Diana
-x-X-x-
"Click!"
"Click!"
"Click!"
"Jack! I can see you're slouching! You better be doing your work or else you are getting overtime!"
A long, deep sigh escaped my lips and I tried to sound as normal as I could, "Yes, Ms. Smith. I'm focusing on my work."
"You better! I'll be looking over your shoulder all day!"
I heard Ms. Smith behind me. As she walked by my cubicle, I secretly peeked at her ass, and it was something to behold. Her skirt was tight around her cheeks and hugged every curve of her plump rear.
The way it jiggled and bounced with each step only made my mouth water more.
Her ass was hypnotic and I couldn't take my eyes off it. It wasn't long before I got that feeling in my crotch, and I quickly adjusted my hardening cock so that it wouldn't be as obvious.
As she walked by the other cubicles in the office, I looked around and could see my male co-workers doing the same thing. They didn't even bother to hide their staring.
When she entered her private office, everybody looked at each other and knowingly smiled. Then, they returned to their work.
Anyway, I forgot to introduce myself. My name is Jack. Yes. Only, Jack. And I work in an office for a very boring company.
To tell you the truth, I'm 24, and I've worked here for about three years. My job is just to click here and there, and nothing else. It's so boring, but it pays the bills.
The people that work here are all really boring, too. There's a lot of older men and women here. Not too many people around my age. And the only thing that ever seems to be on their mind is the clock, and the second that 5:00 pm comes around, the place turns into a ghost town.
I've had a lot of girlfriends over the years. I think I'm good-looking, and I've always been pretty popular with the ladies. The girls at work usually try to get in my pants, and there have been times when I've been tempted to fool around.
But, I didn't.
Anyway, I don't have a girl right now.
And it's funny, but since Ms. Smith started working here, no one's been able to keep their minds off her.
Ms. Smith is 35 years old and has been my manager since the time I entered this company. She's the hottest woman I've ever seen, and everyone agrees. She has long, blonde hair, and an incredibly gorgeous face. She's not tall, maybe 5'7, and has the most amazing, curvy body. She has a slim waist, and wide hips that really get the blood pumping.
She usually wears very revealing blouses, and I can always see her big, round tits bouncing around the office.
She always dresses really conservatively, except her clothes are always one size too small. You can always see the curves of her ass in her skirt, and her big breasts stretching out her tight blouses. I think she dresses that way because she wants to show off her body which she can't since she's married and she doesn't want to be called an attention whore.
Yeah, she's married. It's sad, I know. But, I can't deny that she is hot!
However, I hate her. I fucking loathe her because she's pretty much a bitch. She scolds everybody and never seem to have a nice word to say. It didn't matter if the work was done correctly or not, she's always in a bad mood.
And, especially at me that she seems to give her wrath.
She calls me in the office for the simplest of things, and it seems like I am the only one that was always getting chewed out. I think that was probably why, after a while, I didn't really care about my job. It wasn't because the work was easy, it was because Ms. Smith's on my case 24/7. I would always get overtime and stay late till the midnight. It was a usual thing to happened to me.
She's a bitch. A married bitch who makes our jobs hell. Everyone hates her, but nobody can stand up to her. She's just too intimidating. I think she has some kind of psychological power over us or something. We just can't stop doing whatever she tells us to do. Even the guys with balls are reduced to being a bunch of spineless losers in her presence. And the more we let her walk all over us, the worse she gets. She thinks she's God or something. If only she was single...
But, she's not. She's married to a really jealous husband.
But, what is he doing about it? Nothing. He works at another office. The other company we are partnered with. But, he never comes around.
Anyway, there had been rumors going around that both of them had some tensions at home. That their marriage was on the rocks. And, I knew that she was taking out her personal frustration out on us.
It got so bad that I was even tempted to quit, and just leave without saying a word. But, something happened. Something changed, and the tables turned.
-x-X-x-
It was a Friday night. Somewhere around 12. I was working overtime like always.
"Tiss!"
I opened up another RedBull and guzzled it down. This was my fourth one. I was already pretty pumped up, and I wanted to finish my work and get the hell out of here.
"Fuck this bitch!"
I muttered to myself. I was angry. Very angry. I had a date with a smoking hot girl but I had to cancel it because I was ordered to correct my 'mistakes.
I know what the poor girl was thinking. That I stood her up which I fucking didn't. If it weren't for Ms. Big Titty Bitch, I would be tonguing a 10/10 girl right now. I'm never going to get another chance with the girl. She's blocked me, definitely.
I threw the empty can across the room and it landed perfectly in the trash can.
"Score!"
I pumped my fist in the air and smiled. I was sitting at my desk, and the office was empty. Everyone had left a couple of hours ago, and it was just me alone. There was no one. Not even the janitor. Hell, the guy always left me the keys to the door at night with a sympathetic expression and a pat on my shoulder. At least somebody knew how hard I worked.
Anyway, I was trying to finish some last-minute paperwork.
It was then I heard a noise. It was the sound of heels clicking across the marble floor. Someone was walking down the hallway. It was someone wearing high heels.
I froze. Who the fuck was here? It was 12 o'clock. Who the hell was working this late?
When I peeked above my cubicle, I saw her. It was Ms. Smith. She had an angry expression on her face.
It looked like she had been crying. Her face was red and she was wiping tears from her eyes. She had a long trench coat on that hid her body. She had her bag in one hand and a wine bottle in the other. She was walking fast.
She walked towards her office, and then, when she was about to enter, she stopped. She stood still. And, then, she suddenly spun around.
I quickly ducked behind my cubicle. I didn't want her to see me. Because she was angry and she might take out her anger on me and dump more work on me. I wanted to quickly finish and get the fuck out of here.
But, luckily, I heard the door to her office bang shut. I peeked out, and saw the office lights turn on.
"What the hell was that?" I asked myself.
I was so confused.
She wasn't supposed to be here. And, if she was, why did she look so pissed? Why was she crying? Was her marriage that bad?
But, the question was, why was I wasting time thinking about this? It was her personal life and I couldn't give two fucks about her problems.
I sat back down, and tried to finish the work as soon as possible.
I worked for the next 30 minutes and during that time, I heard screaming, arguing, and shouting coming from her office.
It seemed like she was talking to someone. It seemed like she was talking to her husband. I knew this because she kept screaming, "Fuck you! Fuck you! You are a motherfucker!"
There was no mistaking that. And, I didn't want to stick around and hear what was going on. I just wanted to finish the work and get the fuck out of there. The sooner I could leave, the better.
But, suddenly, the shouting, and screaming stopped.
I thought that she was done with the phone call and that her anger would've calmed down, and I would be safe.
But, 15 minutes passed, and I was wrong.
"Jack! Get here! Now!"
I was stunned. Why the fuck did she want to see me? More importantly, how did she know I was here?
"Fuck!"
I cursed under my breath and quickly got up. I couldn't pretend any longer. I fixed my tie and took a deep breath.
"It's going to be alright. It's going to be alright," I told myself.
I had no choice but to obey her orders. I walked down the hallway, and stopped at her door.
"What is it, Ms. Smith? What's wrong?"
"Come in and close the door!"
"Yes, Ms. Smith."
I opened the door and walked in. I kept my eyes on the ground when I did and closed the door. I turned around and what happened next shocked me.
Ms. Smith grabbed me by my collars and pressed her lips against mine.
I didn't know what the fuck was happening. But, my eyes widened. She was kissing me. And, she was a good kisser.
She licked my lower lip, and sucked on it, and bit it. Then, she licked my upper lip, and slipped her tongue inside my mouth. I tasted the saltiness of her tears, and the wine in her breath.
My head was swimming.
Was this really happening? Was the hottest woman alive, the one that I hated and lusted after at the same time, really kissing me?
But, did I fucking care?
No!
I placed my hands on her big, curvy ass and pulled her closer. She did the same by placing her hands on the back of my head. I sucked her tongue and she sucked mine. Our tongues danced and swirled around each other. We moaned and gasped into each other's mouths. Both of us constantly pulled each other closer, wanting more and more.
After what felt like forever, we finally separated, and her mouth was covered in my saliva. It was dripping down her chin. She was gasping, and so was 1.
"Wha-What was that for?", I asked.
She didn't reply and wiped my saliva off her chin with sultry look in her eyes. She grabbed my collars again and asked, "Do you like me, Jack?"
"Huh? What kind of question is that?"
"Tell me! Do you like me, or not?"
"I like you. I think you're sexy. But, I hate you, too. Because you're such a bitch. You make our jobs hell
and-"
I didn't get to finish the sentence because she grabbed my crotch. My cock was rock hard and poking through my pants.
"Mmmm, is this for me, Jack? Do you think I'm a bitch?"
"Y-Yeah, you're a bitch. But, you're sexy, too."
"Am I, Jack?"
She was looking me dead in the eye. Her hands were slowly stroking my bulge.
"Tell me, Jack, why are you so hard? Why are you so fucking hard for a bitch like me?"
"I-1-1 don't know, Ms. Smith."
"It's because you've wanted to fuck me, right?"
"Y-Yeah, but..."
"But, what, Jack?"
"You're married. You're not supposed to be doing this."
"Why? Are you a virgin, Jack?"
"No."
"Then, are you worried about being a homewrecker, Jack? Is that it?"
"Yeah."
"You don't need to, anymore. I caught my husband cheating on me with his secretary. The thing that you heard earlier was me finalizing our divorce. So, there's no one else for me to cheat on. So, I'll ask you again. Do you want to fuck me?"
"Yes. Yes, I do. I've always wanted to."
"Good. But, I want you to fuck me not make love to me. Do you understand? I want you to be rough, dominant.."
She gripped my cock harder and looked at me straight in the eye and continued, "I want you to fuck me like a man. You can be as rough as you want. You can hurt me. I'm a bad girl. A bad wife. A wife who's husband cheats on her. A wife who gets emotionally manipulated by her husband. A wife who is led to believe her suspicions are wrong. A wife who's heart was broken when the truth was revealed."
I didn't say anything. I couldn't. I was in a state of shock. I never expected her to tell me all of that. I never knew that her marriage was so fucked up.
"I'm sorry."
I tried to comfort her. But, she didn't want my sympathy.
"No, you're not. And, don't pretend you are. Just fuck me, Jack. Fuck me till you fill me with your cum.
Fuck me till I can't walk anymore. Do you understand?"
I smirked.
"You don't have to ask me twice, Ms. Smith."
"Diana. Call me Diana. I'm not your boss, now."
"Well, okay, then. Diana, I'm going to fuck you so hard."
"Mmhmm! But, first, lock the door,", she said.
I walked over and locked the door.
"Good."
She walked over and grabbed my shirt and tore it open. Buttons went flying everywhere. She looked at my body and...
"Wow!", she said.
She traced the lines of my abs and my chest with her finger and purred, "Mmmm, not bad. Not bad at all. I knew you had a great body under that tight shirt. You're much bigger than I expected."
I had a wide smile on my face, and my cock was twitching in my pants.
She kissed my chest and ran her fingers over my pecs and my abs.
She slowly reached down. She kneeled on the floor and looked up at me. She was teasing me. She had a seductive smile on her face and she bit her lower lip.
"Oh, wow!"
Her hands finally reached my crotch and she rubbed the huge tent in my pants. She slowly unbuckled my belt and pulled down my pants, revealing my black boxers.
She licked her lips.
"Someone's very excited."
"How can I not be? You're fucking gorgeous."
"Awww, thank you, Jack."
She slowly pulled down my boxers and my 8-inch cock sprung free and hit her face. It was leaking pre-cum, and I had never been so hard before.
I know my cock wasn't big and exaggerated like those black guys in porn movies, but the one thing that was exaggerated was the thickness.
"Oh my god! Jack! How thick is this?"
She grabbed the base of my cock and her hands couldn't even fit around it. She was rubbing the thick veins on my cock, and running her fingers up and down the length of it.
"I can't even wrap my hands around it. Oh, wow! I can't believe it! You're so thick!"
My ego shot through the roof when I heard her. I couldn't help but smile widely at that comment. This was the same reaction from every girl I had slept with.
"Thank you, Diana."
"How thick is this monster?", she asked while trying to wrap her hands around it.
I proudly replied, "7 inches thick."
"Wow! That's the thickest cock I've ever seen."
I grinned. This was the thing I was most proud of. My cock could literally make girls lose their virginity two times. First, in the length department and second, in the thickness.
"Let's see if you can handle it."
"Are you challenging me?"
"Yes."
"I gladly accept."
She began to stroke my shaft while running her thumb over the head of my cock. She spread around my precum and lubed up my shaft. She opened her mouth and kissed the tip.
"Mmmmm!"
She twirled her tongue around my crown and moaned. I shuddered when I felt her wet tongue licking my cock. She stuck out her tongue and I shivered again as she dragged her tongue along the thick veins on my member. I moaned when I felt her hot spit drizzle down my shaft and balls.
She looked up at me while dragging her tongue from the base of my cock to the top. She lightly tapped the tip and my balls twitched.
"Do you like that, Jack? Huh? Tell me, Jack. Do you like when your slutty boss is worshipping your big fat cock? Am I a bitch?"
"Aaahh yes, you're a big bitch."
"Mmmmm... So delicious.", she said.
She closed her lips around the tip of my shaft and started giving me a blowjob, She bobbed up and down. I threw my head back and groaned as she gagged. She released my cock. A large string of her drool leaked down the side of my dick, which was now slobbered and covered with her spit.
"Mmmmm, fuck! Your cock is incredible, Jack."
"It's all yours, baby!"
"That's right."
Diana kept slobbering and choking on my cock. I looked down and saw her choke, drool and gag. There were so much spit and it was fucking hot.
I grabbed the back of her head and started skull fucking her.
"Aaahh, shit!"
I moaned in pleasure while fucking her throat. It was the greatest blowjob I've ever had. I threw my head back and kept moving her head up and down on my dick.
"Mmph! Girrg! Girrg!"
"Holy fuck! You're mouth is magical, Diana. Uh, shit!"
The way she moved her lips on my swollen crown. It was amazing. She choked and gagged again and I almost blew my load in her throat. But, I held it.
She released my cock from her mouth, and licked my mushroom shaped tip, which was purple with excitement. She teased me, flicking her tongue across it, and it was enough to send shivers through my body. She gently stroked my member with both hands. I moaned and grunted. It was incredible.
"Fuck! Are you trying to make me come?"
"Is it working? Should I stop?", she teased.
I smirked, "Like I'm going to let that happen."
She purred, "And, how are you going to stop that?"
"Oh, I don't know," I said, and roughly grabbed her hair. "There's something about you that is pissing me off and the best way to let it out is to just punish that mouth of yours. You're going to learn to worship my cock and please me, bitch."
She purred when I pulled her hair and pushed her face against my throbbing dick. She kissed it, "Mmmmmm."
She opened her mouth, and my cock disappeared in it.
I set her hair and grabbed a fistful of it and pushed the back of her head closer. She choked and gagged since she couldn't take more than half of my cock in her mouth. I roughly began face fucking her and slapped my balls against her chin.
She tightly pressed her lips around the sides and sucked hard, trying to draw every ounce of my seed. Her soft cheeks and lips felt good on the flesh. I began pumping in and out. She had both her hands wrapped around the base, and the remaining three inches which could not fit into her mouth was stimulated with her hands.
But, I wasn't satisfied. She wanted rough sex. And, that's what she was gonna get. I grabbed her hands and pulled them away. Then, I grabbed her throat and tightened my hold and then I began to open up her throat. At first, she tried to act cool and simply gagged and choked as I tried to insert more of cock in her throat but as my I slid one inch deeper, her eyes widened and she tapped my legs.
"Mmpphh!"
It was clear that she wasn't able to take a full thrust yet and she had a pained expression on her face.
"Shut the fuck up and breathe through your nose!"
I yanked her hair and opened her throat further. Tears were flowing from her eyes due to the lack of oxygen and roughness but I wasn't done yet. I ignored her increasingly desperate taps on my legs and forced my cock deeper. She began punching my legs. Her nails were digging into the skin of my legs, desperately, drawing blood. I couldn't care less though. Because...
"Gluggh!"
"FUCCCK!"
At last, I was balls deep in her throat. I looked down and I could see her nose touching my abs. Her mouth was spread wide to its fullest to take all of my cock inside her warm mouth. Her eyes had widened in disbelief, and I swear it felt like her eye sockets were about to pop out. She kicked me even more. But, I ignored her. She wanted it. She was going to get it.
I waited a couple of seconds, my heavy balls resting on her chin, for her to adjust and to catch her breath. The tip of my penis had finally reached the deepest corner of her mouth. I could see her pussy juices dripping through her trench coat and making a mess on the floor.
Her face became redder and she tapped harder but I still remained in there.
I tightly gripped the back of her hair and smiled down at her, "Did you think this was easy?"
She struggled. I smiled and looked up and down her slutty figure, her smooth, slender neck bulged obscenely, forming a thick vein all around. I traced the visible vein with my finger and grabbed the base of my cock before wedging my cock down deeper, watching the visible vein became even thicker.
She flailed her hands around, frantically trying to remove the obstacle from her throat, however, my muscular legs easily anchored her frail hands away. I watched the vein on her bulging throat as it continued to swell thicker. I could clearly feel the smooth, soft lining inside her esophagus.
When I felt her throat adjust to my girth, I withdrew and her throat relaxed, and she coughed a lot. A steady string of saliva flowed freely from her mouth and formed a puddle beneath my shoes. She inhaled deeply and coughed, filling her lungs with air. Tears fell freely from her eyes and mucus from her nose.
I didn't wait for her to finish, before grabbing her blonde hair and sliding back the entire length in with one long thrust. My balls slapped against her face, and my veined cock speared into her throat, stopping the intake of more precious oxygen. She grabbed my thighs again and tapped them but I didn't care.
I pulled back again and slammed forward even harder.
"Glurg! Sirph! Gillggg!"
I rammed the back of her mouth, spearing it completely in. I kept using her throat like that, fucking it with a savage ferocity that would have scared me in the past.
"Rluggp! Sigil! Girphh!!"
She kept gagging and coughing and drooling and crying but I kept using her throat. Her eyes widened with disbelief. She couldn't believe the length I was going to, nor could she comprehend the pleasure that she was getting.
I pulled her head closer and groaned like crazy.
"Gluggh!! Glurrrp!! Bluuurrpp!!"
"Fucking hell, your throat is incredible, Diana!"
She was struggling and flailing her hands but it only made the tightness of her throat even better. But, then, as she adjusted, her hands moved down to her pussy, and she began to finger herself.
"Ggguunnhh!!"
A smile grew on my face as I could feel my release approaching.
I put more force in my thrusts and as my pleasure increased, so did my speed. She was getting pushed by the force of my thrusts but she managed to hang onto my thighs, even as her tearful eyes met mine in a show of both pain and pleasure. Her eyes rolled up and back into her skull.
I could feel myself ready to burst at any second. I fucked her mouth harder and faster. It was insane.
I shouted, "I'm gonna come, Diana!"
I pumped in and out of her mouth faster.
"GIII||Ilerrrp! GIIIIIluurrkk! Grlurp!"
I threw my head back as her cries and loud gargling echoed throughout the office. A tight knot was building at the bottom of my cock, and I knew that this one was gonna be explosive.
My nuts tensed up and a current ran through my body. I shuddered violently.
"Uhhhh. Fuck. Fuckkk!!"
I grabbed her head and pushed all of my cock insider her throat as I unloaded.
"Fuck, I'm coming!"
"Gillrrk!"
I shot a thick jet of hot cum inside her throat, and then another. I didn't stop.
"Fuckkkk!!"
I kept releasing thick streams of cum and I could see her cheeks expanding. Her eyes had rolled up into her head and I could see her throat contracting as she was trying to swallow everything I was giving her.
I kept firing thick wads of hot cum in her throat and after the fifth stream, the cum oozed from her mouth. Her throat was filled.
After what felt like an eternity, I finally finished shooting my load and her throat was full. The excess cum flowed freely from her mouth and made a mess on the floor.
I pulled out of her mouth and my cum spilled from her lips and dripped down her chin. Her mouth was full.
"Swallow! Swallow it, bitch!"
She did. She swallowed my load and licked her lips. I was breathing heavily and so was she.
I leaned back on the door behind me and she leaned over, and kissed the top of my shaft, "Mmmm. I can't believe you just did that. That was incredible, Jack."
"Oh, I'm not done with you, yet."
"Oh, really?"
"Yes, really. Come here!"
I grabbed the wine bottle on the desk beside me, opened it and took a huge swig. I grabbed her hair and ordered, "Open that mouth, bitch!"
She did and I poured the wine inside it and she hungrily drank it. I wanted to kiss her again but I'm sure as hell not doing that with my cum in her mouth. I watched as the wine washed away the remnants of my cum in her mouth and on her face. I even, spilled it all over the front of her coat. It was soaked.
"Take off that coat!"
"Okay."
She got up and slid her shoulders, letting the coat fall all the way down and revealing her incredible hour glass frame, fully naked, apart from her 6-inch heels, her big breasts that had a firm, jiggly form and a perfect perkiness despite their immense size and her beautiful pink nipples.
"Damn..."
She giggled when she noticed my jaw was practically on the floor.
"What? Does it meet your expectation? Did you enjoy fucking your slutty, drunk bitch of a boss's mouth?
Do you want to do it again?"
"Yes."
"Then, have it!", she yelled with a sudden authority and dominance. I realized that she was back to being the person she was before: My bitch of a boss.
She sat down on the table, right beside where the wine bottle was sitting. She parted her long slender legs and displayed her pink pussy, showing how drenched it was. She bit her lips and moaned as she shoved two fingers inside her.
"Ughhh! Oohh! Mmm!"
I walked toward her and cupped her face while smiling at her. She bit the inside of her lower lip while maintaining eye contact with me. I leaned in and started kissing her, tasting the remains of the wine still present in her mouth.
I broke the kiss and glanced at her lust-filled blue eyes which made me smile. Her cheeks were reddened, and she started licking her lips hungrily. My eyes roamed down at her beautiful neckline and I couldn't help but kiss it, gently. She moaned and I trailed a line of kisses, planting soft kisses from her neck to her cleavage before moving to her big breasts.
My fingers fiddled with her pink nipples and massaged her big boobs while placing small kisses on the mound of soft skin. I used my hands to push her breasts together and buried my face between her cleavage while lightly dragging my fingernail around her nipples, causing it to stiffen in excitement.
I cupped each of her breasts and sucked on her tits, flicking my tongue over her pink nipples and squeezed them together, lightly digging my teeth on her skin, slightly hurting her, but she seemed to enjoy the rough sex.
"Mmmh! Yesss!"
I circled the soft texture of the boobs with my tongue, alternating my sucking between her breasts.
"Ooooh! Uuh! Yess! This feels good."
She had one arm around my head, keeping me glued to her body. I made my way up to her lips again and planted a strong, sensual kiss on her while kneading her big breasts together. I broke the kiss and tightly squeezed both of her breasts, leaving handprints on them, which disappeared slowly.
Then, I kissed her navel and slowly kissed all the way down. I was teasing her in the same way she was teasing me.
Her arms rested on my shoulders as I crouched to kiss her legs. I stood back up and planted my lips on her stomach and kissed my way down till my mouth reached her inner thighs. My breathing increased as did hers. I kissed both of her thighs and dragged my tongue over the sensitive skin, nipping and leaving small love bites and nibbling. She whimpered and I teased her by lightly licking around her pussy, deliberately avoiding it.
"Oooh! Mmmh!"
I chuckled under my breath and with the flick of a finger, I spread her folds, showing off the inner pink color that I hadn't seen till now and blew on her clit.
"Ooooohh!"
She quivered and moaned when my warm breath contacted her sensitive pussy which was dripping. I paused my teasing when her breathing reached a high-pitched level and it come back to normal. Then, I glanced at her dripping wet pussy and decided to end the teasing.
"Are you ready, Diana?"
"Yes, I am!"
With my thumbs, I pulled back her outer lips, fully showing off the insides of her warm pussy, the smooth, wet, flesh that covered her inner pussy and her juicy cunt. Without any warning, I dug into her snatch.
"Ooohh! Oohh!!! Yess! More! I've been waiting for it."
I grabbed her legs, opened her up further, and proceeded to lick her wet pussy with broad and heavy strokes of my tongue from the back up to her clit before sliding my tongue deep into the hot channel that was quivering due to her juices which were running all down to her anal hole. I ate her eagerly.
"Ooooh my Goddd!! Keep eating that fucking pussy out!"
My mouth tasted her salty-sweet fluids with a touch of tartness. I took a small sip of the liquid before spreading her with a finger. I stuck my tongue inside her hot pussy and twirled my tongue around the pulsing walls, licking, poking and penetrating with my tongue. I proceeded to attack her sensitive and swollen clit next.
"OOOOOH! FUUUCCCCK!"
My tongue flickered it around, causing a quick shot of spasm in her body, sending a hot flush of her pussy juice to drizzle into my open mouth. She placed her hands around my head. I reached under and cupped her ass before squeezing. I vigorously licked around her pussy and grabbed her breasts.
Diana was writhing and screaming in pleasure, enjoying this and moaning hard. I was ravenous, completely consumed in my lust for my slutty, sexy boss, with all thoughts of her status and domination over me thrown to the wayside.
But, I wanted to take it a step further. I nibbled on her swollen clit and abruptly inserted three fingers inside her.
"00000HHH!!! NNGGH!!!"
Diana arched her back, her massive tits hovering above me and I released a giggle before curling my fingers.
I pushed a bit and her grip on my hair tightened as she writhed. I lifted her pelvis so that she was lying on her side, but the position changed. I slowly pumped my fingers in and out while playing with her nipples with my other hand, squeezing them while stimulating her G-spot.
"Unngggh! Ahh! Aaah!"
I decided that this wasn't good enough. I put my mouth on her nipple and continued pumping, then started pumping at a rapid pace, eliciting screams from her.
"Fuck! FUCK! FUUUCK!"
"Do it!"
"Just like that! Right there! Yes! Yess! Yesssss!"
Her body started shuddering, she convulsed and her body went rigid and her hips were rising.
"UNNND! Don't stop! I'm so close! More! Please, more! Ngh! Ugh! Gugh! Keep it in there! Do it harder and deeper! I'm about to come! Don't stop! Don't ever fucking stop, Jack!"
She kept shrieking. She was incredibly aroused. But, she deserved a bit more. So, I placed my thumb against her hard nub and used the friction to stimulate her.
"Ah! Shit! Shit! Ahh! Ngg! Mmh!"
Diana's hips began rolling and thrashing. I pumped even faster, getting my three fingers, up to my knuckles and Diana started clenching the fabric underneath her. Her breathing became quicker and faster. Her pussy twitched and her G-spot was hit a couple more times.
"Oh shit! Oh my goddd! Jack!"
I grunted into her tits and applied more force and sped up my pumps.
"OH SHIT!"
I sensed that she was at her limits and I could feel that she was finally going to let go and come.
"UUuuunnndd!!! Don't fucking stop! I'm coming! I'M COMMING! I'M COMM-
I clenched my hand and pushed as hard as I could. Suddenly, her body arched upward, the back of her head digging into the table beneath her. I could actually hear her lungs contract as her pussy tightened on my fingers and she began to cum.
But, the best part was....
She wasn't just gushing...
"AHH! OOF!! AAAHH!"
"Splash!"
...she was squirting.
My whole palm was flooded with her juices which started overflowing and dripping down my wrist. It was a strong and powerful flow of juices that came splashing on my naked chest. And, that sight was the hottest thing I had seen.
She was breathing really fast and hard and she wasn't responding. My fingers were still curled inside her, and even though the contractions were getting mild, the continuous flow of her sweet juices was still flooding my palm and the floor.
I left her pussy and her asshole to relax and I bent over her, using my forearm to support my weight, and kissed her breasts as she caught her breath. When her pussy stopped contracting and squirting her juices out, I bent over and started sucking her stiff, pointy nipples while staring up into her beautiful blue eyes.
Then, I released them and said, "That was fucking hot! I didn't know you were a squirter!"
"N-Nei-Neither d-di-did I!", She let out a sly smirk while slowly catching her breath.
We started making out again, and we held each other in our arms, tightly hugging each other and resting on the table for the next twenty minutes or so, kissing and giggling.
Diana smiled and said, "That was the best orgasm I've ever had. You really are amazing, Jack. Thank you."
"Don't mention it. Anything for my slutty boss."
"Shut up.", She playfully hit my chest.
We both laughed.
A few minutes later, she gave me a quick peck on the lips.
"Are you ready for the real deal?", I asked.
"Yes. But, not here.", She replied.
I watched as she got up from the table and walked over to the office desk on which the office files were placed and other company stuff. She took the files and books in her hand and threw them on the ground. She cleared the surface of the wooden furniture of all of the documents on it.
I couldn't help but stare at her big jiggling butt as she did so. After finishing, she turned toward me and seductively lied on the desk while spreading her legs open. I got up and walked over to her, slowly.
"Come over and give it to me. Make your slutty boss cum on her desk. Show her how much you hate her. She has been such a bitch to you all these years and now you've got the chance. Fulfill your fantasy, Jack, and give it to her good and hard.'
I smirked and looked at Diana, the big titty and big ass bitch who used to boss and scold me around now, lying in front of me with her legs spread open, ready to take my dick in.
"Are you just gonna keep looking or what?", she looked at me, annoyed. "Come give it to your fucking boss already and shut that slutty bitch up."
I positioned myself between her legs. I grabbed the base of my cock and adjusted myself not before spitting on it. I dragged the crown through her outer lips and stroked her sensitive slit.
"C'mon, Jack! Pound it, you pussy! Do it! Fuck my pussy until it's raw and tender. It's yours! You know you want to."
And, so I did. I pushed the head in and leaned over her. I whispered in her ear.
"Ready to lose your virginity, again?"
"Wha-?"
Before she could finish, I drove my 7 inch thick cock inside her hot pussy until my pubic bone was flush against her skin, forcing the air from her lungs with one powerful thrust.
"Uhhhhffffffucccckkk!!"
She screamed so loudly that it might have been heard from the streets outside the building. However, I didn't care. In that moment, only our voices and sounds were audible. I bent my head and clamped my hand over her mouth to stifle her cries.
"Uhhhfffhhu!"
Tears welled up in her eyes and streamed down the sides of her face. Her pupils turned towards me and a painful, agonizing expression crossed her face. She dug her nails on my back and I froze, and realized that I must overdid it. Her pussy couldn't expand to my size and she must be hurting a lot right now even after it being soaking wet. This was the problem I faced with every girl. No girl I fucked was able to accommodate the sheer thickness of my cock. Sure, some may have had bigger cocks than mine but as I said earlier, my cock made girls lose their virginity a second time.
"Shit! Fuck! I'm sorry. Did it hurt that bad, Diana?"
She exhaled deeply and whispered into my ear.
"Don't move. Give me a minute."
"Yeah. Alright."
I saw pain flash over her face and she twisted beneath me as her pussy tried to adjust itself to the wide
intruder which was forcefully inserted in the hole. After some time, she composed herself.
"It's okay now. Go on. Fuck me hard until your cum covers my insides with white! Make my cunt sore by fucking it too rough with this giant piece of meat! Screw this loose fuckhole which once belonged to some other man. Ravage me!"
I slid half my cock out of her cunt, my eyes firmly fixed on hers, my cock barely remaining inside her warm vagina and I rammed it back in, jamming my swollen dickhead right to the hilt.
"MMPHHHEF!!!"
Her eyes flew open with shock and her mouth opened wide as her jaws clenched shut from the intense pleasure that she was experiencing at that time. Her soft, delicate body spasmed under me, and a powerful jolt passed through her body as her pussy sent a shudder.
I started fucking her hard and deep, every stroke rubbing and hitting against her sensitive cervix while grinding my pelvic bone over her clit at the same time, resulting in her cries and moans getting more and more incoherent and wild.
"FFHHAAAAANNNGGGGGGH! JAAAAAAAAKKKKKK!"
"Are you liking that, bitch? Are you my fucking boss now? Does that mean I have to keep listening to your shit now?"
She nodded but wasn't coherent to answer my questions.
She wrapped her slender legs tightly around me, pulled my body close, burying me completely in her breasts while her arms were tightly encircling around my neck.
"Pah!"
"Pah!"
"Pah!"
I increased my speed and pumped harder.
"Shit! Your pussy feels incredible."
I made eye contact with Diana and kept fucking her harder. I kept looking in her eyes while using the warmth of her hot pussy and letting it send my excitement and ecstasy. I leaned closer to her and started kissing and sucking the side of her throat while slowing down the tempo of my humping.
I slid my palms beneath her and lifted her waist to get a deeper and better angle, allowing my dick to go in and out of her burning womb more easily. Her cries of bliss didn't halt..
"Ooohhh Fffuuucck!"
The dirty and vulgar squelching noises were loud enough. Her swollen folds and walls were absorbing and holding back my cock.
"Aahhh!! Aaaah!"
"This feels great! Let me increase the pace!"
"Fuuuuuccck!"
Her mouth was partly open. I didn't slow the rhythm, thrusting hard and deep inside, listening to the repeated wet thuds when my balls slapped the lower parts of her ass cheeks and her muffled cries.
"Pah!"
"Pah!"
"Pah!"
"Ahaa! Ung! Aanh!"
It took her a while to adjust, and at times, she struggled to absorb my entire shaft in her hole. Every time I plunged inside her, a satisfying gasp followed when our loins touched.
The feeling was too good.
"Fucccck! I'm gonna come! I'm gonna come! I'M GONNNNAAA CCOO-"
Diana suddenly began trembling beneath me, the screams ceasing from her throat and her fingers tightly clawing the back of my neck. Her neck strained as her eyes rolled back into her head, leaving only the whites visible while her hips wildly rocked and convulsed against mine. She was spasming and crying and almost at the verge of coming.
"ARGHHH!!! AAHHH!!"
Her toes were curling in mid air, and her pussy was vibrating along with my shaft as she experienced a massive orgasm. I held the head of my cock right into her g-spot, while moving it around a little and waited for the waves to pass. She gasped for air and was unable to speak. She kept lightly convulsing and shivering for several long seconds before relaxing back on to the desk. She loosened the grip of her fingers, and started rubbing the back of my head lovingly.
"T-That felt unbelievable, K-K-Keep going. P-P-Please."
I breathed out a slow, hot, steamy sigh of satisfaction.
"Huuuf!!"
I slid out and re-entered back inside her slit, the sound of flesh striking flesh adding on the noises. Her groaning resounded.
"Pah!"
"Pah!"
"Pah!"
I took up the steady rhythm of my thrusting again, in and out. Soon, her cries became a series of quick yelps as I pistoned into her with my rock hard cock at a consistent pace.
"Pah!"
"Pah!"
"Pah!"
I leaned closer to her and began fucking her wildly, driving her back onto the desk, banging and crashing against it over and over again. Suddenly, I heard her say.
"C-uff-Ch-ahh-Choke-fuck-Choke me!"
"WHAT?!"
"DO IT!!"
I pinned her neck under the palm of my left hand. At first, I applied only little pressure, still moving slowly while squeezing lightly on her neck, not yet obstructing her windpipe and circulation.
"Haaaauuuggghh!"
Her reaction was immediate, as the soft tissues in her tight vaginal cavity began tightening and grasping onto my rigid meat. Diana put her arms around my waist. Her waist quivered a little bit as her mind clouded and she got a little more excited, her vagina twitching in reaction.
"Grhh-Urrgh!"
"Pah!"
"Pah!"
"Pah!"
Her breaths were short and sharp. My hips pounded on top of her and my thumb pressed on her neck a little harder. A hoarse whisper was issued from her throat.
"H-Harder! C-Choke m-me h-harder!"
"Damn!"
This made me excited. I grabbed her throat with both of my hands. With one hand around her chin and another below her ears, she could breathe fine but just not talk. I had control of the speed and power of thrust and her eyes widened with the increasing intensity.
I had used such techniques on few other women in the past. To choke them when they asked me to, while screwing them. But, not with full-throttle as with Diana. When a girl asked to be choked, some guys didn't do it. Most probably thought the act itself to be humiliating and abusive. But, for me and the bitches who loved the pain and the submission, we went full throttle. That was what Diana wanted and I was giving.
"Take this, bitch! You wanted to be choked, right? Then, take it!"
"Pah!"
"Pah!"
"Pah!"
With this said, I began pounding with wild abandon, spearing inside of Diana, pressing on her throat with greater force and creating louder sounds, slamming her ass and smashing her womb.
Her face turned red as I continued thrusting and I feel her walls tighten around my cock which meant that she was going to cum again. And, I was too. I let out a long groan.
"Aaaaggghh!!"
With an instantaneous motion, I tightened my grip Diana's throat and she moaned loudly. My muscles tightened and her inner folds got squeezed against my swelling rod which meant that it was going to become even tighter than it already was.
I slammed inside of her wet hole and drove Diana right to the brink of an orgasm, the feeling building up inside of her body.
Then, with a sudden increase in power, I gave a couple more pumps. And that was it. It was too late for both of us any more, and we both hit our peaks.
"UH, AHH, OH SHIT! I'M COMING! UUGGGHHHHH!! I'M COMING SO HARRRRDD!!"
"I'm gonna fill this bitch up good! Right, slut? You wanna get filled up by your subordinate?! Take it you bitch!"
Her vagina, already a few sizes too small for my large cock to be shoved inside, seemed to get even narrower, becoming a pleasurable channel of torture for both of us. It made it hard for my shaft to even slip in and out anymore.
After all that, her body finally burst with euphoria, which came crashing down and caused my entire body to start jerking uncontrollably, causing me to slam the base of my manhood in the lips of her pussy as if trying to reach in and feel her insides on the most intense level possible. The cum flowed out in thick spurts from my balls which made her walls get a bit looser, and at the same time, sent me into a state of ecstatic satisfaction.
My dick throbbed as the streams of semen started erupting inside, filling her cunt to the brim, the searing heat reaching her every nook and cranny, while her own insides coiled around me and caressed me, pushing me inwards, even harder, as her walls moved, like her body did.
Her voice echoed in the silence of the room.
"0000000GGGGHHHHH YEEESS!!!! OOOHH YES YES!! OH MY GOO000000D! AAAHH!!"
I was spurting my cum and each pulse and burst caused her pussy muscles to squeeze even harder, ensuring my tip was lodged deeply in her. She dug her nails in my shoulder as the sensation heightened my sensitivity.
My dick throbbed even more, and then I slowly stopped. I removed my hand from her throat.
I admit the roughest fuck I ever gave to somebody got the breath knocked out of me. Both of us were tired as fuck.
Our hips twitched with pleasure and exhaustion, our bodies covered in sweat. The only thing we could do was to rest for a while. We leaned against each other, hugging and caressing our faces while lying on top of the desk.
"I can still feel my orgasm flowing in my body, she whispered into my ear while gently playing with the hairs on my chest.
I placed my hand on the top of her head and pulled her toward me and kissed her.
We were silent, catching our breaths, with my cock still inside her warm slit.
"A-Are y-you o-on t-the p-pill?"
"Y-Yes."
"Wh-What if it was i-it wasn't, ya'know, uh, s-s-safe, I asked while nervously blushing at my idiotic question. I always had a habit of doing it after sex and my brain always did the overthinking when it was all over.
She didn't respond to my question but instead, she caressed my cheek and we started kissing again, tongues twisting around, mixing the lingering taste of the wine. After a minute, we broke apart and both let out a short chuckle.
We stayed on the desk for around five more minutes, till my cock softened, before Diana tried to sit and I got off of her.
She asked for water from me and after fetching some bottled water from the refrigerator, I brought it to her. I gulped it down immediately after that vigorous love-making.
"That was pretty good."
She glanced at my cock and back at me.
"You aren't finished, are you?"
I simply smirked in reply.
She stroked my dick lightly while sitting on the table and bent down. She slowly opened her mouth and teased the tip. Then, without hesitation, she inserted the whole rod in her warm mouth.
My head tipped backwards while pleasure washed over me as the warm wetness and pressure covered me, from the sensitive tip to the swollen head. She curled her lips around me and swirled her tongue across the engorged skin and her fingers around the base and tightened the suction.
I gasped and started moving, pushing in and out, fucking my boss's sexy and skilled mouth, using it. My hands were running through her hair, letting her know how good it felt and encouraging her, but not guiding. She was in total control.
She slowed the rhythm for a moment and closed her eyes in an obvious bliss, while I enjoyed the sensations of her silky mouth sliding all over my throbbing shaft.
Suddenly, she tightened her grip around me and pulled out her head while sucking, and I looked down into the eyes that stared up at me, as she slid her warm hand up and down, simultaneously stroking me off and licking the tip, right where she had decided the sweetest spot was located.
My cock was as stiff as steel, and my pleasure was intensified by the expression she had on her face, and the way her hand and tongue worked their magic together. She continued pumping my cock with one hand and caressed my testicles with the other. It felt good and I was ready for another fucession.
I glanced at the couch on the side and grabbed her. She was startled by the sudden move and before she could say anything, I picked her up and threw her on the couch.
"KYAAAA!"
I laughed as she landed on the couch and realized the cushion was there to support her weight.
"HOW DARE YOU, ASSH-MMPPHHH!"
I bent over her, slid one hand below her back and cupped her cheeks while the other hand reached over her tits. Before she could say anything else, I silenced her with a rough kiss on the lips, while squeezing both of her tits and moving to her mouth.
I broke the kiss and stared at her eyes.
"Turn around and bend over, bitch!"
"Oooh! Kinky!"
Diana chuckled and I could see that she was clearly pleased with my dominant tone. I watched as she turned around eagerly. She bent over the couch and arched her back, giving me the full view of ass-set of the company. This was the ass that everybody talked about. This was the ass that made me imagine what it looked like naked. But, there was no need to imagine. It was naked, right in front of me and I couldn't help myself as my hands reached for her buttocks.
I smiled in pleasure when the tight flesh compressed in between my fingers. They felt firm but spongy as they resisted the pressure that I applied. I played with her big ass, squashing and kneading her voluptuous bottom while enjoying how it rippled when my hands slapped on them, or spread and shook when I released.
"Okay, we got sidetracked. Time to return the favor. Time for me to fill your sexy boss-ass."
I gripped her asscheeks, moved forward a bit and took my place behind her, planting my palms flat against her buttocks.
"Ya'know, you really have a magnificent ass-set. Everyone always talks about it. But, here, I'm going to fuck it."
I gave her ass a hard squeeze and spoke in a threatening voice.
"Spread those legs."
Diana giggled and did as she was told. I pressed the swollen head of my cock against the pink, pouting entrance of her rear opening and slid it up and down between the firm cheeks, grazing over the rosebud opening of her asshole, drawing a gasp from her.
"Gasp!"
"No! Not the ass!"
Diana quickly hid her butthole with her hand. I looked up and the look on her face told me that she was NOT joking about it.
"Relax! I'm not going to take your virginity a third time!"
I chuckled and continued sliding my cock up and down on her pussy.
"Oooh!"
Diana let out a little noise.
I leaned back, gripped her hips in my hands and fed her hungry pussy. She closed her eyes and took a quick deep breath as it started to slide into her vagina.
"Ohhh yeeaah!"
Slowly, it went in, and Diana spread her thighs out wider to make more room for its large size, and soon my cock was completely immersed inside the hole.
"Ohh! Fuck!"
I groaned and held her in place. I had imagined this scene so many times and the fact that it turned into reality, plus, the way her pussy walls clenched around my cock and the way her big jiggly butt felt around my pelvis nearly made me cum again. But, I gritted my teeth and controlled myself from bursting. When I calmed down, I began thrusting.
I was not gonna waste the moment, obviously.
My fingers sank deep into her butt as my pace slowly increased and Diana moaned.
"Pah!"
"Pah!"
"Pah!"
"Unnh! Oooh! You feel so good!"
I continued thrusting and looked down. The sight nearly made me burst. Her ass was jiggling so damn much every time my pelvis met hers. She arched her back further and flexed her knees, driving her hips backward to meet my thrusts, taking them deeper and causing them to become more rapid.
"Pah!"
"Pah!"
"Pah!"
"Auuhh! Auuunnhh! Ouuf! So biig! Hhuuh!"
I plunged hard and deep, feeling her asscheeks shaking wildly on impact every time, the slapping sounds becoming louder. I enjoyed the way my cock stretched her tunnel wide and filled her up, touching the walls everywhere, stretching and rubbing the tight canal of the smooth skin.
"God!"
"Harder! Unnngghhh! Harder! Fuck me!"
I squeezed and pressed on her asscheeks before spreading them as wide as possible and delivering powerful thrusts.
"Pah!"
"Pah!"
"Pah!"
"Woah! YEAΑΗΗ!! ΜΜΗΡHM! RIGHT THERE! SO GOOD! GOD!"
She had head bent down, leaning on the couch while receiving the impact. I kept smashing away at the juicy ass in front of me, looking at her tits hanging over and bouncing over and over again with my manic, strong and repeated pounding of her hole. But, I wanted to take it a step further.
I reached out and grabbed a fistful of her blonde hair with one hand and pulled. Diana lifted her head high and back and a moan came from her mouth.
"Pah!"
"Pah!"
"Pah!"
"Aaaauuuhhhh!!"
With one of her holes completely at my mercy, her ass shaking violently at every impact and her head being forced up to the extreme, she let out loud screams, gasps and grunts. She didn't have the ability to form proper words at this point and the screams would mostly be unintelligible and random syllables.
"Ompp! Gafaf! Oanh! Harhdhher! Pauff!"
I continued thrusting and watched as her ass jiggled. But, I wasn't done yet. I raised my other hand and brought down as hard as I could.
"Slap!"
"AAuuch!"
I watched as her ass bounced in response to the slap and she shrieked in pain. I pulled her hair back and heard her groan, I raised my hand and slapped her ass again.
"Ahhh!"
"You wanted to fuck, right? You wanted to be treated like a slut? Then, brace yourself!"
I spanked her ass again, and this time she didn't shriek or yelp in pain or anything. She actually moaned loudly as if it felt good for her. I did it again, and then twice more and the ass kept jiggling.
"Mo-ore! Hnngh! Harder!"
I felt her walls tighten around me and I sensed that she was about to cum and I increased my pace.
"Pah!"
"Pah!"
"Pah!"
"Oooh! Hnnngh! Annnh!"
"Ja-ack! I'm-uff-gonna-hnngh-come!"
"Me too!"
I let go of her hair and grabbed both of her shoulders and thrusted as fast and as rough I possibly could. With my final effort, I pounded her pussy, pressing her cheeks to the hilt of my hips and feeling our skin crashing on each other.
"Pah!"
"Pah!"
"Pah!"
"Aggh! Here I come! Take it ALLL!"
"YEAH! M-Me too! Mmmmhhhmmff! JAACKKK!"
I drove hard and she lifted her torso up, thrusting her pussy harder while tipping her head back and roaring in a voice she never used before.
"Pah!"
"Pah!"
"Pah!"
I held her in place and slammed into her big ass as I began to cum, driving my shaft as far as I could into her depths, flooding her womb with thick streams of semen, impaling her as deep as my dick could get.
I felt her body go stiff when her legs began to shake and her ass cheeks quivered uncontrollably, her muscles flexing as an orgasm shook her. Her entire pussy convulsed and started milking my pulsing cock, feeling each of the tremors, taking me further and deeper inside her, until finally her body twitched with bliss as the euphoria filled her.
"NGHHHGGFUUUGGH!! F-FUCCK!!"
I didn't stop and continued driving hard even after I finished my load and we stayed together for several long, quiet moments while still connected. Then, my softening shaft slipped out of her slit and I sighed in relief while falling on the couch.
I had to catch my breath and I leaned back comfortably on it. A few deep breaths later, my breath became normal and I looked at Diana. She was still in the same position. Her back arched and her ass up in the air but she laid still, like a statue. Except that her legs were shaking uncontrollably and she continued to squirt.
I chuckled to myself and slapped her ass again. She didn't show any reaction since she was still orgasming. I spread her ass open and watched as my cum ran out and the thin streams dripped on the floor. I nodded approvingly at the scene and leaned back on the couch, letting her finish and savoring the moment.
Diana, the ever prim and proper lady of the office who kept her cool and showed no emotions other than being the bad ass bitch she was known as, lay collapsed face down, moaning helplessly while shaking in pleasure and spurting out juices and cum, naked and defiled on her own office desk, presenting her big ass that everyone had the pleasure of seeing in her short formal office dresses, filled up by her subordinate's thick meat.
It was certainly not how a boss should be or behave but fuck, it sure was a treat to witness. I patted myself on the back. After sometime, her shivering ceased and the gushing came to a halt. I chuckled.
"Wow!"
She fell on top of me, weak in the legs, breathing heavily and sweating. The scent of sex and fluids wafted through the air. The insides of her thighs were glistening with our mixed fluids.
She looked at me and tried to catch her breath.
I smirked at her and asked, "So, how was it? Did my cock make you feel dominated?"
She didn't reply and instead smiled. She caressed my face and ordered, "Don't you dare tell about this to anybody!"
I looked at her for a second and turned my head back and smirked, saying, "Sure. As long as I can keep getting free access to these hot titties and this gorgeous ass.'
Diana instantly replied, "Deal!"
I looked back at her and a wide smile adorned her beautiful and curvaceous face. She grinned as we came to an understanding.
But, I wasn't done yet.
I flipped ourselves and got on top of her.
She was startled and yelped, "Eeeek!"
I laughed and held her legs above my shoulders while saying, "I always wanted to try the mating press on you."
She looked at me confused for a moment.
"The wha-Ummmffh!"
"Pah!"
"Pah!"
"Pah!"