Sharon, Office Disciplinarian Ch. 02byneighborboy©
Chapter Two: Mark learns the art of brownnosing
"You've been distant tonight, is there something wrong?" Julie asked as she slipped into bed, entirely naked and looking as sexy as ever.
"Oh? I guess I have. It's nothing, just work. The office was crazy today," I said, scrambling to explain my aloofness.
"Well if you had a crazy day, I might have the cure," she said, sideling up to me. "Feel my pussy, Mark," she whispered in my ear, "feel how wet I am." She closed the book I was reading and led my hand down between her thighs. My middle finger slipped easily between her slick pussy lips. "I was touching myself out in the living room. Want to finish me off?" she whispered. My cock became hard almost instantly.
"God I love you," I said, pushing her onto her back, spreading her legs, and plunging my cock into her with a single effortless thrust.
"Hmph, fuck baby, you're good," she said. She clung onto me with her limbs as I fucked her for the first time in about a week. Fucking Julie was like fucking a wild animal. Her pussy gripped me tight. Her fingers dug into my back almost painfully. Her tits bounced back and forth with each rapid thrust. "Fuck baby, you're going to make me cum! Your big dick's going to make me cum! You're making me fucking cum!" she moaned loudly, her toned stomach muscles tightening with her orgasm.
Usually Julie's vocal orgasms were more than enough to send me over the edge, but not this time. After giving her a few seconds to catch her breath I resumed thrusting, this time more slowly and deliberately. "Oh god, Mark, you're so mean," she gasped. After a few more minutes of slow fucking she seemed to be working up to another orgasm. "Holy shit, Mark, holy fuck it's good," she said. I fucked her faster but didn't seem to be any closer to my own orgasm.
Then suddenly I pictured Sharon sitting in the chair next to the bed in her blue business skirt and leering at me and my beautiful wife. "That's right, Mark," she said in my imagination, "fuck that little slut." I imagined her spreading her legs and hiking up her skirt to reveal her unshaved bush. I imagined her slowly circling her clit with one of her elegant manicured fingers while staring intently at the two of us fucking. I imagined her sticking a few fingers in her pussy and then standing up to present them to me to lick. I imagined the pungent aroma I had smelled on her fingers only the night before, the strong taste of her juices on my tongue. "I'm going to give you thirty seconds to cum, and if you don't I'm going to get my strap on out of my purse and fuck your ass in front of your wife, do you understand?" she asked me. I nodded and fucked Julie even faster.
"Yes, god yes," I said as I filled Julies cunt with cum. We fell apart, exhausted.
"What got into you?" Julie asked, still breathing heavily.
"Tough day at the office," I responded and turned out the light.
My cock stayed hard the entire drive to the office the next morning thinking about masturbating for Sharon again. Most people at work arrive around 8:00 am, so when I entered the building a little before 7:30 it was still relatively empty. Alison was not at her desk outside of Sharon's office either. I was grateful given that I was sporting an obvious erection that I would have had to hide from her or anyone else I walked past.
Sharon's office door was unlocked. I opened the door and entered the dark office. As instructed the day before, I walked to her desk and lowered my pants. The clock on the wall read 7:29 am. My cock dripped precum. Outside I could hear car doors slamming and people talking as they entered the building. Alone in the dark I noticed the rich smells of the office: the leather chairs, the woodwork, and a faint smell of musk -- undoubtedly a hint of the kind of depraved activities the office had witnessed.
The clock ticked steadily on the wall. It now read 7:36 am and there was no sign of Sharon. My cock continued to leak precum. Then there was the sound of shuffling outside the office door. File cabinets were being opened and shut. No doubt Alison had just arrived at her desk. Another minute or two went by. And then the door opened. Sharon's office was arranged with her desk on the right side of the room and two leather upholstered chairs for guests to sit at on left side of the room. As the door opened, anyone outside in hall would have had a clear profile view of me standing in Sharon's office with my pants down and erect penis sticking out from my body.
It wasn't Sharon, it was Alison. She was dressed as she had been the day before, in a grey skirt and white blouse. Her outfit was conservative, revealing neither calf nor cleavage, but it still did plenty to suggest the slender sexy frame underneath. She walked casually behind Sharon's desk. "Good," she said, glancing at my penis, "you're erect." On the desk she placed a small egg timer, the kind that work like an hour glass, and a wooden paddle. "Ms. Masterson called earlier," she said. "She's occupied with other business, so she instructed me to make sure you complete your assignment for the morning. Your penis is erect, like she said it was supposed to be, so we don't have to worry about that." She turned over the egg timer. "She wants you to masturbate to completion before the sand runs out of this timer. If you can't, she instructed me to spank you with this paddle."
I stared at her dumbfounded. "I'd get going if I were you, this thing hurts. I speak from experience," she said. I quickly started stroking my cock, which was already well-lubricated with precum. "I think that thing goes for about three minutes. I'll be back before it runs out," she said. I pounded my cock furiously trying to conjure up an image that would get me off fast. I fixated on the image of fucking Julie the night before with Sharon fucking my ass with a strap on from behind. I had never had anything in my ass before, but for some reason I couldn't get the image out of my head. Maybe I was a little curious from fucking Julie's ass and watching her cum so easily from it. Maybe I was getting incredibly turned on by being dominated by this woman and I wanted to be dominated by her in the most intimate way possible.
Alison came back into the office and sat in Sharon's chair and watched me intently, but without a hint of emotion. Jacking off is hard to do standing up and I desperately wanted to sit down or kneel on the ground but knew it would be breaking the rules of this strange little game. My knees buckled as I imagined Sharon's strap on inching its way farther up my ass, feeling it poke at my insides.
"Time's up," Alison announced. The timer had indeed run out.
I grunted, "fuck, I'm gonna cum." A load of thick white cum shot from my penis onto the desk.
"You missed your time limit," Alison said. "Pull up the ottoman and kneel on it with your hands on the floor," she said. "Quickly, you don't want anyone to hear," she said. Her tone was businesslike but sympathetic, not anything like the vampy sneer Sharon used to tease me. I hobbled over to the wall, drops up cum still dangling from the end of my cock, and pulled the leather ottoman out in front of the desk. A little scared and a little turned on by what was about to happen to me, I knelt on the ottoman and placed my hands on the floor on the other side. It put me in an exaggerated all-fours position with my ass high in the air and my head down low. I could feel my face turning red from the increased blood pressure. Alison readied herself at my side with the paddle. "If you make any noise, I'm supposed to gag you with my panties," she announced.
Smack! The pain was intense, and an audible groan escaped from between my gritted teeth. I heard the sounds of clothing being adjusted behind me. She was taking off her panties.
"Open," she said calmly. I opened my mouth reluctantly and Alison pushed her white satin bikini-style panties inside, making sure the cotton liner was placed directly on my tongue. "Close," she said, putting a finger on my chin.
She resumed swatting my ass with the paddle. Smack! Holy shit that thing hurt. The musk from Alison's panties began to mix with my saliva, leaving the faint taste of pussy in my mouth as she mercilessly paddled me. Smack! When was this going to end? Smack! How long had this been going on? A minute? Two? My ass was on fire. Finally it was over.
"You're supposed to stay just like this until she gets in," Alison announced. "We're through," she said. She gathered the paddle and the egg timer from Sharon's desk and made her way to the door, pausing on her way out to say, "I must say I'm impressed with how you took that. She had me bawling like a baby my first time." Alison closed the door and left me alone in the dark, my ass still burning and her panties still soaking in my mouth.
It must have been at least another five minutes before I heard Sharon's voice outside. "Good morning, Alison," I heard her say, "did everything go well?"
"Yes, ma'am," I heard Alison say, her voice muffled by the wood door.
"And so who wins our little wager? Did he cum or did you have to paddle him?" Sharon asked.
"I had to paddle him," I heard Alison say.
"Good girl, I'm pleased," she said. The door opened and Sharon walked in, Alison at her side. While Alison opened the shades to let in some natural light, Sharon stood over me she tracing with her fingernail what must have been markings on my buttocks from the paddle. "Very good work, Alison," she said, "maybe a little too good. Mark may have to complete his office work standing up today." She addressed me directly, "How many was it, Mark?"
I shook my head and mumbled, "I don't know."
"How many was it, Alison?" she asked.
"Ten, ma'am, just like you told me to," Alison replied.
"Stand up," she said. I stood up from the ottoman, my cock flaccid. Sharon surveyed the scene around her for a moment, and then approached me with her hand out in front of my mouth like I was a dog being ordered to spit out a toy. I spit them out. Sharon then used them to mop up the small puddle of semen on her desk. "I'm a little confused. Why was he paddled if he climaxed?" she asked. "You didn't show him any mercy did you?" she asked, cleaning up the remaining streaks of cum.
"No, ma'am. He came a second or two after time had run out," Alison said.
"I see," Sharon said, "Maybe I'll have to punish you and reward you." She turned away from Alison and addressed me, "Mark, your services won't be needed until after work today. Come to my office at five-thirty this evening. I'll have another task for you then."
I gathered my pants from around my knees and gingerly worked them up to my waist. My ass still stung from the paddle as I tucked my shirt in and buttoned my pants.
As I left the office I saw Alison kneel in front of Sharon. "Now what are we going to do with you..." was all I could hear as I shut the door behind me.
It was extremely difficult to work the rest of the day. As Sharon had predicted, I had to do most of my work reading draft proposals either standing or pacing back and forth in my office. But for some reason I kind of enjoyed being forced to change my work habits to accommodate my sore ass. It forced me to think all day long about exactly how kinky things were quickly becoming.
The half hour of expectation between five and five-thirty was particularly excruciating. As my co-workers popped their heads into my office one by one to say goodnight, I had to make up excuses for why I was staying late. "Want to get the Hughes project done before the weekend, going out of town with the wife," I said, but if the Hughes project really was going to be done by the weekend, I'd have to start spending time in my office after hours instead of Sharon's.
When five-thirty rolled around I knocked on Sharon's office door. "Come in," she said. She was reading a business report behind her desk with her feet up on the desk. The pose accentuated her sexy legs, which were covered in black stockings. "Have a seat, Mark," she said. I sat in one of the leather chairs. Luckily, my ass no longer hurt from the paddle, so sitting was no longer uncomfortable. Picking up what appeared to be my file -- the same one she had examined the day before -- she asked, "do you know how long you've been working here?"
"Um, about two years," I replied.
"That's right. Looking at some of your early performance reviews, I see that your superiors were very happy with your work. Yet in the three years since you've been here, you've never received a promotion, or even a raise for that matter. Why is that?" she asked.
"I don't know," I replied.
"You're an attractive and energetic young man, and until recently, the quality of your work has been excellent," she said. "Let's take a look at you shall we?" she said. "Stand up and strip naked," she ordered.
I obeyed, beginning by removing my tie and unbuttoning my dress shirt. "Fold everything neatly on the chair behind you, we don't want your wife suspecting anything from wrinkled clothes," she said. Again I obeyed, folding first my dress shirt and then my undershirt on the chair behind me. She took her feet down and put her elbows on her desk, watching me more intently. With my slim but muscular torso bare, I removed my pants and underwear. My penis stood half erect, dripping as usual with precum. I immediately felt ridiculous standing naked in front of this woman while wearing black dress socks, and regretted not having thought to remove them earlier. With my socks safely removed, I felt strangely comfortable naked in front of Sharon. "Hands folded behind your back, eyes forward, legs apart slightly," she ordered. I obeyed.
"You have a very attractive body, Mark," she said. I remember admiring both you and your wife's bodies at the water park at last year's company outing. "The thing I don't understand, Mark, is why such an attractive young employee hasn't shot his way up through the company ranks," she said. I kept staring straight ahead out the window down onto the parking lot. "Business is a cruel world, Mark," she said, dwelling on the word "cruel." "You've going to have to learn how to get ahead, and I'm just the one to teach you," she said, rising from behind the desk. "I want you to kneel on the floor in front of my desk," she said.
"Yes, ma'am," I replied.
Once I was in position she stepped into the space between me and the desk facing away from me with her large ass in my face. "Lift up my skirt and tuck the back into the waistband," she ordered. Lifting her skirt revealed that her stockings were being held up by a sexy back garter belt and that she was not wearing any panties. "Do you like what you see?" she asked.
"Yes, ma'am," I said, "very much so, ma'am."
"Good, I'm very glad to hear it," she said. "Your task tonight will be easy. You're going to learn that to get ahead in the world of business, you can't be afraid of a little brownnosing. I'm going to bend over the desk and touch myself, and you are going to lick my asshole until I cum," she explained. She bent over and placed a finger between her pussy lips. Sensing my hesitation, she continued, "it's perfectly hygienic, I assure you. I just showered this afternoon after working out in the fitness room."
"Please, don't make me do this," I begged.
"Not another word from you. Place your hands on my cheeks, spread my ass, and lick," she said more forcefully.
Bent over as she was in high heels, her ass was in the perfect position for my assigned task. I gingerly raised my hands to her fleshy ass cheeks, which were perfectly framed by the straps on her garter belt. My cock bobbed with excitement. Seeing that was already beginning to finger herself, I pulled apart her cheeks to expose her brown asshole. I moved my face in. I hesitated long enough to detect her musk. Then I carefully began licking at the valley between her cheeks, slowly moving closer to her sphincter.
"That's right," she said," lick my ass. Stick your tongue on my asshole. Lick it."
I slowly moved closer to the edge of her asshole and then placed my tongue directly on it. The taste was sour, but not entirely unpleasant. Her finger's pace quickened upon my tongue's contact with her asshole.
"That's good, keep it up," she said, "don't you dare fucking stop.
I continued licking at her ass, gradually doing so more enthusiastically as the shock of what I was doing slowly wore off. I went back and forth across her asshole, feeling the ridges of her puckered hole with my tongue.
"God I love having my asshole eaten. Have you ever eaten a woman's ass before, Mark?" she asked.
"Uh, uh," I murmured, the noises muffled by her fleshy cheeks.
"Yes, push harder," she ordered. "I'm surprised you've never eaten ass before. I saw in one of your pictures that your wife enjoys spreading her cheeks for you," she said. "Oh fuck, keeping going," she said. "Tonight when you go home, I want you to do this to your wife, Mark," she said, "will you agree to do this to your wife? Will you do it for me?"
"Uh, huh," I mumbled, nodding my head up and down.
"Good, boy ...I'm sure she will love it," she said. After a few more minutes of licking she began to moan, "oh... fuck, I'm going to cum." Her asshole began spasming against my tongue, and for a brief moment I think the tip of my tongue managed to penetrate it slightly.
As Sharon came down from her orgasm I let go of her ass cheeks and sat back into my kneeling position. She straightened herself and lowered her skirt. Aside from the flush look on her face, she still looked every part the perfect businesswoman: grey skirt with matching blazer, modest hairstyle, the whole deal. Yet only a few seconds earlier, I had my tongue up her ass. My cock was painfully erect. She didn't seem to notice.
"That was nice, Mark. You're making excellent progress," she said. She returned to her seat behind her desk and opened a drawer. She pulled out a tube of lipstick and a makeup mirror. After refreshing her makeup, she pulled out another item from her desk. It was a small digital camcorder. "This is a digital camcorder," she said. "Tomorrow I want to see proof on it that you ate out your wife's ass, as you promised you would," she said. With that she gathered her coat from the closet and headed for the door. With a flick of the switch she turned out the lights, and before leaving me alone in her dark office called out, "and remember, same time tomorrow morning."
My mind was still processing what had just happened as I stood up and dressed myself, but I quickly moved to devise a plan to fulfill Sharon's newest assignment. Julie usually went jogging before dinner, so if I was able to get home quickly enough, I might be able to catch her in the shower. With her body clean and soaped she would probably be less likely to object to my tongue being stuck in her ass.
When I pulled up to our apartment building Julie was just turning the corner a block away. She was wearing black compression shorts, a white sports bra top, and a pair of headphones. Julie's tits almost weren't big enough to need a sports bra, but her killer body still turned plenty of heads. I knew that she not only knew this but that she liked it as well. As she approached I could she that she was drenched with sweat.
"Hi, honey, how was your run?" I asked as I got out of the car.
"Great, how was work? Still crazy?" she asked.
"Still crazy," I replied, "I think I'm making headway, though."
Once inside our apartment Julie headed to the bedroom and stripped out of her sweaty clothes. Her smell was intoxicating. I wanted to lick every square inch of her lean body. She met me naked in the hall, and asked, "Hey lover, want to meet me in the shower?"
"Sure thing, I'll be in right behind you," I said with a wink.