Miley's Xmas bonuses part 1
Miley Cyrus was just finishing her new video, they just finished her car scene, where she was wearing a tiny thong and a short silk dress, and showing off her tight ass to the entire crew doing the video. For some reason the shot took 15 tries before the director liked it.
“And cut! Good job everyone. That’s a wrap for tonight. Get out of here and see everyone back here tomorrow at noon,” the Director shout.
“Hey Miley, wanna grab a drink?” one of her costars asked as they walked off set.
“I normally would never turn down a drink but I actually have a meeting with my entire management team tonight,” Miley replied.
“Ah…those can be tedious,” her friend countered, giving Miley a pat on the shoulder.
“Actually, I’m really looking forward to this one,” Miley admitted, almost at her trailer. “I’m giving out their Christmas gifts as well so really the only nervousness is if they think their presents are up to their normally lofty standards.”
“Well knowing you, I’m sure the presents are personal and very thoughtful.”
“Actually, they really are.” Miley agreed before heading into her trailer to get changed.
“She said to meet her here at 8, right?” the thuggish Bodyguard asked, taking a seat on the chair with his name on it.
“It’s what Miley said,” the sharp-dressed Agent replied.
“You know our girl, always running late,” her dedicated Manager shared.
“And a flair for the dramatic…obviously,” her flattering Publicist added, commenting on the 4 men in her entourage all sitting in the same hotel villa awaiting their Christmas bonus.
Before the 4 men in attendance could comment any further or check their watch again, the door directly in front of them and a true vision greeted them. Miley Cyrus came sauntering through the door in an outfit that perfectly matched the Christmas decor in the spacious hotel room. As she passed by the fully decorated Christmas tree, the petite singer’s red silk lingerie gown with tinsel trimming the bottom edge of the skirt, which barely covered her rump. She wore matching red gloves up to her elbows, and high heels, making her 5’5 frame seem slightly taller.
“Merry Christmas boys,” Miley cooed in her sexiest of voices.
“Hot damn,” Bodyguard groaned, feeling his cock stirring already.
“Miley…” Manager started to speak before the energetic actress cut him off. “Shhh. Just sit back and enjoy the show…for now.”
Listening to their boss and meal ticket, the 4 men sitting in comfortable chairs around the Christmas scene simply shut their mouths, opened their eyes wide and enjoyed the performance. Miley wore her now long blonde hair flowing over her shoulders, coming right to the top of her nightie, allowing her guests to get a healthy dose of her small cleavage. For such a tiny girl which Miley classified as given she was just a hint over 5 feet tall and maybe 110 lbs. soaking wet, she had a truly great, toned body that made men drool over her.
Then Miley started into a song and very sexy dance, singing the iconic Jingle Bells which was a perfect choice given the festive theme. Her performance wasn’t very long, maybe only a minute, but during it the 4 sitting men had rock hard boners the entire time even with using a bell as an actual prop. The skimpy fur-lined top gave him a great view of her tits, which would slightly bounce excessively any time Miley moved.
She continued to sing and move around in slinky, hot movements, constantly squatting down while holding a fireplace before slowly swinging her perfect ass back to standing. They all had their eyes glued to the star during the performance, which made the normally smart girl seem like some airhead bimbo, but they could care less since they were perfectly eye level with her fantastic body.
“Damn I love our Christmas bonuses,” Agent grunted, his erection straining against his dress pants.
Heading to the large sectional L-shaped sofa in the center of the room, Miley climbed onto it, coming to rest on her knees with her chest resting on the backrest. As she did so, her nightie rested higher up on her back, giving the 4 men a great view of her naked ass underneath with bright pink pussy, completely bald cunt and adorable little asshole on display, even giving them a little wiggle to help whet their appetites.
Each of the men had forgotten about the bell she’d used for the song, but Miley was apparently not done with it. Tilting her head to the side and looking back over her shoulder with her entourage, Miley began giving the narrow red handle of the prop a simulated blowjob, easily swallowing the meager 5-inch handle as if it was nothing. With the hard plastic good and lubricated, the talented actress placed it right against the center of her asshole before pressing it forward into her backdoor.
“Wahhhooo…aahh,” Miley cooed as her bowels were penetrated, shoving the entire length into her bowels so that the brass bell was pressed against her slender cheeks.
Miley gave her tushy a shake to have the bell ring out before she used the handle of the instrument to sodomize herself. Given that it was so narrow, it was easy for Miley to repeatedly pull it in and out of her poop chute, wiggling it around often to make it ring out constantly as well. In fact, it barely stretched out her sphincter, however it was still erotic for her to have something wedged into her asshole for when felt like the millionth time in her life.
“Enjoying the show, Shaun?” the actress asked her agent.
The men’s individual fetishes were somewhat in keeping with their profession in Anna’s entourage, rather intentional or ironic. Her bodyguard, the man designated to protect her, loved not only dominating but humiliating his prey. Next was her publicist whose thing was watching as his conquest put on a show with the dirtier the better. Miley’s agent loved a good shag in the girl’s bottom, something not uncommon to occur on a casting couch. And finally, her manager, for who Miley was used to having his undivided attention, was into orgies and group sex.
Now, that list of fetishes seems like it should be spread out over a minimum of a week, allowing the very petite actress time to recover between each tryst. However, Miley was the type to go big, which meant cramming in all that craziness into one fun and sexually trying nights of her life. She had done each and every one of those fetishes previously, not to mention had fucked each of the members of her entourage already, so why not just do it all at once? She had an extremely busy schedule, something each of the 4 men understood, so time optimization was just practical.
“I think you know what would make me even happier,” Agent replied with a grin, his hand rubbing his swollen cock through his pants, all while Miley continued to ram her rectum with the handle of the bell.
Miley gave the man a wicked smile as she focused her smoldering gaze on the well-dressed man. Turning her body so she was now sideways to the men, Miley ever so slowly backed the bell out of her ass until it came free altogether, a slob of the spit she used to lubricate the handle spilling out of her slightly gaped hole. The singer wasn’t done with her prop as she brought it towards her face before opening her mouth and once again sucking on the handle, only this time it was coated in her filthy ass juice.
“How is someone so tiny and adorable such a dirty nymphomaniac,” Bodyguard groaned, his cock already out and stroking it.
“Mhmm,” Miley cooed, loving the taste of her own asshole, adding a long lick to make sure she sampled it all. “My mom always said great things came in small packages. Now would someone please hand me that dildo on the table.”
The Publicist was first from his seat and had the big red dildo in his mitt, which was resting on a side table closest to him. Miley gave her master a warm smile from over her shoulder before getting into a more convenient position. Rolling over playfully onto her back from her hands and knees, the long-haired girl shuffled her lithe body so her ass was still just on the edge of the sofa before sitting up so her legs dangled off the end.
“Oh boy. I hope that big boy is for little ol’ me,” Miley played up her cuteness, faking shock.
“Show us good people here how exemplary you are with that sharp-tongued mouth of yours,” the voyeur instructed. “Now be a good girl and open up wide,” he told her, bringing the dildo towards her mouth and she instinctively slid out her tongue and swirled it expertly around the life-like tip.
“AHHH,” Anna said as she stretched her mouth and relaxed her throat for what was soon to come.
With her lips parted so far apart it was easy for Publicist to push the fake penis forward. He let the tool of pleasure glide along her tongue before encountering a little resistance when the head smacked against the end of her mouth. She gave him an encouraging wink and relaxed her throat further, at which point the man a decade older than her thrust the object further inside her. Most of the dildo was now lodged down he throat except for the last inch or two, which allowed Publicist to maintain a grip on the red object.
The crowd made up of the 3 other men gave a rapturous cheer upon seeing the gorgeous tight-bodied girl deep-throat the fake cock. Buoyed by their excitement, Miley cocked her head back to remove some of the dildo from her mouth before throwing her face forward. The Publicist immediately realized that Miley was trying to have the dildo face-fuck her and so wanted to help her achieve her goal. Small amounts of spit started to spill over the edge of her bottom lip and take residence on her chin as the red dildo was sawed into her receptive mouth due to their collective efforts. Everyone in attendance was able to see the bulge in her gullet due to the foot-long fake cock filling her throat, illustrating how talented at cocksucking Miley Cyrus truly was. When the Publicist did retreat the object from deep within her mouth, long strings of her spit still connected her lips and tongue with the tool.
“Get that dick in me,” Miley demanded after lubing up the fake cock.
The Publicist watched as she eased herself backwards until she was lying on the sofa with her legs up in the air, giving everyone a good view then gave his horny man a nod. He gave the toy back to her for Miley’s use, which she started by stroking the tip of the well-lubricated dildo from her exposed clitoris at the top of her pussy, through her wet folds, over her pink hole before letting it swirl over top of her crinkled rosebud.
“Fuck yourself in the ass,” the Agent blurted out.
“Like you needed to bother asking,” Miley replied.
Despite Miley’s massive amount of experience taking all manners of phallic-shaped items into her ass, this particular dildo was very thick. However, Miley was determined to give her entourage the best Christmas in recent memory so she kept pulling the dildo against her hole until her sphincter eventually relented, allowing the tip of the red tool to fit into her rectum snugly.
“Mmhmm…awhh…God that’s big,” Miley moaned in response to the welcomed anal invasion. “Fuck I missed that feeling.”
Miley allowed her backdoor a moment to adjust to the massive foreign object holding open her sphincter before she started to fuck herself with the dildo. It was slow and short strokes at first, only a few inches getting rammed into her ass, but with each passing second, she’d start going faster or deeper until after a minute she was fucking herself at a healthy pace and 8 of the inches.
“Get into your outfits and get over here,” the horny Miley demanded, needing cock.
The men gave each other a confused look until one of them looked on the back of their chairs. The Manager reacted the quickest, mainly because his pants were already around his ankles so he finished removing them, followed by his shirt. When naked he stood and grabbed the Santa’s cap. Once his other professionals saw what Miley meant, they too disrobed just as fast and throw on their own hats.
“I like what I found,” Miley exclaimed with glee as she grabbed the first stiff 8-inch member.
“Suck it babe,” he told her instructed the gorgeous dirty client.
With a wicked grin on her face, Miley glided his cock towards her face before engulfing his bulbous head between her lips. The Manager couldn’t help but let an audible moan as her talented wet mouth worked the first half of his cock over. The horny man was already close to popping his load in her mouth once she started inhaling his whole cock into her mouth with each stroke, the ability to deep-throat correlated with her impressive octave range, which gave her full mastery over the muscles of her throat.
“Mmmmm,” Miley moaned as she noisily slobbered on his meat stick.
“Oh yeah suck that cock,” he groaned, holding the top of her head as she worked.
Soon Miley was sworn by the three others, forming a square around her with two men on either side of her face and the other right in front of her. Miley had been in a number of gangbangs in the past, the most amount of men she had to take was the first, getting brutally ganged by a bachelor party several years ago. Invigorated by the challenge, Miley poured her heart into the project, performing a handful of bobs on each cock as she took turns with each of them.
For their part the men were good at sharing her, allowing the others to have their turn as they waited. Miley was proving able to handle this many cock all at once, using her two hands to stroke a pair of swollen members while her mouth bobbed, gagged and swallowed a third. The free man would usually be behind her, taking their time on the on-deck circle to grope her naked tits once her nightie was slipped off, or shoving fingers to bang either of her two available holes.
The Manager stepped right up and crammed his fully erect cock into Miley’s mouth, only pausing for an instant when he slammed against the back of her mouth then pushed forward to enter her throat. After backing out and allowing her to breath he slammed forward again, feeling Anna’s adorable nose press sharply against his pubic hair and holding her there for a spell.
“Gllugghh…uugghhh…awwkkk,” Miley coughed and gagged as her Manager repeated pushed in and out of her throat.
Despite being in the middle of four men, each wielding a medium-to-large size cock and each intent to fuck her in all her holes for the entire night, Miley didn’t let that distract her. When it came to sex Miley Cyrus had few parallels or equals and once again, she was growing her reputations in all matters of fetish. Hell, it had been less than half an hour and already the petite actress had put on a masturbation show, sucked a dildo straight from her own ass, been facefucked while in the middle of a blowbang.
“Fuck! God, you’re something special,” her Agent groaned as her lips were now wrapped around his member, her nose currently pressed against his thicket of pubes.
Once again Miley rotated, having a system in place so that she always pivoted to the right, allowing a different man to always be left out, but able to give two others a handjob and the lucky man the pleasure of her mouth. That honor currently went to the Bodyguard, whose own hands were on either side of Miley’s face, holding her pretty head steady so he could repeatedly jab his dick down her throat rather roughly. Despite being built for speed and not power, luckily the talented singer was able to withstand given her near superhuman ability to swallow dick without problems.
“This is the type of ass meant to have a dick buried inside it,” the Agent commented, grabbing two firm handfuls of her fleshy bottom roughly after having rounded behind her, his dick the only one currently not being in her mouth of hands.
Not content with merely just pawing her perfect albeit tiny backside, the olive-skinned man gave each of her slender ass cheeks a hearty slap. To show that she was a good sport and up to the challenge, not only did Miley not whimper from the heavy pair of blows but she actually wiggled her rump. Her Agent indulged her once more, proceeding to give her 2 more spankings, much to her delight and his, given that he had an obsession with all things butt related. Normally he preferred a slender girl to have more of a thicker ass that jutted further out. Miley’s was far from that style; however, it was a suitably nice booty that was both perfectly rounded and fun to squeeze, plus with her pale complexion it meant that his spanks left her cheeks nice and red.
Despite the stinging sensation, Miley found it to be a turn-on. It was time to shift so now the Publicist found himself behind the talented singer, and he kept the theme of manhandling her booty going, albeit with a different approach. Apparently having enjoyed the scene with the bell and dildo earlier, Miley felt not one but two fingers rest against her constricted asshole. The actress was happy she prepared herself earlier and found her anal sphincter relax without much prompting so after barely any pressure his digits popped into inside.
“Oh, we are going to have so much fun,” the Bodyguard smiled, flicking his eyes back and forth between the other man cramming two meaty fingers into Miley’s backdoor, and watching the gorgeous actress deep-throat his cock.
“And you haven’t even fucked me yet,” Miley cooed, throwing the man a wink as well as she moved her mouth to the next man, this time taking his nuts to suck on.
As Miley pivoted for what would prove the final time, she felt the man who had been rather swiftly fingerbanging her asshole stop and pull out. As the singer moved her mouth from sucking on the guy’s balls and meant to take his cock in for a quick blow, her Publicist had other plans. With her lips still parted Miley felt his large, thick fingers touch them in route to being pushed further into her mouth and slide firmly along her tongue. She got the hint that the Publicist wanted her to taste her own asshole once more by sucking her own filth from his fingers so she did just that as she closed her mouth and sucked on them like he wanted.
“Well we should do something about that,” the Manager stated, bringing a cheer from the other men in the room.
And just like that the blowbang was over and the actual fucking had begun. Miley didn’t know if she had moved herself or if she was simply moved, regardless of that she found herself on all fours right at the edge of the sofa with one of her management team behind her and two more in front. As it turned out it was her orgy-loving Manager that had the honors of fucking her snatch first while she alternated between sucking off her Bodyguard and Publicist, respectively.
The Manager was aggressive but still respectful as she used his entire 7 inches of cock to push into her tight-fitting pussy without being reckless. As his hips slammed against Miley’s ass, her slender reddened cheeks rippled from the blow. Loving the view of it, the man in charge of organizing her busy schedule sought to keep her booty shaking by repeatedly thrusting into her as both hands on her tapered waist so he could pull her back as he speared forward.
“Fuck me, that’s good,” Miley cooed, running a hand through her luscious hair before switching to the second cock by her face to suck.
Miley was finding it tough to keep a dick in her mouth with a man twice her size behind her, thrusting wildly into her snatch. It was still an above average blowjob, she wouldn’t allow herself to dip the standards of her oral work lower than that, but the Agent’s cock would routinely pop free of her mouth, smearing her own saliva onto her cheek and chin. She stopped trying altogether for a minute or so as she felt the Manager’s hands tighten on her narrow waist before he proceeded to fuck her harder and faster, albeit with only half his cock to make it still feel good for her part.
“Yes! Yes, fuck me!” Miley practically screamed.
“Shit I need to back off for a few,” he groaned, pulling out of her pussy in order to give himself a break, not wanting to pop his load too quickly.
“Here,” the laying Publicist beckoned. “Come see Papa.”
Miley didn’t even need to stand, instead the sexy singer simply had to crawl forward 3 feet until she was straddling the powerful man’s waist. A moment later she was sitting back on his lap, his cock easily sliding into her pinkness until her reddened ass cheeks were against the Publicist’s thighs. She didn’t rest there long, climbing back to the top so only his tip remained in her before sitting back down.
“That’s it,” another man said from her side, turning out to be her Bodyguard. “Ride that cock baby.”
Her muscular bodyguard obviously wanted her oral attention turned back on him, and who could blame him, however Miley wanted to build up a head of steam first. Holding his dick in her fist and lightly stroking it to keep him hard, she continuously bounced on her Publicist’s cock with the type of energy she was known for during her interviews. It seemed with each passing ride along his length she gained more speed and was seeming to get off on it even more, at least if the volume of her moans were any indication.
Wanting to encourage her, the Publicist placed his hands on her high and tight booty and helped her maintain a rhythm with occasionally slapping her lightly on her caboose. His feedback was well received, as in another few rides along his length Miley sank to his base and grinded backwards. After a few minutes of striding fully on his member to suddenly shift to short lifts with pushes backwards, it was a new and exciting sensation for both Miley and the Bodyguard.
“Mhmmm…uhhh…don’t worry…fuck…didn’t forget about you.” Miley grunted, pivoting her head to engulf half of her Bodyguard’s cock.
After the intense fucking the pair had been engaged in, the Publicist didn’t mind slowing things down so that Miley could multitask. The petite funny star still rode her man deeply and grinded her pussy back against him, but only at half the speed at best. It was helpful on many fronts as it allowed her to give a hell of a blowjob to the muscular Bodyguard, while helping to rein in the Publicist’s rapidly approaching orgasms while also bringing Miey closer to her own.
“Room for one more?” Agent spoke from directly behind her.
“Huh?” Miley asked, so distracted with the cock in her mouth and the one she was bouncing on to really understand.
“Bend down,” he told her, putting a hand between her shoulder blades and gently pushing until Miley got the idea and leaned forward until she was chest-to-chest with the Publicist.
“You ready to get fucked by both of us at the same time?” the laying man asked Miley as he slowed her down to a near stop, allowing his fellow gangbang participant to climb on the sofa behind the horny girl and but his cock against Miley’s asshole.
Miley was silent for a few heartbeats, which wasn’t a very long time given that her heart was pounding in her chest. Despite her wealth of sexual experience, she didn’t do double penetration too often, she always thought shew was too tiny for it. But better be a little scary than to ruin her special guys’ Christmas bonus. “Do it. Fuck my ass, Shaun.”
The Agent was already poised in position so as soon as he got the go ahead, he pushed forward. Despite her ample experience with anal, Miley was really tight, but she was distracted enough by the dick grinded against her G-spot that her Agent was able to nudge the head inside with little trouble. Even after Miley gasped and tightened up around the phallic objects invading both of her holes, it didn’t take the starlet long to calm herself and start to relax.
Luckily both Miley and the man currently filling her asshole with cock were experienced in all manners of anal, with the Agent having been involved in a number of double penetration celebrations. Knowing not to rush things, the Agent only kept forward pressure with coming off too strong, and it wasn’t long until Miley was pushing her sweet tight caboose back towards him, eating another few inches of hard dick into her ass.
“Feeling good, boss?” her Agent asked Miley as he slowly slid half of his cock out of her ass.
“Uhhh, yeah,” the she groaned as he thrust back into her.
“She definitely likes it,” the Publicist said, watching Miley’s face to make sure she was really into it.
With that settled the man behind Miley set a very deliberate pace as he started to slide in and out of her anal cavity. Soon the Publicist caught his tempo and moved in time with the Agent’s thrusts, albeit slowly and steadily. With both men fucking her, Miley began alternating between pushing her ass back against her Agent and lowering her pussy down to meet the other man’s thrusts.
“Oh fuck,” Miley moaned as her Publicist and Agent worked like a well-oiled team to bring her pleasure unlike any she’d ever felt before. “Fuck me, uhh.”
“God this is amazing! I’m fucking Miley Cyrus’s ass,” her Agent practically cheered as each passing second brought the petite girl fucking them faster.
Though fucking two men at the exact same time was not new for Miley, she adapted quickly. Mainly, once she got used to a thick cock sodomizing her, the rest was easy and enjoyable. In fact, as her brain tried to decipher all the signals her body was sending it, she having that many areas stimulated all at once to be toe-curling good.
Apart from her moaning and pushing backwards to meet their thrusts, the men in the room knew their boss was getting off on being double penetrated when she reached out with her hand to gripped the nearest cock to her and steer it into her mouth. As Miley filled a third hole with dick, all three men thrust their hips forward with the man behind her likely riding her the hardest despite being the one in her tightest of holes.
“So, fucking hot,” Miley grunted as her body continued to be assaulted by the three of men in her employ. “Oh God it’s so good,” she screamed again. “Come on fuck me, fuck me, fuck me! Oh yeah.”
With screams of encouragement like that, it shouldn’t have surprised any of the men that within just a few minutes Miley screamed out in an ear-piercing shriek at her upper octave range as her first orgasm hit her. Luckily the two men fucking her pussy and ass weren’t pushed over the brink to their own orgasm, though it was only by the skin of their teeth especially since they couldn’t even pull out due to how tight her orifices pinch down.
“God damn…need a break,” her Agent grunted as he slowed and shortened his thrusts until he pulled out of her tight little rump.
TO BE CONTINUED
“And cut! Good job everyone. That’s a wrap for tonight. Get out of here and see everyone back here tomorrow at noon,” the Director shout.
“Hey Miley, wanna grab a drink?” one of her costars asked as they walked off set.
“I normally would never turn down a drink but I actually have a meeting with my entire management team tonight,” Miley replied.
“Ah…those can be tedious,” her friend countered, giving Miley a pat on the shoulder.
“Actually, I’m really looking forward to this one,” Miley admitted, almost at her trailer. “I’m giving out their Christmas gifts as well so really the only nervousness is if they think their presents are up to their normally lofty standards.”
“Well knowing you, I’m sure the presents are personal and very thoughtful.”
“Actually, they really are.” Miley agreed before heading into her trailer to get changed.
“She said to meet her here at 8, right?” the thuggish Bodyguard asked, taking a seat on the chair with his name on it.
“It’s what Miley said,” the sharp-dressed Agent replied.
“You know our girl, always running late,” her dedicated Manager shared.
“And a flair for the dramatic…obviously,” her flattering Publicist added, commenting on the 4 men in her entourage all sitting in the same hotel villa awaiting their Christmas bonus.
Before the 4 men in attendance could comment any further or check their watch again, the door directly in front of them and a true vision greeted them. Miley Cyrus came sauntering through the door in an outfit that perfectly matched the Christmas decor in the spacious hotel room. As she passed by the fully decorated Christmas tree, the petite singer’s red silk lingerie gown with tinsel trimming the bottom edge of the skirt, which barely covered her rump. She wore matching red gloves up to her elbows, and high heels, making her 5’5 frame seem slightly taller.
“Merry Christmas boys,” Miley cooed in her sexiest of voices.
“Hot damn,” Bodyguard groaned, feeling his cock stirring already.
“Miley…” Manager started to speak before the energetic actress cut him off. “Shhh. Just sit back and enjoy the show…for now.”
Listening to their boss and meal ticket, the 4 men sitting in comfortable chairs around the Christmas scene simply shut their mouths, opened their eyes wide and enjoyed the performance. Miley wore her now long blonde hair flowing over her shoulders, coming right to the top of her nightie, allowing her guests to get a healthy dose of her small cleavage. For such a tiny girl which Miley classified as given she was just a hint over 5 feet tall and maybe 110 lbs. soaking wet, she had a truly great, toned body that made men drool over her.
Then Miley started into a song and very sexy dance, singing the iconic Jingle Bells which was a perfect choice given the festive theme. Her performance wasn’t very long, maybe only a minute, but during it the 4 sitting men had rock hard boners the entire time even with using a bell as an actual prop. The skimpy fur-lined top gave him a great view of her tits, which would slightly bounce excessively any time Miley moved.
She continued to sing and move around in slinky, hot movements, constantly squatting down while holding a fireplace before slowly swinging her perfect ass back to standing. They all had their eyes glued to the star during the performance, which made the normally smart girl seem like some airhead bimbo, but they could care less since they were perfectly eye level with her fantastic body.
“Damn I love our Christmas bonuses,” Agent grunted, his erection straining against his dress pants.
Heading to the large sectional L-shaped sofa in the center of the room, Miley climbed onto it, coming to rest on her knees with her chest resting on the backrest. As she did so, her nightie rested higher up on her back, giving the 4 men a great view of her naked ass underneath with bright pink pussy, completely bald cunt and adorable little asshole on display, even giving them a little wiggle to help whet their appetites.
Each of the men had forgotten about the bell she’d used for the song, but Miley was apparently not done with it. Tilting her head to the side and looking back over her shoulder with her entourage, Miley began giving the narrow red handle of the prop a simulated blowjob, easily swallowing the meager 5-inch handle as if it was nothing. With the hard plastic good and lubricated, the talented actress placed it right against the center of her asshole before pressing it forward into her backdoor.
“Wahhhooo…aahh,” Miley cooed as her bowels were penetrated, shoving the entire length into her bowels so that the brass bell was pressed against her slender cheeks.
Miley gave her tushy a shake to have the bell ring out before she used the handle of the instrument to sodomize herself. Given that it was so narrow, it was easy for Miley to repeatedly pull it in and out of her poop chute, wiggling it around often to make it ring out constantly as well. In fact, it barely stretched out her sphincter, however it was still erotic for her to have something wedged into her asshole for when felt like the millionth time in her life.
“Enjoying the show, Shaun?” the actress asked her agent.
The men’s individual fetishes were somewhat in keeping with their profession in Anna’s entourage, rather intentional or ironic. Her bodyguard, the man designated to protect her, loved not only dominating but humiliating his prey. Next was her publicist whose thing was watching as his conquest put on a show with the dirtier the better. Miley’s agent loved a good shag in the girl’s bottom, something not uncommon to occur on a casting couch. And finally, her manager, for who Miley was used to having his undivided attention, was into orgies and group sex.
Now, that list of fetishes seems like it should be spread out over a minimum of a week, allowing the very petite actress time to recover between each tryst. However, Miley was the type to go big, which meant cramming in all that craziness into one fun and sexually trying nights of her life. She had done each and every one of those fetishes previously, not to mention had fucked each of the members of her entourage already, so why not just do it all at once? She had an extremely busy schedule, something each of the 4 men understood, so time optimization was just practical.
“I think you know what would make me even happier,” Agent replied with a grin, his hand rubbing his swollen cock through his pants, all while Miley continued to ram her rectum with the handle of the bell.
Miley gave the man a wicked smile as she focused her smoldering gaze on the well-dressed man. Turning her body so she was now sideways to the men, Miley ever so slowly backed the bell out of her ass until it came free altogether, a slob of the spit she used to lubricate the handle spilling out of her slightly gaped hole. The singer wasn’t done with her prop as she brought it towards her face before opening her mouth and once again sucking on the handle, only this time it was coated in her filthy ass juice.
“How is someone so tiny and adorable such a dirty nymphomaniac,” Bodyguard groaned, his cock already out and stroking it.
“Mhmm,” Miley cooed, loving the taste of her own asshole, adding a long lick to make sure she sampled it all. “My mom always said great things came in small packages. Now would someone please hand me that dildo on the table.”
The Publicist was first from his seat and had the big red dildo in his mitt, which was resting on a side table closest to him. Miley gave her master a warm smile from over her shoulder before getting into a more convenient position. Rolling over playfully onto her back from her hands and knees, the long-haired girl shuffled her lithe body so her ass was still just on the edge of the sofa before sitting up so her legs dangled off the end.
“Oh boy. I hope that big boy is for little ol’ me,” Miley played up her cuteness, faking shock.
“Show us good people here how exemplary you are with that sharp-tongued mouth of yours,” the voyeur instructed. “Now be a good girl and open up wide,” he told her, bringing the dildo towards her mouth and she instinctively slid out her tongue and swirled it expertly around the life-like tip.
“AHHH,” Anna said as she stretched her mouth and relaxed her throat for what was soon to come.
With her lips parted so far apart it was easy for Publicist to push the fake penis forward. He let the tool of pleasure glide along her tongue before encountering a little resistance when the head smacked against the end of her mouth. She gave him an encouraging wink and relaxed her throat further, at which point the man a decade older than her thrust the object further inside her. Most of the dildo was now lodged down he throat except for the last inch or two, which allowed Publicist to maintain a grip on the red object.
The crowd made up of the 3 other men gave a rapturous cheer upon seeing the gorgeous tight-bodied girl deep-throat the fake cock. Buoyed by their excitement, Miley cocked her head back to remove some of the dildo from her mouth before throwing her face forward. The Publicist immediately realized that Miley was trying to have the dildo face-fuck her and so wanted to help her achieve her goal. Small amounts of spit started to spill over the edge of her bottom lip and take residence on her chin as the red dildo was sawed into her receptive mouth due to their collective efforts. Everyone in attendance was able to see the bulge in her gullet due to the foot-long fake cock filling her throat, illustrating how talented at cocksucking Miley Cyrus truly was. When the Publicist did retreat the object from deep within her mouth, long strings of her spit still connected her lips and tongue with the tool.
“Get that dick in me,” Miley demanded after lubing up the fake cock.
The Publicist watched as she eased herself backwards until she was lying on the sofa with her legs up in the air, giving everyone a good view then gave his horny man a nod. He gave the toy back to her for Miley’s use, which she started by stroking the tip of the well-lubricated dildo from her exposed clitoris at the top of her pussy, through her wet folds, over her pink hole before letting it swirl over top of her crinkled rosebud.
“Fuck yourself in the ass,” the Agent blurted out.
“Like you needed to bother asking,” Miley replied.
Despite Miley’s massive amount of experience taking all manners of phallic-shaped items into her ass, this particular dildo was very thick. However, Miley was determined to give her entourage the best Christmas in recent memory so she kept pulling the dildo against her hole until her sphincter eventually relented, allowing the tip of the red tool to fit into her rectum snugly.
“Mmhmm…awhh…God that’s big,” Miley moaned in response to the welcomed anal invasion. “Fuck I missed that feeling.”
Miley allowed her backdoor a moment to adjust to the massive foreign object holding open her sphincter before she started to fuck herself with the dildo. It was slow and short strokes at first, only a few inches getting rammed into her ass, but with each passing second, she’d start going faster or deeper until after a minute she was fucking herself at a healthy pace and 8 of the inches.
“Get into your outfits and get over here,” the horny Miley demanded, needing cock.
The men gave each other a confused look until one of them looked on the back of their chairs. The Manager reacted the quickest, mainly because his pants were already around his ankles so he finished removing them, followed by his shirt. When naked he stood and grabbed the Santa’s cap. Once his other professionals saw what Miley meant, they too disrobed just as fast and throw on their own hats.
“I like what I found,” Miley exclaimed with glee as she grabbed the first stiff 8-inch member.
“Suck it babe,” he told her instructed the gorgeous dirty client.
With a wicked grin on her face, Miley glided his cock towards her face before engulfing his bulbous head between her lips. The Manager couldn’t help but let an audible moan as her talented wet mouth worked the first half of his cock over. The horny man was already close to popping his load in her mouth once she started inhaling his whole cock into her mouth with each stroke, the ability to deep-throat correlated with her impressive octave range, which gave her full mastery over the muscles of her throat.
“Mmmmm,” Miley moaned as she noisily slobbered on his meat stick.
“Oh yeah suck that cock,” he groaned, holding the top of her head as she worked.
Soon Miley was sworn by the three others, forming a square around her with two men on either side of her face and the other right in front of her. Miley had been in a number of gangbangs in the past, the most amount of men she had to take was the first, getting brutally ganged by a bachelor party several years ago. Invigorated by the challenge, Miley poured her heart into the project, performing a handful of bobs on each cock as she took turns with each of them.
For their part the men were good at sharing her, allowing the others to have their turn as they waited. Miley was proving able to handle this many cock all at once, using her two hands to stroke a pair of swollen members while her mouth bobbed, gagged and swallowed a third. The free man would usually be behind her, taking their time on the on-deck circle to grope her naked tits once her nightie was slipped off, or shoving fingers to bang either of her two available holes.
The Manager stepped right up and crammed his fully erect cock into Miley’s mouth, only pausing for an instant when he slammed against the back of her mouth then pushed forward to enter her throat. After backing out and allowing her to breath he slammed forward again, feeling Anna’s adorable nose press sharply against his pubic hair and holding her there for a spell.
“Gllugghh…uugghhh…awwkkk,” Miley coughed and gagged as her Manager repeated pushed in and out of her throat.
Despite being in the middle of four men, each wielding a medium-to-large size cock and each intent to fuck her in all her holes for the entire night, Miley didn’t let that distract her. When it came to sex Miley Cyrus had few parallels or equals and once again, she was growing her reputations in all matters of fetish. Hell, it had been less than half an hour and already the petite actress had put on a masturbation show, sucked a dildo straight from her own ass, been facefucked while in the middle of a blowbang.
“Fuck! God, you’re something special,” her Agent groaned as her lips were now wrapped around his member, her nose currently pressed against his thicket of pubes.
Once again Miley rotated, having a system in place so that she always pivoted to the right, allowing a different man to always be left out, but able to give two others a handjob and the lucky man the pleasure of her mouth. That honor currently went to the Bodyguard, whose own hands were on either side of Miley’s face, holding her pretty head steady so he could repeatedly jab his dick down her throat rather roughly. Despite being built for speed and not power, luckily the talented singer was able to withstand given her near superhuman ability to swallow dick without problems.
“This is the type of ass meant to have a dick buried inside it,” the Agent commented, grabbing two firm handfuls of her fleshy bottom roughly after having rounded behind her, his dick the only one currently not being in her mouth of hands.
Not content with merely just pawing her perfect albeit tiny backside, the olive-skinned man gave each of her slender ass cheeks a hearty slap. To show that she was a good sport and up to the challenge, not only did Miley not whimper from the heavy pair of blows but she actually wiggled her rump. Her Agent indulged her once more, proceeding to give her 2 more spankings, much to her delight and his, given that he had an obsession with all things butt related. Normally he preferred a slender girl to have more of a thicker ass that jutted further out. Miley’s was far from that style; however, it was a suitably nice booty that was both perfectly rounded and fun to squeeze, plus with her pale complexion it meant that his spanks left her cheeks nice and red.
Despite the stinging sensation, Miley found it to be a turn-on. It was time to shift so now the Publicist found himself behind the talented singer, and he kept the theme of manhandling her booty going, albeit with a different approach. Apparently having enjoyed the scene with the bell and dildo earlier, Miley felt not one but two fingers rest against her constricted asshole. The actress was happy she prepared herself earlier and found her anal sphincter relax without much prompting so after barely any pressure his digits popped into inside.
“Oh, we are going to have so much fun,” the Bodyguard smiled, flicking his eyes back and forth between the other man cramming two meaty fingers into Miley’s backdoor, and watching the gorgeous actress deep-throat his cock.
“And you haven’t even fucked me yet,” Miley cooed, throwing the man a wink as well as she moved her mouth to the next man, this time taking his nuts to suck on.
As Miley pivoted for what would prove the final time, she felt the man who had been rather swiftly fingerbanging her asshole stop and pull out. As the singer moved her mouth from sucking on the guy’s balls and meant to take his cock in for a quick blow, her Publicist had other plans. With her lips still parted Miley felt his large, thick fingers touch them in route to being pushed further into her mouth and slide firmly along her tongue. She got the hint that the Publicist wanted her to taste her own asshole once more by sucking her own filth from his fingers so she did just that as she closed her mouth and sucked on them like he wanted.
“Well we should do something about that,” the Manager stated, bringing a cheer from the other men in the room.
And just like that the blowbang was over and the actual fucking had begun. Miley didn’t know if she had moved herself or if she was simply moved, regardless of that she found herself on all fours right at the edge of the sofa with one of her management team behind her and two more in front. As it turned out it was her orgy-loving Manager that had the honors of fucking her snatch first while she alternated between sucking off her Bodyguard and Publicist, respectively.
The Manager was aggressive but still respectful as she used his entire 7 inches of cock to push into her tight-fitting pussy without being reckless. As his hips slammed against Miley’s ass, her slender reddened cheeks rippled from the blow. Loving the view of it, the man in charge of organizing her busy schedule sought to keep her booty shaking by repeatedly thrusting into her as both hands on her tapered waist so he could pull her back as he speared forward.
“Fuck me, that’s good,” Miley cooed, running a hand through her luscious hair before switching to the second cock by her face to suck.
Miley was finding it tough to keep a dick in her mouth with a man twice her size behind her, thrusting wildly into her snatch. It was still an above average blowjob, she wouldn’t allow herself to dip the standards of her oral work lower than that, but the Agent’s cock would routinely pop free of her mouth, smearing her own saliva onto her cheek and chin. She stopped trying altogether for a minute or so as she felt the Manager’s hands tighten on her narrow waist before he proceeded to fuck her harder and faster, albeit with only half his cock to make it still feel good for her part.
“Yes! Yes, fuck me!” Miley practically screamed.
“Shit I need to back off for a few,” he groaned, pulling out of her pussy in order to give himself a break, not wanting to pop his load too quickly.
“Here,” the laying Publicist beckoned. “Come see Papa.”
Miley didn’t even need to stand, instead the sexy singer simply had to crawl forward 3 feet until she was straddling the powerful man’s waist. A moment later she was sitting back on his lap, his cock easily sliding into her pinkness until her reddened ass cheeks were against the Publicist’s thighs. She didn’t rest there long, climbing back to the top so only his tip remained in her before sitting back down.
“That’s it,” another man said from her side, turning out to be her Bodyguard. “Ride that cock baby.”
Her muscular bodyguard obviously wanted her oral attention turned back on him, and who could blame him, however Miley wanted to build up a head of steam first. Holding his dick in her fist and lightly stroking it to keep him hard, she continuously bounced on her Publicist’s cock with the type of energy she was known for during her interviews. It seemed with each passing ride along his length she gained more speed and was seeming to get off on it even more, at least if the volume of her moans were any indication.
Wanting to encourage her, the Publicist placed his hands on her high and tight booty and helped her maintain a rhythm with occasionally slapping her lightly on her caboose. His feedback was well received, as in another few rides along his length Miley sank to his base and grinded backwards. After a few minutes of striding fully on his member to suddenly shift to short lifts with pushes backwards, it was a new and exciting sensation for both Miley and the Bodyguard.
“Mhmmm…uhhh…don’t worry…fuck…didn’t forget about you.” Miley grunted, pivoting her head to engulf half of her Bodyguard’s cock.
After the intense fucking the pair had been engaged in, the Publicist didn’t mind slowing things down so that Miley could multitask. The petite funny star still rode her man deeply and grinded her pussy back against him, but only at half the speed at best. It was helpful on many fronts as it allowed her to give a hell of a blowjob to the muscular Bodyguard, while helping to rein in the Publicist’s rapidly approaching orgasms while also bringing Miey closer to her own.
“Room for one more?” Agent spoke from directly behind her.
“Huh?” Miley asked, so distracted with the cock in her mouth and the one she was bouncing on to really understand.
“Bend down,” he told her, putting a hand between her shoulder blades and gently pushing until Miley got the idea and leaned forward until she was chest-to-chest with the Publicist.
“You ready to get fucked by both of us at the same time?” the laying man asked Miley as he slowed her down to a near stop, allowing his fellow gangbang participant to climb on the sofa behind the horny girl and but his cock against Miley’s asshole.
Miley was silent for a few heartbeats, which wasn’t a very long time given that her heart was pounding in her chest. Despite her wealth of sexual experience, she didn’t do double penetration too often, she always thought shew was too tiny for it. But better be a little scary than to ruin her special guys’ Christmas bonus. “Do it. Fuck my ass, Shaun.”
The Agent was already poised in position so as soon as he got the go ahead, he pushed forward. Despite her ample experience with anal, Miley was really tight, but she was distracted enough by the dick grinded against her G-spot that her Agent was able to nudge the head inside with little trouble. Even after Miley gasped and tightened up around the phallic objects invading both of her holes, it didn’t take the starlet long to calm herself and start to relax.
Luckily both Miley and the man currently filling her asshole with cock were experienced in all manners of anal, with the Agent having been involved in a number of double penetration celebrations. Knowing not to rush things, the Agent only kept forward pressure with coming off too strong, and it wasn’t long until Miley was pushing her sweet tight caboose back towards him, eating another few inches of hard dick into her ass.
“Feeling good, boss?” her Agent asked Miley as he slowly slid half of his cock out of her ass.
“Uhhh, yeah,” the she groaned as he thrust back into her.
“She definitely likes it,” the Publicist said, watching Miley’s face to make sure she was really into it.
With that settled the man behind Miley set a very deliberate pace as he started to slide in and out of her anal cavity. Soon the Publicist caught his tempo and moved in time with the Agent’s thrusts, albeit slowly and steadily. With both men fucking her, Miley began alternating between pushing her ass back against her Agent and lowering her pussy down to meet the other man’s thrusts.
“Oh fuck,” Miley moaned as her Publicist and Agent worked like a well-oiled team to bring her pleasure unlike any she’d ever felt before. “Fuck me, uhh.”
“God this is amazing! I’m fucking Miley Cyrus’s ass,” her Agent practically cheered as each passing second brought the petite girl fucking them faster.
Though fucking two men at the exact same time was not new for Miley, she adapted quickly. Mainly, once she got used to a thick cock sodomizing her, the rest was easy and enjoyable. In fact, as her brain tried to decipher all the signals her body was sending it, she having that many areas stimulated all at once to be toe-curling good.
Apart from her moaning and pushing backwards to meet their thrusts, the men in the room knew their boss was getting off on being double penetrated when she reached out with her hand to gripped the nearest cock to her and steer it into her mouth. As Miley filled a third hole with dick, all three men thrust their hips forward with the man behind her likely riding her the hardest despite being the one in her tightest of holes.
“So, fucking hot,” Miley grunted as her body continued to be assaulted by the three of men in her employ. “Oh God it’s so good,” she screamed again. “Come on fuck me, fuck me, fuck me! Oh yeah.”
With screams of encouragement like that, it shouldn’t have surprised any of the men that within just a few minutes Miley screamed out in an ear-piercing shriek at her upper octave range as her first orgasm hit her. Luckily the two men fucking her pussy and ass weren’t pushed over the brink to their own orgasm, though it was only by the skin of their teeth especially since they couldn’t even pull out due to how tight her orifices pinch down.
“God damn…need a break,” her Agent grunted as he slowed and shortened his thrusts until he pulled out of her tight little rump.
TO BE CONTINUED
6 years ago
