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At The Office- Leanne, The Boss’s Daughter

"I woke her up and then she woke me"

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Author's Notes

"A second offering from my office adventures that started with Kelly and getting a little more risky. It seems that the whole office wants some."

.

“Monday fuckin’ morning,” I grumbled, pulling the plastic two-step stool from the cleaning room, “I hate fucking Mondays.”

I am the manager at our offices with a husband and wife pair of CEOs. Having a background in construction, though, lends me to several handyman-type duties here, from fixing doors that won't close to unclogging drains and, in this case, fixing fluorescent lights.

Rather than pay for new fixtures, my boss has me remove the ballast from the old one and then direct wire them for LED bulbs. I only do them as needed because there are probably fifty of them in our building and I can't spend all fucking day doing that shit.

This particular morning, I was going to fix one of the lights in the office of the wife CEO. 

They wouldn't get to work for another hour so I had plenty of time to complete the task. Opening the door, however, I was surprised to see the boss’ oldest daughter, Leanne, sleeping on the couch in front of her mom’s desk. She woke when I put the clunky plastic steps on the floor and, with a yawn and stretch, said, “Good morning, Mr. Terry.”

“Good morning, Red,” I answered, using her nickname, “Why are you sleeping  here?”

With her hand, she pushed her long, Auburn hair from her face and sat up, putting her feet on the floor. At sixteen years old, she had been homeschooled for the past three years. A bit of a problem child, her parents pulled her out of our country’s shitty public school system and decided to give it a go at educating her themselves. Even I could see the improvement in her attitude as well as her aptitude. 

Still, in all, she had always been a bit flirty and even a tease as far as with me. I took it in stride because, at my age, I knew she was just messing around with my head. I had noticed that her shorts were on the floor by her feet and she was wearing a tank top and panties. 

“I've been here all fucking night studying for an exam,” she said, pointing to the computer on her mom’s desk, “What fucking time is it?”

“Eight fifteen,” I answered, pointing at a wall clock behind her head, “You think you're gonna pass?”

“I fucking hope so,” she answered, stretching her arms over her head, “What are you doing?”

“You like that word, don't ya?”

“Fucking?” she asked with a sleepy grin, “Who doesn't like fucking?”

“Nobody that I can think of,” I answered.

“I love fucking,” Leanne said with a smile, “The word, I mean.”

“Oh, I'm glad you clarified that.”

“You like fucking, don't ya?” she grinned, “The word, I mean.”

“The word and the deed,” I answered, giving her a look that said I wouldn't be embarrassed by a foul-mouthed teenage girl.

“You don't do that anymore, Mr. Terry.” 

“Only every chance I get,” I countered, “Why would you think that?”

“Well, you're like a hundred years old right?”

“A hundred?” I laughed with her, “Close, but no. I'm fifty-eight.”

“Yeah but still,” she teased, “No way that old dick still works.”

“I'm like an old car, sweetheart,” I said, stepping up onto the step stool, “I may be slow to crank and take longer to warm up, but everything under my hood is in working order.”

“Under your hood?” she laughed, “You mean between your legs, right.”

“Right,” I agreed, meeting her challenge, I added, “My dick still gets hard.”

“I know you take care of yourself because I see you at the gym all the time,” she said, walking around in front of me, “But I just can't picture you with a hard dick.”

“But you're trying, right?” I asked, taking the cover from the light fixture. 

“Yeah,” she chuckled, “I mean, it's right there at eye level but I just can't believe it can stand up.”

Swallowing hard as I saw her face just a matter of inches from the front of my slacks, I said, “I guess you need to use your imagination.”

“Or,” she began, her hand sliding up and down on my fly, gently squeezing, “I could test it for myself.”

“Uhm,” I mumbled, looking through the open door of the office into the hall to see if anyone was there, “Red, listen.”

“What?” she asked, incredulously, “I'm just checking its pulse.”

“Yeah, Hon,” I whispered, “You're going to get me fired if someone sees you.”

“Don't worry,” she snickered, unzipping my slacks, “Lori isn't going to leave her desk unless it catches fire. Barry is not coming in today, Kelly is at her desk on the other end of the building next to your office and she uses your bathroom. Just so you know, there are rumors going around the office about you two. Brin is going to be late and Kenny, the copy boy doesn’t come in until noon. That leaves Mom and Dad and they aren't getting her until nine.”

“Still,” I protested as she slid her fingers into my fly, “You shouldn't be doing this.”

My protest was weak and utterly pointless, her fingers fishing for a feel. Her angle, however, being sixteen inches lower than my position on the plastic stool, prevented her from finding her mark. Frustrated, she pulled her hand from the inside of my open zipper.

“Thank you,” I said, assuming that she had given up her search.

“For what?” she asked, her fingers then working on my belt buckle, “I'm not giving up that easy.”

Cutting my eyes back to the open door, I felt her unbutton my trousers, letting them fall to my ankles. Any chance I had of stepping down from the stool without breaking my neck was gone, “Dammit, Red,” I hissed.

“Fuck it,” she said with a look of determination, “I want to see if your dick still works, Mr. Terry.”

With my pants around my ankles and a four-foot light cover in my hands, I stood helpless atop a plastic, two-step stool in my boss's office, her sixteen fucking year old daughter standing eye level with my boxer briefs in her panties and a fucking tank top. What could I do? 

I just stood there. Looking up into my eyes with no sign of hesitation, Leanne hooked her fingers in my waistband and said, “Moment of truth, Mr. Terry. It's time to show me that hundred-year-old weenie.”

“Wait,” I whispered, to no avail, “Red, someone will see us.”

Looking up at me with a defiant smile, she shook her head and said, “If you're going to brag about your dick, then you have to prove it. I want to see it.”

With that, my young antagonist pulled, ever so slowly, my black underwear down, revealing the thick root of my cock inch by painstakingly slow inch. Her eyes grew wide as did her giddy smile until the full length of my uncircumcised dick hung in front of her nose. 

“Holy fuck,” she said, “It looks like a stump. Did you cut the end off?”

“What? No,” I answered with a grunt, “it's the foreskin. You have to pull it back.”

“It's a fucking handful,” she smiled, wrapping her fingers around my flaccid shaft, “I don't think this thing would fit in my pussy.”

“You might be surprised,” I answered. 

“I mean it's not even hard and I can't get my hand around it. How would that ever fit inside me?” she asked, her eyes studying it as she pulled back its foreskin.

“Pussies are made hungry for cock,” I answered, shifting my eyes from the hallway to the young lady playing with my dick, “It can take more than you think it can.”

“It gets bigger when it's hard, right?” she asked, gently stroking it.

“Yep,” I answered, my heart beginning to pound and my breath catching in mid-answer, “You keep doing that and you're going to find out.”

“That's what I want to do,” she smiled, “I want to see it hard but it's not getting there yet.”

“I told you,” I whispered, “It's like an antique car. It starts slow but it does start.”

“What if I showed you my tits?” she asked teasingly, “Would that get it started?”

Going all in, I answered, “Definitely couldn't hurt.”

Leanne took her hand from my shaft and stepped back, pulling her tank top over her head and dropping it on her mother's desk. Her perky breasts, no more than half a handful each, shown in the dim light of the open door. Puffy erect nipples pointed proudly up at my gaze. If you researched the definition of perfect, there would be a picture of her breasts instead. 

“Do you like my tits, Mr. Terry?” she asked with pouty lips, “Would you like to kiss them or suck them?”

“You're a fucking tease, aren't you?” I whispered.

“Your dick is getting bigger though,” she grinned, What if I took my panties off and let you see my pussy? Do you think he will get hard then?”

“Try it and see,” I answered hoarsely.

With no hesitation, she pushed the tiny pair of panties from her hips and kicked them to the side, turning to let me see everything, “Do you like my ass?”

“It's very nice,” I answered, my cock beginning to stir.

“What about my pussy?” she asked, sitting in her mother's office chair with her legs spread and hanging over its arms, “Do you think I should shave it like your dick?”

“It's very pretty and you don't have a lot of hair so that's up to you. I don't shave my dick though. I have it waxed.”

“Why?”

“My wife says the hairs tickle her nose.”

With a laugh, she said, “That's funny. I meant why do you wax instead of shave?”

“Because it itches after shaving.”

She was staring at my dick and playing with her pussy as she sat there, “It still isn't hard. Maybe I should kiss it or something. Do you like it when your wife does that? When she kisses your dick.”

“Of course I like it,” I answered, my eyes drawn to a sudden movement in the hall. It was Lori, the receptionist who spoke to no one. She was great with the customers and visiting reps but thinks that the whole office hates her. Luckily, she was walking in the other direction and hadn't noticed me standing on the step stool with my dick in the wind. 

“I need to get down, Red,” I said after Lori closed the bathroom door.

Leanne quickly jumped to her feet and took my deflating cock in her hand, “Not till I get to see your dick get hard,” she giggled, stroking me with her small hand, “It's going back down.”

“Lori startled me, dammit,” I whispered desperately, “At least shut the door.”

“Wouldnt you rather I sucked your dick?” she teased, kissing the tip after pulling back the foreskin again, “Nobody is going to believe that bitch even if she sees us.”

“No,” I whispered again. Too late to make a difference, Lori opened the bathroom door and walked right out into the hall. All I could do was stand still, watching Lori, and hope she didn't notice. 

I've never spent a longer three seconds in my life. Lori left the bathroom and walked straight toward me and my young tease, both of us about as exposed as we could be. Six steps was all it took, door-to-door, and Lori never looked up. I held my breath until she turned the corner that led back to the front office. 

“Fuck,” I breathed, “That was too close.”

With a laugh, Leanne squeezed my dick with both her hands and said, “You are completely soft again. I'm going to need to do something about that. I think I want to try sucking it.”

“Give it your best shot, Red,” I said, still nervous from nearly being busted.

“So, I've never sucked a cock before so you have to tell me what to do, okay?” she asked, holding my stiffening cock head against her chin, just under her pouty bottom lip, “Should I lick it first and be all sexy? Or should I just try to swallow it whole?”

“You think you can swallow my dick, Red?” I asked in a challenging tone, “My wife has been sucking it for thirty years and even she can't do that.”

“I gotta try,” she smiled, “Bit first I'm gonna lick it and kiss it.”

“I’m going to fuck your dirty little mouth with it,” I countered.

“Are you going to fuck it good, Mr. Terry? Are you going to fuck the dirty out of my mouth?”

“Im going to fill it so full of dick that there won't be room for your slutty words.”

“Mmm,” she challenged, “You still have to get it up if you think you're going to mouth fuck this slut.”

“That's what you are supposed to be doing,” I corrected, “Stop talking about it and show me what you're working with.”

My dick, even at fifty-eight, was beginning to stiffen just from her hand and her trashy mouth. When she began to suck my cock head into her pouty lips, it quickly became fully erect. Her hand, squeezing so tightly, stroked up and down my curved length, my heavy balls, hanging low, swayed forward and back. 

“Fuck, Mr. Terry,” she laughed, “It's huge. There's no fucking way that will fit in my pussy.”

“It's a shame I don't have time to try.”

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“You think you could get this big ass dick inside my tight little pussy, Mr. Terry?”

“If I had the time, which I don't,” I said, “I could get it in and make you beg for more, young lady.”

“I think you could fuck the lady out of me and make me your slut,” she countered, not backing down. 

“You're already a slut,” I laughed, her smile never fading as she licked my shaft, “You just need to be properly fucked.”

“I've been fucked,” she said, defiance in her expression, “My boyfriend has taken my cherry and made me come a bunch of times.”

“I don't think your little boyfriend can do what I could do to you.”

“He is nowhere near as big as you,” she pouted, “You may ruin me to him.”

“If we had time,” I said again just as her cell phone began to ring.

“Hey, Mom,” she answered, continuing to stroke my drooling cock, “Yes ma'am, okay. Okay, I don't think anyone will mind. Well yeah, you're right. Lori will complain. Okay, I will see you later.”

Pressing the button to hang up her cell, Leanne looked up at me with a naughty glare, “You have all the time you need. They aren't coming in today. No more excuses, Mr. Terry. You are going to fuck my brains out.”

Taking her by the back of her head, I pushed several inches of my thick man-meat into her mouth, parting her full, pouty lips, “ Not until you swallow my cock like a good little slut.”

“Mmm, mm,” she protested, pushing back from my cock, “One thing you have to do, Mr, Terry.”

“What’s that?

“Don’t treat me like a virgin because I'm not,” she said, “You fuck me as hard as you can. Fuck my mouth then fuck my pussy. Even my ass if you want to, but fuck me like you mean it.”

Without answering her, I took her by the head and forced my cock back into her mouth, pushing hard until I felt the opening of her throat. At that point, I held tightly, knowing that she had to hold her breath. I didn't want to hurt her, as tough as she thought she was, she was just a teenager.

Like many girls her age, she had been exposed to so many videos of girls being throat fucked by men with cocks like mine. She had the idea that “If they could do it, so could I.”  I would ease her, albeit roughly, into it. She wouldn't know the difference. And, like she said, she was no virgin. I guess I took that statement at face value. The way she was acting, I had no reason to doubt her. I did want to close that door though. First, I would do what she thought she wanted. 

Easing the pressure, I let her breathe and said, “Get ready, Red, You're about to do what my wife can't. You're going to swallow my big cock.”

Pushing me back again, she spat on my dick and said, “It ain't that big. Give it to me you son-of-a-bitch.”

Taking her head in both hands I pushed my dick between her lips and said, “Swallow it, you slut. Swallow it.”

Pushing hard, I watched her eyes widen and tears begin to run from them. I thought to ease off but she grabbed my naked ass with both hands and pulled.  She was determined to do this so I began to push as well. My cock strained against the back of her throat 

Her lips, no longer cute and pouty, were stretched wide around my thick shaft. 

As determined as she was, this was not going to be easy for her. Already holding her breath, I decided to get it over with quickly.

“Take it all, bitch,” I grunted with a hard push. Spit ran from the corners of her lips and her throat opened, accepting my intrusion. Her determination won out and helped her do something that no woman in my life had before. 

I could hear the small tones of the phone ring in the front office and the friendly greetings of Lori talking with the callers. The office was beginning to wake up and start the week. Leanne was squirming at my cock, still buried to the hilt in her mouth. Pulling out, I heard her gasp a deep breath.

“Again, mother-fucker,” she said, spitting a mouthful of slobber onto my shaft, “Throat fuck me.”

She was young but she was a real trooper. Tough as nails, she took my crooked cock back into her mouth. I pushed it deep into her throat again and started to fuck her mouth. Her gulps and breaths came hard but it was what she wanted. 

Startled by a sound in the hall, I looked up to see my assistant, Kelly walking toward the restroom. Again, she hadn't noticed us. Leaning slightly, I was able to push the office door shut and then it was dark. I had turned the light off to work on it so we couldn't see. This did not deter Red from her mission.

My orgasm built quickly and hit suddenly. Surprised by the sudden flood of cum in her mouth, Leanne pulled back, taking my cock in hand and stroking it. I felt burst after burst of cum spray from my cock. My knees buckled and I nearly lost my balance but was able to stand. 

Red continued to stroke my dick even after my orgasm faded away, “Damn, Mr. Terry,” she laughed, “You come like a fucking fire hose.”

“Yeah,” I answered, “I guess I could have warned you. Turn the light on so I can get off this fucking stool.”

“Fuck me,” she spat, “You can ask nicer than that.”

“Oh, I'm going to fuck you, Turn the fucking light on.” 

After a couple of seconds of fumbling for the switch, the light flickered on. Red turned back with a naughty grin, “You fucking asshole,” she cursed, “I'm covered in cum.”

I stepped back off the plastic stool and stroked my throbbing cock, “It looks good on you. Now I'm going to wear your pussy out.”

“I'm telling you,” she began, “That big ole thing ain't going to fit in me.”

“It fit in your trashy mouth, didn't it?” I returned, “I'll get it in that slut pussy. You can bet on it.”

“As wet as I am,” she answered, “And as horny as I am, I still don't believe it will fit.”

“Stop fucking talking and get ready for a hard fuck,” I taunted.

“Im ready you old fucker.”

“Old doesn't mean shit,” I said, stroking my still erect cock, “I'm going to wreck that tight little pussy and then that little virgin asshole.”

Sitting in her mom’s office chair, Leanne scooted her tight ass to the edge and, leaning back, spread her legs wide, “You gonna lick it before you stick it?” she asked.

“Just like a fucking postage stamp,” I answered, kneeling between her knees. With one hand on each knee, I pushed her legs as far as they would spread. My cum was dripping from her small breasts, down her belly, and between her legs, coating her, soon-to-be well-fucked pussy. 

The dripping cum didn't deter me from eating her fresh twat. I'd tasted cum before and it's just part of the deal for me, so I dove in head-first. Her moans and grunts of approval filled my ears as I devoured our combined juices, whipping her clitoris with my tongue. She was dripping with excitement, and girl cum while I ate her pussy like a starved animal. My hands slid up her cummy body, squeezing her small tits and pinching her erect nipples. I had no intention of taking it easy on this foul-mouthed slut.

My fingers were wetted with cum so I slid one into her tight opening. Working it in and out as I tongue-whipped her clit. Adding a second finger, I heard her moan and felt her squirm in the chair. A third finger in, I pushed and twisted my hand until she was wracked by orgasm. Her moans were getting louder so I covered her mouth with my cummy hand. Driving her orgasm, I pounded those three fingers deep and hard into her sex which was spasming and getting wetter by the second.

Her orgasm was intense but was beginning to fade so I decided that it was time. After pulling my fingers, dripping with her sex juices, from her pussy, I gripped my hard dick with them and rubbed my cock head up and down her slit. 

Her eyes opened wide when I pushed the wide head of my dick into her impossibly tight pussy, “Oh fuck,” she squealed, “There's no fucking way.”

Pulling back, I pulled her from the chair and laid her face up on the floor. I slid my cock head up and down her pussy, lubricated by her girl juice and my cum that dripped from her belly. She watched intently, leaning up on her elbows as I pushed my cockhead back inside her nether lips, “Take a deep breath,” I said just before putting a little more pressure on her entrance.

She took a deep and sharp breath when I forced another couple of inches in. Her head fell back as she moaned. Her chest rose and fell with each gasp for air, “Oh, fuck,” she hissed, “It feels so full and so good.”

I pulled out again, repeating what I had earlier done, sliding my cock head up and down her slit, taking a few moments to let her catch her breath by thumping it on her buzzing clitoris. Leaning down, I took one of her puffy nipples between my teeth, lightly biting it, I tasted my cum again. I was surprised when she put her hand on the back of my head and pulled me tightly to her breast, “Harder,” she begged, “Please. Harder.”

I rolled the bud of her nipple between my teeth, biting harder and pulling. My little slut began to tremble and gasp in painful pleasure. I took the opportunity to push my cock into her tight little pussy again, just a few inches, and felt her arch her back. I knew then that she was ready. Her pussy was tight and soaking wet. I could taste her cummy nipple with the tip of my tongue. Her hand on the back of my head urged me on as her other hand found its way over my shoulder, “Fuck me, Mr. Terry,” she whispered.

I pulled back again, this time without pulling out. My next push was slow but deep. I pushed as she panted on my shoulder. Gritting my teeth to keep from coming on that first complete stroke, I felt my balls rest on the crack of her tight young ass. 

Holding very still, fighting back my urge to come, I continued to tease her nipples, one then the other, biting and grating them progressively harder, feeling them begin to swell and seeing the redness it caused. I felt her body convulsed and shake, her moans were filling the room. She was in a state of continuous orgasm. It took everything I could muster to hold my cum inside my balls. I just wanted this to last.

“Please fuck me,” she stammered, quaking under my body.

Just hearing that nearly sent me over the edge. But I held back and started to pull out. Biting down on the reigns, I thrust slowly at first, building to a vigorous pace. She was tight,  but a pussy, wetted by desire would open to accept what it hungered for. The wet sounds of sex filled the room along with her moans and my animalistic grunts. 

“Fuck me,” she repeated over and over, “Yes, Mr. Terry. Yes. It's so good.”

The vinyl of the floor was slick with her juices causing her to slide with each thrust of my dick. My balls bounced off the cheeks of her tight ass. My cock filled her, stretching her to the very limit. Her orgasm continued to the point that I thought she would pass out from the erotic pleasure coursing through her. 

She groaned and cursed, panting through her orgasm. Her body trembled and quaked and her voice cracked. Her pussy, already tighter than Dick’s hatband, convulsed, squeezing my cock impossibly hard, as if I were in a velvet vise. I couldn't hold out any longer. 

I fucked her like a man possessed. My thrusts were hard and fast. The sounds of sex, wet and nasty, echoed off the office walls. The first shot of my cum flooded the tight confines of her pussy. Four more heavy expulsions emptied from my cock into her depths, squeezing around my shaft with every thrust and out of her pussy, trickling down her ass crack. 

We continued to fuck until my orgasm faded away. I rolled onto my back, sweaty and breathless, “I told you so,” I gasped, “I told you I would fuck your pussy.”

My young lover patted my shoulder with a nod and a chuckle, unable to answer verbally. She was good and well fucked like she never had before. We basked in the afterglow of our mutual orgasms. A click that came from nowhere interrupted our repose. We both raised our heads and she asked, “What was that?”

“The door, I think,” I answered, “Probably Lori.”

“Who gives a shit?” Leanne asked, “Nobody pays her any attention.”

“Maybe,” I answered, “But what about these rumors?”

“Rumors?” Leanne asked.

“Kelly and I,” I reminded her, “You said there were rumors.”

“Don’t worry, Mr. Terry,” she smiled, “Your secret is safe with me. There aren’t any rumors. I was here one Saturday and saw you and Kelly fucking in your office.”

“You saw us?”

“Yeah,” Leanne giggled, “I knew your dick worked.”

I let my head fall back, looking up at the unfinished ceiling light that remained darkened. Thinking about what had happened with the girl lying breathless at my side, I drew a deep breath and sat up, “Gotta get to work,” I breathed, patting her thigh.

After dressing and a trip to the restroom to clean up, I received a text. I saw that it was from Lori and opened it before I left the restroom. Opening my messages, I was surprised to see a picture of myself and Leanne, fucking in her mother’s office chair. There was a message under the photo that read, “We need to talk.”

A dejected grimace and a shake of my head as I tucked my phone into my pocket, I had all day to deal with this. I went back to the tasks of the day. It all came to a head as I sat in my office, eating lunch.

“Well?” Lori barked, closing my door as she walked in, “Were you just going to ignore me like everyone else here?”

“No, Lori,” I answered, “I had a busy morning. What do you want? How does this go away?”

“Fuck me like you fucked the boss’s daughter.”

Published 
Written by CrystalsVoyur
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