My Boss and I

A fantasy I have for my boss. I know it’s long but I feel better details and not rushing the sex part makes me wet. I hope it helps for the ladies 🙂

I was 17 when I got my first big girl job out of highschool, it was a family friend that owned a big investment corporation. Of course it was just an office job but I was excited to be a simple secretary. First job I had that wasn’t a part time because of school so benefits was a huge thing for me.

My boss, the CEO of the company was a very handsome and of course successful man. A 40 year old man named Gino, I just called him Sir or Mr. Carter to be professional. He’s 6’3, muscular, broad shoulders and dark features. Olive tan skin and caramel eyes with long dark eyelashes. He is truly beautiful, I can admit I had a bit of a crush on him but then again what hormonal girl wouldn’t?

I loved working for him, I’d get his coffee for him in the morning and he was always so polite, sometimes a bit stressed which running a company I figured was a given.

I loved to dress the part, pencil skirts with button up shirts or nice blouses with slacks. I’d take care of my appearance. Putting on mascara to enhance my dark green eyes, my long brown hair tied up into a neat pony tail or bun. I wouldn’t say I’m drop dead gorgeous but of course I know I’m attractive. I’m 5’4, pale skin with freckles on my cheeks and nose, plump pink lips. My breasts 32D, but a petite figure, my ass not quite as big as I’d like but still nice round plump shape. I’d never say I dress up and look good for a man’s attention but it’s nice knowing someone notices your beauty.

My day started off as it always does. Picking out good office attire and getting ready. Already in my matching white bra and panties I settled on a silky black pencil skirt a little above knees length, a light pink butting up shirt. The shirt buttoning up slightly showing my figure, breast contained but tight against the shirt. Lastly black heels, I’d usually wear heels to appear slightly taller. It doesn’t do much but for me it’s something.

Getting into the office and heading up to the top floor, shuffling in to place my stuff on my desk right around the corner from the elevator, past my desk is Mr. Carters office. The big mahogany doors usually always shut.

I go to fetch his coffee, easily enough to remember just black. No cream or sugar. I walk slowly with his coffee to the big doors. I hear him sternly speaking on the phone. My heart pounds, I’m always so nervous to see him. I fix my loosely tied up bun at the top of my head, my front stands of hair falling out framing my face. I take a deep breath and softly knock on the door.

“Come in” his deep coarse voice making my heart skip. I open the door quietly slipping in and closing it behind me.

“Ron, we’ll continue this another time, respectfully I can’t deal with that shit right now.” He sighed hanging up.

“Good morning Mr. Carter” I offer a small smile placing his coffee on the coaster on his desk.

“Good morning Mia, please if you could remind me, my mind is all over the place this morning- do I have any meetings?” His dark brows furrow as he runs his fingers through his silky black hair. Styled like a man straight out of GQ, his tight grey button up shirt, clinging to his muscular body, cuffed at the forearms showing off his veiny arms. I snap my eyes back to him.

“Yes sir you have a quick 10am meeting with Henry from IT about the cameras on floor 8, and a conference call at noon with Mr. Moore and Mrs. Cole.” I look up at him smiling.

He grabs his mug, his hand covering the porcelain easily. He take a sip and hums. “Thank you Mia, you’ve been extremely helpful.” He smiles gently back at me. His straight white teeth practically twinkling at me.

I blush and look down trying to hide it, noticing my skirt trying to creep up my thigh I tug it down. Mr. Carter watches me intently and noticed, I take a deep breath.

“Of course Sir, if you need me i will be right out there handling the invoices.” I spin and walk to the door quickly, blushing and cursing myself as I open his door and slip out shutting it behind me. My heart practically beating out of my chest I take a seat and start my paperwork.

The day carried on as normal, slightly avoiding my boss while also hoping he calls me in for something. I had to bring him his lunch after his conference call, that ended quite late. I tried to avoid any awkwardness on my end, I somehow feel like an idiot anytime I have to speak to him.

It was about 7 o’clock. Usually about the time I pack up and finish sending my last emails before heading home. Mr Carter still hasn’t left yet which is slightly abnormal unless something important is going on.

I gather my things putting them on my desk and shutting down my computer. I force myself to walk up to his door and knocking softly. No answer. I knock a bit louder and still, nothing.

I wrap my hand around the knob and quietly push it open peaking my head in. His desk placed in the middle of the room, behind it all windows looking over the New York skyline, it’s sunset. The deep orange and pinks are breath taking. I see Mr. Carter, head down on his desk. He must’ve fallen asleep. I slip in and close the door.

I walk closer to him holding my breath, hoping he doesn’t get upset at me for disturbing him. I walk around the side of his desk, his thick arms holding his head, I go to tap him but my fingers barely brush his shoulder, his deep breathing tells me he’s been asleep for a while. His chiseled jaw sharp, facial hair clean, short and well maintained. He’s beautiful.

I gain the courage.

“Mr. Carter?” I speak softly and place my hand on his large shoulder, gently rubbing.

He groans deeply, my panties instantly getting wet. I try again, “Mr. Carter?” I say a little louder rubbing His shoulder.

He jolts and sits up rubbing his face, I step back as he takes a look at me. He looks at the time and sighs.

“Im sorry, I was about to head home.. I wanted to make sure you didn’t need me for anything?” I breath out a laugh.

He smiles at me sitting up fully and leaning in his chair, I watch him his eyes traveling up my body, looking at my skirt trying once again to hike up my thighs. I tug them down and his lips twitch into a small smirk.

“No it’s okay Mia no need to apologize” he lips his plump lips. His eyes finding my breasts and he chuckles.

“What is it sir?” Thinking he’s laughing at my attire I get self conscious.

“Mia I’d hate to make you uncomfortable” his eyes flick up to mine and he chuckles “your shirt is a bit see through” he watched my face grow red and I cover myself.

I gasp, “I’m so sorry that’s so embarrassing” I uplift my face in my hand.

“It’s okay, I’m sure it’d be worse with a black bra of course” he grins. He turns his chair his legs spread as he leans aback tilting his head in amusement.

“It really looks like those button are really trying to hold on there” he shifts in his chair, my eyes find his growing bulge and my panties are now soaked. His cock begging to break free.

“I’m so sorry I-“ I didn’t get to finish before his hand reached out, his fingers softy brushing against my skin just above my knee. I watched him not even knowing how to react, is this really happening?

His eyes looking up at me through his lashes as he waits for a sign to stop. His fingers slowly moving my skirt up and my breath hitches.

“Mia, I’m a very stressed man, sometimes-“ I look down at him, his eyes putting me in a trance and I find myself biting my lip “sometimes I need a good release” he grabbed my thighs his large hands wrapping around the back of them and pulls me to him. “You’re a big tease Mia, did you know that?”

I shake my head and he hums standing up, his hard cock pressing against my belly, I tilt my head up to meet his eyes again. His tall large frame making me feel small and easy to take.

His chest rumbles as he runs his hands up, his grip tightening as he grabs my hips. I let out a breath I didn’t know I was holding.

“Mmm take off those heels” I slip them off standing an inch shorter than I already was. “Fuck you’re so tiny baby” he crouches down looping his fingers in my skirt and pulling it down. “Already so wet for me aren’t you? You’ve been dreaming about me?” His eyebrows furrowing.

“S-sir I-this is unprofessional..” my heart beating fast.

“Mhm, Mia Ive been thinking about this since you stepped in for your interview.” He leaned down placing a single kiss on my clit over my panties and I audibly gasped.

“See how you react to me?” He started unbuttoning my shirt revealing my toned belly, then my white bra suffocating my big breasts. He kissed my stomach, just above my silver belly piercing. My shirt fell to the floor, mr . Carter started working on my bra and with a soft motion my white bra fell to the floor revealing my big boobs and hard pink nipples.

“Hiding these away huh?” His large hands wrapped around them and he kept eye contact as he ducked my nipple into his mouth, his tongue swirling and I moaned. Running my hands over his hands then arms and shoulder then into his silky hair.

His eyes closed tight as he sucked on my boobs like I was his mother and he was a baby.
I grabbed his hair and pulled lightly, moaning softly.

He pulled away “so sensitive little girl, aren’t you?”
“Yes sir” I replied softly.

He stood tall, my face barely reaching his chest with my height. He picked me up effortlessly placing me on his desk and stood between my legs my pussy aching for him.
He slipped off my panties revealing my shaved tight pussy. He groaned “fuck I’m going to destroy you” in an instant his tongue hungrily licking up my juices, I moaned loud knowing no one was even on our floor or even I the building at this hour.

“Mr. Carter-“ he sucking my clit into his mouth and I felt my pussy leak onto his desk. My back arched as he devoured my wet pussy. I leaned back into his desk my legs wrapping around his neck. I felt his finger slipping up and down my slit before he slipped it inside effortlessly with my juices.

“Oh fuck sir-“ I was cut off by his aggressive fingering, my moans turned into an open mouth groan, eyes rolling in back of my head as he sucked on my tender clit. My legs started to shake. I’ve never orgasmed this fast, it felt natural.

“I’m going to cum” I whispered and in and instant he stopped. I grabbed at him and whined. He laughed. His deep voice shushing me “I want you to cum on my dick little one”

“Please” I moaned, I needed him, wanted him. I watch his eyes darken and he smiled.

“I can’t tell you how much I’ve wanted to hear that coming out of your pretty little mouth” In a swift lotion he unbuttoned his shirt revealing his chiseled body, he looked like a Greek god. His tan skin, the maintained chest hair and my personal favorite, that happy trial. I bit my lip as he took his belt off swiftly with one hand. I sat up on the desk grabbing his button before he could.

“Mm eager are we?” His rough yet silky voice almost made me moan right there. My brain just thinking about how perfect his cock must be, he’s the whole package. I tugged off his pants my eyes tracing the outline of his dick hard and trapped down to his thigh. So thick. I licked my lips pulling down his boxers. His 9inch thick being cock springing up and bouncing as it hung. So much weight he must be carrying with this thing.

I didn’t even realize I’ve been staring at it in awe before I heard him chuckle. His large fingers running through my hair. I grabbed onto it, my hand could barely wrap around his girthy dick. I stroked him before looking up at him and wrapping my lips around the top. Hey sucks din a breath as I managed to take all of him into my mouth, bobbing my head trying to fit it all. I felt the tip slip into my throat, normally this would have me gagging but I was too determined to please him.

“Oh fuck Mia” he growled, as he put his hands around the back of my head and lightly guided his cock down my throat. Spit dripping from my lips as I looked up at him through my eyelashes. He pulled my face in, my nose touching his body and bottom lip brushing against his balls. I didn’t gag as he twitched his cock deep in my throat. He pulled out of my mouth.

“Im going to fuck you senseless Mia, I need you to let me know if you need me to stop.” He pushed me back on the desk. My legs spread, feet at the edge of the desk. “I tend to get a little rough” he gripped my hips to drag me to the edge. He held the back of my thighs pushing them down till my feet were basically behind my head. He kept eye contact as he rubbed the tip of his thick cock against my wet slit. Slowly entering me, just as I thought it would be nice and gentle at first he slammed his whole dick inside me.

I let out a scream as he stretched me. He didn’t move for a few seconds. “I’ll be nice and let your little pussy adjust huh?” He laughed, his dick twitching inside me as he did.

Then he began moving back and forth so slowly, deep stroke in then almost all the way out watching my face, when I moaned he smiled. He looked down watching his monster cock disappear in my pussy. He let out a groan that made me almost cum.

“Mmmm, you’re so fucking tight” he gritted his teeth before he started pounding me. His cock entering me deep and hard. His balls slapping against my ass. I was a moaning mess, I couldn’t help but hold onto his massive arms and squeeze.

“Oh my god, fuck me Mr. Carter” I whined feeling my stomach tighten. My pussy tightening around his cock as he rammed himself in and out of me. His muscles glistening with small sweat beads forming.

I felt myself on the brink of an orgasm when he pulled out. I whined in sexual frustration. He smirked and picked me up effortlessly, my legs wrapping around his waist and my arms around his neck. He kissed me, so passionately, our tongues intertwined, sucking his bottom lip knot my mouth and gently biting it before letting it slap back at him. He groaned, his hands tightened on my ass, he dropped me down quickly just a little, his cock somehow finding and slipping in my pussy easily as he held me. He fucked me hard bousing me on his cocci while thrusting up. I’ve never been held and fucked like this before.

My clit rubbing against his happy trail as he used me like a pocket pussy. I kissed and sucked on his neck as he grunted in my ear. I was so close, my heart pounding and my pussy throbbing.

“Please let me cum” I begged and bit his ear lobe. He growled and pumped into me hard and deep. I moaned and squeezed onto him.

“Cum on my cock Babygirl” he hummed. I felt my eyes rolling in back of my head as my body flushed with heat. My legs tingling, clit stimulated and his big cock hitting my cervix.

I moaned loudly almost a scream as I dug my nails into his shoulders. I released, I felt juices coating his hard veiny cock.

“That’s it, mhm fuck-“ he groaned keeping his pace. I felt my grip on him loosening as I became weak, too sensitive and a long continuous orgasm. My whole body shook.

I never had it happen before but I involuntarily started crying out of pure pleasure. He moaned in my ear biting down on my neck. He lifted me straight off his dick spinning me around and bending me over the desk. He ran his finger through my hair and gripped it hard yanking my neck back practically looking at him before he slammed himself into me again.

I groaned, pushing myself back on his cock. He slapped my ass before putting his thumb in my mouth. Tears streaming down my face and he smiled grunting loud as I sucked his thumb.

“Good girl”

He took his thumb out of my mouth making a popping sound and rubbed it on my ass, I tensed up but he shoved his big thumb in my tight virgin ass. I yelped, I heard his grunts get more animalistic as he pounding my sensitive now red pussy. He let go of my hair pulling me by my neck back into him. My hands wrapped around his wrist as he squeezed shoving me back into his cock and thumb.

His dick twitch inside me, “fuck im going to cum baby” he growled “so sexy taking all of my dick”

He moaned and gave his last deep hard pumps. Before I could protest I felt his hot load filling my pussy. I groaned as he slowly thrusted into me, making sure his cock held in his semen.

It’s a sexy feeling, a man feeling his natural instincts to get his cum as deep inside a womb. I can relate it to when a dog knots in a female dogs pussy, making sure he impregnates her.

“I’m going to fill you everyday, this pussy is mine” he pulled out of me. His heavy cock hanging down as he watched his hot cum pour out of me and down my legs. He scooped it with his finger, spinning me around and holding my neck.

He brought the cum to my lips and I kept eye contact as I sucked his fingers. Before I could swallow he kissed me, our tongues fighting for dominance with his cum mixed in.

I moaned against his lips.

He broke out of the kiss.
“Don’t wear any panties tomorrow, you won’t need them.” He chuckled as we got dressed.

I blushed “yes sir”

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