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*** This story was inspired by some roleplay on an adult chat site I recently discovered. *** First of all, I'd like to introduce myself: My name is Andrea, and I'm in my late twenties. I'm 5'4'' tall, have long dark hair and hazel eyes. On my rather petite body my c-cup boobs stand out quite nicely. I've been working first as a secretary and later as a personal assistant for more than ten years now. I've been working for the same company all this time, and for my current boss for the past six years. It's been a good job, the pay is not exactly breathtakingly high, but ok, but still I wanted some change in my life. I started looking our for different jobs, so when I read that a multinational corporation was looking for a new personal assistant for their human resources department I decided take my chances and sent in an application. Three weeks later I was preparing myself for the job interview. I put on my best business outfit: A dark knee-length skirt, crème coloured blouse and a blazer that matched the skirt. Underneath I wore white lace bra and matching panties. I arrived early and had to wait for a couple of minutes in the lobby. I went through my CV again and again in my mind, trying to think of possible answers for tricky questions. When I was ed into the office of the head of the H.R.-department I was very surprised to find out it was a woman: She was strikingly beautiful, in her mid thirties probably: maybe 5'10'' tall, a full, very feminine figure, long blonde hair and blue eyes. She introduced herself as Kim Bishop and asked me to take a seat. We started talking about my job experience, and I told her everything about my education and the jobs I'd had so far. She seemed to be particularly interested in my relationship with my prior and current boss. I told her that my bosses had always been elder gentlemen, and that our relationships had been warm, but strictly professional. "You know that working for me would be totally different - are you aware of that?" she suddenly asked me. I nodded yes. "I assume that just given the age difference between those gentlemen and you would make a huge difference in working style." She seemed to be pleased with the answer. "And ... I am a woman. Would it be a problem for you to work very, very close with a woman?" I shook my head. "Absolutely not! I know my job is to do anything to support my boss, and therefore it doesn't matter if the boss is male or female." Again, she seemed to be pleased with my answer. I didn't know what it was, but I somehow felt intrigued by her blue eyes. It felt like she was looking right through me, or better right into me. "Your job would include some very unorthodox tasks, you would get a cell phone, so I could reach you 24/7. We might have to work unusual hours, take weekend trips out of town and so on. Are you attached to anybody? I mean, is there anyone in your private life who might have a problem with that?" Again, I shook my head no. "No, there is nobody. I mean, I am not in a relationship." She was smiling now. "No boyfriend, no girlfriend? Such a beautiful young thing, and nobody?" She got up from behind her desk and walked towards me. "Would you get up for a moment please? ... Is this how you normally dress for work?" she asked while she mustered my outfit. "Very good, very good! You have style! Anyway, I can tell you that so far you are doing very good, there's one little test I like to run, and then we'll be done for today. Is that OK with you? You can sit down again!" "I can be very dominating, in every aspect, so I have to know how you handle that." I was a bit shocked, but I knew that this might actually play out very good for me. I am a very submissive person, in every thinkable way. "Would you please rub my feet underneath my desk?" I was shocked even more, but I thought, was the hell and vanished underneath her desk. Her legs were very well shaped, and I started rubbing her feet. "Massage my calves, will you please?" she then demanded. She spread her legs, and I got a perfect look up her skirt to find that she wasn't wearing panties, and that she was shaved. I was beyond shocked, but at the same time very turned on. "Where is this leading?" I thought to myself, but I couldn't bring myself to get out from underneath the desk and out of her office. She squirmed around in her seat, and it seemed like her pussy lips were opening up a bit while I massaged her legs. "Thank you very much, you can crawl out again now!" I crawled back out and placed myself on the chair again. She looked at me hard. "You admired my shaved pussy down there, didn't you?" I was blushing. It would have been easy to lie, just say "No, what are you talking about?" or to just leave the room, but I could do neither. "Yes I did, Miss Bishop". She smiled a crooked smile now. "Please address me ‘Ma'am!' Did you like what you saw?" I nodded yes, blushing even more. "Yes, Ma'am!" Her stare got even more intense. "Are you aroused now, Andrea?" I closed my eyes in shame. "Yes I am, Ma'am" She opened a drawer from her desk and took something out, but I couldn't see what it was. "I want you to turn around on your chair and get on your knees." I did as I was told. I felt her come up behind me then she started pulling up my skirt. I was in shock, but didn't move. Soon my panties were dragged down. My butt was now totally exposed to her. It'd had been so long since I had been intimate with anybody, I was aching to be touched, even in this weird situation. In horror I heard the familiar humming sound of a vibrator. I felt the tip of it on my butt hole. It was a bit cold, but all slippery, probably with some lubricant. I couldn't help but moan. "Oh, you like that, don't you?" she said with a hint of surprise in her voice. I felt so embarrassed. Smack! She slapped my butt with her hand. "I asked you if you like that!" she said with a firm voice. "Yes, I like that!" I said hastily. Smack! Smack! "I told you to address me ‘Ma'am'!" This was incredible. "Yes, Ma'am, I like that!" With that she pushed the vibrator up my ass. "Oooooh!" Then she pulled up my panties and straightened out my skirt, the vibe still humming in my ass. "Now take a seat again" she ordered. When I turned around, she was already sitting in her chair behind the desk again, acting all business like. "You are doing very good so far. I've got the strong feeling, that you could be a very good personal assistant." My head was spinning, the while interview had been so weird, surreal, and now with the vibe in my ass it was hard to think straight. "Come over here and sit on my lap" she ordered. I got up and walked over with weak knees. She turned around in her chair and I noticed the was wearing a strap-on. Without thinking I pulled up my skirt and straddled her lap. She guided me onto the dildo as I gently sunk down on it. I was in heaven now. Her hands on my hips, guiding the rhythm of my hips. "Now, my little office-slut ... Who's your boss now?" I looked deep into her probing eyes. "You are, Ma'am!" She smiled. "Do you like the way I fill your holes?" I was humping her like crazy now. "Yes, Ma'am! I love the way you fill my holes!" "Slow down! Don't cum before I allow you to. Never, I repeat, NEVER cum before I allow you to!" I was fighting the urge to chase the first orgasm, but I was wise enough to calm down a bit. Her hands were kneading my butt cheeks. After a while, her hands guided me to a faster rhythm again. I was getting very close again. "You are allowed to cum now!" she finally spoke the words that set me free. With a scream I came, humping her like mad. Finally I collapsed onto her. It took me a moment to regain my composure again. In the meantime she pulled the vibe out of my ass. I got off her and straightened my clothes. "Congratulations! If you want, you can have the job!" she said and held out her hand to me. I took it with a smile. "Thank you very much! You won't regret that decision!" "You can go home now and prepare yourself for your first day, tomorrow. But before you start working here, I have a task for you: Get yourself a vibe, if you do not already own one. Apply it like we just did, and then go somewhere public. Afterwards you will write a detailed report and send it to me. Here's my card, with my email-address. I want it in my in-folder tomorrow morning. Am I clear? ... See you tomorrow morning then!"
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