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Sweet Company
Matt swished his ice water around in his mouth, cooling his palette as he swallowed hard. He sighed, running a warm hand through his straw-colored hair, looking around. He was standing next to a water fountain, and after he had finished his drink, he took a final glance at the cup and then he tossed the styrofoam into a small and fancy black garbage can that sat neatly next to the fountain.
The venue he was in was impressively huge, with decorated tiles checkering the floor and big burgundy curtains cradling the doorway entrance. Everything sparkled, from the clean venue tables, draped with expensive-looking tablecloths, to the golden door handles catching reflection from the crystal chandeliers above.
Handsome men in crisp, tailored suits strode around the space in wide, confident strides. They were nonchalant and made a home of the venue just by the way they walked. They looked like they had a purpose to be there on that evening, Matt noted in observation. He had a purpose to be there on that evening too, and he hoped they wouldn’t spoil it for him.
He saw a group of women, draped in extravagant ball gowns that just barely dusted the floor. Their gowns hugged their curves as their jewelry, blinking as they caught a kiss of the light, dangled lightly from their wrists, ears, and fingers. They were chatting amongst themselves, their laughter painting the room in sporadic eruptions. They were beautiful, Matt acknowledged, watching the circular tables in a big venue showroom slowly
start to fill up as they made their way into the darkened room with a long and wide stage overlooking the tables.
“How are you enjoying yourself?” A perky blonde arose from behind him with a huge smile. Her teeth were big, white, and straight with sparkling bright blue eyes. There was an air of authentic friendliness in her professionalism about her that Matt appreciated. She was dressed neatly in a knee-length dress too modest for her curvy body and simple flat black shoes. Her name tag read Jessica.
Matt nodded, with a charming smile.
“Are you ready to be seated?” She asked.
“Yes.” Matt grinned; he had waited for this day for an entire year. The marketing company he worked at had an absolutely fantastic year. They crushed goals, with Matt being a vital part of them landing important clientele and executing their demands with ease, accuracy, and speed. The ultimate perk of the job landed into his lap when he scored tickets to a private auction hosted by Creative Artists Agency, or CAA as it was called by their talent.
That night’s auction was to raise money for another devastating tsunami that had affected a poorer country, and Matt had felt good about ending such a high-stress year by giving back. Although these kinds of swanky, snooty soirées were not really his thing, he couldn’t resist the once-in-a-lifetime opportunity to mingle with some of the brightest starlets up and coming out of the industry. A bit of networking and casual social-climbing couldn’t hurt his brand either, so he thought, “What the hell.”
The talent had offered to auction themselves off for various things; to play a show at a place of the winner’s choice, to get a guest spot in their sitcom or TV show, or to even go out on a date with them. He could barely wipe the grin off his face as he thought about winning a date with CAA’s breakout star, Anna Kendrick.
Anna was at the height of her career following the insane success of Pitch Perfect and the equally successful sequel, Pitch Perfect 2. She had always been somewhat of a daring spirit, and being the sweetheart that she was, she had no problem “submitting someone to endure her,” and helping such a great cause at the same time. Her agents adding that this could only boost her image and relevancy was the cherry on top, and all she needed to participate in the event.
“Right this way,” Jessica smiled politely, breaking him from the daydream of him actually winning. He had absolutely adored Anna in Pitch Perfect and from there, he became infatuated with her personality during all of the interviews that had become a past-time to watch. He would watch them in his spare time, smiling at how she smiled at the interviewers. Her sense of humor made him laugh and her sweet personality was something that he had fallen in love it. He loved seeing a new sighting of her or a new interview of her and considered himself to be one of her biggest fans.
Jessica gestured her perfectly manicured hand towards the showroom and led the way in short but confident steps, escorting him to a table closer to the stage. Illuminated by a single flame-less candle along with a small vase of gorgeous white flowers and a paddle that had the numbers “621” on it, the table was small but cozy enough for him.
She never lost her smile as she did a graceful head nod and turned on her heel to walk away. He shuffled, straightening out his suit as he sat down, watching the lights of the stage slowly brighten and Jessica take the stage. The chattering of voices hushed to silence as the pretty blonde took her place in the center of the stage, in front of a thin mic stand.
“Good evening,” She smiled wide, making eye contact in a way that made Matt assume she was trained to do so. “And welcome to CAA’s first annual Talent Accepted private auction!” She paused on cue, waiting gracefully for the light applause to stop. The screen behind her lit up to show pictures of the devastating aftermath the tsunami had caused a small Asian village as she continued talking. “Tonight CAA has partnered with some of their biggest and brightest stars to offer their talents,” she paused as if she were reading from a teleprompter for dramatic effect. “Or their time.”
Matt’s heart skipped a beat as he impatiently waited for her to finish talking. She was beautiful and well-spoken, and he truly did love the fact that his hard-earned money would help bring such incredible relief to the people suffering from a natural disaster. At the same time, he was anxious to see her.
He tuned out Jessica’s voice, thinking about Anna. He thought about her smile that he knew must light up every room she’s in, and how she must be in person; away from the pressure to be performative for the cameras and the media. He smiled at the thought of being able to see her at her most vulnerable. As Jessica continued engaging the crowd, Matt flagged down a young man walking around with a plate of champagne flutes. He grasped the glass, bringing it to his lips and allowing the golden, fizzy, liquid courage to flow down this throat.
The event somewhat bored him. All of the other talent seemed and felt so generic to him. The pretty redhead actress. The pretty pop star singer. The preppy, boy-band blonde that seemed like he probably was not even old enough to be auctioned off. The tinge of guilt of him not really wanting to be at a charity event slowly faded away as he sipped his third flute of champagne. The event had been going on for nearly an hour now and Matt was starting to bounce his leg in idle anticipation and frustration. Sure, he thought, this place is gorgeous and the event is for a great cause. But where the hell is Anna?
“It is with a great honor and pleasure that CAA welcomes to the event tonight, the fabulous, the on-pitch, the perfect Anna Kendrick!”
The crowd chuckled at Jessica’s pun, as Matt choked on the last few drops of his bubbly drink. Finally! He smiled big, showing all of his teeth, unable to hide the excitement from his face or body. He watched her take the stage, the spotlight following her, and time seemed to slow down as she walked out with all of the grace and poise he’d imagine her to have.
She was absolutely beautiful. Her deep blue eyes smoldering under a smoky, darkened eyeshadow look, balanced out perfectly by lips the perfect shade of peach, just enough to tease they soft they must be. When the stage light reflected off of them just right, they looked fuller to Matt, as he ached to kiss them. Her hair fell in effortless chocolate curls around her petite frame, complimenting the tight black dress she was wearing. She wore a chunky heel that accentuated her legs, her small stature appreciating the extra height.
“Hey, guys!” Anna chirped into the mic once the applause and giggles settled down. “I’m here today because it’s totally not cool that people in the world are suffering. To help out, I’m auctioning myself off to one…” She paused for dramatic effect, looking out into the crowd. Her eyes darted around playfully then she rolled her eyes and giggled at herself. “Full weekend with me! Let’s hang out, and maybe help a couple of distressed families survive another day.” She beamed her beautiful toothy smile, the stage lights illuminating her in a light that outshone everyone else in the room. “It’s important for all of us to do our part. So even if you don’t get to hang out with me… First of all, lucky you.” She grinned and paused as the audience responded with light-hearted laughter. “But consider making a donation anyway. The donation ballots are right outside this room and Amanda will take care of you guys…Mandy, where are you?”
The stage lights swirled around for a bit, searching for Amanda, a mousy girl with a simple brown bob and glasses who waved sheepishly at the crowd. Anna giggled. “Let’s just spend some money, have fun, and help a great cause! And…” She paused, shuffling in a slight awkwardness. “I think that’s it. Let’s get this show on the road.” She smiled big and stepped on a small stand next to the mic.
“Alright!” Jessica laughed, beginning the auction. “One weekend with Miss Kendrick starting at one thousand dollars, do I have one thousand dollars?!”
Matt snatched the paper paddle by its wooden handle and shot it up into the air. Anna threw her arms in his direction, pointing at him. She winked and gave him a thumbs up. He smiled excitedly.
“One thousand! Do I hear fifteen hundred?”
Another young man raised his paddle.
“Fifteen hundred! Do I hear two thousand?”
The auction continued in a dizzy whirlwind of numbers and the adrenaline started to beat against Matt’s chest. Time seemed to slow down, and at the same time, it seemed to pick up. Everything began to blur together as everything in him throbbed to a heartbeat of excitement, anticipation, and the need to win. He gulped, determined to win. As his headshot around watching other people bid in a frenzy, he screeched out, “Ten thousand dollars!”
The room started to quiet. Anna’s jaw dropped and her body leaned towards him on the stage in shock and also amazement.
“Ten thousand dollars! Do I hear ten thousand one hundred?” Jessica looked around the room and saw that no one else had raised their paddle. “Going once...going twice...gone! To the gentlemen with the blonde hair!”
Anna squealed and clapped her hands together. “I promise this weekend is going to rock, man!” She yelled into the microphone.
He grinned back at her. It was going to, indeed.
~ ~ ~
Matt looked himself over in the floor-length mirror perched nicely against the wall of his hotel room. He smoothed his dress shirt and tucked it into his pants. As a larger man, he was impressed with how well his tailored clothes fit him. He tilted his head to the side at his reflection, and thought, “Not too shabby.” His blonde hair was combed neatly and he enjoyed how put together he looked. He finished buttoning his shirt.
Still, over the moon with winning the auction, he smiled approvingly at his reflection, grabbed his phone, wallet, and hotel key card, then headed for the door. Walking down the fancy, well-lit halls of the hotel complex, he entered the elevator and went downstairs to the hotel’s restaurant to wait for Anna. Greeted by the smiling hostess, he followed her to a seat out on the patio with an amazing view of one of the many Californian beaches. He thanked her politely when she sat the menu down in front of him and ordered a drink to start.
When she caught his eye, his breath hitched in this throat.
Her raven hair slid in lazy beach waves around her shoulders, complimenting the simple white, off-the-shoulder blouse she had on. She wore a pair of blue jeans that hugged the softness of her petite curves and simple white shoes. She had lightly done her makeup, a far contrast from the glamorous face Matt saw her in the night before, but he thought she looked even more beautiful. She looked around, the nervousness tugging at her lips into a big smile.
He waved to her and once they locked eyes, she pointed in his direction to the hostess, who nodded, and she walked right over. Anna plopped down on the seat across from him and grinned. “Hey! Great spot, man.”
Matt smiled. “Thank you. I had read somewhere you like the beach, so I figured a seat overlooking it would be nice.” He slid the menu to her. “I already ordered myself a beer. I hope that’s okay?”
“First of all, who doesn’t like the beach!” She grasped the menu and opened it to look. She swayed back and forth in an adorable excitement. “Secondly, do whatever you want man. I am here for you.” She grinned, not looking up from the menu.
Matt raised an eyebrow and smirked. “Oh really?” He asked rather innocently, his finger absentmindedly running along the edge of the table. “I really appreciate that. I’ve wanted to meet you for a while now.”
“Yeah?” She grinned, looking up. Her blue eyes sparkled with excitement. “Sorry to disappoint.” She winked.
He laughed at her sarcasm. “It’s okay. You’re forgiven.”
The waitress came back and Matt ordered a steak, with asparagus and potatoes. His steak was slathered with onions and mushrooms, while Anna ordered a fresh garden salad, loaded with different vegetables. She laughed once his meal got to the table. “You eat like a man.”
“Thank you. I get it from my mom’s side.” Matthew laughed. “So what made you want to do the auction? Seems kind of dehumanizing.”
“Says the man who bought me.” She laughed, slicing a juicy cherry tomato with her knife and popping it into her mouth. Her fork crunched against her salad as she brought a bite to her lips. She giggled, covering her mouth as she chewed. “I just thought it was a really great cause. It sucks knowing that we all share the same life, but somehow I get to live this grand ol’ life, and some innocent kid doesn’t even stand a chance. There could be actors and singers that are way better than me but because of this disaster, we may never even get to see them. Doing my part helps. Plus my agents thought it would look good for me to give back in such a public way. Which, off the record, I think is kind of dumb. Why were you there, if it’s so dehumanizing? Doesn’t seem like your thing anyway. You seem so laid back.”
Matt nodded. “I work at a marketing firm that worked with some clients who had tickets. No grand story. In all honesty, and I know you probably hear this every day, but I really only went to try my hand at meeting you. “ He shrugged coolly. “When I heard you were on the roster I kind of made it a priority to be there.”
“Aw!” Her eyes sparkled and she grinned. “That is really sweet. And luck would have it, you got me!” She did a cute little dance in her chair then took a sip of the strawberry lemonade she ordered.
“Yes, I did,” Matt smirked, taking a bite out of his perfectly tender steak. “This place is fantastic. ”
“I agree! So what do you want to do today? I was thinking maybe we could hit the beach for a little bit, you can take some sweet pictures for your social media, and then we can grab some ice cream on the boardwalk. Maybe catch a movie or catch the sunset on the beach? There are tons of museums here too! We could go to one of those, maybe?”
“I’d like all of that,” Matt answered, eating a mushroom. “The museums sound really interesting. How many do you think we’ll be able to go to in one weekend?”
“Probably all of them, if we try hard enough. Ugh!” She squealed. “This weekend is going to be so dope! I hope you’re excited.”
Matt caught a faint hint of her cleavage in her pushup bra and smiled. “I actually am really excited.” He adjusted himself so that his stirring member wouldn’t show in his pants. “I feel really good about donating too, so that’s a big plus for me.” He continued genuinely. Although he had to drink away his guilt for being bored at the auction, he really did enjoy the idea of his money helping children. Especially children, as she said, who could have dreams and aspirations and they just needed a chance. He loved the idea that maybe, just maybe, his money could help even the tiniest bit towards someone else’s dream. He was definitely living his, he thought happily, watching Anna, who was looking down and slicing more vegetables of her salad into bite-sized pieces.
As they finished their meal, Anna pressed her napkin to her lips. “We just need to go back to my place so I can change out of these clothes, then we can get the party started. Is that okay?”
“Yeah,” Matt smirked. “It sure is.”
~ ~ ~
“This place is a dump,” Anna said as she opened the door to her hotel room. The space was in fact, not a dump, other than her open suitcases with clothes hanging out of it. Matt caught eye of a pair of lacy black panties hanging over the edge of the suitcase and could feel a stirring in his pants. He imagined how they must look on her tight, and firm ass. She was always petite, but the activeness of dancing in Pitch Perfect, and working out to sustain the breath control for her singing did wonders for her legs and ass. She tossed her key card onto the dresser across from her bed and walked over to her luggage, digging out a pair of sweatpants and a simple black T-shirt. “I’ll be out in a second, I’m just going to change. Make yourself comfortable, just don’t eat my snacks.” She smiled over her shoulder, playfully sticking out her tongue as she disappeared into the bathroom, closing the door behind her.
The door didn’t close all of the way and as he positioned himself on the bed, he could see Anna in the crack of the door, sliding her jeans and panties over the curve of her ass and down her thighs. The fact that she was planning to go commando in her sweatpants turned him on. His breath hitched, his thick manhood stirring in his slacks. He slowly pulled out his phone, continuing to watch her undress. Her porcelain skin smooth and flawless, her firm ass sitting slender and round on her lower back. Her lengths were toned with nicely defined calves. He watched her pull up her shirt, exposing the soft skin of her flat stomach and a black bra nestling her small, petite breasts. Anna’s body wasn’t that of an hourglass model such as Marilyn Monroe, but her unassuming curves matched with her gorgeous smile and “adorkable” personality created such a sexy experience for anyone who had the privilege of getting this close to her. He stood up as she hummed to herself, reaching behind herself to unclasp her bra.
He pushed open the door, causing her to spin around in shock, her bra dropping to the ground. Her perky breasts shaking slightly as she did. Her small pink nipples, hardened from the chill of her room, reached out to him. He flashed the picture of her, mouth agape, breasts sitting perched on her chest, the smooth, hairless mound of her pussy exposed as she turned to face him. She was a sight to behold and he drank her in, quickly snapping another picture on his phone of her full-frontal nude body.
“Hey!” She screeched once she could recollect and process what was happening to her, scrambling to cover herself with her sweatshirt. “What the fuck, man?”
“Calm down,” Matt reassured her, putting his phone back into his pocket. “I just wanted a picture.”
The color started to rush to Anna’s face, clearly she was uncomfortable and embarrassed. “Delete that…please.” She muttered, her eyes darting around to look anywhere but him. She continued avoiding eye contact as her hands reached to cover her bare pussy. “That can’t get out to anyone.”
“You said back at the restaurant, you’re here for me.” Matt responded reassuringly, “If you just own up to that, I’ll delete this at the end of the weekend.” He stepped closer to her.
Anna was quiet as her face melted into realization, blue eyes widening, meeting his. “You want to fuck me.” She said incredulously.
Matt’s bulge grew at hearing those words spill from her lips, tightening his pants. He looked into her eyes. There was uncertainty there. Perhaps even a little fear. Whatever it was, he liked it. “Yes.” He responded. “I do.”
Anna thought about it quietly, looking away, chewing her lip as she continued to avoid eye contact. She definitely had her fair share of dick at drunken college parties, some she didn’t remember. She was wild in her college days, and maybe she could chock this all up to a crazy story for her girlfriends one day. She figured she could always get her publicist to drown out any rumors, should he want some fame. She looked up suddenly, a lightbulb going off. “What…if you delete the pics and sign an NDA?”
Matt smirked. How amusing it was of her to try to shift the power dynamics. There was no fun in a non-disclosure where there were no power dynamics. He reeled jealously at the thought of her having her way with other men, making them sign a form to disappear from her life after she was done. He was not going to be forgotten, and he was not going to disappear that easily. “No.”
“Come on man, I’m going to let you fuck.” Anna’s eyes were pleading with him now. “I can’t let those pictures ruin my career.”
Let me fuck, Matt repeated in his head, half turned on and half annoyed. “I will delete the pictures at the end of the weekend if you own up to being here for me.” He repeated, slowly to ensure she understood. “Do you understand?”
She stared blankly at him. “Fine.” She scoffed. “Let’s just get this over with.” She said, annoyed, and dropped her sweatshirt, throwing her arms up. The motion made her small breasts jiggle and Matt’s manhood twitched at the sight. “What do you want?”
“First,” he looked her over, taking in the sight of her porcelain body, so lithe, so nude, so his. Pretty, pink, erect nipples topped her breasts like cherries on a sundae. The anticipation throbbed in his pants. She was so beautiful, and vulnerable and his for the taking. His for the ravishing. And he had an entire weekend of ravishing his famished lust and fill his appetite. “I want to touch you.” He reached out and cupped a breast, running his hand slowly over the cooled flesh. He rolled his thumb and forefinger over her nipple and pulled, looking for the excitement in her face as she bit her lip. “I want you to submit to me.” He pinched her nipple again. “These are very nice.”
“Oh thank you.” She attempted to smile even though she didn’t really know what to feel at the moment. She prayed he wasn’t a crazed fan that was going to kill her after this. “Submit?” She asked, looking at him as his other hand reached to cup her other breast. She couldn’t deny it; it had been a while since she had been touched by a man. Filming, interviews, and the day-to-day life of a rising actress left little room for intimacy. The 3 am wake-up calls by her trainer, the consistent meetings with her agent, her publicist, her dietician...she did crave this kind of attention. “What...” she paused, biting her lips more as he squeezed her breasts. “What do you mean submit?”
“I want you to submit.” He smirked at her body’s response to him. Her small, pink areolas were beginning to firm up and her nipples grew with arousal. “I want you to be into every second of our interactions. You will moan for me. You will scream for me. You will say the dirty things I know you can say. You’re going to enjoy yourself, and I’m going to enjoy you too. Most importantly, while you’re with me, you won’t have any limits. You’re here for me.”
“So you want me to act like I’m so into you? Like a sex doll?” She asked sarcastically, though her voice was shaky with nervousness as she wondered what his limits were.
“Yes.” He responded, taking her by the hand and leading her into her bedroom. He pushed her down on the bed, going straight for her breasts, hungrily taking a nipple into his mouth and suckling as his hands roamed, finally getting to feel the skin he craved to feel. “Just play your part.” He bit down hard on her nipple and she yelped.
“That...” she paused. “Feels so good, baby.” She winced, the pain still throbbing.
“Good girl,” Matt replied. He truthfully wanted to kiss, lick, and suck every single inch of her and the thought of doing so made the strain in his pants become unbearably painful as his large manhood begged to be freed from its fabric prison. He dragged a hot tongue across her chest and bit her other nipple, sucking it hard, then pulling it with his head as he rose up. It popped out of his mouth, slowly darkening as the blood rushed to it. He sat up, spreading her legs, dragging his nails down her thighs. She shuddered as the waves of sensation crashed over her. Her pussy was bright pink, with small, smooth pink lips, and a tight hole barely exposed. Her budding clit sat nestled like a diamond in a ring. She didn’t look wet though, her pussy lacking the sheen he had hoped to see. He had caught the poor girl off guard, he realized. He liked that. “Take my cock out and suck me.”
“Yes sir.” She complied, scrambling to her knees, and unbuttoning his pants. His large manhood flopped out of his boxers and sprung to life, along with a sour smell of sweat and body odor. She scrunched her nose up at the smell and pulled away. “You don’t want to...fuck me?” She smiled up at him seductively, running a hand down her breasts and stomach to her pussy.
“Oh, I will.” Matt smirked, “But that’s not what I asked you to do. Do you want to be punished for disobedience?”
“Oh come on, I’m letting you fuck me!” Anna grumbled in protest.
“Bend over,” Matt said sternly, pulling his pants down and kicking them onto the floor. The pungency of his body odor soon filled the room as he took his shirt off. “Now. Face into the pillow.”
“Yes, sir.” Anna fought through a gag and crawled seductively on all fours, her ass rising into his face. The pucker of her sweet pink asshole came into view. He took a moment to admire how smooth and hairless she was. She must be waxed, he thought, lowering his face down to her. She gasped as her asshole was met with his tongue, and he spit on it.
“As punishment,” Matt continued, positioning the head of his dick at the entrance of her ass. “You’re going to blow me after I fuck this pretty asshole of yours.”
“No!” Anna started to reach behind her and stopped suddenly. “I mean...yes sir.”
She mumbled, almost defeatedly as her hand slowly, gingerly, slid up to spread her ass instead.
“Good girl.” Matt chuckled, wild with lust as he slowly entered her. “That’s it...take it.” He coaxed her, watching her asshole spread around his thick member, gripping him tightly, squeezing his member. “Fuck, you are tight.” He moaned, already halfway in.
Tears formed in Anna’s eyes as it felt like her asshole was being ripped open. She stretched around him no matter how much she resisted, in ways she had never experienced before. “God!” She cried out. She had never done anal before and the mix of pain and pleasure was so intense for her to bear that she heaved out a moan. “You’re...you’re so big!” She gasped, thinking this might not be so bad in the other hole.
“You like that, huh?” He ran his hands over her ass cheeks and gripped them gently. “You’re such a dirty girl.” He started stroking her slowly, with long deep thrusts, trying to drill her with the impressive length of his member. He threw his head back, sweat starting to bead his forehead. The grotesque smell of his body odor as he began to drill her only further turned him on. He knew it was
She gripped him like a fist, squeezing him with each thrust that pulled her with it. She let out another cry, the tears falling freely from her eyes. She gasped and panted, rubbing her face against the pillowcase to wipe the tears and staining it with her makeup. Her face reddened, her nipples grazing the fabric of the comforter just enough to keep them hard. She squeezed her eyes shut tight. “Yes!” She moaned out, an animalistic cry of pain erupting from her throat. “Yes! Oh, fuck me.”
His thrusts slid himself deeply into her and she screamed out in response. He was surprised at how well she was taking him, marveling at how her asshole gripped him tightly every time he pulled out. His pelvis slapped against her ass, almost in applause for how well she was performing. His fingernails dug into her hips, hanging on for dear life as he felt himself nearing his climax. Not yet, he told himself, deepening his breaths and slowing his rhythm.
Anna groaned loudly, sighing, and gasping with pleasure. Matt couldn’t tell if she was acting or if she really enjoyed it, but that was exactly how he liked it. “Cum for me.” Her voice, smooth as velvet, dripped from the dirty satin pillowcases. “That’s it, I know you’re close... cum for me.” She whispered in the sexiest voice she could muster. “That’s right.”
Caught a little off guard, Matt erupted as his dick throbbed, four hot spurts of cum spraying from him, right into her asshole. He groaned loudly, his cock still throbbing. What a clever girl, he thought as he caught his breath. He pulled himself out, his milky cum spilling from her asshole, now stretched and red. He watched it leak in a thick stream down to her pussy. He looked down at himself, seeing his now softening member stained with brown. He got hard again at the thought of her sucking that off of him.
“Blow me.” He commanded, pulling her to sit up.
She sat on her legs, looking at his penis, streaked with brown and she winced. Truthfully, she was disgusted. He smelled, and her own shit on his dick was too much for her. She gulped, headlines of her leaked nudes flashing across her phone notifications flashed before her eyes. Her publicist blowing up her cell, the emails exploding, her social media drowning out any other notifications of her phone. She spiraled into a mess of her own thoughts and heaved a heavy sigh. Defeated, she put her lips to the head of his cock and licked. Her face scrunched up in utter disgust and she gagged audibly.
Matt smirked. “Show me.”
“Show you what?” She asked, her voice distorted by sticking out her tongue, refusing for the brown to go into her mouth.
“That’s it. Show me your mouth.” His eyes were ablaze with lust. “Now swallow it.”
She sighed heavily and stuck her tongue back in her mouth, fighting the urge to vomit. She thought, the sooner, the better and took a deep breath, plunging his dick down her throat in a wild, reckless bobbing of her head.
Matt gasped out, gripping her hair to steady her throat as she struggled to take all of him down her throat. The corners of her mouth staining with brown and saliva she refused to stop, to even breathe until it was over with. She looked up at him, her eyes narrowed to look as sexy as she could.
He erupted again, pouring himself down her throat, forcing her to drink every drop of him. She choked, his pungent seed filling up her airways, her mouth, and cheeks. She gagged again, choking on it.
“Swallow it.” He said sternly.
She looked up at him and did what she was told. “Are we done?” She asked, her eyes dark with an emotion that Matt couldn’t place, but excited him nonetheless.
“Yeah.” He grinned, “I’m drained. I need to get some rest for tomorrow. You should rest up too.” He stood up off the bed.
Anna laid on her bed in utter disgust, shock, and disbelief in what had just occurred. She ran into the bathroom, throwing herself against the floor, and vomited into the toilet. The taste of shit and pungent cum was enough for her to keep throwing up. “This is fucking horrible.” She mumbled to herself, as she heard Matt close the door softly behind him. She stood up, grabbed her toothbrush and toothpaste, then scrubbed vigorously all around her mouth. “Shit!” She groaned, spitting out her fourth round of toothpaste. She looked at the bathtub, reached over, and started drawing herself a hot bath.
Once she eased her sore body into the water, her ass stinging at the heat from being freshly stretched past its limits. She sighed, pulling a drag from the blunt she had rolled, the wispy smoke drifting around the steam. She eased deeper into the bathtub, hoping the water would wash away her sins.
~ ~ ~
“Isn’t this such a nice sight?” Matt asked, looking at the beautiful trees giving way to a hiking trail. “I’m really glad I get to spend it with you.” He looked back at Anna, who was wearing a simple pair of blue jean shorts that cupped her ass. Her lean and toned legs were exposed, smooth, and hairless. She paired them with a light blue tank top. Her hair was up in a messy bun. The sweat makes the skin on her chest and neck glisten. Matt licked his lips, staring at the way the stray wisps of hair clung to her neck. She was so sexy and he couldn’t wait to take her again. His hungry eyes traveled up her legs, images of them leading up to her bare, reddened, stretched asshole caused a stirring in his pants. He looked at her breasts, so petite and perky. His hands warmed at the thought of how they felt cupped in his hands, her juicy pink nipples rolling between his fingers. The sight of them being pulled, the feel on them against his tongue and teeth as he bit down on them... her pained squeals. All of it excited him but he also really admired her as a person, and admired her work as an actress, and didn’t want his lust to overshadow that. Still, though, she had to be so goddamned cute in every way, with everything that she did. She was irresistible.
“Yeah!” She replied, smiling big. A blunt, a bath, and a luxurious sleep in the hotel’s California King bed later, Anna had chosen to put the events of last night behind her. I did say I’d be down for anything, she reminded herself. And he’s not that bad of a fuck...minus a few things.
“Did you sleep well?” Matt asked, offering his hand to help her up a particularly rocky part of the trail. She smiled, grasping it.
“I did. Did you?”
“Best sleep I’ve had in years.”
“Yeah, I bet!” Anna laughed, hopping up on a log and balancing on it as she walked across a stream. “I bet you did.” She looked back at Matt and could see the lust starting to build in his eyes like a bonfire. She noticed his wandering eyes, could see his bulge hardening and smirked to herself. She knew that this would be a lot easier for her if she took control of the situation...at the very least she could make the attempt to. She followed the log across the stream, away from the trail.
“Where are you going?” Matt asked her, hopping up on the log as well.
“I just want to see...what’s over here.” She seductively looked back at him and that was all the clues Matt needed. His manhood throbbed. Lust struck him like lightning and burned through his veins. The anticipation started to swirl in the pit of his stomach and he groaned quietly to himself.
“Okay.” He answered simply, following her to a small area Matt assumed was meant for sitting and resting. The dirt was flat and hard against the earth with a couple of big rocks sitting conveniently around the circle of dirt. Anna innocently sat down on one of the rocks and Matt unbuckled his belt, pulling his member out. It sprang to life and like a bull, he headed straight for Anna’s mouth.
Before she could comprehend what was having, Matt had shoved his thick, hot, sweaty dick into her face, resting it against her lips. “Suck it.” He commanded, almost darkly as the lust had taken hold of him.
“Jeez, dude.” She looked up at him, a little offended. “Can’t we just take our time?”
“No.” He reached around, grabbing ahold of her bun and pressing the head of his cock harder against her lips. His body odor was even more pungent than the day before, and his cock was sticky with last night’s cum. There were still small stains of brown on him. He hadn’t bothered to shower. No, he wanted her to taste all of that and he wanted to see how hard she was going to work for him to delete those pictures off of his phone. He smiled to himself, thinking about how he had masturbated to those same pics the night before after making up in the middle of the night. “Now.” His grip on her bun got a little tighter.
“Okay, okay.” She gulped, resisting the urge to gag at the sight of it, and sucked, going full force just as the night before, bobbing her head up and down on it.
“No.” He gently yanked her bun. “You wanted to take your time. So take your time.” Although the way her hot mouth felt stroking his member with the wild speed and depth was breathtaking, he was offended at how quick she was trying to get herself out of the situation. He had let it slide last night since she had caught him off guard. But not today. Today he was going to take her and ravish all of her in the timeframe that he, and only he, wanted. His balls, heavy and sore, ached with the need for a release. He gently pulled her bun, loosening it in the process. “Take out your tits.”
Anna groaned, doing what she was told. She pulled down her tank top and let her small breasts pop free. Her nipples were soft, expanding over the surface of her breasts more than he previously saw. She choked back tears, putting his revolting cock down her throat. She slowed her pace, licking the head of its pre-cum. “Mmm.” She moaned weakly. “You taste so good.”
He pulsed and his dick throbbed, her words striking him again. His member swayed and jumped as it throbbed. She looked up at him seductively, dragging her tongue down to the base of his cock and licking his sweaty balls. Her lips grimaced at the taste, an expression that didn’t miss him but he enjoyed watching her struggle.
He enjoyed the entire game that he played with her. He knew that this was a once in a lifetime opportunity; and that he probably would never see her again. Realistically, he couldn’t blame her if she never wanted to again, but he enjoyed the escapism of it all. He enjoyed that he was here with her and in these moments she was his to do with whatever he pleased. He enjoyed knowing he had something to hold over the head of a powerful and famous actress and watching her shrink into this anxious submission he saw sitting there on the rock excited him more than he even knew how to explain to himself out loud.
As he watched her spit-shine his cock, he slowly started to thrust his hips into her face, sliding himself down her hot, moist, and deep throat. He felt he could barely fit and that was how he liked it. “Yes.” He groaned, dipping himself into the richness of her with each thrust his hips took, slowly swaying with the breeze that caused the trees around them to dance. He let out a low, throaty groan, his eyes rolling back and his eyelids flickering to a close. He bit his lip, his head lulling back as he continued a steady rhythm. “Damn can you suck a cock.” He moaned, feeling the vacuum of her throat massage the shaft while her tongue came up to swirl around the head every time his member pulled from her throat. “Fuck.” He whispered, dragging out the vowel as his lips parted, her mouth introducing him to an abyss of blissful pleasure he was beginning to get lost in. “Shit.” He reached down to roughly pinch one of her nipples
Tears streamed down Anna’s eyes as the stomach-churning taste and smell of him was enough to bring her to her knees. With every thrust he made, she wanted to vomit and the fight to keep from doing so caused the tears to rush down her face, staining her cheeks and her neck. Her hands slid up his thighs and cupped his ass to support herself as she continued to blow him.
His thrusting quickened as the space around him started to spin; he was building towards something powerful, and her hands smoothly touching him wasn’t helping in the slightest bit. His brows furrowed, and his face contorted as his orgasm ripped through him. His breath caught in his throat, his hot lava shooting from his member into her mouth.
Anna’s eyes popped open wide, the cum exploding in her mouth in hot, thick shots coated her tongue and filled her mouth and cheeks up. She choked and coughed as it just kept coming, exploding from her mouth and dribbling down the corners of her mouth, down her jaw. She swallowed, and as his member throbbed, more shots filled her mouth. She attempted to drank from him, draining him of his first round, his seed hot and bitter against her tongue, but she couldn’t. She gagged at the taste, swallowing her own vomit as she sniffled, trying to dry the tears from her eyes, as more cum spilled down for jaw.
Matt’s eyes slowly opened and his head tilted back down to look at her. She looked up at him, helpless. His cum on her face, bright and glistening made his cock jump back to life. He smiled. “Eat that cum off of your face.”
“What?” Anna’s brows etched in confusion.
“I said, eat my cum off of your face. And then, when you’re done, eat my ass.”
She laughed incredulously. “Hey if the blowjob was that bad, dude, just say so. No need to say that.”
Matt laughed. “I’m serious. You’re going to be eating my ass when you’re done. So hurry up.” His thumbs hooked themselves into his pants and he slowly pulled them down, along with his boxers.
The smile dropped from her face. He was serious. He was dead serious. Her mind raced as the fabric of his pants pooled around his ankles with a quiet thud, slow bits of dust flying from the impact they made into the earth. “Shit.” She said, without really thinking about the words coming out of her mouth. She slowly took her fingers, swiping the thick cum off her chin and the corners of her mouth, and popped them into her mouth. She squeezed her eyes tight; trying her best to ignore the taste and keeping the seductive look in her eyes. Oh, come the fuck on, Anna. You literally did not win all those awards singing and dancing to stupid songs just to pussy out now. Get it together.
She slurped his cum off her fingers, licking her fingers and sucking them dry.
“Well,” She said after she was finished. “What are you waiting for?”
Matt nodded, walking over to the other rock, and laying back on it. The huge rock supported him perfectly. He smirked, spreading his legs open and out, revealing his hairy asshole.
Anna winced, thinking once again about her pictures. She sighed to herself and got up off her own rock, walking over to him and kneeling in front of him. She took a deep breath and sighed it back out in a quiet groan, and dove in. Her hot tongue dragged against his dark puckered asshole, and Anna figured he must have really enjoyed that. She observed how his body eased more into the rock and his legs spread more, revealing more of his asshole to her and she licked in small circles at the skin there. He tasted of old shit, a taste she was devastated that she even knew, pungent sweat, and another taste she could not place but reminded her faintly of a dirty gym sock. It was almost as if her body and her mind were so focused on getting her pictures deleted, they had forced her to become acquired to his revolting body odor, tastes, and the experience altogether. Her hands slid up to cup his cheeks, spreading them more. She darted her tongue in and out of his asshole, then dragged her tongue up to his taint and swirled around it. She dragged it up to his balls, giving them both a firm suck before expertly sliding her tongue back down to his ass.
“Oh shit.” Matt moaned, surprised that she was as good as this as she was. He didn’t know why he was surprised; she was Anna Kendrick. If anyone could make a glee club full of grown women an international phenomenon, it was her. He silently praised her skills, even if he knew she was just acting to get her pictures back. With the rate of how good her rim job was, the thought to delete them after he came crossed his mind in a small floating stream before demolished by the fact he still had one more day with her. His hand snaked down to his cock and he stroked the rock hard member, following the rhythm of her tongue. He groaned out again, panting to the motions of his hand. Anna swirled her tongue around his asshole again and started lapping and slurping up her own saliva.
“Ugh!” Matt let out a throaty moan as he came again, aiming his cock down. Hot bursts of cum rained all over Anna’s pretty and delicate features, causing the stray wisps of her to stick to her forehead. Some caught in her eyelashes, on her nose, eyebrows, chin...everywhere. Hot drops of cum spilled off her face and down her chin and neck. He gasped, pulling his head to the side to get a view. The sight of her caused him to start getting hard again. “Damn, you’re going to drain me.” He laughed. “Eat that up too before we continue.”
“You’re not done?!” Anna exclaimed, her face turning red with both humiliation and anger. She didn’t have any napkins or any tissues to get the cum off her face and didn’t want to ruin her tank top. The color continued to rush to her face as she started to imagine what her face must look like, coated with white. The heavy, thick cum dripping off her skin, it was enough to make her gag. She sighed deeply once more, taking all four of her fingers and swiping them against her face in one clean, swift motion. The cum gathered on her fingers and before it started to drip off, she opened her mouth wide and suck her fingers to the back of her throat, and slowly dragged them back out, painting and coating her tongue with the cum. She swallowed, then slowly dragged her fingers across the other side of her face and repeated until her palm was full of the cum from all over her face. She licked it off her hand, showing him the cum piling up on her tongue, and swallowed it in one hard gulp. “Ahhhh” She showed him, sticking out her clean tongue, and pink, free of his cum. There were still bits of dried cum all over her face, drying up in a thin film that caused her hairs to stick to her and a faint white crust around the corners of her mouth and various other parts of her face, jaw, and chin.
Matt looked down at her in utter amazement. She was really being a trooper about the whole ordeal and his lust flew through the roof. The nights he spent alone with porn that had become bland to him over the months had caused such a damper on his sex life. He was both very single, and very busy to even think about having a relationship. Hooking up was too risky for him, and meeting competent women he could get along with was even harder it seemed like. It seemed like everywhere he went the women wanted to be prettier, bustier, curvier than the one before them. Anna was different though. Her authenticity was so refreshing and it was so sexy. She enthralled his senses and made him so damn insatiable. He could fuck her for hours, he could fuck her all night, and he could definitely see himself fucking her until he was so drained, he was shooting blanks. Visions of their bodies grinding against each other filled his mind. Her riding him, her ass clinging tight on his member as she bounced on him, her perky breasts bouncing with each stroke.
He was rock hard again.
“Lay down.” He commanded. “And take off all of your clothes.”
She knew better than to protest. She scrambled to her knees, cast white with the dust from the ground. She pulled her tank top over her head and reached behind herself to unclasp her bra, her eyes darting away from his in shame.
“No. Look at me while you do.”
Her head slowly turned, the light reflecting just how much cum had dried on her face. She stared at him, eyes blazing, squinting them into the sexiest look she could muster as she let her bra drop and her breasts bounce with it. She stood up slowly, rising like a tide, to her feet. Her movements because slower, more sensual. She turned from him, looking back at him to ensure she was doing what she was told and hooked her thumbs into her shorts. She bent her petite body over at the waist, her plump, toned ass in his full view. She smiled back at him sweetly, sexily... almost like she had a secret. The shorts slid over the roundness of her ass, exposing lacy panties that left little to the imagination. They were a stone grey, a color that suited her well, he thought. The lace trimmings did everything to compliment the swells of her curves and her hips.
She dropped them to the ground and kicked them away. Then she slowly did the same with her panties; hooking her fingers into the thin fabric and pulling them around her ass and letting them glide to the ground. The soft thud it made once it hit the ground called dust to fly up once again.
There she was. Her bare, pink, tight pussy in all its glory. Her slit glistened as the sun caught the light of her arousal. She reached between her legs while still bent over and pressed a cum-stained finger into herself. She moaned, her eyes never losing the lock they had on his. “How do you want me?”
Matt’s dick throbbed at how sexy she was capable of being; how she flowed into her sexual energy so naturally that he couldn’t tell if she was giving an Oscar-deserving performance or if she truly was enjoying such a risky and hot encounter. “Lay. Down.” He repeated, watching her obey, and lay back on the rock, opening her legs wide.
She shut her eyes tight and braced herself for him to fuck her ass again, but as he mounted her, and placed his dick at the head of her pussy, she was pleasantly surprised. As his wide head entered her, stretching her pink lips to accommodate him she moaned out. It was her first genuine moan since they had started this...encounter but as he started to stretch her with his thick shaft, she couldn’t help but sigh.
After two rounds, he had a lot more stamina before he was going to cum again and he intended to take his time with her. He knew she would at least enough vaginal sex and watching her writhe beneath him in pleasure was an opportunity he didn’t want to miss. As he started to stroke her slowly, she gasped as he filled her with the full length of him with each stroke.
“Yes...” she moaned quietly as if she only wanted herself and her God to hear. She was truly enjoying it. His hand slid up her smooth stomach to her breast and cupped one, grasping it in his hand as he continued to thrust into her. She wrapped her legs around him. Her pussy, stretched and hot, started to leak her arousal down to her asshole. “I’m so fucking wet.” She moaned out, feeling it drip between the cheeks.
“Fuck.” Matt gasped. She was right, and the slick, hot, canal that he was digging himself into was making it hard for him to keep his composure. He started to speed up, drilling himself into her hole, slamming into her so hard that loud clapping noises echoed through the trees. She gasped and he watched her body shake as he slammed into her. Her pretty titties firm as they shook with each thrust, her bun flying recklessly atop her head. Her face crusted white with his cum with the smoldering look in her eyes...there was something else there, he noticed as she bit her lip and turned up her brows. Is she...
“Ah, ah, ah!” A crescendo of moans escalated from her throat and she cried out as her orgasm felt like she was being slammed against a wall by an ocean of pleasurable waves. Her pussy convulsed and throbbed hard around his dick and that made him drive himself into her. Sweat dripped off his face and body onto hers but she didn’t care and he could tell by the look on her face. She started screaming in ecstasy and she squeezed him, pulling him closer with both her legs and her pussy muscles.
He gasped, letting his own orgasm go and filling her with hot cum, that familiar throbbing releasing from him. He pulled out, watching the cum drip from her pussy and onto the rock. He sat next to her on the rock to catch his breath. Shit, was he wore out. That was the most sex he had in one session in a long time and he knew he would never forget it.
“Okay,” He said, too tired to hide the weariness in his voice. “Let’s go back. But you’re going to let that run down your legs. Even if there are people around. You will not clean it until you’re back into your hotel room.”
Anna smiled and maybe it was the post-orgasm afterglow she was bathed in, or maybe because she knew by the way he was reacting to her every time she made him cum that he was going to delete those pictures, but she didn’t fuss. She didn’t resist. She smiled sweetly at him and got off of the rock, the cum running down her legs. She slipped on her dirty panties and dirty shorts, the cum mixed with her own fluids making her shorts darken with moisture in the crotch area. She knew she probably looked like a slut. And she knew she was going to feel like one.
And she did, as they walked back to the car, watching men stare at her funny and then grin at him. She noticed every single time a woman gave her a shocked and disgusted, judgmental look. The pairs of women joggers who would whisper amongst themselves when they passed her. She noticed it all, and she held her head high even though her cheeks and ears burned with absolute humiliation. She was mortified. And as she got back into the car, her sticky legs sticking to the leather seats, she drove silently all the way back to the hotel.
~ ~ ~
Anna sat at the bar of the hotel and threw back a shot. She had enjoyed the end of the last encounter she had had with Matt but still felt uneasy about the whole ordeal. He was late to meet her at the bar. She hoped that he wasn’t a creep who did all of those things to her and then disappeared on her. As she thought about ways to track him down, she felt a tap on her shoulder.
“Hey!” She smiled once she turned around to see his face.
“Anna.” Matt said, sitting down on the barstool next to her. “I want to thank you for an amazing weekend. This was one of the most exciting times of my life.”
No shit, she thought. “You’re welcome!”
“Here.” He handed his unlocked phone to her. “I want you to delete all of your pictures out of my phone. Just so you can go back to your hotel knowing that they are gone forever.”
She stared at him and her smile widened into a grin. She grasped the phone and looked at the pictures of her. She groaned and she could not hit the trash can app fast enough to delete everything. Her fingers tapped at the phone wildly, deleting until everything was gone. She sighed a huge sigh of relief and the weight felt like it had finally been lifted off her shoulders. “Thank you.”
He stood up, putting the phone back into his pocket. “No, thank you.”
“Hey, where are you going? You just got here.”
“My flight leaves soon and I want to get there early. I’m a man of my word and I just wanted you to know that. Have a great rest of the day, Anna.”
Anna watched him walk out of the bar, and smiled.
This was one for the books.
END