Celebrity Story Site
Stories & Art => Celebrity Stories => Singers => Topic started by: MineCraft040521 on November 10, 2025, 02:58:01 PM
-
Britney's Last Shot
Starring: Britney Spears
Tags: M/F, Cons, Oral, Titfuck, Facial
DISCLAIMER: This story did not happen and is complete fiction. Not all facts will be 100% true to real life.
(https://media1.popsugar-assets.com/files/thumbor/jcVzhWIaSJCjCpZN7eqbnrORwNk=/fit-in/792x1190/filters:format_auto():upscale()/2015/08/30/098/n/1922398/79b4192e954c9f04_GettyImages-485984230_master.jpg)
“This has got to be some sort of sick joke. Is this some sort of revival of Punked? Where’s Ashton?” Britney Spears asked the head of RCA Records, Peter Edge, as she looked around his luxurious office for any possible hidden cameras.
“I assure you, Britney, this isn’t a revival of Punked, Ashton Kutcher isn’t here, and I’m being 100% serious. I know this is a somewhat unusual offer, but we’ll both benefit from it. You get your next album made, and I can finally call my son a man,” Peter said, leaning back in his office chair.
“Yeah, just fuck the head of RCA Records’ teenage son, and then I’ll get to produce my album. Do you know how bad that would be for me if someone found out?”
“Britney, I’m the head of the biggest record labels in the world. Do you think I don’t have the power to keep something like this from going to the press?”
“Even if you could-”
“I can,” Peter interrupted with a smirk.
“Alright, well, is he even of age? Cause if he isn't then I'm definitely not doing it.” Britney asked while crossing her arms.
“Yes, he's eighteen, so there's really nothing unethical about this,” Peter told her, which Britney scoffed at.
"Nothing unethical? You're trying to get me to fuck your son, Peter, I'd say that's pretty unethical."
"Well, this is the only way you're getting your album produced here, so you can either take or leave my offer," Peter told her, leaning back in his chair and crossing his arms while looking at the famous pop star.
Britney stood in front of Peter’s desk and thought about it for several minutes. She couldn’t believe she was actually considering this, but she needed the money, and she definitely didn’t want to get dropped from the label. Sure, another record company would pick her up, but RCA was a major label, and her next album could be just what she needed to get back in the spotlight.
With a sigh, Britney had made her final decision.
“Fuck it. I’ll do it. But if any word of this gets out, I’m putting the blame 100% on you,” Britney told Peter sternly.
“Don’t worry, Brit, everything’s gonna be fine. I have the whole thing planned out.”
“Oh yeah? What’s the plan?”
“Simple, it’s all gonna go down on Halloween. Michael’s gonna be going trick or treating so I’ll drop him off in your neighborhood, then, when he comes to your door, you tell him that you forgot to put out candy, but that if he comes in, you’ll be able to get some for him. Then, it’s just up to you to seduce him however you’d like, and he’ll be putty in your hands,” Peter explained, though his plan didn’t seem to win over Britney.
“He's eighteen and still trick-or-treating? Now, I know why you want me to do this," Britney said, almost cracking a smile,” and how can you be sure he’ll come up to my house? What if he skips some? And what if he refuses to walk into a stranger’s house? And, even if he does come in, who says he’s gonna go along with my seduction?” Britney asked.
“Well, if I drop him off close enough to your house, I don’t think he’s gonna just start randomly choosing which ones to go up to and which ones to skip. As for not coming inside and all that, just wear something revealing and he’ll be salivating before he can say ‘Trick or Treat’,” Peter told Britney with a smirk.
“But what if he’s not into me? I mean, I’m not in the same shape I was twenty years ago, Peter, I don’t know if a young guy is gonna be interested in me.”
“How about this: if you wear something that really shows off your body, and he still refuses your advances, then I’ll ground him until Christmas, AND I’ll still produce your album. How’s that sound?”
This seemed to work for Britney, who, albeit just slightly unwillingly, agreed to the plan. Peter and Britney shook hands, and the famous, blonde singer left the RCA Records head’s office, already thinking about what she should wear on Halloween.
————————
“Dad, why are you having me go trick or treating in this random neighborhood?” Michael, Peter’s eighteen-year-old son, asked his father.
“Because I heard that the houses here give out the big bags of candy, not those little packets all the other houses give out. I’ll drive you back home, and you can trick or treat there if you want,” Peter said, grabbing the shift, about to put the car in drive, before his teenage son spoke up.
“No, no, I’ll go here, but they better have really good stuff or else you’re coming back here to get me,” Michael told his father as he opened the passenger-side door and started to get out of the car.
“I will, but trust me, you’re gonna have the best Halloween ever here,” Peter said, unable to hide his smirk as Michael shut the car door and waved to his father as he drove away.
“I guess I’ll start with this one,” Michael said to himself as he walked up the long driveway of the house he was dropped off in front of.
Stepping up to the front door in his Deadpool costume, the newly eighteen-year-old pressed the doorbell and waited for someone to answer. Gripping his pillow case in both hands and getting it ready, Michael nearly dropped it on the floor when the front door opened.
(https://i.redd.it/uzy06f2jpr4f1.gif)
Britney Spears stood in the doorway, wearing an outfit that would be revealing for a stripper, let alone a 34-year-old woman on Halloween, even though Brit still maintained an exquisite physique.
“I think this is where you say ‘trick or treat’,” Britney told the young guy, smiling at the teenager who stood just a few inches taller than her.
“T-T-trick or treat,” Michael stuttered out, his eyes clearly looking over every inch of her body as he opened his pillow case wide for her.
Looking to her right, then looking to her left, Britney let out a fake sigh as she acted like she’d forgotten to put out a basket of candy.
“Shoot, I forgot to get the candy ready,” Britney said as she turned her attention back to the young man standing outside her front door, a slight, but very obvious bulge in the front of his costume, “it’s a bit chilly out, why don’t you come in for a sec and I’ll go grab it, alright, sweetheart?”
The blonde MILF’s Southern accent only aroused the eighteen-year-old boy even more, his mind spinning as he couldn’t string two words together, let alone a whole sentence. He merely nodded and took a few steps forward, entering Britney’s home as she closed the door behind him.
“Just wait here, I’ll be right back,” the famous popstar told him, winking at the boy as she strutted further into her house, making sure to show off her ass as best she could as she walked away.
Michael let out a low groan as he watched the hot blonde’s ass cheeks jiggle with her every step, his teenage prick twitching and stretching the fabric of his costume. The boy was so enamored with Britney’s body that had his dick ripped through his outfit, he probably wouldn’t even notice.
A few minutes passed, and Michael didn’t move a muscle, standing in the foyer of Britney Spears’ mansion, his teenage prick throbbing from the sight of the blonde popstar in almost ridiculously revealing attire. Britney eventually returned, strutting back into the room as her heels clacked against the hardwood floor.
“I can’t believe this, kid, but I must’ve forgotten to get Halloween candy cause I can’t find any. I’m so sorry, I made you wait here for nothing,” Britney told him, standing just a few inches from the boy who was almost too focused on checking her out to listen to what she said.
“It’s ok,” he mumbled out, his eyes still traveling up and down her tan, fit body.
“It’s really not, I can’t just send you back out there without giving you at least a little bit of a treat,” Britney told him, “hey, I just thought of something I can give you instead.”
“W-what is it?” Michael asked, looking up into Britney’s brown eyes.
“Take that mask off and you’ll find out,” Britney said with a smile, watching the young boy drop his pillow case and grab at his mask, pulling it off to reveal his cute, young face.
“Now, close your eyes,” she instructed him, waiting for the boy to do as she said before leaning in and pressing her lips to his.
Britney giggled against the boy’s lips as she felt his entire body tense up, the surprise of being kissed by a very famous and even sexier woman preventing him from moving an inch. Michael felt his cock throb against the fabric of his costume as Britney slid a hand behind his head, running it through his short, brown hair as she passionately kissed him.
Pulling away, Britney saw that Michael’s cheeks were beet red and there was a huge bulge in the front of his costume, hinting at a cock that would look impressive on a fully grown man, let alone a newly teenage boy.
“So, was that better than a few pieces of candy?” Britney asked Michael, who seemed almost too stunned to move, but eventually nodded his head. “Then this will be even better.”
Britney placed her right hand directly on Michael’s bulge, lightly gripping it in her hand and attempting to jerk him off through his costume. The teenager sucked in a huge breath of air as the MILF attacked his crotch, some of her blonde hair falling into her face as she looked down to see Michael’s reaction.
The 34-year-old mother of two smirked at the young boy she was currently pleasuring, enjoying the feel of his hard meat stick in her manicured hand. The hot blonde could feel Michael’s dick throbbing more violently the longer she jerked him off, and just as she felt like he was about to blow, she moved her hand away, causing the eighteen-year-old to release the breath of air he’d been holding in for minutes.
“Can’t let you blow just yet, sweetie, we haven’t even gotten you out of your costume yet,” Britney told him with a smile before planting a light peck on his lips. “Speaking of, let’s get you out of this thing.”
Michael nodded and turned around, allowing Britney to unzip his costume, which fell to the floor once the zipper had been pulled down all the way. Turning back around, Michael watched Britney’s eyes go wide at the sight of his massive teenage prick, the monster longer and thicker than any penis she’d ever seen.
“Oh my gosh!” Britney exclaimed, covering her mouth with her hands before moving both of them to his visibly throbbing member.
Michael let out a moan as Britney tugged on his rod, unable to believe what was happening, but thankful that it was. Britney Spears jerking him off felt a thousand times better than it did when he did it, though that still felt pretty good. But lying on his bed and stroking himself was nothing compared to one of the biggest pop stars in the world giving him a handjob on Halloween.
“I should probably take my costume off so you don’t accidentally get any of your cum on it,” Britney told him, letting go of his rock-solid prick and getting to work on undressing herself.
The blonde bombshell reached behind her neck first, unclasping the halter and letting the strap fall loose against her back. Then, she unhooked the band at her mid-back, easing the top away carefully so the sequins wouldn’t catch. Setting it aside, she found the small zipper hidden along the side of her high-waisted bottoms and tugged it down. The fabric loosened, and she stepped out of it slowly, folding both pieces neatly before laying them on the dresser, the gold shimmering quietly in the room’s stillness.
Michael stood still, watching Britney Spears undress before him, his teenage cock leaking precum as he watched the sexy MILF reveal every inch of her tanned and toned body. His eyes jumped from her breasts, pussy, ass, and thighs, unsure where to look next as the megafamous singer now stood before him in nothing but a pair of knee-high gold boots.
“Want me to keep the boots on?” Britney asked, her smirk showing that she knew being naked, aside from her footwear, would be a big turn-on for the boy. Michael nodded his agreement as Brit moved closer to him again, bringing her hand up to curl around his thick shaft.
“Is this the first time anyone besides you has touched your penis, sweetie?” Britney asked Michael while jerking him off at an agonizingly slow pace.
The boy nodded, his teeth biting in his bottom lip as he did his best to keep from blowing his load all over Britney’s hand. Her warm fingers sliding up and down his meat stick at such a slow pace felt incredible, better than anything he’d ever felt before, and when she placed her other hand on his hairless balls, he knew he wasn’t gonna last any longer.
“I-I’m gonna-” Michael began to warn Britney, who cut off the teen before he could finish the announcement of his ejaculation.
“I know, honey, unload those big balls for me,” Britney instructed him, giving his testes a light squeeze, which was enough to push him over the edge.
Michael’s eyes squeezed shut and his teeth bit down even harder into his bottom lip as he began firing off spurt after spurt of off-white jizz onto Britney’s hand, some of it shooting farther and landing on her thigh, just above where her boot ended.
“Good thing I took my costume off or else it would’ve been ruined,” Britney said with a smirk, giving Michael’s teenage prick a few more strokes until she was sure he was spent, the final bead of cum pooling in his tip.
Knowing that he would love it, Britney leaned forward and took Michael’s tip between her lips, lapping at his slit to swallow the last of his load before popping off of his length. The eighteen-year-old’s whole body twitched at the feeling of Britney Spears taking his cock into her mouth, even if it was just for a few seconds.
Standing back up and licking some of his cum from her hand, Britney moaned at the surprisingly yummy taste of the boy’s semen.
“Not bad, kid, not bad at all,” Britney told him, her eyes glancing down to Michael’s still rock-hard cock, his member not losing an ounce of its hardness as the teen watched the blonde singer’s every move.
“Want to take this to the bedroom?” Britney asked him, to which Michael nodded, as Britney grabbed onto his rod and began leading him up the stairs as if his prick were a leash.
The teenager’s eyes were glued to Britney’s jiggling ass as they ascended the stairs, the tattoo above her crack only making her even sexier in Michael’s eyes.
“Like what you see?” Britney asked him, to which the boy just nodded, making the blonde pop star giggle as they continued making their way to her bedroom.
Once there, Britney pushed Michael onto the bed, the skinny teenager landing on his back as the fit blonde crawled on top of him, planting kisses along his thin frame until she reached his face.
“I’m gonna take real good care of you today, okay, sweetie?” Britney told him, prompting a nod from the boy as the blonde MILF began kissing back down his body.
Moving down his slim frame, Britney reached his hard-as-metal pole, grinning as she took it in both of her hands and began slowly stroking it. The boy let out a pleasurable moan as he enjoyed the feeling of Britney Spears giving him his second handjob.
“Would you like it if I used more than just my hands?” Britney asked Michael, as she firmly gripped his shaft in her right hand and aimed the bulbous head of his prick at her mouth.
“Y-yes,” Michael replied, stuttering as he intently watched Britney slide the tip of his cock between her soft, pink lips. The boy instinctively thrust his hips up, forcing over half of his humongous slab of man meat into the blonde MILF’s throat.
Britney gagged on Michael’s dick, struggling to swallow his thick, veiny monster, but refusing to let it leave her mouth until she had throated the entire thing. Grabbing onto the boy’s waist, the pop star pulled herself forward, forcing the next few inches of his prick to stretch out her gullet. Obscene gagging and sputtering noises filled the room as Britney was there, just two more inches to go before she’d deepthroated this eighteen-year-old’s monster cock.
“Ohhhhhhh man,” Michael groaned, feeling that familiar tingling sensation in his balls, nearly about to blow his second load down Britney’s throat.
Not wanting him to finish before she’d gotten his entire length down her gullet, Britney opened her mouth as wide as she could and forced the remaining inches of Michael’s absurdly large dick to fill her throat, not paying any attention to the tears running down her face or the globs of spit dripping down her chin.
“Ohhhhh, here it comes,” Michael warned Britney, his body spasming atop the bed as he felt his balls tighten and his cock twitch inside of the blonde MILF’s throat. Several spurts of his seed fired off straight into Britney’s stomach, prompting the megafamous singer to moan as she got her second taste of the teen’s baby batter.
Britney kept Michael dick down her throat for as long as she could, before sliding off of it, large globs of spittle mixed with semen dripping down her chin. The blonde singer took big gasps for air as she swallowed all of Michael’s cum that was in her mouth. Once she had regained her breath, Britney looked up at the boy she’d just sucked off and gave him a wicked grin.
“Think you’re ready to go again, Tiger?” Britney asked, repositioning herself on the bed so she was sat on top of Michael’s lap, the teen watching her breasts jiggle as she moved.
“I-I think so,” Michael answered, and when Britney grabbed hold of his prick and felt that it was still as hard as ever, she knew exactly where she wanted his monster cock next.
“Good, that means you’re ready for the main event,” Britney said, not saying another word as she lifted herself up and slowly slid her velvety folds down the length of Michael’s rock-hard shaft.
Michael’s hands squeezed the bedsheets as Britney slowly began to ride him, her perfect breasts bouncing with her every move atop the eighteen-year-old. The boy couldn’t believe how lucky he’d been, as in just one day, he’d already gotten his first handjob, blowjob, and was now losing his virginity.
As he realized what was happening, he looked down at the sight of his bare, teenage cock sliding in and out of Britney’s sopping wet, MILF cunt.
“Shouldn’t I be wearing a condom?” Michael asked just as Britney put a hand behind his head and shoved his face between her breasts.
“Don’t worry about that, baby. Just let Mommy Britney make you feel good,” the blonde songstress told her young lover, tossing her head back and moaning toward the ceiling as Michael took one of her nipples between his lips.
Michael continued his oral assault on Britney’s perky breasts as the fit MILF began to ride him at a faster speed, her pussy snuggly wrapped around the teenager’s cock and refusing to let go until it got what it wanted. Britney’s juices drenched Michael’s prick more and more with every move, her walls doing their best to milk the third load from the eighteen-year-old’s balls.
“You ready to try another position, baby?” Britney asked Michael, who finally pulled his face from between her breasts after minutes of being smothered by her perfect tits.
As he gave her a nod, Britney slid off of Michael’s lap and positioned herself on her hands and knees, wiggling her fat ass at the young man. Michael’s leaking member throbbed at the sight of Britney’s teasing as he got up behind her.
“Now, just slide your penis inside of my little pussy, honey,” Britney instructed the boy, who grabbed hold of his prick and aimed it at her slit, pushing forward and forcing the fat head of his cock between her moist lips.
Both of them groaned as they resumed their fucking, though this time, the younger of the two was now in control. Britney loved the feeling of the teen boy’s dick stretching out of her pussy, but she could tell he would need a little more guidance to really give her a good fucking.
“Put your hands on my hips and then thrust your hips forward and back as fast as you can,” Britney told Michael as she looked at him over her shoulder, “and make sure you don’t stop until you feel my pussy get really right, okay?”
Michael gave her an affirmative nod as he moved his hands to grip her wide hips, before beginning to slam his hips forward and back just like Britney told him. As soon as he began fucking her at this new pace, the blonde MILF knew the young boy was going to be able to get her off.
As he slammed his hips against Britney’s ass, Michael watched her fat cheeks ripple with his every move. The sight was incredible to watch, as was the sound of Britney’s moans every time he bottomed out inside of her tight cunt.
“Oh, baby, you’re a natural! Keep fucking me with that perfect, teen cock, sweetie!!” Britney exclaimed, tossing her head back and moaning toward the ceiling as she felt an orgasm begin to build inside of her.
Michael continued fucking Britney at this fast pace, even as he started to feel his body begin to tire. Sweat was dripping down the teenage boy’s face as he violently pummeled Britney Spears’ ass, filling her pussy over and over again with his throbbing teen cock, which felt like it would explode at any minute.
“Almost there, baby, I’m so fucking close!” Britney yelled back at him, keeping herself up with one hand as she used the other to play with her sensitive clit.
Feeling her body begin to spasm, Britney’s front half collapsed to the bed as the hand that wasn’t toying with her clit began pinching her right nipple, which sent the blonde pop star into the throes of an incredible orgasm.
Michael did his best to keep fucking Britney while she came, but as her pussy gripped down on his cock tighter than before, he was unsure whether he’d be able to ride out her orgasm or not.
“I-I-I’m think I’m gonna…” Michael started to moan, but as Britney heard the teen about to announce his orgasm, she pulled herself away from him, sliding his dripping wet cock out of her soaked pussy.
“Not yet, Tiger, there’s one more place I want your cock today,” Britney told him, lying on her back, her tan body covered in sweat, as she slowly toyed with her pussy with one hand.
Michael was unsure what Britney wanted him to do, which the blonde MILF noticed as the boy stood on his knees, his hard dick staring right at her.
“Come over to me, baby, and put your cock right between my tits,” Britney told him, grasping both of her breasts in her hands and watching the boy wobble over to her on his knees.
Once he was in position, Britney spat between her large breasts and wrapped the tan orbs around the teen’s prick. Michael let out a groan as he watched Britney Spears tittyfuck his teenage cock, her tits sliding up and down his engorged member.
“I feel you throbbing so hard, sweetie. I know how badly you need to unload those big, full balls of yours. Mommy knows that you need to release another huge load of cum and she wants it all over her big, MILF titties, ‘kay? So, keep fucking my sweaty titties until you blast a fat, fucking load all over them, you big-dicked stud!” Britney told the boy, who could already feel his balls starting to churn as his third orgasm was quickly approaching.
“I don’t think I’m gonna last much longer,” Michael admitted, his dick twitching and throbbing between Britney’s large, sweaty tits.
Knowing that it would be enough to set him off, Britney leaned forward and started lapping at her teenage lover’s tip, circling the head of his member with her tongue, which was exactly what he needed to get pushed over the edge.
“Ohhhhhhh man,” Michael moaned out, his whole body shivering and shaking as thick, white spurts of man juice spewed from the tip of his prick and covered Britney.
The horny MILF began laughing as she felt the boy’s hot cum hit her body, his load covering her face, neck, and tits, despite being his third within the hour.
After he had finished blowing his load, Michael sat back on his heels and watched Britney rub his cum into her skin. The sight was an enormous turn on for him, but his teenage cock was only semi-hard, likely from having blown so many loads in such a short amount of time.
“Such a yummy reward after such a good fuck,” Britney said with a laugh, smiling as she wiped up some of the semen from her neck and sucked it off her finger, moaning at the taste of the boy’s load.
As the two sat and basked in the afterglow of their orgasms, the doorbell rang, causing both of them to look toward the bedroom door. Britney was about to get up and go answer the door when she stopped and looked at herself in the mirror, laughing as she turned back to face Michael on the bed.
“Guess I probably shouldn’t go answer the door looking like this,” Britney told Michael, who just smirked as he watched the hot blonde walk back over to the bed.
“And since you don’t have any candy to give them,” Michael added, as Britney sat down on her knees in front of him.
“That too, which means we’re stuck in here till the night’s over since our clothes are downstairs,” Britney told Michael, as she moved one of her hands to caress his thigh, causing his semi-erect cock to start hardening.
“Can’t you just put on another outfit and go get our clothes?” Michael asked, confused since Britney surely had more clothes than just her Halloween costume.
“I could do that, or, the two of us could just stay here together, naked, for the rest of the night. But that’s up to you,” Britney said, smirking as she knew which of the options he was going to choose.
“D-definitely the second one,” Michael told her, which made Britney’s smirk grow even wider.
“Good, cause there’s one more thing I’d like to introduce you to tonight,” Britney told him, as she gripped his now very hard cock, getting him ready to fuck her once more.
-
Excellent story. Thank you for posting this. Britney is my #1 all time favorite. I loved the Glory era cause her Vegas performances were so hot. She was in great shape and I appreciate it more now that she don't make music or do shows anymore. It's always a good day to get on here and see a new story with her. Thanks for making my day!
-
Excellent story. Thank you for posting this. Britney is my #1 all time favorite. I loved the Glory era cause her Vegas performances were so hot. She was in great shape and I appreciate it more now that she don't make music or do shows anymore. It's always a good day to get on here and see a new story with her. Thanks for making my day!
Thanks so much for the kind words, Cad. Your Britney stories were a big inspiration for me to write this story, so I'm glad you enjoyed it.
-
Excellent story. Thank you for posting this. Britney is my #1 all time favorite. I loved the Glory era cause her Vegas performances were so hot. She was in great shape and I appreciate it more now that she don't make music or do shows anymore. It's always a good day to get on here and see a new story with her. Thanks for making my day!
Thanks so much for the kind words, Cad. Your Britney stories were a big inspiration for me to write this story, so I'm glad you enjoyed it.
That makes me very happy to know my old Britney stories inspired someone. I don't get the opportunity to write her much anymore. I have so many ideas for her, if I was in better shape, I would work on a series. When someone else writes Britney, I always read it. You handled her well, thanks again for making my day! ;D