Adult-FanFiction.org : Celebrity

Hollywood Pornstars
By : TheChemist
Category: Celebrities - Misc > General
Views: 159559 -:- Recommendations : 2 -:- Currently Reading : 8
Disclaimer: See story for full disclaimer
Chapter List
- 64
- 65
- 66
Title: Hollywood Pornstars 63
Author: The Chemist
Celebrities (Sex): Hilary Duff
Pornstars (Sex): Angelo Godshack, Charlie Dean, Lady Dee
Codes: MF, MMF, Anal, ATM, Bondage, DAP, Oil, Oral
Disclaimer: I make no money from this work of fiction. Do not read if under 18. These events did not happen, I do not know Hilary Duff, Angelo Godshack, Charlie Dean or Lady Dee nor am I associated with them in any way. I also don’t know nor am I associated with any of the porn companies/studios mentioned, especially Legalporno, Anal Maniacs Studio, Lizzie Maguire, or How I Met Your Father
Summary: Hilary Duff jumps at the chance to be the star of a hit sitcom - How I Met Your Father. However, that means more participation with Hollywood Pornstars, specifically a new studio associated with Legalporno.
NOTE - This chapter is being released as a clean edition and a dirty edition. The dirty edition has the added codes of gag and more graphic descriptions of anal sex.

As the screen changed from black, cement flooring came into view. As the camera continued to pan upwards, black high heels could be seen standing on a small wooden platform roughly 3 inches off the ground. As the camera continued up, shapely calves and thighs were revealed within thin black leggings that were practically see-through. A toned stomach of sun kissed skin was revealed next, followed by a black bra holding impressive tits. Not the largest, but definitely impressive; likely a C-cup. Finally, a gorgeous face, framed by blonde hair was shown.
“Oh, hey there, guys,” Hilary Duff greeted with her typical megawatt smile. “What do you think about this look?”
It was clear that the former star of Lizzie Maguire, and current star of How I Met Your Father, wasn’t just talking about herself. Her arms spread wide, the MILF showed off not only the cracked walls and dim lighting of the room she was in, which looked like it had been through a war…or used in a torture movie. The platform Hilary was standing on supported a 7-foot tall X-shaped wooden structure that was taller than it was wide. Near the top of the X was a pair of manacles, giving the clear impression that the blonde was standing in front of some type of BDSM stockade.
“What a lot of you might not know, is that I’m a real anal lover. In fact, I’ve been called an anal maniac in the past,” Hilary revealed to the viewers. “So shooting for Lady Dee studios was a perfect marriage.”
Turning around, Hilary Duff revealed her world class asset - her epic booty. Certain celebrities were associated with body parts, such as Taylor Swift and her legs, or Kate Upton and Alexandra Daddario with their breasts. For asses, there were a few celebrities who were in that pantheon, with Jennifer Lopez and Beyonce both springing to mind, but Hilary Duff earned her spot there as well. Large, firm and perfectly rounded; it truly was a world class ass!
“And I wonder what they will have for me,” Hilary continued, swaying her bent-over ass for the camera. As her hands rubbed over the thick booty, she added. “I imagine they’ll have some big dicks for my thirst ass.”
Hilary continued the tease by pulling down the sheer leggings so that the hem hooked under her epic booty. Holding it tight, the blonde actress began using the leggings to jiggle her ass, which was hypnotic in appearance. The way the thick meat seemed to bounce and jiggle continuously, and this was only reinforced as the MILF did a little bit of twerking for the camera as well. Releasing her leggings, Hilary used her hands to paw at her cheeks before pulling them apart and revealing an adorable pink pussy and a surprisingly tight-appearing anal sphincter.
“So let’s get started. I’m dying for a good fuck,” the former child star said into the camera.
After a brief cut, the scene hadn’t changed too much, but there were a few differences. For one, Hilary Duff was now facing away from the viewers, but still up on the small platform. However, the other thing that had changed was that Hilary was at a slight bent angle so that her arms could be fully extended over her head and latched into the restraints on the upper arms of the X. With her swaying her big, beautiful ass, it didn’t take long for a man to come into frame.
“Look at what we have here,” Angelo Godshack commented.
The muscular man walked right to the restrained woman and his hands instantly went to her ass, for obvious reasons. Wearing nothing but jeans, the tattooed porn star essentially pet Hilary’s phat booty, rubbing it almost affectionately. However, he felt that one thing could make her already fantastic backside look even more appetizing, which was why he had a small bottle in one hand.
“This butt deserves to be oiled,” Angelo commented, pawing at her flesh before popping the top off a bottle in his free hand..
“That sounds amazing,” Hilary purred before feeling a generous amount of baby oil being poured over her thick cheeks.
Instead of removing the black sheer leggings she was wearing, Angelo just drizzled the clear contents of the bottle out onto her bent over ass. Given the angle of her booty and the perfect roundness of her cheeks, the blonde felt the baby oil running down over her curves to coat the entire fleshy bottom. However, Angelo made sure there was full coverage by using his hands to spread it around to every nook and cranny.
*SMACK*
Angelo liked the sound that his oily hand made when he cracked it down against her oiled-up backside, so he did a second and third spank as well. Thinking it was time to see her phat ass in the flesh, despite the fact her leggings were so sheer they were essentially see-through, Angelo rubbed both hands between her thighs, giving her pussy a swipe first. Whether the crew had put a small hole in the crotch of the leggings or Hilary did, Angelo took advantage by wiggling a finger from each hand inside before, with an explosion on force, tearing the poor excuse of a garment. It now perfectly exposed her insanely phat ass in a frame, her fair skin standing in stark contrast to the black clothing.
“This ass needed to be freed,” Angelo stated, still kneeling behind her.
The sheer leggings hadn’t prevented the oil from seeping through to the skin, which made Angelo’s hands slide easily along the massive curved booty. However, now that he had greater access, he put it to good use by hooking fingers from each hand into the crack of her ass so he could pull them apart and see the treasures that lurked within.
“Ohhh…what do we have here?” Angelo asked, staring at her adorable butthole and pink pussy.
“I think that you found my holes,” Hilary answered in a flirty tone.
Despite seeing both, barely an inch apart, it was clear which one Angelo was giving his attention to. Moving his oiled fingers as close to her asshole as possible, the muscular man pulled it apart as best he could. Despite her reputation and self-admitted anal experience, it was shocking how tight her sphincter was. Even with the tattooed man pulling with all his strength, he was only able to produce a tiny gape in Hilary Duff’s asshole.
“Look at that,” Angelo cooed. “But let’s see if we get more.”
Hilary immediately learnt what he meant a moment later when she felt his lengthy middle finger run up her ass crack, touching both her puckered hole, as well as her pussy. In fact, the porn star was surprised to find that her gash was quite wet, and it wasn’t from the oil. Hilary could tell he was surprised, probably expecting some typical Hollywood princess who couldn’t possibly by excited by the prospect of hardcore sex.
“What? I’m horny,” she grinned wickedly.
Angelo nodded approving before moving his finger directly over her asshole and pressing it inside. He did it with a smooth motion, not bothering to double check with her for permission since he could tell that this wasn’t the first finger up her booty. Plus, all the lube and her own anal experience made the finger disappear without any resistence.
“Whoa!” Hilary shrieked in something like an excited giggle.
After another dozen strokes into her asshole, Angelo got to his feet for a better angle. “Let’s make one finger become two now. Okay?”
Hilary had barely got the ‘yes’ out of her mouth when a second digit was pressed inside her. Angelo had a lot more care this time around, even accepting a bottle of lube from behind the scenes to add another generous pour onto both her ass and his fingers. Hilary wasn’t going to argue with that, especially as it made his fingers practically glide into her with Hilary noticing the thickness had doubled.
“Look at your phat ass shake as I finger-fuck your butthole,” Angelo hissed with unbridled desire into her ear.
Pulling his fingers out after another minute, he immediately pulled the fleshy cheeks aside to show her holes off to the camera again. Though her ass still looked tight, there was an easier time to make her gape, not to mention it opened up a little further this time as well.
“I think it’s time I give you some of my dick,” Angelo stated.
“Your dick can fuck me wherever you want,” Hilary cooed, shaking her ass in a form of peacocking.
“I use ass,” Angelo stated. “You have three kids. Means you fertile. No pregnancy in asshole.”
“Hard to argue with that logic,” Hilary agreed before feeling his oiled cock butt against her tightest of holes. “Oh shit!”
The ‘oh shit’ was in direct response to Angelo stepping one foot up onto the platform after fishing his erect cock out from his jeans. 9 inches long and rather thick, he had given it a squirt of the lube before pushing it deep within her cheeks before feeling the tell-tale feel of her winking anus against his purple dickhead. Given how relaxed the sphincter was, combined with how slippery his cock was, Hilary Duff experienced the easiest anal penetration of her entire life.
“Oh! That’s good,” Angelo grunted as his hands latched onto her hourglass hips.
His initial penetration was only a few inches deep, but he kept pushing his hips forward until half his length was inside her colon. Feeling her ring tighten up, Angelo was experienced enough to know that he needed to warm her up, thus started a minute’s worth of short jabs of medium speed with 5 inches of cock into her rectum. He keep everything smooth and easy, which made the restrained blonde not only appreciate it, but enjoy his sodomy.
As her moans became more plentiful and louder, Angelo stepped up his game. Namely, he started plundering the depths of her colon with increasing speed. He also mixed his technique up so that at times he went deeper but slowly, and other times used only the first few inches to punch into her guts but at a rapid speed. The porn star also added more variety with things like spanks to her jiggling cheeks, as well as corralling her long blonde hair to either pull sharply back on it, or to move it out of the way to nozzle her earlobe.
“Oh my God!” Hilary shouted with every increasing frequency and volume.
“Show off your handiwork, Angelo,” the director called out.
The tattooed man gave another hard plunge or two into Hilary’s backside before pulling out with a wet slurping noise due to all the oil use. Not going far, the muscular man used his hands to grip and pull apart her phat cheeks to show off her gape. Hilary knew a thing or two about showing that off so she did her best to relax her sphincter, letting it dilate to a full inch. She had half a mind to cinch it since she could feel so much fluid inside her rectum, but she assumed that was just the copious amounts of lube instead of …
“Look at this ass,” another male’s voice rang out.
Hilary felt Angelo’s hands leave her thick slab of meat as he moved further into the room on her right side. Looking over her left shoulder, The gorgeous blonde noted the arrival of a very naked, and very handsome Charlie Dean. Though taller and equally as ripped as Angelo, his muscles were more spread out over a 6 foot frame instead of Angelo’s squatter physique.
“I assume you want to feel deep in my ass too?” Hilary asked with a wide smile as Charlie lubed up a mini-baseball bat that he called a cock.
“Yes, Ms Duff,” the younger man with the monster cock nodded his head before applying a good deal of lube onto his fingers before shoving it into Hilary’s bowels.
“Whoa! Chilly,” the blonde shrieked before giggling.
Charlie knew that she had already taken a round of assfucking, so that Hilary was good to go, especially after another helping of lube. Taking up position behind the bent-over actress, Charlie leaned forward until he found his dickhead hook on the ring of her ass and pressed forward. Much like when it was Angelo’s turn, Charlie started with less than half his length on the initial penetration, but soon worked up to the halfway mark of his thick-as-her-wrist cock.
In the meantime, Angelo had unlatched Hilary’s wrists from the X-shaped stockade. Now that her arms were no longer hung directly over her head, Hilary found Angelo’s meaty hand pulling on the back of her head until she was bending over so her mouth could reach her first sodomizer’s dick. The movement meant she thrust her ass back towards Charlie, making her asshole take over 7 inches of the thick meat so that her lips could wrap around Angelo’s dick.
“Fuck…me…” Hilary swore as her ass was taken deeper and harder then before.
The blonde hated the fact that she couldn't give Angelo her best blowjob, mainly because she was really good on her knees with a dick in her mouth. However, being bent over on a rickety wooden platform that was covered in oil as she was bent in half in high heels as another man ruined her asshole behind her was not the recipe for mind blowing oral sex. However, Hilary still managed to wrap her lips around his oil-coated dick and bob on the top few inches as energetically as she could.
“Show us,” called the director.
Charlie immediately pulled out, but since he still had a lube bottle in his hands, he couldn’t pull apart her butt cheeks right away. Instead, he emptied the remainder of the lube onto her amazing ass before shoving all 10 inches of thick cock into her ass one more time in order to spread her anal ring. This time when he pulled out, his hands quickly spread Hilary’s cheeks and revealed a gape that was slightly wider than last time.
“Very nice. Proceed.”
Charlie listened once again and his dick was back to jackhammering 10 inches deep into Hilary Duff’s colon in the next minute. In that downtime, Angelo had stripped off his shorts so he too was naked. He had also pulled over something resembling a pommel horse, which made his dick easier for the blonde to reach. The difference in Hilary’s blowjob was apparent from the first minute she started. Despite Charlie pounding her asshole for all he was worth, the blonde was bobbing her head down on Angelo’s cock, taking half his length with each head bob. It helped that he was higher up, and that her hands could grab onto his thighs in order to pull herself forward to generate more speed for his oral pleasure.
“Show again,” the director asked as Hilary’s mouth was still occupied with dick.
Charlie slowed his thrusting down so that he still had half his length holding her sphincter open as his hands got on either side of her inner ass cheek. Pulling them apart, Charlie removed the remaining few inches of dick to show off her biggest gape yet, standing an inch-and-a-half wide. Hilary felt movement deep inside her and winked her asshole shut reflexively, but that only made the once clear, now milk-colored lube squirt from her ass in a noise explosion. However, afterwards, her anus was able to open just as wide for a gape shot, if not slightly more.
“That’s a good girl, Hilary,” encouraged Lady Dee, the director after seeing the massive gape.
Hilary tried to get her ass hang open for as long as possible, allowing the camera to get a good view at the insides of her colon. Always a performer who sought to entertain, Hilary held for as long as she could, pushing outwards to add a little more width to her gape despite the liquid inside her lower colon..
“Go get cleaned off,” Lady Dee directed. “Angelo wants another turn with her ass, yes?”
Both men were happy with the change in positioning, for different reasons. Angelo was obviously glad to have another go at her perfect ass, even with her blowjob being quite pleasing. Especially with her willingness to have him push deep into her throat and hold his dickhead at the back of her mouth, spilling spit all down his cock in the process. Meanwhile, Charlie was always excited to have a woman, especially one as wholesome looking as Hilary Duff, clean off his dick after it had been a foot deep up their colon.
As Hilary waited, she felt the chilly wetness of lube being poured onto her phat ass. “More oil!”
“Suck me, beautiful,” Charlie stated after climbing onto the pommel horse.
Hilary was well aware of where his dick had come from, but didn’t care. Instead, she noted he was at a good height and settled on the improvised seat before lowering her gorgeous face into his lap. Her left hand closed around his shaft before steering it into her mouth, immediately bobbing on the first 4 inches as Angelo finished drizzling lube and spanking her backside.
“Oh. I know that taste,” Hilary commented moments after beginning her blowjob.
Charlie simply smiled down at her before brushing her long golden hair over one shoulder, resting that hand on the back of her head now. Hilary didn’t need the encouragement on sucking cock, despite that fact Angelo was ready to join the fray again. With a hand resting on her lower back, the muscular man speared his dick forward and immediately took half his length and embedded it in her asshole. Angelo surprised her, and maybe even his director as he pulled out all the way before shoving back in. And then again and again and again. Possibly the most impressive feature was that he was doing it sight unseen, as Hilary’s cheeks were so large that they obstructed the view of her puckered hole.
“Here we go,” Angelo warned her as this time all 9 inches went into her bowels and stayed soaking inside for a 5 count.
As Angelo started to fuck the MILF from behind, Lady Dee had the camera focus on the other end where the blonde was blowing Charlie Dean. Hilary was opting for a less-refined blowjob, meaning she was leaving her throat as relaxed as possible and simply throwing her face towards and away from the tall man’s groin. Given that her lips were open wide so her tongue was the only part rubbing his underbelly, spit was streaming down from her open mouth, with every poke to the back of her throat causing another dribble or string to pour down.
“Glllggg…gglllllwwwwkkkk…kkwwwkkkk,” Hilary gurgled and gagged.
Seeing as she was getting a little distracted due to Angelo stepping up the speed of his assfucking, Charlie decided to give the MILF a hand. Hilary felt the two hands on the back of her head start to intensify in pressure so she closed her eyes, sealed her lips around his pecker and relaxed. This allowed for his dickhead to poke the back of her throat, but instead of pulling back, the downward pressure on her skull by the tall man made his dick actually enter her gullet. As Hilary’s lips and nose were pressed against his neatly trimmed pubes, her body was still being pitched forward and backwards by the aggressive sodomy by Angelo Godshack.
“Oh wow!” Lady Dee stated as Hilary was pulled off Charlie’s dick.
It was after 5 long seconds that the pressure on the back of her head ceased and Hilary was allowed to pull her face from Charlie’s lap. She did so with a big inhalation of air since her face was going a shade of red from the oxygen deprivation as a massive dick was blocking her airway. Despite her mouth being a foot away from Charlie’s manhood, 4 large, drooping spit strings still connected her lips to him as she slurped them back into her mouth.
“Perfect ass. Perfect mouth. The woman has everything!” Angelo stated, his dick still powering in and out of her aforementioned perfect ass.
Charlie gave Hilary some time to recover her breathing, so Angelo took full advantage of not having to coordinate or slow his thrusting down to accommodate the spit-roasting they were giving the MILF. With one hand gripping onto the waistline of her torn leggings, the other bundled in her hair and forcing her to arch her back from the pulling, Angelo delivered another 100 thrusts to her asshole in maybe 2 dozen seconds. Whether needing a break or simply a showman, Angelo pulled out and spread her cheeks once more, showing off her gape.
“Oh yes! Ahh!” Hilary screamed as spit leaked from her mouth after Charlie had been using it for his cock’s pleasure up until a moment ago.
“You messy ho,” Lady Dee announced after Angelo showed off the gape from his latest handiwork.
“Thank you…I think,” the blonde smiled into the camera.
“Go down babe,” Lady Dee instructed.
Hilary listened to her director the moment that Angelo pulled out of her epic ass. With Charlie on her right and Angelo on the left, Hilary felt the taller of the two men grab the back of her head and thus decided to start blowing him first. Being on one’s knees with two big dicks on either side of you, both of which had been pounding your ass until moments ago, may have seemed daunting to some, but not Hilary Duff. Instead, the actress was sucking on the first dick, which tasted vaguely of her ass, before switching to the other man, giving him a re-introduction to the wet confines of her oral cavity.
“Yes! Suck me, beautiful,” Charlie grunted in pleasure.
Hilary was learning that these men loved it deep, so that’s what she gave them. Over and over the blonde MILF took Charlie’s lengthy pole into her gullet, letting it poke the back of her throat before pulling back. Sometimes she held her head close to his groin, essentially deep-throating him, while other times she went for a more rapid-fire bobbing technique. By the time she pulled her lips away from the taller man’s manhood, long spit strings still connected her to his member despite the growing distance until the weight of her saliva caused the sagging string to snap and fall on her jiggly breasts.
After another round of having her own volition for the blowjobs, the men decided they would just face fuck her. Hilary, though proud of her oral abilities, didn't mind. After all, it fit the submissive nature of the scene. First up was Angelo, who grabbed the sides of her head with his meaty hands and delivered a salvo of deep pokes against the back of her mouth as she made gurgling noises.
“Gllkkkk…ggwwkkkk…kkllkkk!”
Angelo didn’t hog the actress for too much longer, knowing that his partner was likely begging to be back in on the action. With massively thick drool strings still falling from her mouth, Hilary turned to face Charlie, running her parted lips along the side of his shaft all the way down to his balls and back up again. Before starting, Hilary spat the built-up/leftover saliva in her mouth from Angelo’s face-fucking onto Charlie’s cock before getting her lips wrapped around his manhood.
“Keep that throat nice and relaxed for me,” Charlie told the kneeling blonde.
The taller man didn’t have the same powerful hip thrusts as his partner, though he still managed to enjoy skull-fucking the gorgeous MILF. However, he was more interested in having Hilary suck on his nuts, with her taking turns going from one ball to the other as she energetically pleasured them.
“Please tell me you plan on double fucking me today,” Hilary practically begged as she licked up and down Charlie’s shaft.
“You heard her. We can’t disappoint the Hollywood star,” Lady Dee told her male talent.
Somehow, Hilary’s bra had managed to stay on during the entire shoot so far, so as the men gave her a hand up to her feet, Angelo pulled off the black garment. With her impressive tits now exposed, each man took the closest breast into their hand and instantly started to maul them. While Charlie went for the classic kneading technique, Angelo couldn’t help himself by being a little rough, first by twisting her nipple and then by giving it a little slap.
“Ah! Naughty boy,” Hilary smiled over at him.
“Always,” he grinned back before slapping her tit again. “Now let’s DP you.”
Angelo had been briefed by his director before the shoot, so he knew what Lady Dee wanted to see. Thus, with a hand twirled in Hilary’s golden locks, he led her to the black sofa closeby before her laid down on his back. Hilary waited for him to direct her own motion, and apparently that meant he wanted to be staring at her underrated tits as she rode his cock. The only surprise for her came when, after straddling his lap, his cock was lined up with her asshole before she sat on him.
“Mhmm…ahhh,” Hilary cooed as she instantly started to bounce on his length.
To say that the 34 year old was no stranger to anal sex would have been an understatement. With a healthy, curious and ravenous sex life, not to mention giving birth 3 times naturally, anal sex had been a regular occurance in her marriage for the last decade. Therefore, the blonde has no hesitation in riding the thick cock in her ass all the way to the base before springing back up to the top, with only his tip left propping open her back door. The moment she reached the top, Hilary slackened the muscles in her legs so her body came crashing down on his lap, her fantastic ass rippling as a result.
“Yes! Ride that fucking dick!” Angelo grunted.
“Yeah…you like my tight ass bouncing on your fat dick,” the slutty blonde asked.
Angelo wasn’t listening to her speech, instead his attention was focused on his breathing in order to take his mind off the insane tightness of her asshole. Though she was far from an anal virgin, the way her sphincter hugged his shaft from all angles was a lot, even for a professional fucker like himself. His hand never left her cunt either and he soon became aware that her rhythmic moans were converting to more high pitched, erratic as his fingers kept flicking her sensitive clit.
“You like a cock in your ass, don’t you,” he asked as more low moans escaped her lips.
“Mhmmm,” Hilary cooed.
“Hope you haven’t forgotten about me,” Charlie said from behind her.
A quick look back revealed that the taller man was standing directly behind the pair, dick in hand as he squatted down lower. While Hilary was surprised to find him there, obviously Angelo wasn’t. Instead, Angelo’s hands went to Hilary’s massive ass, halting her momentum and pulling her completely off his cock. After a brief pause to show her gape off to the camera, Charlie plunged his lengthy cock directly into the blonde’s asshole.
Even though they’d been sodomizing her earlier, Charlie started easy with the curvy blonde, or at least as easy as hardcore anal sex could be. He used only half his length and pulled out completely after a dozen thrusts in order for the camera to record her impressive gape. Now that the director was pleased with getting enough gape shots, Charlie opened his throttle and fucked her hard, knowing Angelo would be wanting his turn again soon.
When a porn star fucked hard, it was different than a normal man when he had sex. The intensity was far greater, the speed nearly neck breaking and his stamina was inhuman. Hilary was reminded of this and could only scream and grip the leather sofa with her white-knuckled fingers as her ass was relentlessly fucked for God knows who long.
“Oh yes,” Charlie commented, pulling out and leaving a massive opening behind.
“Don’t mind if I do,” Angelo commented, slipping his thick cock back into Hilary’s booty.
“Oh my God! You’re sliding into my ass like nothing!” Hilary laughed
The men continued in this fashion with Hilary riding the burly man underneath her, though at times it was more Angelo holding her hips steady so he could thrust his hips off the sofa and spike deep into her cavernous ass. After a minute, they’d show off her ever widening gape to the camera before Charlie would return to his power squat position over her and rain hard, deep spikes of his dick into her colon, reaching new depths with every pounding.
Hilary felt them show her ass off to the camera and then Angelo went back inside her ass. The only thing strange about this was that he had just finished his turn, and normally Charlie would sodomize her now. Clearly they were changing gears. Further proof of this was first when the taller man behind her went from standing to kneeling between their two sets of legs. The other was Angelo shortening his strokes so that he was using only the upper half of his shaft to fuck her ass.
“We both fuck your ass now, yes?” Angelo stated, confirming Hilary’s suspicions.
Despite how extreme a double anal penetration was, it was not Hilary’s first time. Having been in Hollywood since a young age, Hilary had been part of Hollywood Pornstars since turning 18. In fact, other than Lindsay Lohan and maybe Millie Bobby Brown, there hadn’t been such excitement in the organization for someone turning legal age as when Hilary had done so over 15 years ago. Therefore, she’d been put through double penetrations, double anal, and even a triple penetration, though that one nearly broke her.
“Get both those dicks up my hole,” Hilary looked up at him with confidence.
It had still been over a year since Hilary had performed her last double anal, so she knew it was going to sting a little. Sure enough, as Angelo stopped his bucking so Charlie could feed his dick into her already occupied ass, she couldn’t help but wince, however, it was like a bee sting - stung for a moment then done.
“Jesus fucking Christ,” Hilary swore as the second cock was able to breach her anal ring.
The actress-turned-singer-turned-actress did her best to relax, which meant resting her bouncing tits down on Angelo’s chest so that the eager Charlie could make strides going into her ass. After starting with just the tip, each of the slow thrusts got a little quicker and deeper, aided by another generous pour of the lube. Hilary could feel her anus slowly expanding to let a second dickhead have more and more access, taking roughly half his length at this point. With his hands resting on the start of her massive ass, Charlie both slowed his thrusting, pulled back on her body and pushed his own body forward with slow but steady pressure until the majority of his manhood was buried in her asshole, along with all 9 inches of Angelo’s manhood.
Hilary was reduced to little more than shouting ‘fucks’ as the two men took mercy and went slow. With a practiced rhythm, the two porn stars charged with fucking the blonde took their time, using slow measured strokes in opposite motions to double fuck her ass. Hilary found her asshole relaxing further, along the two to actually pick up their speed and depth of thrusting, albeit only a little bit at a time.
“Oh yeessss,” Hilary started to purr.
Not only was Hilary starting to derive some enjoyment from the extreme anal act, but she was actually rocking her hourglass body back down to meet their thrusts. They had found her anal ring lose more and more tone with each passing minute, likely because it had given up completely. This meant that the porn stars could take turns so that as one went balls deep into the MILF, the other retreated, then vice versa.
“Shit! Fuck! Damn!” Hilary constantly moaned as she rode the fine line between pleasure and pain.
“Hey boss,” Angelo called over to the director after another few minutes. “I’m close.”
“Damn. Me too,” Charlie agreed before adding with a hearty spanking to Hilary’s thick booty. “This ass just won’t quit!”
“Show off her gape, then I want you to cum,” the director instructed the two men.
Knowing what would give them the best results, both men pushed their dicks fully into Hilary Duff’s asshole at the same time, stuffing the former child star completely. Just when her sphincter was spread wider than ever, Charlie and then Angelo withdrew from her ass. Ever the showman, Hilary stood on the sofa, still bent over and pulled her ass cheeks apart to reveal the gape to the camera. Nearly a 2-inch opening stared back at the viewers, though on occasion she’d make it wink for them.
“Knees,” Angelo dictated.
Hilary recognized that urgency in his voice and concluded it could only mean one thing. Listening to the muscular man, the gorgeous MILF knelt on the cement floor, facing Angelo as he stroked his manhood.
“Cum for me baby,” Hilary urged before using her mouth on his very tip as the rest of his shaft continued to be stroked by his fist.
“You want my cum?” he asked rhetorically
“I want your cum all over my pretty face,” Hilary played along.
“Then fucking have it,” Angelo grunted before he reached his climax.
The first cum streak propelled itself from his tip and across Hilary’s aforementioned pretty face, hitting her in the nose all the way up to the forehead. The second streak hit the same target before Tommy decided to paint another area of her skin. The next one splattered into her closed left eye while the fourth jet hit the side of her head and nestled into her hair. The last remaining squirts didn’t have the same quantity as the earlier ones, but there was still enough left to coat the rest of her adorable face, including a few drops actually in her mouth.
Playing it up for the camera, Hilary made little cum bubbles by blowing the little amount of semen that Angelo had managed to shoot into her mouth. Finally, she swallowed it down, though left the rest of his cum smeared on her face as she felt Charlie’s hand pulling up on his arm. Apparently he had another destination in mind for his cum as he settled her back onto her hands and knees atop the sofa.
Knowing he didn’t have much left in his tank, Charlie pushed into her ass and immediately ramped up his speed as he piledrived the Hollywood star while she kneeled on the sofa with her booty in the air. As he heard her launch into her volley of screams in pleasure, she managed to add a little twerking motion with her hips, which made her epic booty shake as he made it ripple. The sight was too much to behold for the porn star. Luckily for the man, his last few thrusts at unbelievable speeds were enough to reach his own orgasm and it would be seconds until his jizz started flying.
“Oh fuck! OH FUCK,” Charlie groaned as he buried himself in her vice-like backdoor.
“Fill me! Cum all in my slutty asshole,” Hilary begged.
“Shit! Fuck! Cumming!” Charlie hissed through clenched teeth.
With one last thunderous impaling of his cock in Hilary’s asshole, Charlie ceased fucking his attractive co-star. The actress could feel his dick pulsing around her anal ring, spewing his warm jizz deep into the furthest recesses of her asshole. After a good minute, making sure that every last drop of his seed was leached from his dick and into her rectum, he slowly pulled out of the MILF.
“Push it out,” Lady Dee directed.
From her all-fours position, Hilary sank her hips down before hefting each cheek in her hand and pulling them apart. Already a few small dribbles of jizz leaked out, but that wasn’t nearly all of it. Instead, Hilary gave the man what they wanted and within seconds the once pure white load of cum came spewing from the deepest parts of her bowels. It was a super weird sensation to be pushing something out of her ass without being over a toilet, but all she could do was hope only the cumshot came out. After a few last pushes where nothing came out, Hilary smiled over her shoulder before another instruction was given.
“Drink it now.”
The smile on Hilary's face didn’t falter for second despite the request. Instead, she gave the camera a wink before she turned and looked at the puddle of jizz that had come from her ass. She lowered herself to her knees, smiling all the while as her lips went to the outer edge of the puddle and began slurping up the cumshot that had traveled the last foot of her bowels. The taste was … different then the flavor that Angelo’s semen had, but that didn’t stop Hilary Duff from sucking up the entire load that had been soaking in her rectum.
“Unbelievable,” the director said, amazed at her performance.
“I always aim to please,” Hilary said before blowing a kiss at the camera.
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Hollywood Pornstars	By : TheChemist Category: Celebrities - Misc > General Views: 159559 -:- Recommendations : 2 -:- Currently Reading : 8
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Hollywood Pornstars