This is a fictional story I wrote. It's not real, but I wish it was. Don't copy my story to put on another site. This is just fantasy, blah blah blah. You know the rest.

This is the third time I fucked this hot MILF. Read about the first time here and my threesome with her and Kate Upton here.


Just another night in the city of sin. Having never lived out in Vegas before, I had to say that the past month had been quite something. It didn't give the same vibes as L.A, New York or Miami. It wasn't as busy as London from my stays there, but that wasn't so much a bad thing. Of course, I couldn't complain at all since I was still working for my biggest crush. One of the few women I could say I achieved the dream of after an endless pursuit that lasted over a full decade.

Britney Spears was everything I had ever imagined. I always knew she would live up to the fantasy in the bedroom from how she oozed sex appeal in her music and modelling. Sexy as fuck and with a body made for all kinds of dirty fantasies. It was a pure joy to explore her body and give her the craving she desired as a sex addicted MILF. She was standing in front of me, wearing a tight red dress that hugged her curvy body perfectly. Her long legs seemed to go on forever, and her large breasts were practically spilling out of her dress. Her famous blonde hair cascaded down her back, and she had this aura of sex appeal that was palpable. As we sipped our drinks and chatted, I couldn't help but feel lucky over the fact that I was still with her after the first night. One minute I was just another agent in L.A., the next I was invited to spend evenings in Vegas with the pop princess herself.

"So, Britney," I said, taking a sip of my drink, "what do you have planned for tonight?" I asked, already knowing the answer.

She smiled, her eyes sparkling. "Oh, I think you know what I want." She leaned in closer, her breath warm against my ear. "We haven't fucked in like, 6 days now. It's almost been a week." Her words sent a shiver down my spine. I grinned at her. We had just got back from a private dinner where I was her date. I didn't care for the food at the hotel. Her team refused to let her have alcohol which was a bit of a mood killer since I wanted champagne to celebrate the night. I forgot about my frustrations now that I was back at her penthouse with her.

The mere thought of fucking her again brought a level of excitement within me that was unmatched. It didn't matter how many times I had fucked Britney, oops I want to do it again. She was unmatched when it came to sex. Few women could compare to how good she was at fucking. I couldn't wait to feel her body pressed against mine, to taste her sweet lips and feel her nails digging into my skin as she rode me hard. I wanted to explore every inch of her, make her moan and scream with pleasure.

"Let's go to your bedroom and get started," I suggested, standing up and taking her hand. She smiled up at me and shook her head.

"Why do we have to go there to get started? You've already fucked me in the bed more than once. Why not do something different?" With that, she unzipped her dress at the bar and pushed it down to reveal a black bra. The dress pooled around her feet, revealing her matching red panties with a thin black lace trim. She stepped out of the dress, kicking it aside, and I took a moment to admire her perfect, round ass. She took off  the bra, tossing it at me and shaking her big MILF tits. The panties went next and she stepped out of them.

I couldn't believe how lucky I was. Britney Spears, right in front of me, naked and ready for me. My cock twitched in my pants, aching to be released. She fell to her knees, looking at me with lust in her eyes. "Are you gonna give me something to suck on?" she purred.

I groaned, unable to contain myself any longer. I could've easily let her pull my pants and underwear down to whip it out, but I did it myself. Britney sat on her knees, looking slightly impatient as she awaited to see my cock. When it came into sight, she flashed that big megawatt smile. That was the Britney smile I knew and loved. "Yes, baby. Suck it." I said, my voice barely more than a whisper. She grinned, her full lips parting as she wrapped her mouth around the head of my dick. I groaned, leaning against the bar as she took more of me into her mouth, her lips stretching to accommodate my girth. Her hands gripped my hips, guiding me deeper into her mouth as she was quick to suck.

Britney started sucking harder, moving her lips up and down faster. The pleasure she was giving me almost too much to bear. I knew how skilled her mouth was and just how easy she could push a man over the edge with her lips alone. The only way to prevent it was to take charge and be the boss. She looked up at me, her eyes dark and lustful, and I knew she was daring me to take control. She began to bob her head faster, gorging herself on my dick by pushing it deeper down her throat. I gripped her hair tightly with my right hand.

I pulled her off, letting her take a breath. Britney didn't even look at me. Her eyes were locked on my cock. Her stringy saliva dangled from the sides. She tried to pull away from my grip and suck it again, but I didn't let her. That was when she puckered her lips together and pouted. I saw a chance to tease her. I gripped my cock from the base with my other hand and guided it between her lips. Britney licked it. I pulled back, then did it again. She flicked her tongue across the head again. When I pulled back, she started to pouting. I teased her again by taking my dick and smacking it across her beautiful face. Britney closed her eyes and moaned, then stuck her tongue out as if she expected me to feed my dick right back into her mouth.

She pouted. "I want to feel that scandalous dick against my face", urging me to do it again. I did, and harder this time. The sound of my cock slapping against her face filled the room. Her moans grew louder, more desperate. I let go of her hair and finally quit teasing her. Britney shoved my cock back into her mouth. Her big brown eyes looked up at me as she began to hungrily suck my dick.

Her hands wrapped around my hips, guiding me deeper into her mouth. Britney was sucking my dick like a cock hungry slut, lips sliding up and down my length with ease. I just stood there and moaned, listening to the sounds of her slobbering all over my cock.

She took her mouth off me and looked up at me, her eyes pleading with me as if she were about to start begging. "I want you to fuck my face," she said, her voice low. "And then I want your cum dripping all down my face."

Her words sent a shiver down my spine. When Britney Spears asks you to fuck her face and cum all over it, you can't help but feel the adrenaline rush of excitement. I grabbed her by the hair again, guiding her back towards my throbbing shaft. "Don't worry. I'm gonna skullfuck you like you've never had before." I growled, preparing myself quickly.

She let out a moan of approval as I thrust my hips forward, pushing my cock deep into her mouth. Her lips stretched to accommodate me. Britney closed her eyes as I began thrusting, fucking her mouth as if it were a cunt. Britney slobbered, gagged and choked as I pumped my cock in and out of her mouth. The length of my cock jammed down the back of her throat. Tears ran from the corners of her eyes, smearing her black mascara as spit flung out from the corners of her mouth. I felt her tight throat muscles massage my cock with every thrust.

Britney took it all. Every thrust, no matter how hard it was, she sat there and managed as I roughly fucked her face. It was as if she had taken it from many men in the past. Experience was definitely on her side. I groaned as I kept on fucking her mouth, thinking about just how much of a load I was going to give her. I wanted to make every drop of my cum went on her gorgeous face. My orgasm was drawing closer, but I didn't want to stop. Her mouth was just that fucking good.

I pulled my cock out of her mouth and gripped her hair tightly from the back of her head. Britney opened her eyes, blinking to see my cock aimed point blank at her face. She closed her eyes again. "Cum all over my face!"

With a grunt, I released my cum, spraying it across her beautiful face. My hot seed splattered across her cheeks, her nose, her forehead and her eyelids. A few drops went into her blonde hair. I was groaning loudly as I unloaded, watching all of it go onto her face. She let out a satisfied moan as she felt my cum dripping down her face. She opened her eyes, licked her lips and smiled.

"That was incredible James," she whispered, her voice still breathy from our encounter. "I know you've been dying to blow a load on my face."

I grinned, feeling my cock twitch as it began to harden again. Britney's face was a complete mess with runny makeup, smeared mascara and my cum splattered all over her skin. I sat down in one of the bar stools. Britney reached up and grabbed my dick, twisting her fingers around it to harden the length. I knew we weren't finished. The MILF knew how to make me cum more than once when we fucked.

"Now," she said with a sultry voice, "I want you to get hard again so you can fuck me." Britney stroked my cock, pumping her hand up and down. I gripped her hair, pulling her up to her feet. The cum dripped from her face as I turned Britney around to face the bar and got up from the stool. I smacked her ass with my right hand, listening to her giggle in excitement. "You like my ass, James?"

Still giggling, she spoke again. "I like it when you spank me like that." I got behind her, and she spread her legs out for me guide my cock between her thighs and find her wet pussy. "Now fuck me, James. I need to feel your dick inside me."

As I thrust into her, I reached around and gripped one of her breasts, squeezing it tightly. Britney moaned and arched her back, pressing her ass back into me. I felt her tightness grip my cock as I fucked her harder, faster. The muscles in her stomach clenched as I pounded into her. "Fuck me, James! FUCK ME!!"

Her ass was perfectly round and firm, just begging to be spanked. I obliged, slapping her right cheek hard before giving the left an even harder smack. She cried out in pleasure, her body shuddering beneath me. I grabbed another handful of her hair and yanked her head back, exposing her neck. I licked her skin, tasting her sweat and the faint scent of her perfume. The cum oozed down her face as my cock was moving in and out of that tight MILF pussy.

I pounded her mercilessly, slamming my cock into that juicy cunt over and over. Her big tits were shaking all around. Britney took it all. She moaned and cried out my name as I fucked her, her body shaking with pleasure. "OHHHH GOD!! THAT'S IT, JAMES!! FUCK ME, JAMES!! YEAHHHHHH!!" Damn, it felt good hearing my name screamed like that. I reached around, grabbing both her tits and squeezing them hard.

"You like that? You like getting fucked with cum dripping down your face!?" I growled, thrusting deeper into her. "OHHHH, YESSSSS!! GIVE IT TO ME!! FUCK ME, JAMES!! HARDER!! I WANT IT HARDERRRRRR!!!!!" she begged. I pulled her hair, forcing her head to move up. I was determined to fuck this MILF until I made her cum.

I pounded her harder, my cock slamming into her wet, tight pussy over and over. Her tits bounced up and down, slapping against my chest with each thrust. Her moans filled the room, echoing off the walls. Kept my hand gripping her hair, shoving her cum-covered face against the bar surface. My other hand slapped her ass, spanking her between hard thrusts into that tight pussy.

"FUCKKKK!!!! I'M GONNA CUMMMMMM!!!", she screamed, her body tensing as her orgasm ripped through her. "OHHHHH, SHIT!! SHITTTTTTTTTT!!" I pulled out and watched her squirm as a torrent of her cum splattered down her thighs and to the floor below. As I stood there watching her orgasm, I slapped her ass just for good measure.

"That's how you do it. That's the way I like to be fucked." Britney spoke as she moved up from the bar. She found a few paper towels close by and wiped her face clean. No makeup at all, she still looked as beautiful as ever as she pressed her big tits up against my chest. I kissed her passionately, wrapping my arms around her. She pulled away, took my hand and led me into the bedroom. I sat down in a chair next to the bed and Britney found place on the floor on her knees. She grabbed my cock and began to stroke it.

"I'm ready for more." She looked up at me with those big brown eyes, her lips parted. "First, I'm gonna suck you real good, then give you a big surprise."

Britney took my cock in her mouth, her lips sliding smoothly across the slick length. She loudly slurped her own cum from it, cleaning me up nicely. She bobbed her head up and down, expertly sucking it. I sat there and watched her, eager to learn what would be her surprise she mentioned. She didn't suck me for long. Just enough to clean my dick and then withdraw it from her lips with a loud pop. I watched her grab her big tits and shove them around my dick. Now I knew what the surprise was.

It felt amazing having my tits between her tits. Britney glanced down at the head and spit on it. I wasted no time bucking my hips. "Oh yeah, that's it. Fuck my tits, James." She moaned at the feeling of my cock driving between her tits. "Ahhh, fuck, that's perfect." When I said that, Britney did her famous megawatt smile. She was so happy to be sitting here getting her big tits fucked. I kept fucking them, bucking my hips back and forth. She looked down at the head poking up and started to lick it with each thrust. I moaned at the feeling and tried to thrust hard enough to shove the head of my pole into her mouth. Britney didn't want to suck it. She raised her head, grinning at me.

"You like that? You like how my tits feel wrapped around your dick?" I was still thrusting as I replied. "Fuck yeah! It feels amazing!"

"Just wait until you slam that cock in my ass." She winked, as if she knew that was enough to distract me from ending this fun prematurely. I watched her let go of her tits. My cock was free for a second or two before she grabbed it and moved up from the floor. I got up from the chair and let Britney lead me to the bed. We climbed up, she positioned herself on all fours, sticking that big ass out for me. I got behind her, gripping my dick and ready to fuck her ass.

"Oh yeah, that's it. Fuck my ass, James. I want to feel your cock pounding me from behind." She moaned as I slowly pushed in, feeling my cockhead press against her tight asshole. I thrust forward, pushing in until I was fully sheathed inside of her. She was incredibly tight, even with all the practice she must have had at taking dicks before me. "Ohhhh, that's it. Do you like it? Does my ass feel good?"

"It feels amazing, Britney." I started to pound into her, each thrust making her ass clap against my thighs. I took a few thrusts to get used to the tightness, but only for a minute. It didn't take me long to find myself thrusting away, pushing my cock was deep as it could go.

"That's it, James! FUCK MY ASS!! YESSS, FUCK MY ASS UNTIL YOU FILL IT WITH YOUR HOT CUM!." Britney started pushing her ass back to meet my thrusts. I couldn't believe she was doing this, as we were now working together for this anal action. "Fuck! Britney! Your ass feels so good!" I felt my own orgasm building thanks to my cock throbbing inside her ass.

Britney moaned and gripped the sheets. "FUCK MY ASS! YESSSSSS!!!"

"BRITNEY, I'M GONNA FUCKING CUM!! AHHHHHHHHH!!"

My body tensed as I let out a long, drawn-out moan, and felt my cum erupt deep inside her ass. It seemed to go on forever, my cock pulsing again and again, shooting hot streams of cum into her ass. When I finally pulled out, my cum leaked from her asshole and flowed between her firm cheeks before dripping to the bed. I moved next to her and laid down next to her, exhausted and ready to fall asleep. Just another night in Vegas with the pop princess MILF of Vegas.

Here's your question for the night: Favorite Vectrex Game?
I liked that Star Trek game.

Instagram story 4/16/24