Britney Gone Wild Pt. 1
Starring: Britney Spears
Themes: Dirty
Disclaimer: This story is purely fictional. This is fiction, it did NOT happen. Fantasy is legal. Please do not copy this story to any site without my permission.
Los Angeles, CaliforniaRight lights reflected from the glass door of the shower. The small room was illuminated from the lights connected to a mirror hanging above the sink. Blinding dots were cast across the shiny maroon tiles in the walls. Outside the room was wallpaper covering all four sides in a similar shade of dark red. The color blended in with the dark brown wooden frames that made the furniture of the bedroom. Every room in the Swiss Night hotel had the same interior design to welcome guests with darker colors that were supposed to be 'easy on the eyes', as the online markets suggested. A single night was over a thousand dollars with package deals for weekends and three day stays. The price was no concern for one single woman who booked a weekend stay under the alias of Anita Dick.
Life was different for Britney Spears at forty-three. After the conservatorship was finally terminated, she had no desire to restart her career. She was done with fame apart from the Beverly Hills lifestyle of luxury and wealth she enjoyed. Many people had tried to drag her back into the spotlight following a book deal that was an immediate success. That was all she wanted to apart from making content for her Instagram account. It was easy to try on outfits and record videos dancing in skimpy clothes. Few people seemed to understand why she did this, but Britney didn't care. It was her prerogative. Everything had been taken away from her at one point in her life except her truth. If she wanted to express herself through lewd photographs and videos dancing, she did so without any care in the world who it offended. No one controlled her anymore.
When she was bored at home, Britney enjoyed booking stays at fancy hotels across L.A. where she could hide from the world. Anita Dick was one of the few fake names she used when booking a reservation. It was a subtle hint of her true intentions when embarking on these short journeys. All one had to do was sound it out in spoken word, much like her song under the title of If You Seek Amy. She was lonely in the past year despite not having the drive to get into another committed relationship. After her most recent divorce from Sam Asghari, Britney still felt burned from the heartbreak two years after they split. She didn't need another man. Had it not been for her career, Britney didn't think she would've ever been in the same room with Sam. She had plenty of time to think about such circumstances now that she was done with fame.
All those memories were in the past now as she studied her reflection in the mirror. Britney spent the last ten minutes fixing her makeup. The smokey eyes of mascara was a personal favorite and trademark look. Fifteen years ago she couldn't wear heavy makeup like this in a public place without the fear of being recognized. Her star had faded, or so she would've liked to believe. There were still random strangers who saw her as the pop princess out in public. Britney would get annoyed at the people taking out their phones to record videos and snap pictures of her. When fans greeted her kindly, she was more welcome to shaking hands and giving hugs, but not for taking selfie photos. Her past years were full of moments where paparazzi swarmed her in seas of cameras. It brought back bad memories, hence why she used fake names and sometimes disguised her voice with a British accent in hopes of evading certain people.
It didn't always work. Past experiences made her want to travel out of Hollywood, but she couldn't let go of her luxurious lifestyle that she now enjoyed. In her time of touring, Britney always stayed in five star hotels. She was still checking into them now, as it was one way to remember the good times that came with her career. Britney didn't miss performing. There were a few times she thought about making music again, but the thoughts would quickly be forgotten when she considered what came after. For the time being, she was content with making videos to post on her Instagram account. Outside the bathroom, her phone sat on the bed. Knee-high boots, a black bra, a matching thong, and a sheer white dress also lay atop the red sheets. She had just finished recording videos for her phone. Over time, Britney learned how to use a trusty 'selfie stick' with filming. In her own words, the stick didn't talk back like the now fired assistants who dared criticize her body.
After finishing her eyeliner, she grabbed a tube of pink lipstick. Pushing her lips out, Britney covered her lower lip first. Her breasts looked as if they could spill out of the loose, red crop top she was wearing. They were held within one of the bras she was previously modeling in for an Instagram video. Heavy cleavage was the intention for tonight's outfit. Before she checked in, Britney almost used the name Maria River Red. When she saw her entire suite was decorated in red, she couldn't get the color out of her mind. So she went with a red crop top to expose her stomach. Below was a matching mini skirt. Outside the room, she had a pair of white, knee-high hooker boots waiting to slide her legs into. Her long golden hair was fixed with a split down the middle and flowing behind her shoulders. It wasn't always easy to feel comfortable in her own body anymore. Britney smiled in the mirror, feeling confident that she was dressed to kill tonight.
******************
1 HOUR LATER
Check in, check out. Four words to make up the plan tonight for one lonely man. Los Angeles was filled with bars where he could've wasted his time tonight. Dean Jamison didn't think that far ahead. He lived aimlessly, burning through cash in a destructive way when the chips were down. His last paycheck was deposited earlier in the day with a little over a thousand dollars to his name. It was barely enough to afford anything in the current economic climate in this expensive town. One could still dream of the old way of 'making it' as Dean learned from the company he kept since moving to California. He should've stayed home in North Carolina after his thirty-seventh birthday. A midlife crisis combined with the dream of his best friend was enough to persuade him to move across country to a place where he had no connections whatsoever.
At his age, Dean should've known better. His family reminded him anytime he made phone calls to them to complain about his current situation. After a nasty breakup with his longtime girlfriend, he dropped everything to follow his best friend under the promise of a record deal. Most people who knew the name Vincent White saw him as an eccentric failure of a musician. He had a high level of creativity when it came to crafting music, but something was always missing with anything he put his name on. Vincent blamed his failures on a lack of image to go with his hard-hitting heavy rock music. Twelve years had passed since he began trying to make music. The first band he had came close to securing a contract with a label until it all fell apart from one bad gig. The clashing of egos combined with alcohol induced rage ended his band before their moment of fame.
Most people would've given up on such a dream after they aged into their thirties, but Vincent wasn't a quitter. To come so close to tasting success only made him more ambitious to strive for more. Dean had watched his friend go from creating bands to eventually spending all his money to build a personal studio at home. Vincent could play guitar to go with his vocal talent. He eventually moved to playing bass, then learning how to program drums and synths. Every spare dollar from his paychecks was saved for the sole purpose of pouring his heart and soul into making music to post online. The only problem he had was that there was no audience willing to listen. It still didn't stop him from trying. His life was passing by in the rearview with no girlfriends or family as he worked around trying to become a rock star outside of his own mind.
Dean met Vincent in middle school over a lifetime ago. While all their friends went to college and pursued a life beyond their hometown, the two men grew up together with a shared dream. From the beginning of their friendship, Dean was convinced that Vincent would be the next big thing. There was an aura of talent and personality where he could become the center of attention in a room of strangers. He saw it back then and believed it throughout the course of his life, despite how people laughed at the failure Vincent had become. Back home, he was just the local wannabe rock star who couldn't make it. Online, his name carried a tiny bit of weight with an audience on his Bandcamp page. He didn't become a millionaire, but it did attract him the attention of a music producer in L.A. who promised him a big deal with the score of a movie. The payout would be in the range of five figures and likely put his name out there among other studios.
That was five months ago. All of it felt like years gone by at this point with how fast time moved in L.A. compared to life back home. Dean quit his job at a local gym, desperate to get away from home after the breakup with his ex. Everyone told him he was crazy to leave. Few people respected Vincent or saw his talent as noteworthy, but Dean was still convinced that there was something special about him. The dream in L.A. broke down in a matter of weeks when the producer who hired Vincent was fired from the studio. Like all matters in line, the man should've been discouraged. Vincent found it amusing to get so close to something big only to have it taken away from him. As optimistic as ever, he set aside his ego and put out ads online and locally as a rhythm guitar player for hire. He ended up finding work a month later with a Metal band that needed another guitarist.
For Dean, this wasn't an ideal life for a promising future. He lived with his friend while they had to find a means of work. With no higher education, Dean was forced to do minimum wage jobs. The first one he had was on a garbage truck. From there, he moved to janitorial work at a grocery store. When things began to finally look up, he found a familiar job at a local gym outside Inglewood. The pay was only good enough to afford the high costs of rent and groceries. Vincent's gigs didn't bring in much money. The majority of the burden for bills was paid from Dean's job. He knew he would be getting laid off soon. A company had bought the gym building and was planning a renovation. Whatever they wanted to convert the space into, he didn't care. Once he got his last paycheck today, he left and went back to the apartment to pack up some clothes.
When Vincent was depressed, he isolated himself in locked up rooms and would write music. There were times when he spent weeks in a bedroom writing lyrics on walls with a pen and living in a decaying environment where his lone friend was a bottle of whiskey. Dean handled stress in the opposite way of destructive measures. He liked to drink, but only after blowing through money like it was nothing. He knew very well that by the time he made it back to their apartment, he wouldn't have a dime to his name. All of his checks went into a one night stay at the Swiss Hotel. He only made the choice due to the place having a bar with free drinks for staying guests. It was an excuse to try having a taste of the rich lifestyle he could only dream of. Dean believed he was the most poor sucker in the bar tonight with the lowest amount of income in a bank account.
He couldn't afford a pinstriped suit, gold wristwatch, or anything else that was a sign of wealth. No one said anything to him as he sat around in his pair of blue jeans and a white T-shirt. His physical appearance was enough to impress some people since he had muscular arms to complement his slim build. He shaved yesterday and now sported a five o'clock shadow across his face. His blue eyes went with the short blonde hair on his head. Vincent liked to joke that Dean had the right looks to be a male model. It was a running joke among the two men when they were alone at their apartment. Dean always followed it up, questioning what kind of clothes he would be modeling in. He smiled to himself, thinking about the jokes as he gazed into the empty glass sitting on the wooden top of the bar. It was his second shot of whiskey without any glass. No fancy drinks were in store for Dean tonight. As he sat there, a woman stood on his right side, motioning at the bartender with her left hand.
"What can I get you, Miss?"
"I want a Malibu."
"Piña colada cocktail, or do you want a straight shot?"
"Just pour me a glass. It don't have to be anything special."
Her voice had a southern flair in the tone, much different from the older man behind the bar, who was a California native. Dean turned his head to see her sitting down on the stool next to him. Beyond her blonde hair, he saw a face that was strikingly familiar despite her being a complete stranger. She made eye contact with him and smiled.
"Hi there! Were you waiting on someone?"
Dean shook his head.
"No, I've just been sitting here by myself until you showed up."
"Oh, that's good. I was thinking for a minute that I might've stolen someone's seat."
As she laughed, Dean noticed her perfect smile. The way she curved her lips was so familiar that he had a strong sense of deja vu. The bartender turned his back to fix her drink while Dean studied her dark eyes.
"What's your name, darling?"
"I'm Anita, and you are?"
"Dean."
He looked away from her for a few brief seconds and then returned his gaze to her face. The woman smirked as she seemed to be reveling in this attention.
"I don't know why, but I get the sense that I've seen you somewhere before."
"Oh, really?"
"Yeah, it's hard to explain. I think my mind is playing tricks on me."
Her giggling sent a shiver down his spine. Even her voice gave him the strange feeling that he knew this woman from some place in time. The bartender turned with a glass filled with the white rum for Anita. She took it from him, thanking him with a whisper. The man looked at Dean, as if he were expecting to refill his glass. He shook his head now that his thirst for another round was lost.
"I can't say I've seen you before Dean, but there's something about your face that makes me think."
"Oh yeah? What are you thinking about?"
She raised the edge of the glass to her lips, swallowing down the white liquid. Dean saw her eyes glance back in his direction as Anita savored the taste, taking her sweet time before she replied.
"Something about your face tells me that you're a man who has seen a lot of trouble recently."
Dean blushed. Do I really look this bummed out tonight? The question popped in his mind as he spoke again.
"Well, my day is a bad one to go into the books if that's what you're thinking."
"What happened?"
"I got laid off from my job."
She gasped at his admission.
"Oh my god! I'm so sorry!"
With a nod, Dean continued.
"I spent all my money on one room for tonight just to say fuck it. I've been sitting here having a few drinks before you showed up."
"Oh, wow. I don't know what to say except I'm sorry. You really have had a rough time."
As he gazed into her face again, Dean tried to think of who she reminded him of. He had undoubtedly seen her from somewhere, but the name didn't match. Her voice was familiar too. With a laugh, he shook his head.
"I can't help but think I've seen you from somewhere. It's something about your face."
Anita flashed her teeth, raising her eyebrows at him.
"I get that a lot. Some people mistake me for a singer who used to be famous."
She didn't give a name of the singer. Dean thought her purpose was to make him guess. Maybe she was an impersonator, or it was an honest mistake. Whatever the case, he found Anita to be an interesting, beautiful guest to share this time with. As she raised the glass again in her right hand, he noticed a tattoo just beneath her palm. Lip marks like the imprint of a kiss. There was something about that decoration on her skin that made him believe he had seen something similar. Dean noticed she didn't have any rings on her fingers, meaning she was a single woman. His eyes shifted to her cleavage, noticing the view of her big tits. He licked his lips, not even having second thoughts about flirting with her.
"I'm trying to think of who the singer was, cause I can't shake the feeling I know you from somewhere."
"Maybe you do."
Anita grinned, teasing him with her words. Whatever was going on in her mind, Dean was curious. He watched her eyes scan his body, returning the favor after he looked her over.
"What kind of job did you get laid off from?"
"I worked at a gym."
"Oh, nice. That explains why you look like you're in good shape."
He smirked at her statement.
"I like to work out. What do you do in your spare time?"
"I'm a dancer."
"What kind of dancing do you do?"
She raised an eyebrow, smiling in a way that flashed the front row of her teeth. A devious look in her eyes made him guess that she was a stripper. Before she could reply, Dean spoke again.
"I take it you do the kind of dancing that uses a pole."
"I'll give you that one. You got me!"
Dean laughed loudly, leaning back in his stool as she started giggling.
"Oh man, who would've known I'd be meeting a hot stripper tonight at a place like this?"
Anita wasn't embarrassed by him calling her a stripper. The way she laughed was so genuine. Dean figured she probably thought he was too drunk to be embarrassed by his own words.
"So Anita, why are you here? Are you traveling off work?"
She nodded with a grin.
"Yeah, I'm on a little vacation right now. I checked in, thinking maybe I'd meet someone cool here."
"Too bad for you that I don't have any money to pay for a private dance. Then again, had I not spent it all, you wouldn't have met me in the first place."
Dean winked after finishing his words. Anita laughed at him. He managed to distract her from finishing the drink as he now had her complete attention.
"I'd rather have a man who knows what he wants instead of a high roller. You're already a big spender, honey."
Her language convinced him that she was indeed a stripper. Dean no longer cared about what singer she was mistaken as. He bought into her game and was eager to play along.
"You've got me figured out, babe. I'm the kinda guy who goes about in life not knowing what I want until I see it."
"Sounds like you prefer living in the moment instead of planning something out."
He nodded to her words, smiling. Anita bit her lower lip and spoke again.
"I can relate to that. Life is more fun when you're not expecting what's around the corner. How old are you, Dean? If you don't mind me asking."
"I'm thirty-seven. I assume you're around the same age by looking at you."
She laughed while looking away from his face.
"I wish I was still in my thirties. I turned forty-three at the end of the year."
"Hey, there's nothing wrong with that. I'm dreading when I turn forty."
"At least you have a few years left."
Dean chuckled at her comment.
"I haven't done anything in my life to make it a milestone birthday. No wife, no kids, or anything like that."
"You've never been married before?"
"No, have you?"
Slowly nodding her head, Anita couldn't hold back her smile. It made her appear more devious and naughty.
"More than once. Trust me, you ain't missing out on much. It's all fun and games until you have to live with someone. After that, it tends to go all downhill from tolerating each other."
Another laugh followed from him. Dean thought to himself how he already lived with someone who had a knack for making life more difficult than it needed to be. He centered the discussion back to her.
"I just met you, so living together is out of the question. Can't say I wouldn't want to share a night with you though."
"Oh my god, listen to you! You aren't just a big spender, you're a big talker too! Tell me, Dean. What would you do with me if we were in a room together?"
"That's a good question, but I can't say. At least not here in public."
"Oh, I know what that means."
Anita smirked, flashing her teeth at him again. Whether it was by intention or not, she had a way of giving the most seductive looks with her eyes. It would've been an expression of cute innocence if not for what she previously told him. Dean knew better. She wasn't that innocent.
"I'll tell you what, babe."
As he spoke, Dean got up from his stool.
"If you want to find out, I'm in room three-three-three. Tomorrow's check out time, so I'm not sticking around after tonight."
She blinked her eyes, looking back at him with a shocked expression. His words had clearly caught her off guard.
"Is that an invitation?"
"If you're in the mood for some company, yes it is. It was nice meeting you, Anita. Hope you have a good night."
He turned his back and walked away, stepping past a few people to leave the bar. Most women would've called his offer rude. He was blunt and honest in his desire for sex. Once Dean had some alcohol in his system, he forgot any filter for what came out of his mouth. There was no point in hiding his attraction to her. From the way Anita looked at him, he had it in his mind that she was a kinky woman by nature. For her to admit to being a stripper in public, Anita was braver than most. There was just something about her giving him that impression. After leaving the bar, he took the elevator back up to the third floor. The door to his room was unlocked. He got in, slipped off his shoes, and then walked to the bedroom. Dean sighed as he unbuttoned his pants and grabbed his phone from the pocket. He sat down on the bed in his underwear, silently thinking to himself as he pulled back the blankets.
The last thing he wanted to think about was going back home. Looking down at the sight of the erection in his underwear, Dean had a laugh. Anita managed to turn him on with her beauty and voice. He doubted she would knock on his door any time soon, but there was no shame in waiting. A woman like that could have any group of strangers drooling over her at night when twirling around a pole. His mind wandered back to the beginning of their conversation. Dean still couldn't shake the feeling he had seen her face from somewhere. He thought about what pop singer she was mistaken for over time. At first, he couldn't think of any names to match her face. Then he suddenly came to a realization that made his cock harden even further. It bulged within the tight fabric of his white underwear. Dean remembered Britney Spears in all of her sexual glory.
It had to be her. Everything about Anita's face, brown eyes, and innocent smiles reminded him of Britney. There was a time when Britney ruled the world back in his day. Her music videos oozed sex. She could look like the girl next door in one scene, then a full blown vixen in the next. He considered Anita's words. If she was truly a dancer, what if she really was Britney? Gripping his phone, he quickly pulled up the internet and tapped Britney's name into a search. Dean wanted to relive the memory of jacking off to her pictures back in the day. It was over twenty years ago when he remembered all the many magazine covers she was on. The Rolling Stone issue with a white background and her cute ass pressed against the wall was one of his favorites. Anita's smile reminded him of that image, right down to the perfect details of her teeth.
What if it was Britney? What were the chances of him bumping into her in a place like this? If it was really her, how could he up and leave her at the bar after flirting? All those questions were pointless to answer now. If only she were to arrive and knock on his door to prevent him from spending his final hours awake masturbating. After a few minutes of searching, Dean found the image on his phone. He smiled at the image of Britney in all her old glory. Wherever she was now, there were always the good old days to look back on. Dean had to laugh at his current situation. He didn't even get drunk at the bar despite picking this hotel with that goal in mind. Now he was lying back in bed, giving in to old habits as just another guy who liked to jack off to pictures of Britney Spears. Back when life was simple with a job the next day. You didn't know how good some things were until years after it was all over.
******************
1 DAY LATER
Sleeping past noon was a good way to start the weekend. The odds were in Dean's favor due to the sole reason he didn't wake up with a horrible hangover. After climbing out of bed, he brushed his teeth and stepped into the shower. It was the least he could do before checking out of this hotel. Dean resisted the urge of hunger from his growling stomach while the hot water sprayed across his skin. After his shower, he took the time to shave his face. The clock changed to PM hours by the time he was out of the bathroom and preparing to get dressed. A white towel was wrapped around his waist as he looked over his clothes spread out on the bed. As he grabbed his underwear, a knock came at the door. Dean let out a sigh as he guessed it had to be room service. Did they always kick guests out this fast? If it was someone telling him to leave, he didn't think twice to greet them in just a towel. Marching to the door, he opened it and was greeted by Anita's smiling face.
"Good afternoon, Dean!"
He immediately dropped his angry thoughts as he looked back at her lovely face. Anita giggled seeing him in the towel. She was wearing a beige trench coat that was covering her body. Above her eyes, he could see her long golden hair pinned in a loose ponytail from the back. Dean blushed, embarrassed to be answering the door with his chest exposed like this.
"Oh, hey Anita. Sorry, I thought you were room service coming to evict me."
"Were you planning on answering the door in just a towel?"
She bit her lower lip, teasing him.
"I just got out of the shower."
"I can see that. So are you gonna invite me in, or do you just wanna leave a girl standing in the hall all by herself?"
Dean moved aside, allowing Anita to step through the doorway. She reached for the knob, shutting the door behind her. When their eyes met, she smirked and pulled off the jacket to reveal her body. Her big tits shook in a yellow bikini top. The low-rise bottoms exposed a tattoo on each hip. A cross on her left side and a star shaped flower on the right.
"What do you think of my new outfit?"
"You look hot, but I think you expected me to say that."
Anita laughed, placing her left hand on her hip as she looked at his muscular chest.
"Oh yeah! I didn't expect anything less after how you were looking at me last night! But it feels good to get reminded how hot you are by a sexy stud like you."
"You sound like you're looking for fun."
"Maybe I am."
She raised both eyebrows, flashing her teeth at him after the reply. Dean felt inclined to loosen the towel around his waist. Anita saw this as her eyes shifted downward, as if she were expecting his cock to spring free at any moment.
"Why didn't you come up to my room last night?"
"You sounded drunk at the bar. I prefer my men to have a clear mind before they fuck me."
There was no beating around the bush with her words. Anita boldly went straight to the point of this visit with those last two parts. Dean grinned and pulled the towel off and let it fall to the floor. He watched her gasp at the sight of his erect shaft springing free, slightly bouncing.
"Nice cock!"
"It would look even better in your mouth."
Those words were a cue for her to slide down to her knees and reach for his dick with her right hand. Dean took a deep breath as her fingers squeezed around the length. The smile she gave him looked so lovingly, flashing all her teeth in a lustful manner. This woman breathed pure sexual energy that couldn't be tamed. Dean looked into her dark, brown eyes as she stroked his cock. Anita glanced away from his face to see the full length of his shaft. Hard, dry, and ready to be sucked. Anita flicked her tongue over her upper lip before opening her mouth wide to bring his dick in. She closed her eyes, moaning softly as she savored the initial taste of his pole. 'Mmmmmmmm', her muffled moan vibrated with her tongue pressed against his cock inside her mouth. Anita pulled back, releasing his shaft with a loud pop so she could spit on it.
Her hand moved up and down, wanking his cock. Her index finger stopped directly under the head before pushing back down. It was a technique that told Dean she had seen many cocks throughout the years. This wasn't just a stripper over forty. There was something else to this woman as she reveled in slutty behavior. Anita enveloped her lips around the head of his cock and pushed it into her mouth again. She unwrapped her fingers from the base and began bobbing her head up and down. Dean moaned as she made faint sucking noises from her mouth. She was devouring his shaft with ease, sucking it by the inch as she pushed it all the way down her throat. He gritted his teeth, groaning loudly as Dean felt his cock rubbing against the back of her throat. His balls were rubbing against her chin as she completed this deepthroat exercise without any choking. Her gag reflexes were strong. Dean moaned as she extracted his cock from her mouth and blinked her big brown eyes at him.
"Fuck! You didn't tell me last night that you were this good at sucking dick."
"Mmmmmmm, I am the best."
Three saliva strings dangled from his dick back to her open lips. Anita flicked her tongue, breaking them before ejecting a wad of spit onto his shaft. She wrapped her right hand fingers around it again and began stroking once more. Her hand glided easily across the wet, slippery skin. She lowered her head to his balls, looking at them for a moment as she continued to jerk his dick.
"You like gettin' your balls sucked?"
Her voice changed, demonstrating a strong flair of her southern accent that nearly slurred her speech. Anita pressed her lips to his hairy sack for a quick kiss. She followed with a second and third kiss before opening her mouth and rolling her tongue across his left nut. Dean groaned as her fingers squeezed his cock tighter. She sucked one of his balls, then quickly alternated to the other. Anita used her free hand to help herself in pushing both of his balls into her mouth. Her jaws bulged out as she sucked his whole sack briefly for a few seconds. After she pulled it from her lips, she raised her head and pushed his dick back into her mouth again. Her fingers pushed down to the base as she aggressively sucked, bobbing her head up and down this time.
"Fuck! Keep sucking it! Ohhhh, fuck yeah!!"
The more he cried in pleasure, the quicker she sucked. Anita unwrapped her fingers to give herself more room to deepthroat it again. This time she gagged, choking herself as she pushed his shaft all the way down her throat. Raising her head, she pulled it from her lips and gasped for air while laughing.
"Ohhhhhh, yeah! I needed a dick to suck. I'm so glad I met you last night."
Anita reached behind her and pulled at the string holding her bikini top together. Her breasts bounced slightly until they popped out. She slung the top across the floor without any care. With her tits free, Dean reached down with his right hand and softly caressed her left nipple with his fingertips. She grabbed his wrist, moving his hand away so she could grab both her tits. Dean watched as she shoved them around his cock, pushing it in the middle.
"You've got one hell of a dirty mind. I like a slut who knows how to use her body."
His words made her smile as she squeezed her tits around his dick. Anita giggled as she replied.
"I told you I'm the best. I'll be the best slut you've ever fucked."
"You sound very confident about that."
"What are you waiting for? Don't just stand there and talk dirty to me. I want you to fuck my tits!"
If her desire was to get a rise out of him for a response in action, Anita achieved the goal with ease. Dean groaned as he bucked his hips, making his wet cock thrust between her soft, plump breasts. She glanced down, watching the head poke up a few times before looking back at him.
"Does that feel good?"
"Oh, yeah. Your boobs are fucking awesome!"
"Doubt you've ever fucked a pair of tits as good as mine!"
She laughed in her thick southern accent. It seemed to come out the more excited she became. Dean thrust faster from the sound of her voice. As the head poked up, Anita lowered her head and licked it. He tried to thrust hard enough to push the head into her mouth, but she raised her head as if to prevent that from happening. As their eyes met again, Anita flashed all her teeth in a grin. Dean just continued to thrust away, fucking her tits harder and faster.
"Mmmmmmm, I love getting my tits fucked."
He gritted his teeth, snarling as he continued to thrust. Anita giggled, teasing him with her voice.
"Look at you, Dean! You're having the time of your life fucking my titties. You don't even know how good it's gonna get once you're inside me."
Her choice of words was a subtle hint of things to come. A warning to not waste his time reaching a climax between her tits before they moved on to the real fucking. Dean swallowed his breath as he slowed down, making a few more thrusts between her wonderful breasts. After the final thrust, Anita let go of her tits, and his cock flopped out. She grabbed it with her right hand, stroking the length a few times before lowering her lips to place a quick kiss on the head.
"I can't wait to feel this big fuckin' cock inside me."
Once again, her southern accent came out. Anita smirked up at Dean as she began to climb up from the floor. As she stood up, he wrapped one arm around her and pulled her closer. His lips pressed against hers to finally share a passionate kiss. Dean moaned into her mouth as their tongues moved together. He felt her erect nipples pressing against his bare chest while his hands explored her curves. From her hips, he reached back, cupping her ass cheeks and giving them both a subtle squeeze. Anita broke the kiss to pull away.
"How do you wanna fuck me?"
"From behind."
She grinned at him, teasing with her eyes.
"Mmmmmm, yeah. So you wanna hit it from behind and maybe spank my ass too?"
Dean didn't want to wait around and let her distract him with teasing. He tried to reach for her bikini bottoms, but Anita stopped him by stepping back. She pulled the strings on her hips, untying it and dropping the final piece of her outfit to the floor. His eyes fixated on the sight of her pink, wet vulva. No strip of hair was visible, making a smooth surface above. As his eyes gazed down, he noticed she had no shoes covering her feet. The thought of her prancing around the hotel barefoot made him smile. Anita leaned down, planting her hands and knees down into the carpet floor while Dean stepped behind her. He admired the view of her round ass until something caught his attention on her lower back.
"What do you think of my ass, Dean? Is it good enough to fuck?"
Unable to focus on her words, Dean felt his blood pressure surging along with his heart rate. She had a tramp stamp tattoo of a fairy in black ink right above her ass. He knew that design from seeing it many times in photographs from years ago. Thoughts of a famous woman rushed through his head as he remembered meeting her last night. Her real name wasn't Anita. Dean swallowed his breath as the realization hit him that he was about to be sliding his cock into Britney Spears. Everything made sense from her looks, the tattoos, and that sexy southern accent she delivered through sheer excitement. He braced himself, knowing the truth now that one of the most famous women in the world was slobbering on his dick minutes earlier. And now he was about to be fucking her.
"What do you think?"
Britney wiggled her ass at him, snapping Dean back into reality. He slapped his hand across the right cheek, listening to her moan.
"Are you gonna make me beg for it? I just wanna be fucked by you, Dean."
He thought about how he would confront her now that he knew of her identity. This simply wasn't an ideal time to bring up her name. A new idea popped into Dean's mind as he gripped his shaft and guided it between her thighs. Britney purred soft moans in a low voice as she felt his cock rubbing against her warm, wet folds. He waited a few seconds before entering her. Britney gasped and then purred a soft moan in her low voice, almost singing to him. Dean grabbed her left hip as he made the initial slow thrust inside her.
"I haven't been fucked in months."
"Really? Is that why you came to a hotel looking for a man like me?"
Dean spanked her booty with his right hand after uttering his words. Britney moaned and began pushing back to meet his thrusts. That proved how eager she was for more. Dean bucked his hips, pumping into her pussy as she gasped and raised her head.
"Yes! Come on and fuck me, Dean! Fuck me! I saw how you were looking at me last night. Don't make me beg for it. I know you went to bed thinking to yourself last night just how badly you wanted to fuck me. So give it to me! Fuck me!!"
If only she knew what he now understood as the truth. Britney was correct in her assumptions, but it went back a lot further than just last night. Gripping her hips, he grunted as he pushed his cock into her. Britney squealed, raising her head as her breasts began bouncing and swaying from underneath her. Dean found a rhythm in moving his hips to keep his cock driving inside her.
"Ohhhhh! Ohhhhhhhhh, yeah!! That's it! FUCK ME!!"
Britney's screams served as motivation to thrust harder and faster. Dean tried not to think about all the fantasies he had for so many years. Every dirty thought he once had, knowing now that he was living a dream so many men like him had. It didn't matter that she was in her forties now. He too was older, but at least he was living that dream to fuck Britney Spears. Gripping her hips, he continued to thrust, making her scream louder.
"OHHHH, OHHHHHHHH!! FUCK!! YES!! YESSSSSSSSSS!!"
From the strength of her voice, Dean worried that Britney was close to reaching her climax. He couldn't have that happen yet. Not before revealing her true identity. Slowing down his thrusts, he made one final one before carefully pulling his cock from her cunt. She sighed at the absent feeling from his dick leaving her. Britney turned her head, gazing across her right shoulder with a shocked expression across her face. Dean grinned at her as he pushed his cock up the crack of her ass. His left hand pulled one cheek apart to look at her dark hole that awaited him. She had already teased him once about fucking her ass minutes earlier.
"Don't worry. I ain't gonna make you beg to be fucked in the ass."
"Just give it to me."
She spoke in a low voice, desperately pleading. Dean pushed his cock through her small, puckered hole. Britney smiled as she closed her eyes. She turned her head, gazing forward as the first inches of his cock shoved in.
"Ohhhhhhhh, fuck!"
As she squealed, Dean reached for the back of her head and gripped Britney's ponytail. He pulled the black plastic piece away, letting her hair go free so he could grip it. She gritted her teeth, snarling at him as he began pounding his cock into her fine ass.
"Ohhhh, ohhhhhh, ohhhhhhh god! FUCK MY ASS!!"
His left hand swatted across the left cheek, giving her a spank. Dean shoved his cock all the way into her ass, watching the final inches disappear as he pushed the entire length in. He held it there, listening to her heavy breathing. His right hand fingers curled around her hair, tugging hard as he spoke.
"You're right. I did go to sleep last night thinking about fucking you."
"Mmmmmm, I knew it. I bet you were dreaming about fucking me in the ass too."
He chuckled, still holding her by the hair.
"I knew I had seen you from somewhere before. It finally hit me last night when I had some time alone. Good thing I wasn't drunk, or I probably wouldn't have realized this. Your name isn't Anita. You don't have to lie to me anymore. I know I'm fucking Britney Spears right now."
She gasped, slightly giggling. Before she could reply, Dean let go of her hair and began to thrust. His cock was driving in and out of her ass while she tried to reply.
"How... how did you... you... KNOW!? OHHHHH, FUCK!! YESSSSSS!! FUCK MY ASS!! OHHHHHH, YESSSSSSSS!!"
Britney lowered her head to the floor and elevated her ass. Dean gripped both hips and pounded away, slamming his cock in her booty repeatedly.
"YES!! YESSSSS!! OHHHHHHH GOD, FUCK YESSSSSSSS!! FUCK MY ASS!!"
More amused by the fact she didn't deny his revelation, Dean felt so proud to be living this moment. As he fucked Britney's ass, he couldn't prevent himself from bragging.
"I have been dreaming of fucking you my entire life! I never thought I'd ever meet you, let alone get the chance to fuck you!"
"OHHHHHHH, FUCK!! YOU'RE DOING IT NOW, DEAN!! YOU'RE FUCKING ME!!"
With one more thrust into her booty, Dean gripped the base of his shaft and pulled it out. Britney got up and quickly turned around to face him. With her hair no longer pinned in the ponytail, she looked more like her natural self. She grabbed his cock from the base and fed it past her lips without any hesitation whatsoever to go from ass to mouth. Dean groaned as she started bobbing her head up and down like before, sucking his cock like a hungry whore. Britney devoured his shaft like it was nothing. No cock was too big for her, as he was now witnessing the full force of a sex goddess unleashing her talents of pleasure onto him. She continued to suck, making him fear that within seconds she would have him blowing his load in her mouth. Dean took control by gripping Britney's long blonde hair. He tugged, forcing his cock to exit her mouth with a pop.
"On the bed, babe. We're not done yet."
Still holding her hair, he pushed Britney backward, and she fell onto the edge of the bed. The mattress bounced slightly as he let go of her hair. She spread her legs and bent her knees. Dean grabbed her hips, pulling her at the edge of the bed so he could fuck her while standing. Britney swallowed her breath, looking up at him as she lowered her right hand down to play with her clit. Dean grabbed her legs and mounted them over his shoulders. As he gazed into her eyes, he gripped his cock and pushed it back into her sweet pussy.
"Is this how you always dreamed of fucking me? Like this?"
Unable to answer her question with honesty, Dean gripped Britney's legs and began to thrust. Her breasts jiggled around as she rubbed her fingertips along her clit.
"Ohhhhhhh, yes! Fuck me!!"
"I'm not gonna stop until you cum."
"Mmmmm, just pull out when you think you're close. If you can make me cum from fucking me, then I'll let you blow your load all over my face."
"Oh, fuck yeah!"
Just when he believed he couldn't be more excited, Britney surprised him with a new dirty idea. It made sense in her sexual expressions that she was the kind of woman who enjoyed a sticky facial. She closed her eyes, gasping at the feeling of his cock pumping into her. Dean watched her boobs shake, thinking quietly to himself how many times he fantasized about doing this with her. Britney moved her right hand and clutched the bed sheets with both hands as her eyes shot open.
"Keep going! Keep fucking me! FUCK ME, DEAN!! DON'T STOP!! GIVE IT TO ME!! I WANT IT ALL!!"
Every word from her yelling voice only made him thrust harder and faster. Britney closed her eyes as she pulled the bed sheets. He didn't stop, as he continued to pump his cock in her pussy. She was desperate to reach her climax, and Dean wanted to be able to say he had succeeded in delivering one she would never forget. He gritted his teeth as he continued to thrust, watching as she opened her eyes and her lower lip fell. Dean knew that expression from seeing it so many times in her music videos. Britney was so close to the height of her pleasure. He moved her legs off his shoulders and reached down with his right hand to play with her clit.
"OHHHHH MYYYY GAWWWDDDDD!! FUCKKKKKK!!"
Her southern accent came out strong enough to slur her speech as she reached her orgasm. Dean felt the burning sensation within as her pussy squeezed around him. He stopped and reached for his dick, quickly pulling it out in time for her to squirt her juices all over his chest. He groaned at the sticky, wet splashes and stepped back to watch it trickle onto the floor below.
"Wow! Oh my god, that was fucking incredible."
Breathing heavily, Britney was trying to catch her breath as quickly as possible. She raised her head for a moment before falling back down. When she raised herself up on the bed, she looked down to see the mess on the floor. Her juices stained the carpet in wet lines. A mischievous smirk formed on her face as she fell to her knees and crawled towards Dean.
"Oops, looks like I made a mess."
"You sure fucking did."
She giggled, flashing her teeth at him for a moment before biting her lower lip.
"I did promise that I'd let you cum on my face. Are you ready?"
Batting her eyelashes at him, Britney reached for his cock with both hands. She twisted her fingers around it before pressing her lips to the head for a soft kiss. As their eyes met, she sank his cock into her mouth and slurped her own juices from it. Dean smiled at this wonderful sight.
"I always suspected that you were the kind of woman who liked having cum on your face."
Britney pulled his cock from her lips to reply.
"I know men like you. I can just look at you and know that you're the kind of guy who used to jack off to me for years. I've let many guys shoot a load on my face. The way I see it, if a man is good at fucking me, then I let him finish by blasting my face."
Removing her left hand, she used her right hand fingers to jerk his cock. Britney smiled at him, flashing her full teeth as she aimed his cock towards her face.
"I'm expecting a lot of cum from you."
He didn't reply as she closed her eyes and stuck her tongue out. Britney said all the right things to put filthy visuals into Dean's head. Her hand glided across the length of his shaft, pumping away. Exhaling deep breaths, Dean grunted as she pushed him closer and closer to the point of explosion. With another groan, Dean reached for his cock, pulling it out of her hand. Britney raised her head, keeping her eyes closed. Only a few strokes were necessary to make his shaft erupt.
"OHHHHHH, FUCK!!"
The first string of cum flew into the air and splattered across Britney's forehead, with some drops going into her hair. Another thick rope followed, this one landing on the left side of her head, streaking down her eyebrow and face. She kept her eyes shut and mouth open, but it was all in vain as the third wad of cum splashed across her right cheek. Dean gritted his teeth, groaning and grunting loudly as he jerked his cock to unload his creamy seed. The powerful force of his orgasm was gone with only droplets falling to her breasts and the floor below. Britney opened her eyes, blinking a few times due to the line of cum dangling from her left eyebrow. As Dean panted and groaned, she grabbed his wrist, pulling his hand away from his cock like he did to her. She grasped it from the base and pushed the head into her mouth, eagerly milking the final drops into her mouth.
"Oh god, Britney. You made me cum so fucking hard."
His voice was low and full of moans. Dean felt exhausted, as if he had spent all of his energy today fucking her. She pulled his cock from her mouth and smiled wide as the cum oozed down her face.
"Oh my god, this is so much cum."
"You said you were expecting a lot."
Instead of praising his effort, Britney just smiled. She let the cum drip across her skin as if she didn't have any care in the world about it. Dean stared at her messy face, feeling like he had finally accomplished something in life.
"I'm a fuckin' mess."
With a nod, he grinned.
"I wish we could do this again. I have to check out today. I can't afford to stay another night at this place."
Britney let out a sigh as she climbed up from the floor.
"Leave that to me. If you wanna have some more fun, I can help you out. You just might have to sign some paperwork for me after we leave."
"We? What's that supposed to mean? Are we leaving this place together?"
Without answering him, Britney just winked. She left Dean standing there to consider her words as she strutted her way to the bathroom to wash her face. The paperwork she referred to was most likely some written form of agreement to prevent him from approaching a gossip tabloid. He didn't keep up with the local culture of Hollywood in town. From his point of view, Dean was one of the bottom feeders. A bum who was working paycheck to paycheck while the stars lived in their big mansions. Britney's level of fame may have faded over time, but she was still something of a big deal. This was more than just a quick fuck between two strangers at a hotel. Dean believed that he had just stepped through the lucky break of a lifetime.
TO BE CONTINUED
Topic: Britney Gone Wild Pt. 1 (Read 45381 times)