from getting away from me and doing something to ruin this perfect shot.

That's when Jason decided to slip out with a gush as his thick cream oozed lazily from Melissa's cunt. I heard a high-pitched, hungry moan, and blushed when I realized it was coming from me.

"I think he liked it," Melissa giggled, settling herself on the couch. I glanced down at my crotch and could see the tent in my pants capped by a clearly visible wet spot. Shuddering, I tried to get a hold of myself. It would be embarrassing to cum in my pants, although the urge to let go was hard to resist.

Instead, I bit my lip and shakily handed the phone rig back to Jason, who stood over me, his slick meat slowly deflating. That view didn't help my situation, so I quickly turned back to Melissa, who leaned back with her legs open, languidly running her delicate hands over her breasts, flicking her flinty nipples. Jason's cum coated her bare pussy and inner thighs.

She looked me directly in the eyes and grinned so lasciviously the lump in my throat throbbed in time with the lump in my pants. She crooked her finger, and that little moan escaped me again.

Without a word, I crawled across the floor until I was between her legs with my tongue eagerly dragging across her pelvis, lapping up the delicious mess she and Jason had left for me. My nose rubbed against her prominent clit as I moved lower to really dig into her cream pie. The taste of Melissa's drenched cooze mixed with Jason's hot cum was like ambrosia, a salty-sweet substance from heaven.

"I told you he'd do it," Jason said. He was standing next to me, leaning forward slightly, the light of the iPhone rig illuminating my hungry exploration of Melissa's vagina. "Didn't even hesitate, the slut," he chuckled, moving in even closer.

Melissa grunted in agreement, then pulled my face tight against her crotch. Planting her feet on the edge of the couch, she lifted her pelvis and started rubbing herself hard against me. I stuck my tongue out, keeping it rigid as Melissa dragged herself on it from asshole to clit, back and forth, her thighs tight around my neck.

She kept this up until she shuddered again, adding more of her juices to the mess on my face. Even after she was finished, I was reluctant to let go, my mouth latched on her clit like a leech. Finally, she had to physically push me off her, and I came up for air, still on my knees.

Jason plopped himself down beside her, his cock stirring back to life. I tried, unsuccessfully, to keep my eyes off him. My horny volume was turned up to eleven, and I vibrated with hope that I would get the chance to suck him again. But he just looked at me and smirked, seemingly indifferent to my needs.

Melissa sat forward and stroked my chin, bringing her face back into focus. Her dark brown eyes smouldered, and her grin had a slightly fiendish set to it. She leaned closer and licked the sticky dregs off my cheek, then kissed me, her tongue feeding me. My cock had never been so hard.

"I heard something very interesting about you," she said, her voice low and rich.

"A... about me?" I stammered, lost in her hypnotic gaze.

"Yeah. Last week I was over at Louis's apartment." Her grin widened as I swallowed hard. Her mention of Louis felt like dangerous ground somehow, but an image immediately flitted through my thoughts of Melissa and the big security guard together in his soft king-sized bed. I gulped again.

"He told me, and I quote, 'your ass is almost as tight as that cock slut Dean's'." Her grip on my chin tightened. Jason chortled at the fear in my eyes.

"Wha... what?" I stammered. "Why would he say that?" Panicking, my eyes darted between them, "I'm not... I mean, I'm not that... what he said, I mean... if that's what he said..." I trailed off as Melissa chortled. Jason just sighed and shook his head.

"I'm not gay!" I protested. It sounded feeble, even to me.

I went to Louis's place for 'coffee' once a week, usually Wednesday afternoons after my shift. He would sit in his leather La-Z-boy and sip coffee while I knelt between his powerful legs and worshipped his cock. Once he blew his first load on my face, he would lead me into his bedroom for three or four rounds of hard but luxurious ass stretching.

But it was only once a week. And we both fucked girls too. And he promised not to tell anyone.

Jason pursed his lips speculatively, then rubbed his cock twice, slowly. I turned my head at the movement, and I was immediately mesmerized, my eyes glued to his tool. Melissa cackled.

"Dude," Jason said, surprisingly gently, "you may not be gay, but you sure as fuck ain't straight. You just ate your third load in less than twenty-four hours."

"How do you know that?" I demanded. Marvin's 12-gauge blast was less than an hour ago, and these two perverts were in the middle of fucking each other's brains out at the time.

"Marvin texted me," Melissa said, her smile hungry.

This was getting to be too much; Marvin and Melissa were texting now? She considered him a sleaze bag, that's what she told me anyway.

"Did you send him that video?!" I demanded, "He fired me for that! Now I'm broke and I don't even have that stupid job to keep me afloat." My hands were shaking; my mind was clouded with my hangover and an unreasoning need to get a hold of Jason's veiny dick. I sensed I was in trouble, like I was being maneuvered towards something, but I couldn't think straight.

"Marvin's my simp," Melissa said lightly, "he pays me a lot of money for video of other guys fucking me. He's a top subscriber to my channel." She turned my face back toward her, my eyes still locked on Jason's meat.

She gave me a slap hard across the cheek, and a jolt shot through my rigid rod. She suddenly had my undivided attention.

"My channel is what I want to talk to you about, Jason's too. You're deep in the hole, Dean. You owe the store, you owe Jason from last month's rent, this month's rent, and now you have no job. But Jason and I may have a solution for you."

Her bare foot slid over my cock, bouncing lightly on its springboard tension. I felt like I was going to explode any second.

"I ran a survey of my viewers, and the number one scene they want is me fucking a dude with my strap-on," she said bluntly, "and I want you to be that dude."

I let out a shaky breath but otherwise stayed silent. I was not opposed to this idea on any level, but I was hesitant to admit to it. Once again, my bobbing cock made obvious what I was trying to hide.

"I'm pretty good with my strap, Dean," she said, sensing my interest. "I meet up with my girl Sophie twice a month and rail her good. I got my technique down and everything. I think you'll like it."

"Oh, he'll like it," Jason chimed in, "just look at him." He moved closer, and I could see he was almost back to full mast, precum lazily oozing from his tip. "But there's one more thing," he continued, "we want you in the outfit you wear for Louis."

Fear and excitement tingled up my spine - how much did Louis tell them? My head was spinning. Nobody was supposed to know about that part for sure. Why would he do me like this?

 

"Don't worry," Jason said, "Louis didn't spill that. I found your stuff in your room. It's laid out on your bed right now."

"Why were you in my room?!" I protested, now very worried about what he found.

"My room, technically," he corrected, "I was looking for stuff to sell to cover your rent, this isn't a charity dude." He looked at me with speculation. "If the scene does well, we'll give you a cut, say... ten percent. That'll probably cover what you owe me from last month. Then we'll see about doing a few more scenes to get you all caught up."

He leaned in close, the head of his cock bobbing inches from my face. My mouth opened automatically, but Melissa still held my chin firmly in place. I tried to keep calm, but my breath was coming in shallow gasps, the taste of their mixed fluids on my tongue and the pungent scent of their damp genitals overwhelming my senses.

I squeezed my eyes shut and bit my lip. Was I really going to let them film me? I'd only ever revealed that side of myself to a few people - Louis, obviously, my retired next-door neighbor from back home, my football-jock college dormmate and his six best friends, my cinematography professor and her husband, and a dozen or so random guys at the adult bookstore downtown - that was it, a closely guarded secret.

Looking up at Melissa's beautiful, leering face, I fluttered my eyelashes and nodded, already feeling the shift overtaking me. I relaxed and nuzzled into the delicate hand cupping my chin.

"I'll do it," I said, my voice pitching subtly higher.

***

I looked at my reflection in the full-length mirror, pursing my lips, checking my makeup critically, adjusting the wig very slightly higher on my forehead. Red-blonde hair cascaded over my pale, bare shoulders, framing the grey, turtleneck, sleeveless sweater I had pulled on over my jiggling prosthetic breasts. The double B mounds filled out the sweater with perfect swells to match my slight frame, and the nipples made pleasing bumps in the knit fabric. I gave myself a pouty, come-hither look, then broke into a stupid grin, satisfied with the sexy vixen staring back at me.

Crossing and uncrossing my legs a few times, I straightened the snug grey pencil skirt I was wearing, assessing if I should try to hide my bulge more thoroughly. Thinking of the way Louis preferred to be able to see it, I left it pinned to the right, held in place by the elasticized band of my satin panties. Tugging the tops of the cream stockings slightly higher up my thigh, I stood and slipped my feet into the matching 3-inch pumps.

I took a deep breath and stood, then walked confidently across the bedroom, acutely aware of the stainless-steel bulb lodged in my rectum. Melissa had recommended prepping myself for her coming assault, so I had lubed up my favorite plug with the pretty pink jewel in the base and worked it past my sphincter. Its reassuring weight radiated bolts of pleasure up my spine and down my legs. I was ready as I ever would be for my video debut.

Melissa stood up from the couch as I entered the sunlit living room, her eyes shining with excitement. I smiled to myself when I heard Jason's sudden gasp; he wasn't ready for how good I looked fully decked out.

He had commented once or twice on my smooth, hairless legs and I told him I kept them shaved for cycling. In truth, I got a full body wax every month at a little place downtown. The girls there specialized in keeping sex workers and drag performers all nice and clean, and I loved the super chill, gossipy vibe. They also gave great tips for dressing, and my boobies were cast from a mold of one of the girls.

Jason had pulled on a pair of gym shorts that did little to hide his throbbing erection, which I glanced at with obvious hunger. He swallowed hard and adjusted himself, then pretended to be busy checking the camera set-up. Melissa smiled knowingly and moved to embrace me, brushing my neck with a light kiss.

"You're beautiful," she whispered.

"Thank you," I whispered back, kissing her lips. Her hands slid over my round ass as she pressed herself against me, her breasts tight to my ribcage. The kiss extended, my mouth opened and her tongue slipped in. Her arms draped over my shoulders and she pulled me closer. My leg lifted and she rubbed her thigh against me. I slid my hand inside the waistband of the baggy black joggers she was wearing, feeling the woven nylon straps that held her dildo in place.

"I'm going to fuck you so hard," she breathed in my ear, followed by her tongue. I could feel myself shaking, vibrating with the pleasure of her body against mine. "Should I still call you Dean?"

"Dana," I cooed, "or Babygirl, if you like." She kissed and licked and nibbled my neck, my hands rubbing her through her white t-shirt, her nipples rising to my touch.

"I guess we're starting," Jason said, coming in close with the phone rig. Melissa made no reply but slowly steered me towards the couch, our lips still locked together, our hands roaming over each other's body. She worked her way down the back of my skirt and clenched my ass cheek, her fingers gently exploring the crack through my panties, finding the jewel there.

I moaned wildly, girlishly, as she pressed it a few times while chewing on my lower lip. Her other hand gripped my throat firmly and she casually pushed me onto the couch. Looming over me, she stood between my knees, her hand gripping the outline of a sizable phallus that strained against the left leg of her sweats. I looked up and fluttered my fake eyelashes, my lip-sticked lips forming a perfect 'O' as I gazed up worshipfully.

Her glossy black hair was pulled tightly into twin braids that dangled over her shoulders as she looked down on me. Her eye makeup was heavy with black mascara and deep blue-grey eyeshadow. Her full breasts strained against the snug white t-shirt, and I appreciated the way her surprisingly well-muscled arms and shoulders filled out the short, black trimmed sleeves. She was a butch goddess, and I felt like a blushing would-be lesbian except for my cock tenting against my dress.

Roughly, but careful not to displace my wig, she pulled my face into her crotch and ground her delicious hips so that the contours of her dildo imprinted across my nose and cheeks and lips. Then she pushed me back and sat next to me, legs open, taking up space. I nestled into her lap, her breasts pressed against me, kissing her neck, her jaw, her chin.

Her hands roamed over me, exploring every surface, each texture. I was reminded of make out sessions with my college girlfriend Lucy Halford. She would rub herself against me as we necked but always pushed my hand away from her crotch as I felt her up, pretending to be the good girl that her religious parents believed her to be. Of course, Lucy wasn't a good girl at all, she just liked to get herself good and drenched before giving me access to her shaved pussy.

So, I tried the same thing. As Melissa ran her hand over my stocking and up my skirt, I squirmed and demurely pushed it back, pressing my knees together. But as I did, my ass rubbed against her strap-on, sending erotic bolts up the plug and straight through my nervous system.

Her hands became more insistent, and I struggled a little harder until finally she had me pinned, her left leg hooked around mine, her left arm under mine, and crossed over my neck. Her right hand slid down my torso and cupped my bulging dick. She rubbed a bit then brought her hand to my mouth, sticky with the pre-cum now staining the fabric of my skirt.

Jason came in for a close-up as Melissa fed me my own juices, three fingers stretching my mouth open. I moaned desperately, sinking into the taste, the feel of her pushing into my mouth, my eyes on Jason's cock now peeking out of the leg of his shorts.

"That's right you cock-teasing slut," Melissa whispered, "you're mine now."

My body went limp in her lap, my legs opening, my skirt sliding up my thighs. Jason bent and got another close-up, this time of my panty clad dick straining against the flimsy cream satin. In a daze, I felt myself being turned around and suddenly I was on my back with Melissa kneeling between my spread legs.

She gave me her smouldering look and pulled the drawstring on her jogging pants, dropping them around her knees. Her dildo bobbed in my face, black silicone, ribbed with snaking realistic veins, the shaft bulging slightly in the middle, the head bell shaped and nicely tapered, about seven inches long.

"Better get it wet," she suggested.

I leaned forward and started sucking. She wasn't gentle, her hands firmly clutching the sides of my head and pulling me against her, the dildo quickly breaching the top of my throat and pushing all the way down. Luckily, I had a fair amount of practice sucking big dicks, Louis's nine incher most recently, so I relaxed and enjoyed the face fucking.

A few minutes later Melissa withdrew her strap-on, now drenched with gobs of spit that spiderwebbed back to my full lips. Her pupils were dilated, dark pools that I felt I could drown in as she devoured the sight of the pretty little cocksucker between her legs.

She turned me around with practiced gestures, guiding me into position kneeling with my ass towards her, my hands resting on the arm of the couch. She pushed my dress up and yanked down my panties in two deft movements, exposing my smooth, round, bare ass and the winking jewel between my cheeks.

Jason moved in with the camera again as Melissa slowly worked the base back and forth, pulling the plug out of my pucker with an audible pop. She spread and kneaded my ass, savouring the prize she was about to snatch. I heard Jason growl as she slipped in two fingers with ease.

My cock was drooling and I wiggled my butt with impatience.

"Please fuck me, Mommy!" I pleaded.

My impertinence was answered with a hard swat, followed closely by Melissa's girthy dildo bottoming out in my rectum. No preliminary prodding or slow and gentle inching into my vulnerable crevice, just balls deep jackhammer thrusting, her hands clenching my hips tightly as she battered my asshole.

I squealed at the sudden but familiar burn and rested my head against my crossed forearms, focusing on keeping myself relaxed while Melissa plundered me. She wasn't lying when she boasted about knowing her technique, varying her rhythm and the length of her strokes so I couldn't get too used to a single pattern. I imagined her girl Sophie was utterly devoted to her if this was the treatment she received on the regular.

Settling into the groove, I rocked my hips back into her, rotating my ass to maximize penetration and letting out increasingly high-pitched gasps as I climbed toward my peak. Melissa leaned forward and I felt the weight of her breasts rest on my back, her comforting warmth, smelled her lightly spicy perfume, and heard her soft grunts accompanying each deep, deliberate push against my prostate. I was so close, I could feel my dick flexing and swelling in anticipation of the load I was about to blow all over the couch.

Then she stopped. Her dildo was buried deep inside me. Her hands slipped under my chin and pulled my head up as I let out a groan of frustration. Opening my eyes I saw Jason standing there, his camera close enough for me to see my reflection in the shiny logo. There was desperation clenched in the muscles of my face. I looked like a cock hungry whore.

Jason stepped even closer and rubbed his crotch across my nose. I tried to wriggle closer, but Melissa held me tightly. I was breathing in shallow gasps, teetering on the brink. His hand ran over the outline of his hard cock, and my eyes hungrily followed the contour. The rest of the room fell away as Jason slowly reached into his shorts and unfurled his mostly hard dick, running it over my lips, across my cheeks, tapping it lightly on the bridge of my nose.

My mouth dropped open and I literally drooled in eagerness. He casually slid the first four or five inches between my lips, then pulled out and repeated his journey across my face, now leaving a sticky trail of spit and precum. Melissa slowly began pulling her dildo back.

"You know, Dana," Jason said lowly, a surprising intensity in his voice, "sometimes I let pretty boys suck my cock," he pushed back into my mouth, this time only stopping when his pelvis was tight against my nose. "But pretty girls..." he gently rubbed the back of his hand across my forehead, brushing a strand of hair out of my face as I tried to breathe through my nose, "... well, I fuck pretty girls."

I moaned around his cock as Melissa pulled out of me with a wet pop. Jason moved slowly to the front of the couch, keeping his magnificent dick deep in my throat. I had no choice but to turn with him, eyes locked on his as he gently pushed me onto my back, my mouth still connected to his cock by a long string of spit. My legs opened automatically, my panties tangled around my ankles. He lifted my feet in the air and pulled the satin underwear carefully over my pumps, smirked his knowing smirk then brought them to his nose, inhaling deeply.

I swear I would have blasted right then but Melissa was suddenly kneeling beside me, her hand gripping me tightly, preventing an explosive orgasm. My breath was coming in shallow gasps, and I could feel my whole body shaking with anticipation. Jason handed Melissa the iPhone, then pushed my legs back, bringing my hungry ass into view.

He leaned forward and our lips met. His tongue slithered into mouth as his magnificent cock eased between my cheeks. I screamed when he entered me, and I sucked his tongue deliriously, pushing against him with my hips until he was fully sheathed. We stayed locked together kissing and moaning while I squeezed and flexed my asshole around him.

"God," he breathed as he slowly pulled back for his first thrust, "you're so tight, your ass feels so good." I wrapped my thighs around his hips as he plunged back into me. Each stroke of his beautiful cock rubbed my prostate, and I could feel the pressure building fast. I knew I was going to cum with my roommate deep in my ass and I reached for my own dick to help it along. But Melissa could see the signs and she grabbed my wrists, holding them up over my head.

"Not so fast, Babygirl," she purred, "I have one last shot in mind."

Jason took his cue and with a last savage thrust, pulled out and stood up. Melissa had repositioned the Canon to a low angle and she guided me towards it, then stopped and checked the framing.

"That's perfect," she whispered, moving back behind me and bending me forward. Jason stepped up and pushed his still raging, dripping member into my face and I felt Melissa's strap-on nudge my hole. I reached for Jason's cock, desperate to have it back in my mouth but Melissa took my wrists again and pulled my arms back behind me, burying the huge dildo in my asshole at the same time.

I opened my mouth in surprise and Jason shoved his cock down my throat, my girlish squeal becoming a choked gurgle. I felt my eyes roll back as I was pummeled from both ends, my shoulders straining, my jaw distended. A huge wave of absolute pleasure rolled through me, and I swear my soul left my body as it crested then crashed, drowning me in orgasmic ecstasy.

I could see myself as if from above and below at the same time. Jason and Melissa bookending me, my body writhing between their pumping pelvises, my cock spraying my load all over the floor, bobbing and twitching with a mind of its own. I screamed around Jason's choad and he began to spurt, three big globs on my tongue then pulling out and dumping the rest on my face, before shoving it back down my throat.

Melissa bottomed out in me, and I could hear her unhooking the straps, leaving me completely plugged. I collapsed to my knees and Jason stepped back as Melissa pulled my face tight against her pussy. Half delirious, I opened my mouth while she rubbed her clit on my tongue for about twenty seconds before unleashing her squirt in a torrent on my face and chest to match Jason's.

A second, weaker orgasm shuddered through me and four more cum shots sputtered out of my deflating cock. I fell back on the floor trying to catch my breath, but I was so amped up the room began to spin and then I saw spots floating in front of my eyes and then darkness.

***

I woke up on the couch, still naked but covered by a soft blue blanket. Someone had removed my wig and must have wiped me down as I couldn't feel the sticky residue of my debauchery on my face or body. I lay there for a minute or two, staring at the ceiling and trying to remember the details of how I got here. There were vague images of Melissa carefully removing my pumps and Jason gently cradling me then lifting me to the couch and me trying to shove my tongue down his throat. That was a little embarrassing, but he hadn't seemed to mind.

Smiling, I yawned and stretched contentedly, smugly satisfied with the slightly burning looseness of my asshole and the pleasant fatigue in my muscles. I had just been pulverized by two of the sexiest people I'd ever met, and it was only early afternoon. Wrapping the blanket loosely around my shoulders, I eased myself off the soft cushions and headed for the kitchen.

As I passed Jason's room, I could hear he and Melissa talking and giggling. Wondering if they were back at it without me, I peeked my head in the door and could see them sitting at Jason's editing station, both topless and watching footage of our morning's carnality.

"With the shots from last night and today, we've probably got at least three, maybe four full length videos," Jason was saying, "if I can ever get the editing done, that is."

The image frozen on the 46" monitor was a medium shot of me spit-roasted between them, both my holes full and a look of ecstatic hunger on my face. I could see Melissa's hand moving in his lap now, stroking his hard cock while he rubbed her pussy and made minor adjustments on the timeline of the editing software on the second monitor.

"That looks like fun," I said and they both turned in their task chairs with welcoming smiles and glowing, naked bodies.

"It's about to get more fun," Melissa said, standing and embracing me. I was already half hard again, and the feel of her soft, warm curves made my dick jump. Jason stood and joined us, putting one hand on my ass and the other on my cock.

"But first, a shower," Jason sniffed, and we all laughed, moving in a groping, kissing, tonguing mass towards the bathroom. I was glad the walk-in shower was big enough for three.

***

All that was two months ago, and long story short, the videos were a huge success. I paid off my various debts and had a bit left over to invest in new equipment and outfits. The three of us continue to collaborate and have brought a few others into the fold, creating a little network of channels that looks like it could be a real money maker.

I started my own channel with pansexual and cross-dressing content, which may seem a bit niche, but it's doing quite well, thank you very much. There are more perverts out there than you might expect.

Speaking of perverts, I have to go and do a one-on-one live stream for my top subscriber, my old manager Martin. I do believe the poor sap has maxed out two credit cards paying me to humiliate him as 'Mistress Dana', and it only take about ten minutes per session.

I'm now flush, have a new and exciting career, and I'm dragging my snivelling former boss deep into the hole. Slightly in the future, Dean is having the time of his life.

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