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The Boss's Daughter - Part 1

"The boss's daughter, Sam, catches me jerking in the office and gives me some oral support."

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I'd worked in my current employment for several decades. Mr. Thompson, the boss, was a good man who took care of his employees, and I'd slowly risen to become one of the executives under his employment, finding myself with my own office after a period of time.

I was working late one night, when I received a knock at the door to my office. I called for them to enter and discovered Samantha, or Sam, as she preferred to be known, enter the room.

Sam was a bubbly blond, with long legs that she liked to show off by wearing short black skirts. She was also known for wearing loose blouses, split down the front to show off the soft skin and cleavage of the perky breasts she had to offer. At eighteen, she was a sight to behold for many a young man, and older generation like myself, who were a little smitten by her personality and looks.

Unfortunately, Sam was also the boss's daughter. She'd joined the company just after she turned eighteen, to learn the business from her father and take over sometime further down the line. That was almost six months ago, and since that time she'd been accepted by the staff for her enthusiasm and knowledge of the industry, which she picked up fast.

As for myself and her, we'd share a luncheon with her father and seemed to get on well with one another as friends. Even though I was more than twice her age, being a guy who was in his forties, slowly reaching the ripe old age of fifty, I'd grown to look upon Sam as a sweet, innocent, young woman. I soon found out how wrong I was with my assumption. Sam had a wicked side to her I'd never seen.

I don't think any guy could resist the beautiful charms of her smile, the way her hips swayed as she walked, and her wonderful, shapely figure. Her laughter was intoxicating, and she often brushed her palm across my shoulder when she spoke to me. I took it as a gesture of friendship, towards an older man who she maybe looked upon as a sweet, elderly gentleman, like her father.

She informed me she'd come to discuss some new orders that had arrived, as she stepped around and perched her sweet little ass upon the edge of my desk. We talked briefly for a moment, discussing other things before the conversation soon turned to work. I tried my best not to glance upon her long, slender legs, but I found it more and more difficult to ignore.

She turned at my side, bent over to show me some paperwork she placed upon my desk. From my point of view, I could see down the edge of her blouse as she shifted positions. I noticed, only briefly, that she didn't appear to be wearing a bra. I saw the soft ample curves on the underside of her breasts, causing my cock to harden. I tried my best to keep it hidden, shuffling further under the desk.

As we went through the paperwork, my eyes occasionally glanced over to try and catch another glimpse down her blouse. I don't think she noticed it, or if she did, she ignored my actions. After we finished, she left the work with me and left the office.

I wheeled my chair back, where the bulge in my pants was quite noticeable. It was a tent pole, standing to attention, as I grasped at them. I squeezed my cock slightly and scratched at it a little, as the aroused stated passed from my cock through the rest of my body.

I'd jerked off before in my office, especially when I worked late and knew I was alone in the building. I unzipped my pants, reached in and yanked my cock free from it's prison cell of my boxers. It popped up, bounced around with my fingers grasped around the base of my cock. The cool air hit it, causing a wonderful sensation as I leaned back in my chair and started to stroke myself off.

My hand jerked my cock, up and down the long, thick shaft as I peeled the foreskin back to reveal the purple, mushroom shaped head.

My mind instantly thought of Sam, her beautiful, sexy body and the thought of what it would be like to see her naked. I was lost in the moment, too comfortable in my chair and stroking my cock in my hand to even notice or hear my door open once more. Sam had forgotten something and returned to my office to find me bang to rights.

"What the fuck are you doing?" I heard from across the room.

My heart stopped beating, for just a second. I froze, as a cold sweat hit me. My eyes bulged, as I opened them to see Sam standing at the other side of the desk, staring at me, at my naked hard cock held in my hand.

"Shit!" I cried, as I tried to quickly put my hard cock back in my pants. It was a struggle, as the long, hard piece of meat refused to bend or seemingly want to return back to it's prison where it was locked away for most of its time. Finally, I was able to put it away, albeit the bulge was still evident in my pants.

"Were you just jerking off?" Sam asked me.

I gulped. I knew I was in serious trouble. If she'd told her father, he would destroy me.

"I'm sorry, I was just..." I tried to find words, anything to explain my actions. Nothing came to mind. My hands shook, as well as my insides. I was caught well and truly by Sam. I felt like an animal backed into a corner with no way out and gripped by the fear of the unknown.

"Do you often do that around here?" she inquired.

"No. I mean, not really. It's just..." I tried again to find some explanation. Words fell empty in my head, before I just spluttered something out without thinking. "... I'm having problems at home, and my wife is just not interested anymore!"

Sam gave me a look, almost a cross between disgust and uncertainty of how to respond to my remark. "You know, if I told my father, you'd be ruined!" she told me in a stern tone.

"Fuck... please. No. Don't, this job is all I have. I swear to you, I'll never do it again. Please, I'm begging you!" I said; my face said all those words and more of my fear and shame that I tried to express to her.

"Hmm. What were you thinking of when you were... you know...?" she said, before miming the action of her hand giving a quick jerking motion.

I looked away in shame. She knew the answer before she'd even asked the question, but yet she was curious to hear me say it in my own voice.

"You. I'm really sorry, Ms. Thompson, it's just... you are very pretty!" I blurted out again, without much of a thought of the words that sprung from my mouth.

"I see!" she said. "Let me see it!" she asked.

My eyebrows raised, my eyes widened. "What?" I asked her, more to make sure I'd heard her right the first time.

"Come on, pull it out. I wanna see it!" she said again, a little more stern in her voice.

"I don't think I should. It's quite inappropriate!" I said.

"Not as inappropriate as me walking in on you jerking off, and learning you think of me as you do it. Come on. Pull out your cock and show me it, or I'll go and fetch my father and tell him all!" she said, as she stuck her hands on her hips and stood with a more demanding mannerism of a boss who held me by the balls, so to speak.

Slightly reluctantly, I unzipped my pants again and pulled out my cock to show her. It bobbed around free once more, waving itself as if to say 'hello' to Sam, and 'thanks for freeing me'.

Sam stepped forward. She planted her hands on the edge of the desk, from the other side, and leaned forward to inspect my cock a little closer. "Mmm, it's not a bad cock. You're quite big, and thick from some I've seen!" she said, offering me some praise for the size of my member.

It felt strange hearing her say that, yet also nice at the same time. "Thank you!" I said to her.

"Okay, jerk off for me!" she told me.

"What?"

"I said, jerk off for me. I wanna see you jerking it, while you're thinking of me. I wanna see it in action!" she informed me.

I wrapped my fingers around the girth of my cock, and began to jerk at it. Slow at first, as I stroked my hand up and down. I looked at Sam, still leaning on the desk and watching me.

It was like she was some form of 'cock inspector', who came to make sure I jerked my cock correctly. It felt strange and yet, in a bizarre fashion, quite arousing to have her watch me. My own wife never watched me jerking off, or let me touch her for a few years now as her interest in sex had wained down to not even wanting to be touched by me.

"Mmm, impressive. I'm not sure why your wife wouldn't want to play with it as you've got an impressive cock there. Keep going, keep stroking it, do it faster for me!" she said.

I did as she asked, as I stroked my hand a little faster. I gripped my cock tight, my fingers wrapped firmly around the shaft as it rose up and down along the length.

Sam continued to watch, before she stood upright and stepped around the desk to get closer to my position. I stopped jerking, as she made her way towards me.

"Don't stop jerking it, keep going!" Sam told me.

I went back to stroking myself more, as my eyes followed her steps as she approached. She stood inches away from my side, leaning one hand on the desk as she stared down with vested interest in my actions.

"And you say, you think of me when you jerk off?" she asked me again.

"Yes. I'm sorry!" I told her.

"Don't be sorry, I'm a little flattered a guy your age thinks of me in that way!" she said.

Now, I was no young stallion in my teens or early twenties. I was in the slightly middle-aged gap of my mid-forties, drawing closer to the fifty age than I'd like to be known. Yet, I still enjoyed the feel of sex, and more importantly that wonderful sensation of an orgasm ripping through my body and blowing my mind. All I had for company the last few years was my own hand.

"Okay, stop jerking!" she said.

I did as she told me, as I pulling my hand away from my cock. It stood upright, like a good soldier standing to attention before this beautiful, young woman.

Sam turned my chair around to face her. I looked up at her, as she stood over me. She knelt down before me as her hands began to slide over my thighs and towards the tower that stood before her.

Her eyes shifted from my stiff cock, to my face, as she looked into my eyes. She could see I wanted her to do something, whilst also the slight fear of what may happen was etched on my face. She offered a smile, where one corner of her lips curled to a cheeky, yet sweet and sexy grin of sexual deviance.

Her hands found their way to my cock, as she took possession of it. Her hands glided up around the sides, towards the head, before one hand rode back down as she grasped a hold of my shaft and started to stroke it for me.

"Oooh!" I groaned at her touch. It had been a while since a woman had touched me there, the last being my wife several years back. It felt so much better having someone else touch my cock, after so long of the feel of my own hand stroking myself off.

As one hand stoked my cock, her other worked it in a different way. She used the center of her palm upon the top of my swollen, engorged head of my cock. She rolled her palm around, just gently in small circles, causing amazing sensations to pass through my body. The touch of her soft skin on her hand would occasionally brush against the slit on my cock, sending sudden waves of electricity to pass through my body.

"Oh fuck... oh God!" I moaned at her touch.

Her eyes constantly glanced from my cock, to the reaction on my face from her actions. My eyes looked like they were half asleep, my lips open with blows of soft air being released from within. I was lost in this wonderful moment, this beautiful sensation of having my cock stroked and touched by this beautiful, young woman. The thought of who she was, being my boss's daughter, no longer was a thought in my mind.

I looked down, to see her looking back up at me. Those eyes. Those soft blue eyes were mesmerizing and I found myself lost within. Her lips offered that sweet, yet wicked sense of accomplishment of her achievement, of helping me get off over her.

"Do you like me doing this for you?" she asked me.

"Fuck...

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yes... oh God, it feels so good!" I muttered through heavy breathes.

"Mmm, it makes me feel good that you like me doing this for you. When I first came in and saw you jerking off, you made my pussy tingle and get nice and moist, thinking of you slipping it inside of me," she told me.

I don't know whether it was truth or lie, but hearing her speak those dirty things to me was a turn on. The idea that my cock could arouse a beautiful girl like her, the notion of me fucking her, aroused every part of me.

"When was the last time anyone licked or sucked your cock?" she asked.

I looked at her, almost through bated breathe of what she was thinking of doing next as I answered her truthfully. "It's been some time. My wife only did it for me on special occasions and didn't seem to enjoy it that much!" I told her.

"Mmm, that's a shame. A cock like yours deserves to be sucked every day. Sometimes more than once a day!" she said. "Would you like me to lick your cock for you?" she asked.

Almost instantly I reacted, and I was sure she heard the desperation in my tone of voice, as I virtually begged her to do it for me. "Oh God yes... please... I'd love that!" I said.

She smiled, as her hand continued to work on my cock, stroking it up and down as her other hand stopped circling over the engorged head and moved down to wrap her fingers around the base of my long, thick shaft.

"Stand up!" she asked, as I rose up and she began to unfasten my pants. She helped pull them down, along with my boxers as they slipped over my waist, down my thighs and around my ankles. I sat back down, now naked from the waist below.

Sam leaned in, where her head moved closer to my cock. I could feel her warm breathe hit my cock, it was wonderful to feel. Her tongue protruded from between her soft, wet, ruby red lips and touched my balls below. My body slightly shuddered at her touch, more so of the cold, rough feel of her tongue connecting with my own body.

Her tongue glided up across my balls, slipping onto the base of my cock and along the underside of the shaft. It reached the engorged head, as it slid off the end. My cock pulsated, throbbed, at this wonderful touch of her wet tongue caressing my cock.

She did it again, and again. Each time she'd start at my ball sack, before working her tongue up and along the long, hard shaft before slipping off the purple, mushroom shaped head.

She changed it slightly after several goes, where I felt one of my balls slide between her lips and she sucked on it. My thighs widened, more of impulse to what she was doing than my own movement. She worked my balls over, tending to one then the other. Each of them took turns inside her warm, wet mouth, as she sucked on them both.

She then went back to my cock, her tongue leaving it's trail of saliva along the underside, as she worked her way up the long shaft to the head. This time, upon reaching the head, she stopped and used her tongue to cause a fire to burn inside of me by her own actions. Her tongue flicked in quick, sharp motion upon the tender, sensitive underside of my cock that connected the shaft to my glans.

"Fuck...!" I cried out as her tongue worked me over, all with just a small, quick flicker that drove my body wild. I grasped onto the armrests of the chair, clutching both tight in my grasp as my head snapped back.

Sam knew exactly how to tease a guy, even at her young age of what I considered sexual inexperience. But I was wrong; she knew things, and could do things that some older women never really discovered.

She flicked against the underside of my glans, causing my cock to pulsate and throb. Her tongue would occasionally slide up and down the shaft. Her hands caressed my thighs, teasing me, arousing my sensations into overdrive.

It was at this point I heard a slight noise from the hallway outside.

"Fuck... someone's coming!" I said to her.

Sam stopped, as she heard them too. It was like a soft coughing, a clear of one's throat which grew louder as they approached. It was Mr. Thompson, Sam's father. If he found me with my pants down, Sam on her knees and licking my cock, then I knew I'd be a dead man.

The door opened after another few moments, as Mr. Thompson - Gary, as he likes to be called by those who know him, looked in to find me sat behind my desk.

"Ah, I was just looking for my daughter. Have you seen her anywhere?" he asked.

"Hmm..." I started to say, before a quick jolt hit my body, causing me to shudder slightly.

"Are you okay?" Gary inquisitively asked, noticing my sudden movement.

"Yes, sorry. Just a little tired. All these late nights and such!" I informed him.

"Maybe you should call it a night," Gary offered as advice.

"I'm just..." before another quick jolt him me, which I hid better than the first. "... finishing some paperwork off!" I told him with an unusual smile.

"Okay, well if you see my daughter. Tell her I wish to speak with her will you?" he said, as I offered a glancing nod. He closed the door and left.

Finally I was able to do something more than just lie and try to hide what I was feeling. My hand grasped the paperwork on my desk, as I crunched it in my hand, holding my breath for a moment, then groaning.

"Oh fuck... oh God!" I said softly as I leaned back and looked down. My pants were still around my ankles, and I was still naked.

Sam was hiding under my desk, where I found her with my thick, hard cock now stuffed deep into her mouth. Her lips were firmly locked around my shaft, while one of her hands was playing with my balls. Her head bobbed back and forth, sucking my cock deep and tenderly between her soft red lips.

"Oh fuck... your dad could have caught us!" I said to Sam.

Sam looked up at me, with those beautiful soft eyes of hers. She yanked the cock from her mouth. "That's the fun of it all though, doesn't it make you feel alive to know he may have found me under your desk, sucking this delicious cock of yours!" she informed me, with a wicked smile.

She was right to some degree, it was thrilling to almost be caught like this by her father. Yet, also so terrifting that I might have soiled myself, had he decided to enter further into my office and uncover the truth.

Sam went back to work, as she thrust my cock back into her wet mouth and began working it over once more. It slid between her wet lips, locked tightly around the circumference of my shaft as I felt her lips slide back and forth.

Her hand still worked on my balls, playing with them between her fingers and gently squeezing them. All the while my cock slipped in and out of her warm, wet mouth. She sucked on it like a pro, as if she'd been doing it for a long time. I felt her tongue slip around my cock inside her mouth, slithering round and round as she flicked it over the slit at times to tease me.

I leaned back in my chair, unable to do much but accept this beautiful blow job that this young, amazing woman was giving me. Me, this almost fifty-year old guy who had found himself caught jerking off not long ago, was now receiving the pleasure of an eighteen year olds lips sucking on my cock.

As much as I wanted it to last longer, I knew I had driven past that point of no return. "I'm gonna cum!" I told Sam, who continued to suck my cock, all while perched on her knees under my desk.

She pulled my cock out long enough for her to say something to me. "Cum in my mouth, I want to taste you. Besides, we have to make sure we hide all the evidence now, don't we!" she said, with a cheeky wink and grin.

She thrust my cock back inside, as her free hand now worked over the shaft beneath her lips, around the base. She stroked it up into her mouth, while her other hand jiggled my balls in her fingers.

It was one of, if not the best, blow job and sexual pleasure I had received in, well, the longest time I can even recall. Sam was amazing at what she did, and she knew too well she was by her sexual performance.

"Fuck... here it cums!" I called out, as I felt the wave being dragged from my balls and up through my shaft. Sam opened her mouth wide, held my cock just an inch in front of it and jerked my cock hard and fast.

The stringy, thick, white cum spewed out of the slit on my engorged cock as it aimed directly into her gaping mouth. It was like a magnet drawing it towards the wet hole, as a second wave shot out moments afterwards. This one was a little more stringy in length, as the beginning of it shot onto her waiting tongue, but the end of it crashed against her lips and dripped down to her chin.

Sam didn't flinch though. It was like this wasn't the first time she'd had a guy shoot his load into her mouth, and probably wouldn't be the last. She appeared to love it from her reaction, especially those eyes of pure lust and desire to taste me.

She jerked my cock several more times, as the last few drops sprung from my cock. She stuck the engorged head between her soft lips and sucked the remaining drops from my slit. I felt the drops being pulled out and dripping onto her tongue.

I was left breathless, as I collapsed back into my seat and looked down. Sam knelt there, under the desk with my cock still in her mouth. She sucked the end, while giving it a few last jerks to make sure every single drop was drained from me.

Finally, she'd got all she wanted, and pulled my cock free as it bounced back against my body and started to become flaccid once more. Drained of not only the cream I gave her, but virtually of its life, it looked like it began to die and wither back to its usual shrunken self.

Sam used her fingers to grasp at the stringy cum that was dripping from her lips to her chin, and slipped it between her lips to eat the last drops that had escaped her mouth.

She even, at one stage, opened her mouth to show me all the cum she'd gathered from my cock, as it slopped around on her tongue and inside her wet mouth. She then closed, swallowed like a professional and opened it again to prove she'd swallowed every drop of me. To be honest, that kind of turned me on.

"Wow. Your cum tastes really salty. I don't know why your wife doesn't like it, I love it!" she said with a sweet smile.

She pushed my chair away, as she dragged herself out of the little cave beneath my desk. Rising up, she brushed her clothing of the slight dust that had gathered while underneath and made herself more presentable.

She stepped around the other side of the desk, leaving me with my pants around my ankles, my cock flaccid, and out of breathe. She stopped at the door, turned and looked back at me.

"I'd better go and see what daddy wants. Thanks for this little business transaction. We'll have to do it again tomorrow, if you're working late again?" she asked.

"Oh, I'm sure I will be!" I said. "Thank you!" I told her, with a smile of appreciation.

"You're very welcome. Tata for now!" she offered as she exited my office.

I sat there for a while longer, before I finally pulled my pants up and made myself more presentable. I was too exhausted to do any more work as I packed it all up and left the office to return home.

At home, my wife gave the same response we'd become accustomed to for the past few years. A hello to each, before eating, sitting down in front of the television, and then bed to sleep before another repeat the next day.

What she didn't know though, was what had happened to me that very day. And what I'd hoped would happen to me in the near future with the boss's daughter.

I'd become infatuated with this beautiful, young woman who had given me more pleasure in one evening that I'd received in the past number of years. I hoped, prayed, this wasn't just a one-off, as that night my dreams were of Sam taking me to places I'd only dreamed of with a woman like her.
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Written by John_Doe
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