The Office Pt. 01
My manager, Ms. Zabet, is ten years older than me, and I always feel like a little kid around her. It isn't that she is demeaning or unkind. Quite the opposite; she takes an interest in me and all her subordinates. She asks what I need to do my job well, and makes suggestions that invariably improve the work I do. I am sure she has been in my shoes and has a rare talent for remembering how hard it is to start out and learn the ropes.
I just feel disoriented each time she gives her attention to me. In part is because she is drop dead attractive. I try and push down that physical response I feel. She dresses very professional, yet her sexiness pushes through the formal attire. The attire accentuates it. Come to think of it, I think a trash bag with a hole cut in it for the head and arms would accentuate it. She has big breasts that push tight against her blouse, they are not outrageously large. Larger than I typically find attractive, yet her figure is perfect. Her long black hair is tied back. She wears black rimmed glasses. If she were wearing nothing, she would look great. I try not to dwell on that thought.
"How is it going Chuck?" she asks. My name is Charles but from the start she has called me Chuck. I never corrected her so it stuck. Stuck with Chuck.
"Um, really good, I appreciate the suggestions you made for the development approach. When I talked with the client they were happy and impressed with the options we had for them," I said gazing into her deep brown eyes.
"Great job, taking that and running with it. Not everyone has your knack for honing in on the important parts. I have something that I hope you might be interested in. Can you come to my office when you get a chance?" and she casually put her hand on top of mine on my desk. It was odd, but seemed natural. It wasn't the first time she got a little too close, or made a slightly suggestive comment. For the past month or so she has subtly flirted with me during our interactions. My heart started racing. She slid her fingertips up my arm as she turned and left to her office. I wanted to drop my work and go running after her. I just sat and watched her fantastic hips sway as she walks away.
I turned my attention back to my work, but I found my thoughts drifting to her brief touch of my hand. Then to each of the other recent flirtations. After I found myself making minuscule progress on the task at hand. I gave up, got up, and headed to her office.
Her office has large glass windows that face out to the rest of the working space of our business. The windows are tinted and were currently opaque to the outside. I knocked on her closed door.
"Come in," I heard her call from inside. I opened the door and stepped in.
"Close the door Chuck," I did and noticed that her hair was down, her suite jacket was hanging from a coat rack near the door and she was standing behind her desk. Her typically buttoned up blouse was unbuttoned and displaying her cleavage. I felt my cock going hard at the uncharacteristic sight of her. She pushed a button on her desk and I her a click of a lock on the door.
"Um, Ms. Zabet?" I asked nervously.
"Call me Mistress." She said stepping toward me from her desk.
"Mistress?" I asked confused.
"There you go." She said closing the gap. My heart was pounding in my chest. "Sit down Chuck." She got right in front of me and playfully pushed me into the office chair that was oddly in the middle of her room. It was a comfortable office chair for clients. It was upholstered in leather, but there was a black towel draped on the seat.
"Can I tie you up, Chuck?" She asked with a smile.
"Can you what?!"
"Tie you to this chair? Would you like that?"
I gulped. I would like that, but my mind was reeling.
"Are you serious?!" I asked surprised. I admit that I had had fantasies about Ms. Zabet. I would daydream about what she looked like under her business attire. How sexy she would be in lingerie. Now her bra was peeking out.
"Does this seem serious?" She bent down and kissed me on the lips. I couldn't help but kiss back. My capacity for reason and rational thought went out the door. Reason, if it were anywhere near me, would have told me that I should go out the door. My raging desire trumped reason.
"So Chuck, if you are going to stay, then I am going to tie you up. That's the deal. Are you in?"
"Yes."
"Thrilling," she went to her desk and pulled out leather buckle cuffs. "Oh, I forgot, you are going to need to strip down to your underwear. Don't worry no one can come in." She looked toward the door then back at me.
"Hurry up. Take them off, fold them and set them over there." I felt mesmerized by the calm commanding tone she took. I took off my tie, shirt, trousers. Soon, I was wearing nothing but my undershirt and boxers.
"Oh Chuck, you ARE cute." She emphasized the "are" in her sentence. "Now sit down." I sat. She pulled off my undershirt so I was bare chested, just sitting in my shorts wondering what the hell I was doing. She buckled my hands and my cock was rising in my shorts. Once, my hands were buckled she pulled down my shorts and pulled out my almost fully erect cock. She knelt and took it into her mouth. It was as hard as it can get in a minute. She then buckled my ankles to the chair. She then went back to my playing with my cock and licked the shaft, the balls, the tip, all of it in her mouth, stroked it, and gently played with head.
She revealed what looked like a black rubber hair tie, "This Chuck, is a cock ring. Have you ever had one on your cock before?"
"Um, no."
"Here is what it does. I am going to slip it over your penis and then with some lubrication get your balls in there. It is going to trap the blood in that erect penis and it will look and feel engorged. If it is more discomfort than pleasure let me know and we will do something else."
She put the ring on my cock and it felt like my erection was more intense. She had me dripping with pre-cum, and then played with my tip with her hands. My orgasm felt trapped by the ring, it wasn't unpleasant at all. It looked and felt huge.
She got up and pivoted my chair to the windows. I could see everyone working through the tinted glass. I knew they couldn't see me, but it was exhilarating to be fucking in secret like this.
She put her mouth near my ear and whispered, "You need to please me first. If you come before I allow you, then I push this button." She pushed a button on a remote control and the window tint began to fade. I freaked out and tried to stand, but it only resulted in almost tipping myself in the chair. She mercifully pushed the button again and the window returned to its mirrored glass state.
"That's crazy, you will get both of us in trouble!" I shouted through a whisper.
"I know, so for both our sakes you better please me." She undressed in front of me which shattered any of my misgivings. First off came her blouse, exposing her fantastic breasts in a fancy lace bra. Then she unzipped her pencil skirt on the side and slipped out of it to show matching panties. That vision of that beauty was followed up with her fully nude as she removed her lingerie.
She stood there, seemingly to let me admire her amazing body. He long black hair was down, her nipples taught with excitement. She was completely shaved around her vagina. I don't have much preference for bare or trim. I am a hairy guy, so I groom myself. Once I shaved everything, and sex felt awesome, but I didn't like how itchy it got if I didn't constantly shave, so I now just keep things trim. Right now, my cock was lubricated from when she put the ring on it, it was bulging and dripping.
"Start with my nipples." She said as she straddled me on the chair. I was helpless as she put her left nipple in my mouth. I sucked and licked it, and she moaned, "now the other." I sucked that too.
As I sucked her nipples she began to rub her wet pussy on the shaft of my cock. I felt a sudden rush and felt like coming then in there. She backed off a little and said with a smile, "Not, yet Chuck. I wanna cum first, and cum hard. But first I want to see you squirm with desperation. I want you begging." With that she got off the chair and started stroking my cock, it was wet with her juices. She used her mouth again to keep the tip wet, and I told her I was going to come, but it wasn't until I was at my absolute limit that she would back off. It was tortuous, because I wanted desperately to cum.
"Please Ms. Zabet, let me cum."
"Chuck, when you are in my office like this, you will call me Mistress, is that understood? If you disobey your Mistress you will be spanked." and with that, she thankfully stopped toying with me. "Since I won't be able to spank you like this, open your palm." I opened it.
She went to her desk and came back with a 12-inch ruler. The wooden kind you used in school.
"I want you to understand what happens when you displease me. Now count off five times," she struck my open palm with the ruler. Damn it stung!
Whack, "Count Chuck."
"One!" whack "two!" whack "three!" whack "four!" whack "five, fuck that stings."
"Now try again, how do you address me, Chuck? I'm not Ms Zabet."
"Yes Mistress!"
"Good boy"
She teased my cock again for ages. "Please, Mistress, may I cum!" I was begging, and dribbling pre-cum. She ignored my plea. "We better not keep that on for too long," she said as she released my cock from the ring.
"Now, are you going to make your Mistress come?" she asked sweetly.
"Yes."
"Yes, Mistress," she corrected.
"Yes, Mistress."
Ms. Zabet, tipped the chair back. I had a moment of panic as I felt as if I would fall, but she was strong and gently tipped the chair with me still bound to it so my back was on the floor and my leg were in the air. She then straddled my face with her pussy and commanded that I lick.
I was lapping her up like a desperate animal. She moaned in approval. She continued to stroke my cock in my oddly compromised position. If I could stop and think about it, the situation was absurd. My brain was overriding any resistance. I was high on the carnal pleasure. I licked and parted her outer vaginal lips with my tongue and finished each lick by flicking her clitoris with the tip of my tongue. Her pussy was wet from my licking mixed with her own aroused juices.
I continued to lick and suck. I obediently fucked her with my mouth. Sometimes she would almost choke me off with her pussy. All the while she kept stroking my cock until she came. I felt her convulsing on my mouth, and she pulled away. Then she tipped me back upright and straddled me again. She mounted my cock and relentlessly rode me. Her tits bouncing with each thrust. She would slowly grind, and then bounce on my cock.
"May I cum?!" I pleaded.
"Yes, Chuck, fill me up," she paused, "You say, 'Thank you Mistress.'"
"Thank you Mistress!"
And I came, I erupted inside her. She stopped bouncing and kissed me as I continued to come, and come. I came some more. When I finally subsided, she got off, and said, "That was fun, let's do this again soon. Put your clothes on and get back to work."
I sheepishly left her office. I felt like everyone knew what was going on and it seemed everyone looked at me as I left her office. Then as I went back to my cubicle, I convinced myself that I was just distorting my perception. I opened my laptop and logged in. I set myself to get back to work. With the time I spent with Ms. Zabet, I had some catching up to do. If I put my attention on the project, I could still get out of work on time today.
I worked for a short while, finding it hard to concentrate on my work. I decided to go through my messages. There was a new mail from Ms. Zabet. My heart jumped, which was silly, because I would get important messages from her regarding work pretty often. With what just happened I wasn't sure what she was sending me. I opened the message and I almost slammed my laptop shut when I saw it. It was a picture of me bound to the chair, nude, with my cock sticking straight up. My eyes were closed and a look of ecstasy on my face.
I looked around and realized that no one was paying attention to me or my screen. I awkwardly opened my screen again only enough for being able to see the screen with no one else around being able to see. I awkwardly crouched so that I could look at the message. I disabled the graphic to that I could read what she wrote without me and my dick showing to the office. I then opened by screen to read the message.
"Hey Chuck, my new fuck toy,
I really enjoyed our work session. If you agree to my Conditions then I will require your frequent further assistance.
The Conditions of your Service:
1) When in my sole company you will address me as Mistress.
2) When we are in the company of others you will act as normal with the exception of discreetly stimulating yourself whenever possible.
3) If you are unable to verbalize, "Yes, Mistress." you will blink twice.
4) If you are unable to verbalize, "No, Mistress." you will raise your eyebrows and plead with your eyes.
5) You will fulfill my instructions to the best of your ability.
6) If you fail to sufficiently fulfil my wishes you will be spanked.
7) When spanked you will expose your bare ass, bend over my desk, and count each spank. 5 for minor punishment, up to 20 for major displeasure.
8) If you fulfill my directives then you will be rewarded.
9) You may not cum unless given permission.
10) If you are extremely horny, then you may beg, "Please, Mistress."
11) If you agree with the terms of this contract, then make yourself erect now, get yourself dripping with pre-cum, and take a picture of it at your cubical. Send it to me by 4:30 PM.
12) If you disagree with the conditions of this contract, don't complete the previous directive and then this compromising picture will be anonymously sent to the all-staff email.
13) These conditions will expire after a month of service, with the option to renew service.
Holy crap, 4:30 only gave me less than 20 minutes! What if I hadn't read this email? She had to be kidding. I was freaked out. I started stroking myself and got hard enough, but realized that I needed to be close to coming to have pre-cum. I sat there looking at the clock on the screen and watched the minutes race by. Then I realized that she wanted the picture taken at the cubical, but I could go to the bathroom and get close to coming in the stall. I knew that there was no way I could do it here. I got up and quickly made my way to an office private bathroom with a locking door. This had a sink and a toilet without a stall. I pulled out my cock and closed my eyes and fantasized about Ms. Zabet punishing me. That got me there, but I was panicked that I would not have enough time. My cock was dripping. I untucked my shirt, and zipped up my trousers such that the tip of my dripping cock was sticking out the tip of my pants. With my loose shirt covering the exposed cock I rushed back to my cubical, careful not to accidentally absorb the pre-cum on my clothes. I sat down, took out my cell-phone and snapped a picture of my dripping cock. I was petrified someone might see what I was doing, but more petrified that she would share that photo.
It was 4:29 as I frantically uploaded the photo and attached it to an email, and sent it to Ms. Zabet.
She wouldn't seriously post that picture?! She was just playing with me, I told myself. But she seemed pretty willing to expose me in her office.
Moments later, I got a reply. I looked around and then carefully opened the reply, making sure that email attachments did not automatically display. Thankfully there wasn't a picture this time. It was just a short message.
"Chuck,
I am so glad you agreed. I love the picture, that is all you need to do for me today. I want you in my office tomorrow morning for a work session at 8:30.
Sincerely your Mistress."
It took forever to get the rest of my work done. It was 7:00, and I was finally caught up. The floor was empty and light from outside was gone. I was working with my desk lamp. I ate some snacks that I keep at work. Basically stuff for when I forget lunch, or am running late in the morning. I was closing up and grabbed my bag to head home. I passed by Ms. Zabet's room, and headed towards the elevator. The doors opened and out stepped Ms. Zabet. She was not in her typical business attire. She was in black yoga pants and a sexy white sports bra. The straps looked like a harness across her breasts. Considering what we did earlier, her attire evoked images of a dominatrix.
"Chuck! What a pleasant surprise that you are still here."
"Um, hi, I was just heading home."
"Oh, right, you must be exhausted. If you have a minute there is someone that has been dying to meet you. It really is lucky that you are here."
"Uh, yeah, I don't have to be anywhere tonight," I said a little reluctantly.
She walked to her office and I turned and followed. My heart rate picked up. Honestly, I was addicted and wanted to do more of what we did. I didn't know what she had in mind.
When I got in her office, she walked to a closet, opened the door and motioned for me to sit in the same seat that she tied me to earlier. I sat down. She pulled out some knee-high white leather boots. The type that made her about 2 inches taller. She pulled off her yoga pants to reveal translucent white lace panties. She left on her harness-like white sports bra, and put on her boots. When she stood up, she was as tall as me. She walked back to the closet and took out some hand-cuffs, a ball gag, and ankle cuffs. I was excited and thought that she was intending to tie me up again.
"Chuck, I have a friend coming, and as you can see, I am no longer your boss, now I am your Mistress. So Chuck, take off your clothes, fold them, and place them where you did earlier today."
I didn't know what to think of the friend part, but I did as I was instructed, already getting hard for anticipation.
"Oh my goodness! I just remembered, I printed a copy of your photo. I was going to frame it and give it to you when your contract was complete. Contracts last a month, and then we renegotiate if you want to keep participating. The problem is that I printed on the 3rd floor copier in Accounting. Would you be so kind as to grab it for me?"
"Yes, Mistress." I went to retrieve my clothes.
"Uh, uh, uh. No need to put anything on, I am sure most everyone is gone by now."
I was going to protest, but then saw her raise her eyebrow as if to say, are you really going to disobey?
"Yes Mistress." I looked out of the office and the floor was dark and deserted, but I had no idea how long people in accounting stick around. I just had to hope no one was there. I ran almost tip toeing. I don't know why I was tip-toeing. It felt like I was being quieter. I got to the elevator and was petrified that I would have a stop between the 6th floor that I was on and the 3rd floor. I decided to use the fire exit. I went to the stairs and tested the door to make sure it didn't lock or anything. I would hate to be trapped in the stair well with only the ground floor as my exit. The door was open and the stair well was deserted. I awkwardly hurried down the stairs and the cracked open the door and peeked in the 3rd floor. Accounting was a lot like our floor. I could only assume the copy room was in the same layout.
It was quiet. Thankfully it seemed that everyone was gone. There was light coming from one cubical. I stood still and listened. I didn't hear anyone. I crouched and moved as quickly and quietly as I could to the copy room. I popped my head in, and it was there in the print tray. I color copy of the photo that Ms. Zabet emailed me earlier. Then I heard steps a noise something. There is a supply closet that connects to the room, I rushed over and put myself inside, and waited with my heart absolutely racing. I waited for about 5 minutes hoping if someone was coming to the copy room they had only a quick task. I cracked the door and heard the sound of copies being made. I was trapped. I waited with all the patience that I could and then maybe another few minutes later I cracked the door and silence. I timidly opened the door more and no one was in there. I tip toed the door of the copy room and peeked out.
I could see now that someone was still working in their cubical. That one lighted spot was occupied, by a young lady. It was the last thing I wanted, was to have her calling security reporting some pervert running around naked. That is what I am, I realized. This is perverse. I crouched down below the level of cubicles and made my way back to the stairwell. My heart racing like I was running. I was a little relieved when I got there. It seemed unlikely anyone would be using the emergency stairs at this moment. With picture in hand, I made my way back to Ms. Zabet's room and closed her door to much relief.
"There you are, I was afraid that you might have gone home." Ms Zabet teased. Getting to my car in the nude would be impossible without someone seeing. I was pretty sure that the ground floor has security cameras.
It took a moment to realize but there was another man, naked, cuffed, blind-folded, and gagged.
"Let me introduce you two, Charles, Chuck, Chuck, Charles. Charles is a great admirer of you Chuck. And Charles has been a very good boy, so I promised him a reward," Ms. Zabet said this as the Charles guy sat upright in the nude in the same chair with the same black towel under. He was probably my age, he looked Asian. He had a muscular body, and very little hair. He wasn't struggling against his bonds and he had a large erection.
"Charles works in accounting, this is the third time he has chose to sign my contract. I hope the two of you become friends. You can thank him for your invitation to become my fuck toy. He pointed you out to me, and I agree with his tastes." She said and noticed the picture I had in my hand.
"Speaking of Accounting, thanks for retrieving that," she grabbed the copy from me.
"Ok Chuck, I want you to suck Charles."
"What!? Wait, no. I am not gay!" I protested.
"Nope, wrong answer for your Mistress. Go bend over my desk."
I was in shock, but then went over to her desk, and put my arms on it with my ass out.
I watched Ms. Zabet again go to the closet and bring out black leather paddle.
She walked behind me and Whack, pause, whack, pause, whack, pause, whack. It was really beginning to sting.
"Chuck, if you want to sit down tomorrow, you had better start counting."
"Yes. Mistress.." Whack, "One!" Whack, "Two!" Whack, "Three!" Whack, "Four!" Whack
"Five!" My ass was stinging and I had an incredible hard on. I did not realize how much of aturn on the punishment was.
"Now, Chuck, suck."
"Yes Mistress." And I knelt down and started sucking Charles. He moaned and tensed as I sucked and licked his cock. I thought I would be revolted by doing the act, but found myself incredibly turned on. I was turned on by the dominance of Ms. Zabet, I was turned on because I could tell he was in really enjoying it.
"Charles, you have permission to cum whenever you feel the urge." Ms. Zabet said.
"Esss. Issgreess." he answered through his gag. I am pretty sure he was saying Yes Mistress. I licked his cock. I gave him oral pleasure with the thought of how I like it. I particularly liked pressure on my shaft. I liked the shaft to be dripping wet and then I would vigorously jerk it and the go back to sucking it. I could feel him getting close to coming. Then I would play with his tip for a bit prolonging the orgasm. I was enjoying it. When I felt he was on the precipice of coming I gripped his shaft and stroked with pressure on it. A fountain for cum came out. It was warm and enveloped my gripped hand. I don't know how long he hadn't cum before now, but with the amount that came out, it was probably a good long while.
I was engrossed in sucking Charles, and after he came all over my hand I looked toward Ms. Zabet. Her hand was in her panties and she was fingering herself as she watched us.
"Nice work Chuck. You are a little slut. I could see you were enjoying that an awful lot for not being gay," she teased me. "Watching you do that has made me all hot and horny. Uncuff Charles and ungag him. The key is on my desk," Ms. Zabet said.
"Yes Mistress." I said and retrieved the key.
After I released Charles, he took off his blindfold and smiled.
"Charles clean up your mess and then join us."
"Yes Mistress." He said clearly now with the gag off. He used the towel on the chair to help clean my hand and then went to cleaning up the cum that spilled to the floor.
Charles worked on clean up. Ms. Zabet grabbed my hand and brought me to her desk. She laid on it and instructed me to fuck her. I pulled down her panties and I quickly put my cock in her dripping pussy. I pounded her on the desk. I could feel the tip of my cock touching her cervix. Each tap and she said, "More," and "fuck," or some other words of approval.
Charles finished She demanded for Charles to stand next to the desk and fill her mouth with his cock. He obliged. I could tell she was quickly approaching orgasm. While I pounded her, she came hard. The orgasm was reminiscent of this morning, but this time with my cock in her. She slowed my pounding but kept me in her as she made Charles come again by sucking him off. The guy was an enigma. I rarely am able to come a second time without some time to regroup. Here he was shooting another huge load. Most of it went in Ms. Zabet's mouth. It seemed she didn't want to spill on her desk, but wasn't wanting to swallow either. She got up and spit out a large amount of cum into the trash basket.
She get up and kissed Charles. She whispered something in his ear. He promptly left her office without even dressing. I could only guess.
"Well, this was an unexpected treat. Chuck, you are going to be exhausted after today. How about you come into work at 10. We will postpone our work session. Consider that a small part of my reward for being such a good boy tonight. When you get here come straight to my office, I have a task for you tomorrow. Sweet dreams tonight my fuck toy." And with that I got dressed and headed home.
- Chuck agreed to Mistress Zabet's conditions, recognizing that he would address her as such both in her sole company and in the presence of others.
- He found himself discretely stimulating himself whenever possible, adhering to her rule of fulfilling her instructions to the best of his ability.
- Mistress Zabet rewarded him for his obedience, unbuckling his cuffs and guiding him to her desk, where she strapped on a cock ring and performed cunnilingus on him.
- Feeling embarrassed but aroused, Chuck found himself begging for permission to come, still bound to the chair and at her mercy.
- She finally granted him permission, but not before mock blackmailing him, threatening to anonymously send the compromising picture she had taken of him to the all-staff email if he didn't comply with her terms for the next month.