tagExhibitionist & VoyeurCaught by My Boss

Caught by My Boss


I can't believe that I was so stupid! It was just a stupid dare and bet. Something that I would never have done if we hadn't been drinking that night. But all of you know that alcohol is never a good thing when you end up doing something that you shouldn't. And because I was drinking, because my friends dared me and even bet me a month's rent on my apartment if I would do it I ended up in the fix that I am in now.

If only my boss wasn't so bitchy. Oh God, please don't tell her that! She'll kill me if she finds out that I called her bitchy.

It all started on a Friday night. Two of my girlfriends were over and we started drinking. We were having a great time, laughing and needling each other and then laughing harder. When we get together we joke around a lot and sometimes, well a lot of the time we end up doing stupid things. For example, just after dark, one of us dared another to go out on my balcony and strip naked, tossing the clothes inside. Enough alcohol had been consumed by that time that it wasn't but a few seconds later that she was on the balcony, taking off each piece of clothing and tossing them through the sliding door. She did a little twirl and then ducked inside, laughing her ass off. She got dressed and would hear nothing but the rest of us had to do it also. So my other friend tripped outside onto the balcony, stripped, tossing her clothes inside and ducked in. Then I had to do it too. Let me tell you, it's a rush to do something like that. When I tossed my panties inside and twirled around on my balcony, bare ass naked, I could feel my nipples get hard!

After I got dressed again there was discussion as to what else we could do that would be naughty, daring and something one would never do without being tipsy. Or maybe never do even if you were tipsy.

Somehow it was decided that each one of would go to where we worked and strip naked there and walk around our office naked. It seemed like a great idea at the time, it really did. It's something that I bet a lot of women think or fantasize about. I know that I have. Imagine yourself at work, sitting at your desk. You are normally very business-like, prim and proper business attire. Very corporate indeed. Then imagine yourself sitting at your desk, bare ass naked. Picture yourself answering the phone or working at your desk with your boobs showing so that anyone that comes to your desk can see them. Picture yourself getting up and walking through the common area to the copier, wearing only your low, fashionable heels. And no one in your office says a word about it. Of course they look at you, but other than that nothing is said. It's just normal, sort of. But now everyone that you work with Monday through Friday knows exactly what you look like. They know that your B cup boobs have very large areola and very large nipples that are almost always erect and sticking out. They know that you trim your pubic hair into a strip above your lips. They know that your pubic hair, what there is of it, is pretty thick and that your lips are shaved. They know that your ass is larger than it looks under clothes and that the crack of your ass is nice and tight. They know that when you bend over at the copier that your pussy shows between your thighs and that your ass cheeks open slightly so your anus shows right above your pussy. You know exactly what you look like because you have looked at yourself in a mirror. Even bent over you've looked at yourself. Admit it! Everyone does. Everyone has even taken a hand mirror and held it between their legs so they can see what their pussy looks like. Don't try to tell me that you haven't because I know you have. I know that you have because I have done all of that. And so have you.

They know all this because you are naked at work. Either a fantasy that you dream of or a nightmare that you wake up from in a cold sweat. Probably both, since I don't know a woman who would want to be naked at work. I mean, I am sure that there are some women who would do it, but I certainly am not one of them.

But now, because of a dare and a bet, I am going be one. The only good thing is that it is after hours, everyone has gone home, the cleaners are not due until much later and you can do it without any problem.

Since I was the closest to work, it was decided that I would be the first to bare all on the job, so to speak. Before that, though, we each had to get dressed in business attire. So I picked out a matching bra and panty set, a white silk blouse and my best suit outfit, a deep blue jacket with matching skirt that was knee length and actually set off my figure nicely. I wanted my friends to get dressed in business attire also, but they convinced me that it might take too long to go their apartments and for them to pick out outfits and dress. We might end up being late enough that the cleaners might come in. So, we agreed that if it got late enough that that might happen one or both of the others would do it Saturday night and the last either Saturday or Sunday night. Everyone was fine with that and everyone promised that they would do the dare too.

So we piled into one of our cars and off we went. It's about a twenty minute drive to my office. I had had enough to drink that I didn't think of any consequences that might happen. Actually, none of us, in hindsight, thought at all. It was all going to be great fun to do something like this. Something that you would never do in real life. Something that would be funny and that you would remember for a long time and laugh about later with your friends. It was going to be great!

So the three of us made the twenty minute drive to my office and parked in the parking garage. The garage is not security so we just pulled in and parked on the level that my office was on. We got out of the car and I led the way, putting a little extra swing in my hips, dressed like it was a weekday morning, carrying my purse and wearing my best clothes. My two friends followed behind me, making comments about how I was moving my ass and giggling. I was giggling too, thinking about what I was going to be doing in a few minutes. I stopped at the security door on my floor and opened my purse to get my entry card out and pushed it into the scanner. Then I pushed the door handle down and opened it. I sashayed through the door, holding it so my friends could get through too. Off we went down the hall to the main office door and I used my card there also, opening the door so we could enter the business sanctum. I led the way to my desk.

I sit outside my boss's office in an alcove that is open to the hall with a half wall across the hall, separating my space from the common area where the lower grade assistants sit. All of the manager's offices have a glass wall that is fight next to their assistant's alcove. They all have blinds on the glass wall so they can be closed for privacy but the company prefers that they are not closed. The only time my boss has closed hers is when she is doing reviews for those of us that she supervises. Otherwise the blinds are open and you can see through the glass wall, mostly. The blinds are small enough that, narrow, I guess, so you can see, but not that clearly.

My desk sits sideways to the glass wall so I can see the hall and into her office if the door is open or through the glass. Right behind the door is a small closet where I can hang my jacket if it is warm and where I keep my office shoes. When I go out for lunch I put on running shoes for comfort like a lot of women do. I also have recessed lighting so we didn't have to turn on all the lights. We just walked down the hall to my space, using the lights that are on in common areas all the time to find out way there.

My friends sat down expectantly in the two of the three chairs in my area for people waiting to see her or if they need to talk to me. I walked behind my desk, unlocked it and put my purse in its drawer. Then I stood up and opened my closet and removed my suit jacket and hung it up. Then I sat down at my desk and pretended to work. After a few moments.....

"God it's hot in here."

I theatrically wiped a hand across my forehead and pushed my chair back. I walked to my closet and opened it again. Ignoring my friends I unbuttoned and removed my silk blouse and hung that up also. I turned and tried to look deep in thought and then I turned back, opened the closet again and unbuttoned and unzipped my skirt. I shimmied it down my legs and stepped out of it. I took my jacket on its hanger out and carefully folded my skirt and hung it on the hanger and put my jacket over it. Then they went in the closet.

I returned to my desk and sat down in my bra and panties, pretended to take a couple of telephone calls, scribbling on a legal pad. Once again I rubbed a hand over my forehead. My friends were giggling and one of them was taking pictures of me with her phone.

"It's still way too hot in here."

I pushed my chair back and walked to the closet and opened it again. Reaching behind my back I unclasped my bra and slipped it off, folding it carefully and laying it on the shelf. I hooked my thumbs in my panties and pushed them down, stepping out of them, folding them neatly and laying them on top of my bra. Then I shut the closet again and turned back to my desk. My friend snapped a picture of me standing naked but for heels behind my desk

I walked to my desk and sat down so only my boobs were showing and scribbled some more on the legal pad. Then I picked up my phone again and pretended I was listening.

"Yes, Ms. Holcomb."


"There are supposed to be some copies you need?"

"Of course, I'd be happy to get them for you. I'll be just a few minutes."

"I stood up, exposing my pubes and pussy along with my boobs.

"Christ, why can't she ever get her own damn copies. Get my copies, Sabine. Bring them here now. Get my coffee, Sabine. Are you done with that report yet? No, well hurry up, girl. I need it before noon. I'm nothing but a slave for her."

My friends were giggling and the one with the phone was snapping pictures of me, full frontal at work, everything but my ass showing.

I walked around my desk and out into the hallway and started down it, swinging my hips again and my friends came behind me, giggling and snapping pictures of my bare ass. They were about twenty feet behind me as I turned into the common area where most of the girls sat, those in lower paid positions than me and where the common office equipment like the copier and fax machine were. I was getting a real rush walking around work naked. My nipples were as hard as they had ever been. I had a tingling low in my belly. I wasn't really paying attention to where I was.


I stopped dead and my stomach wasn't tingling anymore, it was twisted into a knot. My boss was standing by the copier, staring at me.

I let out a squeak and one hand went over my pussy and the other arm across my boobs. I closed my eyes and screamed to myself, "OH FUCK!".


"I, I, I, it's a joke, a dare."

"Really? I suppose your boyfriend is here and going to give it to you on your desk."

"I, I, I don't have a boyfriend."

"So then your girlfriend is going finger you on your desk, huh?"

"No, it's just a dare Ms. Holcomb."

I was trying to huddle into a small a space as possible, covering as much of me as I could.

"So, how is the dare going to be proven?"

"Two of my friends are here watching. It isn't anything really, just a stupid dare."

"Call them."

I did and there was dead silence. I called again. Nothing.

"Friends, right, Jorgenson. Since you are by yourself I suppose you stripped so you could masturbate at your desk. God, what a nasty slut you must be."

My so called friends had bailed on me when they heard her yell at me. God damn them!

"I was not going to masturbate at my desk."

"Stand up straight and put your hands down, you stupid little bitch."

I wanted to yell at her, but I slowly straightened up and even more slowly lowered my hands and arms to my sides. This is a nightmare! This cannot be happening to me! I'm going to wake up and find out this is a really bad dream! I closed my eyes and opened them again. She was still standing about fifteen feet in front of me, hands on her hips. I glanced down. I was still naked. SHIT! It wasn't a bad dream. It certainly wasn't a good dream! My nipples were still hard. The knot in my stomach was still there. SHE was still there! I was so screwed!

"What am going to do with you, Jorgenson? I should report this to upper management."

"No, no, please don't do that, Ms. Holcomb, please."

"If this comes to light and for any reason they find out I knew about it, I'll be in as much trouble as you."

"Please Ma'am, I'll do anything if you forget about this, anything!"


She smirked at me. I gulped. She had an evil look on her face. I had started to sweat, but now I got cold all over. My stomach knotted even more.

"I asked you a question, Jorgenson."

I closed my eyes again. I opened them. She was still standing in front of me. I was still naked. I was so screwed!

"What do you mean by anything?"

"Oh, now we are going to negotiate? I meant what I said, exactly what I said. Exactly what you said. Anything."

I was shivering.

"Can we talk about this Ma'am?"

"No. You said anything, correct?"

"Well, yes, but..."

"But nothing. I'll be very clear to you. You will do anything that I tell you to do, anything. Give me your word on it or I will be forced to report to upper management that I found you cavorting naked in the office. And if you go back on your word, once it is given, you will be reported anyway. Now you can either give me your word or I'll be doing a memo reporting this. Is that clear enough for you?"



"You have my word, Ma'am."

"Actually repeat after me. I will do anything you say, Ms. Holcomb."

I took a breath, a deep breath.

"I will do anything you say, Ms. Holcomb."

She smirked at me. I felt lightheaded and scared to death. What had I just done to myself? What was she going to do to me?

"Good, now come with me."

Ms. Holcomb strode past me and into the hall. I followed her, feeling like a condemned prisoner, being led to the gallows. She walked down the hall to my alcove, into it and then into her private office. I followed her. She leaned against her desk.

"I am not normally a vindictive person, Jorgenson. But I can see that this may be a lot of fun for me. Before your mind runs wild, I am not a lesbian. But I can see that you and I are going to have some interesting times ahead of us. Fun for me for sure, fun for you, depends on you, Jorgenson. When was the last time you were really bad?"

"I suppose when I was a young teen."

"And what happened to you when you were bad?"

"Uh, my mother spanked me."

"Did she now? Would your mother consider what you are doing tonight bad?"

"Um, yes, I guess so."

"Yes, or no, not I guess so."

:"Uh, yes."

"So your mother would spank you for this?"

"Ah, yes, I suppose so."



I am so screwed! She wouldn't spank me, would she?

She walked over to her conference table and pulled a chair out and turned it so the seat was facing out. She rested a hand on the back of the chair and crooked her finger at me. SHIT! I hesitantly walked over.

"Stand in front of the chair, bend over and put your hands on the seat."

I sighed and did as I was told.

"Move your feet apart a little."

I shuffled my feet further apart.

"Very nice, Jorgenson. Do you realize that your twat shows between your legs when you bend over?"

I felt my face turning red. It was suddenly very warm and I was starting to sweat again. I certainly wasn't going to admit to anything.


"Well, it does. A nice little seam that points right at your asshole. Did you also know that when you bend over your cheeks open up a little and your asshole shows too?"

I let out a soft sob.


"Well it does. Your little pussy, no it isn't a pussy, it's a cunt. Your cunt shows and so does your asshole."

I sobbed a little louder.

"Oh for God's sake, don't be such a baby! Now brace yourself, you bad little girl."

I sucked in a breath and closed my eyes.


I squealed as her hand slapped my ass. My head jerked up and my breath hissed out. Oh Jesus, that hurt!

"Stay down!"

I felt one of her hands grasp my neck and push down on it and the other peppered my ass, both of my cheeks with slaps, one after another. My hips squirmed back and forth but it didn't matter, the target was large enough that she couldn't miss. I felt my ass start to heat up and I was gulping air in as fast as I could. My boobs were swaying under me as I squirmed. And my nipples got harder! You can't be enjoying this, Sabine, you can't!

I kept squirming, she kept holding my head down, keeping me bent over, her hand slapping my bare ass over and over again. I wasn't keeping track, but if I had been I would have lost count. She was doing it too fast. My ass was no longer getting hot, it was starting to sizzle.

"Oh God, please stop, please, stop, please, Ma'am, please don't, please stop."

I was babbling as she swatted my bare ass. I was begging her. I started to cry and then I started bawling, God it hurt!

Ms. Holcomb finally stopped spanking me but still held my neck and still pushed down on it. She ran her hand over my hot ass and I whimpered, but to my horror it felt good. Her soft hand slowly stroked my hot ass and I slowly stopped whimpering and began breathe harder.

"Jesus, Jorgenson, I guess now I should call you Sabine. Are you starting to pant?"


She stroked it a little more and my traitorous ass pushed up and back, pressing to her hand. I softly moaned. She snickered. She rested her hand right on my crack and eased it down until her middle finger touched my lips. I jerked and she snickered again and slid her finger down my seam to my clit and then back until it was resting just at my opening.

"Now, Sabine, I am going to ask you some questions. I want you to really think about them and be sure that you are telling me the truth. If you lie to me you won't like what happens. Do you understand me?"


"Are you a virgin?"


"So, a man has fucked you?"


"Have you had sex with a woman?"


"Is your ass virgin?"


"When were you last fucked?"

"At least six months ago. I am not sure of the date."

"Did he come inside you?"


"Did he use a condom?"


"Are you on birth control?"


"Aren't you afraid of getting pregnant?"


"Then why no condom?"

"I was drunk."

"Do you suck cock?"


"Are you wet?"

"I don't know."

"Do you think you are wet?"

I was silent for a moment.

"Not answering is the same thing as lying to me."


"Should we find out if you are wet?"


"Wrong answer, Sabine."

Her finger's pressure on my lips increased and very slowly it slid inside me. I sobbed softly.

"Please, don't."

"It won't hurt you, Sabine."

"I don't like it Ms. Holcomb, please don't do it to me."

She slowly twisted her finger inside me, making me whimper softly.

"Well, I guess we know that you are wet, don't we? What made you wet, being naked or being spanked?"

"I don't know, Ms. Holcomb."

"What do you think?"

"Both, I don't know, I don't know."

Her finger slid out of me.

"Stand up."

I pushed myself up and stood in front of her, facing away, tears glistening on my cheeks.

"Turn around and face me."

I did as I was told.

"Open your mouth."

I did it.

She put her finger in my mouth.

"Suck it."

I did as I was told.

She smirked at me. I closed my eyes so I didn't have to look at her and kept sucking her finger. The taste of me was gone quickly. I felt her other hand cup one of boobs and she pinched the nipple, hard. I gasped around her finger. She chuckled. Her hand slid to my other boob and pinched that nipple, hard. I gasped again, she chuckled again. Her hand left me.

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bySabineteas© 8 comments/ 194969 views/ 57 favorites

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