Jake’s Dental IT Adventure
Jake learns about the bet
Jakes head was spinning, his body was a tangled mass of incredible emotions and sensations as he felt Chelsea’s sticky cum drying on his face.
As he looked up at her hairy pussy that was glistening with her own cum and juices, only inches from his face.
He could feel Amanda’s pussy squeezing, his still rock hard cock that was buried deep inside her pulsing pussy, Jessica he hazily realized must have slipped him some kind of sex pill before in the sever room.
His wrists were still restrained to the papoose board, and the dental chair was creaking faintly under there combined weight.
Chelsea was still sprawled across his chest, her heavy 38DD breasts still rising and falling quickly, as she tried to catch her breath panting softly.
While lower down Amanda in her sexy jade green lingerie lay on top of him as she caught her breath as well. “Wow fuck ahhh Amanda can you explain what just happened here?” Jake groggily said his voice hoarse and his mind reeling from waking up mid sex to see Chelsea’s glistening hairy pussy hovering over his face, demanding he eat her out. As Amanda’s warm hot pussy was engulfing his cock as she rode him to an incredible orgasm.
Amanda laughed breathlessly her breasts heaving in her lacy bra. “Ohh, sweetie, will talk in a sec, but I need to catch my breath first.” Her pussy still twitched and squeezed his cock as she said this, still dripping their mixed cum, as she shifted and moaned happily as his rock hard cock continued to stimulate her.
After a few more minutes, her breathing steadied, and she gave a playful sad groan and slowly lifted herself off him with a wet pop. As she pulled off his cock it glistened with her juices and their combined cum, his cock still throbbed rock hard the sex drugs keeping him painfully hard.
Amanda slid off the dental chair slowly, her body a vision of erotic curves and raw beauty that shimmered with sweat as her incredible breasts bounced softly in the jade green bra, the matching green thong slowly soaking with cum as it dripped down her thigh. Her ponytail swayed as she walked around the chair her legs shaking slightly, as she came around she brushed Chelsea’s cheek gently with her finger tips, Chelsea’s eyes fluttering open a faint blush spreading as she watched Amanda.
Amanda then leaned over the head of the dental chair, cupping Jake’s face and kissed him passionately her tongue plunging deep into his mouth tasting of mint and his cum.
She pulled back, her eyes speaking with post orgasm happiness, “Fuck me, Jake, that was wonderful, some of the best sex I’ve had in ages. Thank you, lover.”
Amanda’s hazel eyes sparkled with mischief as she straightened, her skin glowing under the dental lights. “I promised you some context didn’t it? So here is the deal. When I interviewed you for the IT job, every girl here Chloe, Kim, Isabella, Vanessa, Jessica, Chelsea and me we all wanted you, Instant crush, every single one of us, you looked like a cute puppy with those shy happy bashful eyes. So after I decided to hire you, we all made a bet.”
She grinned wickedly as she leaned down and looked at Jake. “Each of use gets a turn to fuck you. Show you what we’ve got, try and woo you to see who can make you hers. Winner takes all your heart, your cock, the whole package, and everyone else has to gracefully accept who wins or else!”
She laughed, leaning in for another kiss, this one was softer intimate and lingering, her lips brushing his gently. “I’m in on the bet Jake, and I’m playing to win. But fair’s fair now it Chelsea’s turn to enjoy that tasty incredible cock of yours.”
Amanda stepped back, still looking incredibly sexy in her breathtaking green lingerie, and began collecting her cloths slowly. She grabbed a box of tissues from the counter, pulling a few to wipe her pussy that was slowly leaking his cum from her lips, soaking the tissues through instantly.
She tossed several used ones into the bin before grabbing her teal scrub pants, sliding them up her long legs slowly, the fabric hugging her curves as she pulled them up. Her scrub top stretching enticingly over her large breasts.
Finally she slipped her lab coat on, her eyes flicking to Jake with a lustful look before turning playful, as she walked to the door on still shaky legs, giving Chelsea a reassuring smile as she went to the door.
“Enjoy yourself sweetie, I know the girls will all be crowded in the hall listening after now loud we were. I’ll keep them out while you have your turn.”
She blew Jake another kiss, then turned her hips swaying as she opened the door of OP1 and walked out on unsteady legs. As soon as she opened the door, the hallway chatter spiked with brief giggles and murmuring voices, before she stepped out closing the door with a soft click, leaving Jake and Chelsea alone.
Chelsea stirred, sitting up slowly on his chest, her curvy naked body flexing under the light, her latex gloves gleaming on her hands. Her dark hair messy, her cheeks flushed bright red, as her eyes still sparklingly with post orgasm bliss combined with a mix of deep embarrassment, and slight shame.
“Jake I’m really sorry that I was so rough and forceful, demanding you eat my pussy out like that,” she said voice low and timid, as she bite her lip nervously.
Her gaze dropped, her cheeks getting even more red and inflamed. “And, uhh, I’m sorry you were gagging on my pussy. I haven’t dated a guy a long time, so I have kinda let my pussy get rather messy.”
She gestured down at her wild, matted pussy, that was a jungle of thick coarse dark hair, that sprawled across her mound and skin with dark unruly curls, that were now sticky and glistening with her cum.
Her delicate pink pussy lips peeked through, puffy, slick and aroused, her clit a hard bean throbbing visibly, as beads of cum clung to her outer lips and the coarse hair, with a strong musky scent lingerie. “God, I really did let it grow way too long,” she admitted as she looked between her legs a shy laugh escaping.
“It‘s a total mess, I know I got lazy, and didn’t keep on top of it, when I stopped dating. But I’m getting her waxed this week, Jake, I swear. Next time you eat me out, you’ll see how pretty and sexy my pussy is, all smooth and perfect, just for you, I want you to love it.”
Jake, was now fully awake, blinked and looked up at her, his head now clear, despite the remaining drugs and restraints. “Next time?” he asked, his voice heavy with disbelief, as a mischievous, half smile tugged at his lips.
Chelsea’s eyes lit up with lust, as she slid down to straddle his chest, her hairy pussy pressing warm, wet and very aroused against his skin. She leaned down her, massive 38DD’s popping free, as she ripped her purple scrub top and bra off together, tossing them aside, leaving her completely naked except for her shiny blue latex gloves, and her white shoes.
Her breasts truly were incredible, round and heavy, they swayed gently with a perfect teardrop shape, shimmering under the light with a slight sheen of sweat. Her nipples, stood out large and erect like two dark cherries, hard and begging to be touched and sucked on.
Chelsea cupped them, lifting them slightly, her gloved fingers gently massaging them, the latex squeaking. “So tell me Jake do you like me tits?” She purred, her voice sultry and excited as her eyes locked onto his.
Jake stared up at them, mesmerized, his mouth dry. “Yaaa they’re incredible,” he whispered, his cock rock hard and twitching, eyes glued to her massive gorgeous breasts, the way they swayed and jiggled as she moved and breathed.
Chelsea grinned, letting go of them so they bounced softly, then she inched further down his body, her wet hairy pussy leaving a sticky trail of her juices as she slid down his stomach, her coarse pubic curls rubbing his skin as she left a glistening trial as she moved toward his cock.
She lifted up and over his cock to straddle him to hover above his cock, her expression shifting to pure raw lust. “Fuck Jake I’ve no idea how long I have been dreaming of riding his cock and feeling you inside me since I first saw you,” she murmured, her voice thick with need and desire, her magnificent breasts swaying sexily as she positioned herself.
She gently nudged his glistening head with her bushy pussy hair rubbing herself against him, the coarse dark hair scraping the sensitive head, making Jake moan and shiver in anticipation and arousal.
Chelsea looked down at him, her eyes drowning in a deep possessive lust that burned like a fire in her eyes.
“Are you ready, Jake?” She asked her voice almost shacking with anticipation, and excitement. Jake stared up at her, mesmerized by how sexy Chelsea looked, her gorgeous large breasts jiggling, nipples rock hard, her curvy form towering over him. His throat tightened, and he nodded, unable to speak, his cock twitching against her out lips as he felt the heat and wetness of her sex.
She smiled sweetly, and began to sink down slowly, guiding his cock towards her hot wet entrance. As her coarse curls parted and, her hot wet folds swallow his cock inch by inch, Jake moaned in ecstasy as he felt her tight walls begin to squeeze and contract around his cock like a glove.
“OHHH, FUCK ME,” she screamed throwing her head back, breasts bouncing as she settled full onto his cock, buried deep inside her. “God you feel so good inside me, Jake.”
Jake groaned, his hips and arms twitching against the restraints. “Fuck, Chelsea, your pussy”s so hot, and it’s squeezing me so tight,” he panted, eyes locked on her bouncing tits, her large nipples swaying hypnotically. “Fuck how are you so good Chelsea?”
She laughed, happily and with a sultry pure sound in her throat, her hips starting to roll gently. “Yoga and Kegel exercises, baby keeps my pussy, muscles and body strong for you.”
Chelsea began to start riding him slowly, her movements deliberate, each rise and fall dragging her slick inner walls along his shaft, her bush grazing his pelvis on each downward plunge. Her moans growing louder, and her breathing getting faster, as she pinched and twisted her nipples with her gloved fingers, as her incredible breasts bounced up and down with each thrust.
She leaned back, her hands braced against Jake’s thighs, her pussy rhythmically clenching tighter, the wet slap of their bodies echoing around OP1. Her tempo steady, her hips rocking faster and faster, her breasts bouncing wildly, her mind burning with incredible and slightly crazy love filled certainly;
(Chelsea Internal) God Jake is the one. No guy’s ever felt like this, and made my pussy sing like this. It feels like his cock was made for my pussy. He’s going to be mine, no matter what it takes. I’m going to win the bet whatever it takes.
Her heart pounded in her chest as she slammed down harder, a fierce possessive determination gripping her, it echoed Amanda’s thoughts earlier but they were sharper, slight crazier and hungrier. She had never felt this alive, this connected with a guy, and she was going to do anything to keep him anything!
Jake’s moan’s of pleasure filled OP1, his face contorting with incredible pleasure. “Chelsea, I’m gonna cum soon,” he panted, his voice ragged, hands straining against the Velcro restraints.
She leaned forward, her latex gloved fingers pinching his nipples hard, the latex sticky but cool against his skin. “Do it, cum deep inside me, Jake,” she growled, eyes wild and sex crazed. “I want to feel it please fill my womb with your cum.”
Her mind flashed, darker and more primal: I’m off birth control if I get pregnant, he’s mine forever, I’ll baby trap him if I have to so I can win.
Chelsea sped up, slamming down harder and harder, her pussy gripping his dick like a vice, her thick pubic hair matted with sweat and glistening with cum. She could feel her orgasm approaching, a tight coil deep in her core, and she screamed, “JAKE I’M SO CLOSE DON’T FUCKING STOP!”
Her gloved fingers madly twisted her left nipple, the pain and pleasure mixing together perfectly, her hips bouncing frantically, as the chair creaked wildly as they fucked.
She slammed her pelvis down harder and harder, her pussy squelching, juices dripping down to his balls, and pooling on the dental chair, she ground her clit hard against his cock with every thrust.
Jake’s eyes rolled back, his breath hitching. “Chelsea, I’m gonna cum!” he gasped, his cock swelling inside her. She shrieked her own orgasm so so close, “YES YES JAKE CUM IN MY PUSSY FILL ME WITH YOUR CUM!” His cock pulsed, and she felt it inside her, thick spurts of white hot cum pumping deep into her, flooding her womb, each spurt hitting her core like a white hot brand.
She screamed in pleasure as her own orgasm crashed over her in a wave, her pussy spasming, and clenching around his cock. “FUCK, YESSSSS!” her whole body shock, hips bucking wildly and almost uncontrollably, as she squirted a hot gush of her juices spraying Jake’s chest and the dental chair in her explosive orgasm. Her pussy milked him over and over taking every last drop of cum he had, as the waves of pleasure rolled through her, as her screams echoed around the room, with one last shudder she collapsed bonelessly onto his chest the restraints creaking, both of them panting hard, their bodies covered in sweat, as there cum mingled together.
Chelsea still panting softly cupped Jake’s face and was about to say something, when a sharp irritated angry voice suddenly cut through their post orgasm haze from the door. “Are you almost done, you filthy slut?” Jessica’s angry tone dripping with venom announced.
“Amanda says as my punishment, I have to clean OP1 and the dental chair of your messy, slutty sex juices, we have an early wisdom tooth extraction tomorrow, and Chelsea you’re on anesthesia for it, so unmount him and go, you had your undeserving fun.”
Chelsea, still panting softly, whipped her head around, to glare daggers at her. “Jessica you jealous interrupting bitch, I’m not done with Jake yet.” She snapped angrily, her voice rough with post-orgasm bliss.
Jessica closed the door and walked into OP1, her tight green scrubs hugging her lush body and her 34DD breasts, her face a mixture of anger, disdain and straight up jealousy. “Amanda says you are done, you got your turn. Go talk to her if you want, but ignore the rules of the bet, and you know you’ll get severely punished by her. So get off his cock, and take your slutty self out of the room.”
Chelsea smirked, her glare turning triumphant. “Ohh, are you jealous Jessica, since you didn’t get this round on this tasty cock!” she taunted, pulling Jake’s face to hers in a deep steamy kiss, her tongue swirling around his, deep and sloppy, tasting her own cum in his mouth and on his lips.
“Thank you Jake, that was the best sex I’ve ever had,” she whispered, eyes glinting with a dangerously concerning possessive light. “You’re going to be mine.”
Jessica rolled her eyes, crossing her arms as she tired to not look livid. “Save the smooches and lovey-dovey kisses, Chelsea your pussy’s not that amazing. Now for the last time get off of him before I drag your skanky plump ass off of him.”
Chelsea laughed, in a slow mocking tone, “Good luck cleaning up the mess we left on the chair, bitch. Jake came in me so deep it will be leaking out of me for hours, and I came so hard I squirted all over the chair so have fun.”
She slowly lifted herself off Jake’s cock revealing his rock hard cock that glistened with juice, and cum. As she pulled completely off their combined cum and juices began to slowly spill out, and drip onto his cock and down her thighs as she dismounted, his cock still hard thanks to the sex drugs.
Chelsea bent down making sure to give Jake a close up view of her hairy pussy from behind as his cum trickled slowly out, as she grabbed her purple scrubs and bra, her breasts jiggling sexily as she straightened, to grin at Jessica like the Cheshire cat that had eaten the canary.
“Have fun cleaning up my cum you filthy whore,” she purred as she sauntered to the door, opened it and walked out her hips and ass swaying, while cum continued to trail down her legs before she closed the door behind her with an echoing click.
Jessica watched Chelsea go, her teeth gritted in an angry snarl as she turned her back and walked away. As the door closed she took a calming breath and turned to look at Jake, still strapped to the dental chair, who felt dazed and was still reeling from the mind blowing sex and post orgasm haze.
She walked over and sat on the stool beside him, her hands gently touching his face, her green eyes soft with sympathy. “Poor Jakey,” she murmured, “I had a feeling they wouldn’t be able to save that tooth. And look at your face it’s a mess, you’re covered in that slut Chelsea’s filthy pussy juice’s. Let’s get you cleaned up, then I’ll check the extraction site.”
Jake frowned and than gave a groan as he remembered Amanda pulling out his tooth, and his tongue flicked out to touch the gaze packed around the socket of his #19 lower molar, a dull ache beginning to flaring. He moaned softly, in distress at its loss.
Jessica gave him another sympathetic smile and walked behind him, he heard soft rustling and the snap of latex, a cabinet creaking open. She returned wearing a blue surgical gown, blue surgical gloves, and a blue surgical mask pulled snug over her face, carrying a tray with fresh gauze, a syringe of saline, and a small steaming basin of warm water, and a soft cloth.
She flicked the dental light on and directed it to shine in his mouth than she sat placing the tray down. She took a seat and dipped the cloth in the warm water, wringing it out gently. “Let’s clean your face first ok, sweetie,” she said, her voice soothing.
She leaned in, wiping his cheeks and chin with slow, gentle strokes, the warm cloth feeling refreshing as it washed away the sticky, musky residue of Chelsea’s cum. Her gloved fingers tilted his jaw, ensuring every trace was gone, the cloth leaving his face fresh and clean, with a faint soapy scent lingering.
“There, that’s much better,” she murmured, tossing the cloth on a tray. “Now, let’s check that extraction site and put some fresh gauze in okay? now open wide for me” She leaned in, carefully unpacking the blood soaked gauze covering the #19 socket, the gauze was wet and sticky with dried blood. Jake winced, a faint stinging pain flaring as Jessica remove the old gauze.
She grabbed the syringe, squeezing the saline into and around the socket, while she used the suction wand to clear away the old blood and salvia. He moaned, as pain flickered as she cleaned the sensitive tender socket, she shushed him softly, touching his cheek with one gloved hand. “Shhh, I know it stings but it’s be okay, darling I’ll make you feel so good in a moment.”
She took a dental mirror and bent down to study the site, her mask puffing with each breath as she squinted at it. “It’s still inflamed but I don’t see any fresh bleeding, and appears to be doing okay, but Dr. Amanda should check it tomorrow to make sure it’s healing alright and there’s no sign of complications or infection.”
She packed fresh gauze tightly onto the socket, pressing it gently, then she turned off the light her eyes then dropping to his still hard cock, still slick with Amanda’s and Chelsea’s combined cum.
“Hmmm, now let’s clean that tasty cock of yours, Jake, get rid of both those woman’s cum and juices,” she said her tone shifting to a sultry aroused one.
She grabbed a thing of baby wipes from a cupboard, changed into fresh latex gloves with a quick snap and bent to begin cleaning his cock carefully. Her gloved hands moved with gentle care wiping his cock, the latex felt cool and slick against his very sensitive shaft and cock head.
Jessica rubbed slowly, cleaning the thick layers of dried cum and juices, her gloved fingers lingerie on his shaft, teasing the head until it gleamed cleanly, his cock twitching with arousal under her touch.
She pulled her surgical make under her chin, revealing a wicked lustful hungry smile. “Now that you’re clean and we’re all alone, with your poor tooth, Jake we’re going to finish what that backstabbing slut interrupted in the server room.”
Gripping his cock with one gloved hand, she leaned down her breath hot against his tip. She began kissing it softly, than smiling at him her eyes full of lust as she opened her mouth, and took him into her mouth, her lips sealing tightly around the head, tongue swirling slow and deliberate, as she tasted the fresh pre-cum at the tip.
Her other gloved hand began to rhythmically stroke up and down his shaft, the latex squeaking faintly, as she sucked deeper, her warm, wet mouth, hollowing as she sucked harder with her mouth. She began to bob up and down slowly taking more and more of his cock till she was halfway, then deeper, her tongue flicking the underside, a low moan vibrating in her throat as she sucked.
As she took more and more of his cock in saliva dripped slowly down his cock coating it as she pumped his shaft with her gloved hand. As she worked his cock, her pace was steady, eyes locked on his, hungry and possessive.
She pulled off his cock with a loud wet pop, licking her lips, as a string of spit connected her mouth to his glistening tip. “Fuck, you taste so dam good,” she purred, as she began to pump his shaft faster, her gloved fingers now slick with her saliva and his pre-cum.
She stood winking mischievously and pulled off her blue surgical gown, Jake gasped as under it instead of her green scrubs, she was where black stockings with garters connecting, and no bra, her perky 34DD breasts we’re on full display, nipples hard and dark.
Her lush naked body glowed, and her neat arrow of dark pubic hair pointed enticingly down toward her pussy, her glistened, lips parted and swollen, her clit peeking out throbbing, as little drops of arousal dripped down her inner thighs.
“I just knew I’d get another chance to fuck your brains out, Jake,” she said excitedly, climbing onto the chair, straddling him. “I’m not going to lose to that slut Chelsea.” Her glistening pussy hovered over his cock, her heat radiating, juices trickling onto his tip.
Jake swallowed, stunned that he was about to get fucked for a third time, his cock pulsing with excitement. Uh, Jessica, I’m still hard from your pill, but I just came twice. I don’t think you’ll get much,” he stammered.
Jessica laughed, low and sultry, “Oh Jakey, I’m gonna ride you nice and slow, my pussy is going to milk that tasty cock till you pump your cum into me and then.” She dropped suddenly impaling herself on his rock hard cock, as her hot wet pussy swallowed him in one hard fast plunge, her inner walls contracting tightly, squeezing him like a fist
As she bottomed out on his cock.
“Ohhh, God fuck yes,” she moaned, her head titling back, breasts bouncing. “Your cock really is the perfect fit for my pussy, Jake it’s hitting my G-spot just right.” She started to ride him rhythmically with steady pacing, her pussy squelching with each thrust, her stocking rubbing his hips with each movement. “Ohh, God,” she gasped, her moans spiking as his cock kept nudging her G-spot, sending shivers of pleasure to her core.
She rode him slow to start, her hips rolling, dragging her inner walls along his shaft, her clit grinding against his pelvis. Her moans growing louder and louder, as she leaned forward her breasts swaying inches from his face.
“After I ride you here and get a couple nice orgasms,” she purred, “I’m gonna untie you, and you’re gonna fuck me doggy style. Then, Jake, you’re gonna fuck my ass, I want every hole filled by your cock. Get ready, I’m going to making you mine. The other girls can try, but I’m here to fucking win.” Her pussy clenched harder, as her tempo picked up, juices dripping onto his balls, the dental chair creaking wildly.
Jake’s head was spinning, he was experiencing the most insane day of his life, the pleasure was overwhelming his every sense. His cock was throbbing inside her, the drugs keeping him right on the edge, her incredibly tight pussy milking him with every thrust. He could feel his third climax building, in his core, and gasped, “Jessica god I’m gonna cum again holy fuck!”
Jessica’s eyes blazed with pleasure, and she began to slam her pussy down so hard on his cock he felt like it would break off, her hips a blur in front of him, the wet meaty slap of their bodies deafening in the room. “Yes, Jake, cum for me lover, fill my pussy with your cum, I want to feel it inside me so bad,” she panted, as her breasts bounced wildly, her pussy squeeze his cock so hard he was seeing stars.
Jake’s vision blurred, his hips bucking against the restraints, and with a groan of relief, he erupted inside her, hot cum began to shot deep into Jessica’s pussy, flooding her with white hot heat to her core.
Jessica screamed in ecstasy as her own orgasm crashed over her, he felt her pussy spamming, milking his pulsing cock of every drop as she slammed down on final time, as juices and cum dripped down his shaft to the chair.
Jake’s body shook, overwhelmed from repeated sex and strain, he collapsed back, his vision blacking out, as consciousness slipped away and he passed out cold on the dental chair.
When Jake came to, groggily, sleepy and disoriented, he found a soft blanket had been tucked over him, the Velcro straps had been undo and were dangling as he slowly sat up with groan. His whole body ached, his cock happily had finally softened, now sticky with covered in a mess of dried cum and bodily fluids. The rooms lights had been dimmed, and the digital clock on the wall read 10:00 PM. Jake groaned, in distress as he looked around the empty OP1, when he noticed a large sticky note pinned to one of the dental trays near his head.
Scrawled in Jessica looping handwriting, it read:
Hey sexy, I guess I rode you too hard, you passed out cold as you climaxed, and wouldn’t wake up! It was a lot for you today! But you still own me doggy & anal, with something extra since I’m going to have to come in extra early tomorrow to clean and sterilize OP1 of your cum for the wisdom tooth surgery, so you owe me big time.
I’m going to get to do something I’ve always wanted to do to a boyfriend. Till next time, cutie.
J
Jake’s stomach lurched, his mind reeling at Jessica’s implications. He sat up fully, wincing, as his muscles protested, he got up and cleaned himself with a box of baby wet wipes he was sure Jessica had left out for him, wiping all the sticky cum and mess from his cock, chest, groin and legs. Still naked and shivering in the cool air of the dental office, he stumbled through the dark hallway to the server room.
On his desk, beside his keys, was another set of keys and a note, this one in Chloe’s cute bubbly writing, with a sweet winky smiley face:
Jake, heard your performance in OP1, stud! Jessica filled me in she fucked you so hard you passed out cold! But you know the bet now.
Keys for the office on your desk please lock up and set the alarm, or Dr. Amanda will give you a serious punishment next time if you forget.
Oh, P.S. your dick looked great, can’t wait to ride it 😉
Chloe
Jake stared at Chloe’s note, stunned, his head shaking as he picked up his cloths, pulled them on with shaking hands. Still grappling with the turn of events, the bet among all the woman in the office, the relentless sex, it all felt like he was living in a strange erotic fever dream. He grabbed both sets of keys, set the alarm, and locked the front door of Steel Smiles, the night air cool against his flushed skin.
As he walked to his Jeep climbed in, he muttered, “What a fucking workplace.” His mind churning, already slightly dreading or maybe anticipating, what would happen on Tuesday after the insane ride that Monday had been.
To Be Continued!
The third chapter is fantastic, and I h…