6 comments/ 139191 views/ 23 favorites New 'Girl' in the Office Ch. 01 By: suziboy I'd been working in an office since I'd finished college until I could get myself a 'real' job. Basically I was a secretary for some of the bigger bosses in the company; nothing exciting but it paid the bills. Although it was what a lot of people saw as 'a girl's job' I really enjoyed it, especially chatting to the other secretaries who were all older women. I was a 21 year old guy, mostly into girls but I'd never had a serious relationship that lasted more than a few months. I'd also had a couple of drunken one night stands with men that I'd met in chatrooms. Something that I had enjoyed but always felt a bit guilty about. I saw myself a straight although I'd fantasized a lot about sucking guys off, and even about being a 'girl'. I'd had long hair for quite a few years and I suppose could be described as quite feminine, especially since I had well developed, C cup breasts that I hid away, except from one guy I had a one night stand with. I'd also experimented with dressing up, although nobody knew my secret. However there were about to be big changes in my life that would see me exploring my feminine side in ways that I never dreamed would happen. It all began when a new manager started overseeing my office a couple of days a week. He was an older man, in his early fifties but very striking. Around six feet tall with a body that looked trim and powerful under his pinstripe suit, he had dashes of gray in his dark hair and piercing blue eyes. Since I'd started working I'd begun to become more interested in guys and this man captured my attention immediately. At first I only saw him from afar through the glass wall of his office. Occasionally he would smile at me when he caught me looking in the direction of his desk, before I'd quickly turn back to my monitor, blushing. One day, however, he came to the door of his office and motioned me across. I was surprised at first and mouthed, "Me?", in reply before he said, "Yes Steven, I'd like a quick word with you." I hurriedly stood up and forced a nervous smile as I walked over and entered his office, closing the door behind me. "Take a seat Steven," he said, smiling as he straightened his tie and sat down behind the imposing walnut desk. "I'm sorry I didn't introduce myself earlier, I've been up to my ears in work since I started looking into your division's performance. My name is Peter Laveroc, I'm the head of accounting for the company." I felt a little less apprehensive, since I settled into the comfortable leather chair. And I began to get a sense of exhilaration now that the man I'd been fantasizing about was chatting to me in his office. "Pleased to meet you, Mr. Laveroc. I'm Steven Smith", I managed to reply. "Now Steven, I have to tell you that although I like to run an efficient office, I prefer being on first name terms with my colleagues. Please call me Pete." Slightly embarrassed but with that same thrill in my stomach I apologized and remembered to call my superior Pete. "I have to say that I've been very impressed your work since I've arrived, and I have a proposal for you." This almost sent me over the edge with anticipation. Since I'd been working for the company I'd been doing odd bits of administration and dogsbody work for a few of the managers. Mostly I was helping out the personal secretaries when their workload was too much. I knew I was good at my job and had been expecting for a promotion. But, if Mr. Laveroc was going to say what I was hoping he would say, I'd be over the moon. "Steven, there's a lot of work I need to get done in your division and so far I've always managed without a PA. However I'm going to bite the bullet and get someone to assist me, how would you feel about being promoted to being my personal secretary?". I had to suppress a yelp of excitement as I replied to his offer. "Yes... ehm, of course Mr. Laveroc... I mean ehm Pete. That would be great." My new boss stood up, smiling, and outstretched his hand. "Excellent Steven, on Monday your desk will be moved in here and we can get to work," He grasped my hand firmly and looked straight at me for a few seconds that seemed to last for ten minutes and then sat down. "Actually, you seem to have everything up to date with my colleagues' work, why don't you leave a couple of hours early and I'll see you next week." I tried to keep my composure as I stepped back and went to leave the room, "Thank you, well... I'll see you on Monday morning sir." I heard him chuckle slightly as I said 'sir' and he replied, "Indeed, Monday morning," as he looked back at his laptop. The weekend was a blur. I kept thinking about Pete, although I still thought of him as Mr. Laveroc. He had an air of authority that I liked; even though he was always friendly there was a commanding tone in his voice that appealed to my submissive side. All I seemed to do was masturbate and think about what I would wear on Monday. My preference would have been the black bra, panties and stockings that I would sometimes wear in my room at night. I thought about wearing the panties under my work trousers, but I wasn't sure if I could bring myself to do it. I wasn't 'out' at all and I'd never dressed up in front of anybody before, let alone in public. Eventually I decided that if they were hidden under my clothes anyway I might as well. As intimidating as working with my first real male crush was, it was also incredibly exciting. On Monday morning I followed my usual routine but slipped on the black silky panties before I pulled my trousers out the dryer, but when I pulled my work clothes on I discovered they had shrunk at least two sizes. Since I was running late as usual, (especially since I'd masturbated in the shower while I lathered up my breasts, my nipples going hard as I came), I had no choice but to put them on and run out the door. It wasn't until I got to work that I thought about the combination of my panties and the far too tight trousers. I looked round and could see an obvious Visible Panty Line around my ass. I decided there was nothing I could do and walked briskly towards my new office. I opened the door, relieved that I was just on time and found Mr. Laveroc standing behind his desk, shirt wide open and showing his toned chest and torso, as well as the outline of a sizable cock through his unbuttoned fly. "Oh I'm sorry Steven," he calmly mentioned, "I cycle in to work sometimes and get changed in the office, I should have warned you." Flustered I replied, "I'm sorry sir, I'll ehm, just step out." "Nonsense, I'll just be a minute. Nothing you wouldn't see at the gym anyway!". I forced a polite laugh, "Of course, ehm yes." I hung my coat up and bent down while I placed my briefcase beside my desk, forgetting about my panties. I heard a cough and then, "I'd guess you work out too then Steven". Embarrassed but excited I replied, "Well, occasionally...ehm sometimes." Mr. Laveroc. walked over slowly and said, "Maybe you should come along to my gym sometime Steven, it's a top class place, you'd like it. I'm going to fetch my coffee, there's a report on my desk I want you to proof read, if you want to get going on it." As he walked out I mumbled a reply, blushing, and tried to compose myself. I went over to the main desk to pick up the report and nudged the mouse, as I lifted it, waking the computer up. As the monitor flicked on it revealed a web browser open at what looked like a porn site. Surely not I was thinking. I noticed my boss chatting to someone across the open plan room and had a quick look. It was true, Mr. Laveroc's browser was open at the member section of a transvestite and transsexual site. The image enlarged in the middle of the page was of a feminine looking guy sitting on a desk in a white blouse and a short miniskirt which showed off long smooth legs covered in stockings up to his mid thigh, and held up by suspenders. My thoughts were racing as I quickly put the computer back to sleep and tried not to get an erection. I quickly went to my desk and put the report down in front of me, just as Mr. Laveroc walked back into the office and sat down. "I just need that proof read Steven, I'd like it done this morning so I can get it sent off today." he said as he returned to his seat. I could feel my cock getting hard and pressing against the underside of my desk as I told my boss that would be fine. After a couple of minutes I heard him say, without looking up from his screen, "Actually I'd like to get a few lengths in at the gym at lunchtime. Do you fancy joining me?" He looked up and smiled. Suddenly panicking inside. I stuttered, "Ehm, well..." Then my boss interrupted, "Steven, you really should. It's a top class place. Very exclusive, we'll probably have the pool to ourselves. I insist. What do you say?" I fumbled for words while I thought about the consequences of the offer. "Well, yes, that would be great. Ehm, thank you sir." Mr. Laveroc smiled saying, "Excellent. It's not far, we can walk round at noon." Apart from not having a towel, or swimming shorts with me, my big problem was getting topless. Could I get away with people not seeing my breasts, and my panties? Or did I even want to hide them considering who I'd be with, and what I'd just discovered about him. The next few hours felt very long indeed as a thousand thoughts ran round my head and I tried to keep my cool. To be continued... New 'Girl' in the Office Ch. 02 Noon finally came after what felt like a very long wait. "Ok Steven, let's head round to the gym for a quick swim. I know you probably won't have come prepared, since I sprung the invitation on you. I'll get you everything you need when we get there." I stood up and followed Mr. Laveroc out the door, thanking him. The way he said it sounded slightly strange however, as if there was something he was holding back. We walked the short distance in a few minutes, making small talk. The gym was quite impressive, as I'd been promised. It was housed in a recently renovated building that must have been over a hundred years old. "Here we are", my boss motioned me to enter the gym and held the door open for me. Once inside, he led me to the basement down a marble staircase and into the swimming pool. "The changing rooms are just over there Steven, I'll be back in a minute." The way Mr. Laveroc smiled left me nervous, but I walked over to the changing area, admiring the pool on the way. What could he be up to? I discovered that the changing room was just that; a square room with wooden benched around the walls, and no cubicles. I began to panic. What if I had gotten the wrong idea about my new boss? What if I get fired? A few seconds later I head footsteps echoing outside and I sat down on the bench feeling pensive. "Now Steven, we're all set. I borrowed something for you to change into and a towel. I'll just get ready, don't mind me." Mr. Laveroc handed me a rolled up towel and proceeded to strip off. "Come on, don't be shy!", he added. I unrolled the towel and was shocked to find a very skimpy looking two-piece bikini in white. I looked up, speechless, and could feel my face blushing red. "Don't look so surprised Steven," Mr. Laveroc said with a mischievous grin, "I've not only been checking on your work over the past few weeks, I've been admiring your body too. I've been dying to see more of it since I saw you, especially those incredible tits. Did you think I wouldn't notice?" I could only mumble, as I felt a rush of embarrassment. "And when I saw you wearing those panties this morning, I just had to do something about it. Well what are you waiting for my little slutty secretary? Strip." I noticed that Mr. Laveroc had slipped his trousers off and was now wearing nothing, but rather tight boxer shorts that barley hid his large hardening cock. Nervous, but incredibly excited, I made my decision and stood up slowly. I began to feel extremely horny and sexy, and looked into Mr. Laveroc's eyes while I slowly unzipped my trousers and bent over while I slipped them off, revealing my ass and my panties. Next I slowly unbuttoned my shirt and took it off so I was now naked except for my black silky lingerie. My nipples and my cock suddenly went hard, and I could see my boss stroking himself through his underwear. "Mmm, you look even sexier than I imagined. I'm glad we see things the same way, now take those panties off and put on your bathing suit." I could feel my cock straining against the flimsy lingerie material, "Yes sir", I said, as I pulled my panties down to my ankles and kicked them off. "Nice cock," I heard, as I picked up the bikini and put it on, "almost as nice as your tits and your ass." I blushed and felt my cock push against the bikini bottoms, "Thank you sir, though your cock seems pretty nice from here too." All of a sudden Mr. Laveroc whipped off his boxers and a thick, hard, seven inch cock sprung out. "How do you like it now? Want to see it up close? I need some personal assistance I think" I didn't need any further encouragement and dropped to my knees, my boss's cock twitching with anticipation in front of my face. I placed my tongue at the base of his thick penis and licked all the way back up to the head, extracting a moan from its owner. I then opened wide and slipped it into my mouth, sucking hard and licking. Just as I started to bob up and down, pushing this dick in and out of my wet mouth, Mr. Laveroc clutched the back of my head and pulled me towards him. I almost gagged but grasped his toned ass and kept sucking, while my own cock was just as hard and begging for attention. "Mmm, that's so good," my boss growled, "I'm going to cum soon, swallow it all." All I could do was mumble in reply, as I could taste precum on my tongue. My boss started to thrust in and out of my mouth faster than ever and I tried to suck harder. All of a sudden I felt a spurt at the back of my throat and I tasted Mr. Laveroc's cum in my mouth. I swallowed hard, as I milked it from the pulsing cock I was sucking and the thrusts slowed down. When the spasms of semen stopped I licked my boss clean and stood up. "That was incredible. I'll expect a blowjob like that every morning from now on, from under my desk." The thought made me even more turned on and my six inch dick popped out of my swim suit. "Oh I see you're excited too," Mr. Laveroc said, as he noticed and stepped towards me, wrapping a strong hand around my cock. I was already close to coming and after only few strokes, my orgasm shot into the hand engulfing it. My boss and I met each other's stare for a second before I was roughly spun round and bent over. Mr. Laveroc plunged his hand into my swimsuit and spread my cum over my asshole, lubricating it enough to slip two fingers in. I moaned loudly. "So you like that do you?" my boss chuckled, "Well lets have some fun in the pool shall we?" I felt myself being lifted into Mr. Laveroc's arms and taken toward the poolside. When we reached the pool I was dropped in to the warm water. My boss athletically leaping in after me. He grabbed me by the ass and kissed me roughly before spinning me round again and pulling my bikini bottoms down. "Mmm, please fuck me, Mr. Laveroc" I gasped. "I told you to call me Pete didn't I?" my boss grunted. "Fuck me Pete, please sir" I replied. "Mmm, I like sir, though," he growled, as I felt a hard cock at my asshole. There was a short stab of discomfort, as Mr. Laveroc plunged his cock inside me but it soon gave way to overwhelming pleasure. He pushed in and out of my wet ass as I groaned and water splashed around us. My boss then grabbed my breasts through the soaking, almost transparent bikini, which made my moans and his grunts louder still. Surely someone will hear us I thought, then decided that I didn't care. I was feeling so slutty and ecstatic it didn't matter. I felt my neck being kissed roughly and the thrusting in and out my ass becoming faster and harder. Soon there was another spurt of cum exploding inside me. My boss kept his cock inside me for a few seconds and then pulled out slowly, making me wince with pleasure. He let me go and I turned round to see him grinning and me, "Did you enjoy that then?" I got my breath back and told him, "of course, I did." "Well Steven, there's something else you're going to do for me, and from what I could tell from our swim so far, I think you'll enjoy it." Almost shaking with anticipation I said, "Anything you want, sir." He chuckled. "Excellent. I've decided that if you are to be my personal assistant then I'll need you around all the time. Therefore you'll be joining me at head office full time. I'll have one of my other managers keep an eye on things where you were." "Of course sir!" I replied, giddy. "The thing is Steven, with a body like yours, I think it's more fitting for my secretary to be female if you see what I mean. From now on you'll be called Suzi at work, and you'll have a bit of a makeover to let you perform your new duties to the fullest. Now let's get back to the office." I couldn't believe what Mr. Laveroc had just told me. Could I really pass as a woman full time? Work was getting more exciting all the time. I just couldn't wait to see what my boss meant by 'a bit of a makeover.' To be continued... New 'Girl' in the Office Ch. 03 The short time after Mr. Laveroc and I left the pool was a bit of a blur. All I could think about was how slutty I felt when I was on my knees with his cock in my mouth, and the rush of being roughly fucked in the water. Since we emerged I must have dried off and changed back into my work clothes (including my panties hidden underneath), then headed upstairs to the gym's restaurant as I was now sitting across from my boss at an elegantly laid out table, trying to compose myself. "So Steven, I think you deserve a nice lunch after all that hard work this morning." Mr. Laveroc told me with a playful glint in his eyes, then leaning in and dropping his voice to a gravelly whisper, "Even though I'm imagining you as my dirty little secretary Suzi, I think I'll stick with Steven until tomorrow morning. If you don't mind, I'll order for both of us, I know this menu pretty well." "Oh, OK sir." I managed to splutter out. After the waiter had taken the order, Mr. Laveroc looked me in the eye and revealed what he meant by giving me a "makeover". "Right, let's get down to business," he said, with a rather playful look. "This afternoon is the start of your new role in the company. Once we've finished up here, a car will take you to home of one of our most talented junior executives. Jennifer is a bit of a protogé of mine, she's been working with me in Finance since she graduated and I have high hopes for her. She's also a very stylish and attractive young woman however, and I expect that she'll be able to help transform you into my sexy new PA. She'll pamper you with all her beauty tips and also introduce you to your new wardrobe. You'll spend the night with her and in the morning, you'll come to head office and join us in my department as Suzi. How does that sound?" I felt like I must have looked like a bit of an idiot, staring back at my boss rather blankly, but all this was happening so fast, I found it hard to get the words out. "That sounds..." He gestured to continue. "Oh my God, I can't wait!" I yelped, rather too loudly for the setting I thought, and I started to blush. "Excellent!", came the reply, "I'm glad you're just as excited as I am about this Steven. Now, lets eat." A waiter arrived with our starters while another poured some wine. The meal was a slightly surreal experience as we made small talk and my imagination ran a mile a minute. After what only felt like a short while, a beep issued from Mr. Laveroc's jacket and he removed his phone. "Ah, your car is here Steven. I'll walk you out." A large black Mercedes was parked outside, with a well turned-out chauffeur holding the passenger door open. "I'll see you in the morning then." Mr. Laveroc said, ending his sentence with a wink. The car interior was rather more luxurious than I was used to, and I spent the comfortable ride recounting my fuck that morning and looking forward to what lay ahead. My ass felt a little sore but I had a feeling of nervous excitement bubbling within me and when the car stopped and I awoke from my daydreaming, I realised that I had the beginnings of an erection. I must have had a smile on my face too, as when the driver opened the door for me, he answered it with one of his own. I got out awkwardly, trying to hide my excitement, and thanked the driver. He remained silent but nodded as he closed the door. The building I had been dropped at was a modern, rather expensive looking, apartment block. As I started towards the entrance, an elegant woman in her late-twenties walked through the doors towards me. She seemed slightly taller than me, although she was wearing heels, the clicking of which became louder as she confidently strided closer. Her hair was dirty-blonde, pulled back in a ponytail like mine, and her neat but womanly figure was clad in a pin-striped skirt suit. "You must be Steven," she said, holding her hand out, "pleased to meet you." As I took her hand to shake it, she pulled it towards her and kissed me on the cheek. "I'm Jenny, Pete has told me all about you." "Oh," I replied, "pleased to meet you too." I wondered what exactly Mr. Laveroc had told her. "Come on inside and we'll get started then." Jenny said, and I was then pretty sure he'd told her everything. Nervous, but equally excited, I followed her in to the building's lobby, noticing that the seams on the backs of her incredible legs meant she was wearing silk stockings. Jennifer ushered me in to her apartment and when inside, onto a large leather sofa. She took off her suit jacket and sat opposite me perched on the end of a glass coffee table. I could see the dark shadow of a bra through her white blouse. There were enough buttons open to see a hint of cleavage. "So!" she exclaimed, bringing her hands together in a clap, smiling. "We both know why you're here. Pete has asked me to give you a makeover for your new job tomorrow. We've got some work to do but I think you're going to look great." I thanked Jennifer, still rather nervously. "Nothing to worry about," she said, sensing this, "this is going to be fun! Now we're going to get you nice and smoother first, then we'll move on to your wardrobe. I also have a colleague joining us later for some other tuition." Her face was inscrutable as she crossed her legs. Her skirt started to ride up and she made no attempt to hide her thigh and garter revealed where the black stocking ended. My cock got a little harder as I met Jennifer's gaze again. "Now, get up and strip." By this point I knew better than to hesitate, although I was instinctively embarrassed about the bulge in my panties. I took my shirt off and as I moved down to my belt I was questioned by Jennifer. "Ooh, what's this? Come on, take them off." I proceeded to strip down to my panties, my cock pushing against the fabric. "All the way please." I complied. "I see what Pete means, you're exactly his type. Lovely tits but a nice little cock too. Now turn round." Again, I did as I was told. "And quite an ass too, I think I can work with this." She smiled. "Come on, follow me." I was led into a sizeable bathroom. It was a wetroom with a shower in the corner and a full length mirror on the wall. Jennifer started to undress, playfully saying, "Can't get this wet, it's Gucci." I watched her take slide off her skirt and hang it up before unbuttoning her blouse and letting it drop to the floor, then sliding off her black glossy heels. "It's good that you're watching, you need to learn to undress just as well as you put your clothes on." My cock twitched, harder than ever. "First thing's first, we'll have to do something about that." I stared at this gorgeous woman, now wearing nothing but her black lacy bra, thong, suspenders and stockings, stepping closer to me. "Stand on the bath mat there honey." I moved a little closer to where she nodded towards as Jennifer knelt in front of me. She looked up at me with a glint in her eye and said "I'd take notes if I were you." I involuntarily moaned as a felt my erection being enveloped in my colleague's hot, wet mouth. Jennifer started to suck on it as I placed my hands on her head's soft hair. She took me in and out as I guided her deeper. I could feel her tongue starting to lick along the underside of my cock and up to the tip as she sensed my precum. Jennifer lapped it up before engulfing me again, sucking harder and faster. I gently thrusted into her mouth as I got closer and closer to orgasm, moaning more loudly each time. A few seconds later I saw stars as I came and held her head close to me. Jennifer slid me out of her mouth and as I looked down I saw her remove a hand from her panties. She stood up quickly, pulled my head towards hers and kissed me deeply. I tasted my cum roll of her tongue and onto mine, I swallowed. Pulling back Jennifer told me, "I normally swallow it all but I thought you might want the practice." She seemed serious about this. "Now, lets get you ready for your new wardrobe. Go and turn the shower on there and step in for a minute." I did as I was told, still feeling shivers of pleasure from her blow job. "You're already half way to passing for a hottie little secretary, with some clothes on anyway,"we both giggled, "but Pete will want you nice and smooth, even the places the rest of the office won't see." Jennifer took a tub of cream from the cabinet and motioned me over to her. "This will do the job." She took a handful of the cream and proceeded to rub it onto my chest and my breasts, taking a little longer than necessary to squeeze them and my nipples. I started to feel my skin tingle as she moved on to my arms then further down. "You're not too hairy as it is but lets get you totally smooth for your big day tomorrow," Jennifer said as she moved on to the area around my cock, "and I'll make sure you've got killer legs for all the skirts you'll be wearing." She spent extra time around my thighs and then sent me back into the shower. The little hair I had washed off easily and I was also treated to some expensive shampoo and body wash. Once I was dried, styled and fragranced, Jennifer led me into a bedroom. "OK honey, this is where you'll be staying tonight, and after that, whenever you want. And these," Jennifer said as she slid open the door to a sizeable wardrobe, "are for you!" I looked on in delight as I saw a rack of beautiful clothes, mostly suits with rather short skirts, but also summer dresses, formal frocks, negligé and, at the end, what looked suspiciously like a school uniform. "Between Pete and myself, we think they should fit pretty well but you'll want to try them on", Jennifer continued, "also have a look in the drawers beside you." I opened them up to reveal dozens of expensive looking underwear, including a drawer full of different varieties of stockings. "Oh, thank you Jennifer!", I exclaimed and hugged her tightly. "Please, call me Jenny," she replied, "OK Suzi?"