Working at a Transfer Agency was a boring job, at least it was until I met … her?
The job in itself wasn’t boring just very repetitive, having to enter the same information up to 4 times in 4 separate locations just to get things done. I would constantly find myself dozing off in the middle of work. Many-a-time my coworker would have to shake me out of a day dream about some kind of sexually explicit encounter with one of the office’s rather good looking receptionist, Mandy. Our office building was only 5 stories high, located on Main and 9th. Quaint food shops interspersed with a few antique stores and a pharmacy populated the little street. Most days I would run down to our local deli and pick myself up a ham on rye. Inside, our offices were all separate, my particular office located near the front of the building by the receptionists desk had a great view overlooking the street. There were locks on our doors and shades covering the windows if we wanted to use them. To be honest I don’t think falling asleep at work was that uncommon. I myself have found a few of my coworkers navigating neverland on more than one occasion.
Being of average build with a high metabolism I suppose I am just more susceptible to falling asleep than other folks. It is not that I am scrawny and weak, on the contrary I exercise quite regularly at the Highpoint Fitness facility a few blocks from my house. I eat quite well, or at least I try to, but going to the gym regularly tends to take a lot out of you after awhile, especially at 30. Not to say that I am old but I certainly feel like it sometimes! I suppose this is just not how I pictured my life turning out. I always thought I would have a high paying low stress job, but from what I hear those don’t exist. To be young and naive.
It wasn’t always this way however, day dreaming about that particular woman, no it was only recently that she, Mandy, was hired on as an assistant secretary slash receptionist. She would do all the normal jobs that a receptionist does, answer the phones, sort through our mail, bring us our morning coffee, though I usually opted for a bottle of water. Passing by her desk everyday I couldn’t help but notice her voluptuous curves accented by her smooth, tanned skin, her deep onyx hair and that Hot-Rod Red lipstick she always wore, wow, our morning conversations usually left me in a daze. Many of my routine day dreams would included her hands slowly releasing the clasp on my belt and undoing the buttons on my pants, her long slender fingers with the smoky black fingernails guiding the leash of my zipper down its tracks releasing my 7 inch throbbing cock out of its confines where she would peer up at me with her hazel eyes as she gently wrapped her lips around the head of my dick. As her smooth tongue ran along the underside of my shaft she would drive me wild as she traveled up my length allowing her warm breath and silky lips to work me up to a climax at which point I would release my thick load down her waiting throat, and she would love it, need it and beg for more. It was usually at these moments I would wake up feeling the inside of my boxers wet from the mental orgasm I had just experienced. Alas, this was not the case, she never knelt down in front of me and she never unzipped my pants and she most definitely never blew me. All I had were my dreams, or so I thought.
Up until recently Mandy had never paid much attention to me, not to say she ignored me but she just usually stuck to her job and did what she was told, sure we chatted a few times but the conversation never really passed the point of “I hear it’s going to rain today.” smooth talker, that’s what they call me. About a week ago however that all changed as I was coming back from my usual ham on rye lunch I was passing the washrooms and I noticed as Mandy and I crossed paths she gave me an ever so faint but crystal clear wink. A bit startled by this I stopped and looked behind me to see if she had actually done what I quite clearly saw her do, but she was already gone having entered the washroom. After a moments pause I decided to think nothing of it, so I shrugged it off and went back to my office to finish up some of the paper work I that had left before lunch.
An hour or two later as I was just finish up my paperwork I looked up as she walked by my open door, our eyes connected and she winked once more. This time I was absolutely sure I hadn’t mistaken what I had clearly just seen. What should I do? I wondered to myself. What does it mean? Am I supposed to run after her whistling like you see in those old ’80s flicks? I chuckled to myself as the image played out in my mind, not likely I thought. Turning it over in my mind I decided I would just stay in my office and finish the remainder of my work. That seemed to be the most sensible and safest thing to do. The rest of the day went by uninterrupted except for the fleeting thought of her in my mind. Having finished my work early I decided to head home.
As I was driving down Parish Rd. I found that I couldn’t keep her out of my mind, I kept thinking about eyes, her lips, or her lips on my dick, her hands stroking my shaft begging for me to fuck her. God I needed to get off, and bad. The stop-and-go traffic was definitely not what I needed at that point. I got home however, safe and sound. The voice of Cap, my dog, singing greeting praises in my ear. No time for that I thought, I needed to let go and I needed it now. Taking the stairs 2 at a time I shut my bedroom door behind me, feeling myself already bulging at the crotch needing to break out of my cloth prison. I undid my belt, unbuttoned and dropped my pants laying face up on my bed. I began stroking myself vigorously calling out her name, thinking about how I wanted to bend her over my desk and take her hard and fast. As I would watch her hips thrust back and forth on my cock I would let her screams of ecstasy wash over me until I unleashed my mighty load into her waiting abdomen feeling her shake and quiver from her own furious orgasm. I had cum hard all over my shirt and my legs. It was one of the best orgasms I have ever had in my life. I cleaned myself up and took off my shirt, covered up and fell asleep.
The next morning as I got in to work Mandy was standing in front of her receptionist desk waiting for me water in hand.
“Here is your water, just as you ordered, bottled. There are no messages for you.” she had a suspicious smile on her face. As she handed me the bottle of water our fingers brushed which sent electricity through me.
“Er, thanks.” I said trying to smile and look normal. “I will be in my office if you need me.”
“And I will be out here if you need me.” I couldn’t be sure but I had a feeling that she had placed extra emphasis on ‘need me’.
So I went to my office, pushing open the door I smelled the familiar leather scent in the air from my Chester & Chester leather bound chair. It was relaxing actually. I took a sip of my coffee, sat down, and began my long tedious day of work.
It was about 12 o’clock when I finished the majority of my work and was thinking about heading downstairs for a quick bite to eat as Mandy stepped in to my office.
“Oh, hello Mandy.” I said nervously.
“Hi Boss.” she said smiling.
She had never called me Boss before. It felt weird, awkward almost, yet hearing her say it sent a tingling sensation through my spine. As she stood there I couldn’t help but devour her with my eyes, she was wearing a sleek deep red skirt accented by a black oriental looking pattern running down each side. A white silk top with a black button down shirt christened her voluptuous chest accentuating her curvaceous waist. Her lips were showcasing her usual Hot-Rod Red lipstick taking center stage to her blush cheeks. She seemed to have gone all out this morning, even her fingernails had ornate designs painted in red on them.
“Er.. Can I help you with anything?” I said at last, not sure as to what she wanted.
She looked at me for a few minutes before speaking. “Yes, I think you can.” She said slowly as she turned around closing, and subsequently locking, my office door.
“You may not have noticed, but I like you. Actually, I like you a lot.”
“Oh . .” Was all I could say.
“Yes, and you know, for . .” She paused looking for the right words. ” . . Someone like me, it is hard to find a person that will truly accept me. As I have grown up I have realized that in order to get what I want I have to be forceful.” As she was telling me all of this she was walking around my office closing the window shades. “It is not everyday you find someone that you are extremely attracted to, with whom it aches in your loins just thinking about them.”
“. . I think . . I understand.” I was pondering whether I should tell her how I felt about her, but she went on speaking before I could get another word out.
“I have had my eye you for awhile now, I know that you work out almost daily, and you try to eat healthy, and I have heard you moaning in your office when you day dream.” She was looking directly into my eyes now, walking around my desk to me.
I stared at her transfixed on her gaze. “I have even heard you moan my name.”
Her chest was right in front of my face now, I could smell her La Noir perfume filling my head with all kinds of thoughts.
“Yes, I . . I suppose I have been thinking about you.” I couldn’t keep from blurting everything out, I was intoxicated by her presence.
“I have thought about you many times actually. Bending you over my desk pushing in to you as you whimper my name.”
She smiled coyly at me, watching the bulge in my pants get larger with every fleeting thought.
“Yes, go on, what else have you thought about, hmm? Have you stroked yourself while thinking of me? Have you dreamed about my lips on your hard cock? Lusted about cumming on my tits?”
“Yes! Yes! Oh god, and more!” I was so hard now, I wanted to unzip my pants, rip off her skirt and plow in to her as hard as I could.
“That’s good because I have a surprise for you. I want you to close your eyes.” she said as she stood there looking down at me. I was a bit stunned but I closed my eyes anyways not knowing, but perhaps hoping, on what was going to happen next.
As soon as my eyes were shut she reached down and took my hand, guiding my fingers over her black shirt. Helping me undo each of her buttons one by one, slowly and deliberately. As the last button had come undone she instructed me to help her take her shirt off, I did. I could feel the silk of her white top under my fingers now as I slid her black shirt off of her slender arms. She moved closer to me, wrapping my hands around to her back as she whispered for me to undo the clasp on her bra. I reached under her silk top, my hands moving slowly over the small of her back, gliding along her smooth tanned skin. Nervously I fumbled with the latch and released her heavy chest from its velvet grip. My face was buried in her shirt inhaling the inebriating scent. She pushed me back slightly as she finally lifted off her top and bra. She pulled me close bringing my face into her heaving chest, my lips brushing the sides of her warm breasts.
I slid my hands around to the front of her chest as she tightened her grip on my hands silently instructing me to squeeze her firm tits. She moaned as my fingers worked their way around her hot mounds flicking her nipples softly as I brought her right breast into my mouth. I sucked and licked her nipple silently listening to her moans feeling her pull my face even closer to her chest.
Suddenly though she stopped my exploration of her chest. I opened my eyes thinking I had done something wrong, but by that time she was already between my legs on her knees. Her hands slid over the front of my pants feeling and lightly squeezing my rock hard dick. She brought her face close and gently kissed it through the pants along my shaft. As her slender fingers worked on my zipper I ran my hands gently through her hair. Pulling down the leash and helping me remove my pants she released my cock from its confines, springing to life confidently and proudly as if it were standing at attention.
She cooed with lust as she ran her fingers softly down the sides of my dick commenting on how large I was. With my hands running through her hair I gently guided her mouth towards the tip of my member allowing her to gently kiss the head watching the precum stick to her lips and glisten in the light. As she opened her mouth I could feel the heat of her breath while she took in my length, finally wrapping her lips around me I shuddered with delight and moaned in ecstasy. She worked me slowly, running her tongue and lips all the way down my length and back up again, feeling her enclosed on every inch of me. As she quickened her pace and built up more momentum her tongue worked the under side of my dick as her head bobbed up and down in rhythmic motions building me up to my climax. Right before I was about to cum she abruptly stopped and took her face off of my cock looking up at me.
“What?” I said. “How come you stopped?”
“I stopped because you are going to do something for me first before I let you cum.”
“What do you mean? Do you want me to fuck you? Or perhaps you would like me to eat you out?” The thoughts were almost enough to bring me to climax.
“Not quite” she said.
“I told you I have a surprise for you and now I am going to show you.” As she said this she stood up, her fingers slowly undoing the buttons on the back of her red skirt letting it gently fall to the ground. What I saw shocked me to my core, it was something I don’t think I will ever forget.
Attached to this . . . woman? Was a 9 inch cock, and it was still only soft! I was so startled that I lost my hard on all together.
“What, what the fuck is this?” I was actually kind of upset, and embarrassed. “What the hell . . are you?”
She smiled at me. “I am a woman and a man. As you can see I have the body of a woman, but the, and if I do say so myself, quite large cock of a man. And now you are going to return to me what I just gave you”
“I most certainly will not.” I exclaimed angrily.
“You most certainly will, or else I will be releasing the video tapes from the hidden camera I installed a few weeks ago. I don’t think it would bode well for your job if the managers knew you were sleeping, and jacking off at work. And I don’t think they will appreciate you getting a blowjob either.” she looked devilish now.
“What is the old saying? Who do I have to blow around here?”
“This is extortion! Black mail!” I was so angry but I could not see any way out of it. And for some reason my loins were stirring looking at her body and the stupendously massive member attached to it. I just had never seen anything so big.
“Mm, yes it is but judging from your dick I don’t think you objecting is on the agenda for today.” She had noticed that I was becoming hard again.
“I . . I won’t . .” She stepped forward grabbing my hair with her left hand. “. . do this . .” She pulled my face down towards her cock lifting it up with her right hand guiding it towards my mouth.
“Open wide Boss.” She said confidently. I dropped down to my knees and opened my mouth, letting the tip of her cock enter. It was a sensation I had never experienced, her cock was smooth, and soft and she still smelled intoxicating. Somewhere in my subconscious I was still saying no, but my tongue had other plans as it tasted the salty precum and slid along the underside of her dick. Her hand was bobbing my head on her dick as I felt her getting harder and ever larger in my mouth, filling me up stretching my lips passed their limits. The experience was so surreal but I was loving it more with every passing moment. I had succumb to her will and she had gotten what she wanted and I was not complaining one bit.
As she let go of my head I started moving down her shaft myself, I found I could only fit about 5 inches into my mouth before I started gagging so with my two free hands I brought them up to the rest of her incredibly huge cock. It was rock hard at this point and must have been 11 inches long with both of my hands and my mouth being able to work her hard and fast. She moaned and thrust in rhythm to the motion of my head, every dip down her length brought her closer and closer to climax until she violently grabbed my hair with her left hand forcing my head off of her dick.
“Here is your coffee Boss, extra cream.” she growled, and with that she shuddered and exploded on to my face aiming with her right hand, every shot covering me and splashing down my throat. Her cum was hot and sticky and tasted wonderful, and without ever touching myself I started to orgasm as well, moaning and whimpering her name.
As our breathing slowed my hard-on started to dissipate but I could see that she was clearly still hard.
“You’re still hard.” I pointed out.
“Yes,” she said.
“Take off your pants Boss.” She said affirmitively. I did so. “Now turn around.” She looked serious as she said that, but as I nervously turned I could see her smiling with glee.
“You told me about how you wanted to bend me over your desk and fuck me.” She came close behind me, I could feel the length of her cock pressed against the center of my ass as her hands glided around to the front my my chest, pinching and flicking my nipples. She moved started stroking my soft dick playing with the cum, bring her fingers up to her lips she cleaned them off. She gently kissed my neck working her way up to my ear lobe as she nuzzled closer she whispered “Well now I am going to fuck you.” and with that, before I could protest, she pushed my head down towards my desk knocking the briefcase off on to the floor, probing my hole with the tip of her dick. I could feel her precum on my hole slowly providing natural lube. She wrapped each foot inside of mine and spread my legs further opening myself wider to her.
Nothing happened as she gently pushed against my ass, even so somehow it felt so great. I moaned softly every time she pushed, ever harder until I heard her spit, landing directly on the tip of her cock she placed her left hand firmly on the small of my back and pushed hard until the tip of her dick went inside. I let out a loud surprised yelp, it was tighter than I could have ever imagined. She moaned loudly feeling the ecstasy flow through her as she very slowly started thrusting, but each small thrust felt like a baseball bat was being shoved up my ass, it hurt but all I could think of was wanting her to just ram me, break me open, plow me like I had wanted to plow her.
My cock was hard again, slapping along the side of the desk as her thrusts came in quicker intervals, each time she would go deeper and deeper until she was almost all the way inside and each time she slammed in to me I took the full length of her cock.
I was thankful it was lunch time as no one was in the office and I think we were quite loud.
“Oh . . My . . F-f-f-fucking . . G-god.” Was about all I could manage to say
“I take it you like that Boss? You like having my huge cock plowing in to your tight ass hole? I am going to cum inside of you, and you are going to beg me.”
“Yes I am . . going to . . b-b-beg you, ugh, ummph, oh god fuck me harder, p-p-p-please!” With those words she started slamming in to me vigorously, the noise of our bodies slapping together filled the office until I exploded again all down my leg and on the floor.
“Oh fucking Christ . . fill my god damned ass with your cum . . oh Jesus . . f-f-fucking . .” And with one last momentous thrust she convulsed and exploded inside my ass filling me up until her cum started leaking out between my hole and her cock. Her cries were loud as her orgasm washed over her. It was a while before she got soft enough to exit me comfortably and I felt like it would be weeks before I felt whole again.
An hour passed as we laid there, in my office, completely nude, covered in cum.
“Thank you.” I said at last breaking the silence. “That was incredible.”
“No, I should thank you, there are very few people able to take all of me inside them. And I wasn’t lying to you before when I said I really liked you, but you can understand where I get my affirmative nature from. “
“Yes, yes I can.”
It would be less than two days later that we had another episode like this, only at my house, and that time I got to fuck her. But that is a story for another time.
***The End***
Post Word from the author.
I am unsure of how many people are going to read this as I am sure you have just came and are probably not interested in this story anymore 😉 but for anyone that does I just want to say thanks for reading, and please feel free to give me and critique you feel necessary. I also must warn that the places and people in this story are obviously fictional, the only reason I named streets and stores (Highpoint) is to give the story a sense of depth and or weight. Most may not care but I personally feel it also adds a level of believability to it.
Also a funny quip. The name Mandy was not introduced in to this story until about half way through, and to be honest I have no clue how I thought of the name, I was just writing a sentence and instead of using ‘she’ I used Mandy. It wasn’t until after I published this story (to the site) that I realized the name Mandy was also a hilarious (at least in my opinion) pun. Since the woman is also a Man/dy. haha. So the name might have been intentional on a subconscious level but definitely not on the conscious level. Weird how these things turn out.
For anyone interested this story took me approximately 6 months to write, according to Google Docs. With approx 400+ revisions. There are also 4204 words in this story. Compare that to my previous story of 2858 words I think I am slowly getting better. I have tried to use a lot of different words that mean the same thing, but if anyone has any suggestions, as I say above feel free to let me know in the comments or a private message, or email if I have that enabled, which I don’t think I do, so forget about email, haha.
Anyhow, thank you once more to the special folks that took time to read my Post Word. 🙂
Oh and if anyone was wondering I am neither gay nor a transsexual, though I am curious about both. 😉
Via: https://www.lushstories.com/stories/trans/trans-fer-agency