Shemale Stories

[randolph]

This story was inspired by the attached photo.

Rogers Revelation
Roger was one of those high school boys that was smart and socially adept. He was top of his class in mathematics and also class president. When graduating, he wanted to go to Stanford University because he knew that was the place to go for math and electrical engineering. Stanford had notified him that he qualified for a scholarship but it did not cover all his expenses. As he searched the internet for a summer job, he ran across a notice at Transmicro for a summer internship. Since Transmicro was near Stanford in Silicon Valley he applied and to his delight was accepted.
He was able to get a cheap room in the dormitories at Stanford for the summer since they were mostly empty. He packed his bags, said goodbye to his family and headed out to what he thought was his future in electrical engineering. Monday morning he checked in at Transmicro and met the personnel officer, Janet Jewell. She told him that his job would be delivering mail to the executive staff including the CEO, Dr.Carly Tiona. Janet invited Roger to sit down while she explained the operations of the office. “I must emphasize” she said “that Dr. Tiona runs a very tight ship, everyone must be to work on time and she tolerates no time wasting on the internet. Also, she expects her mail delivered precisely at nine am. Oh, and be sure to knock before entering her office.” Roger acknowledged all her instructions.
As Roger walked past the office staff to pickup the mail, he noticed everyone looked kind of nervous, suddenly everyone stood up as a door burst open and Dr. Tiona entered. She strode down the aisle in high heels and a surprisingly short skirt; she was a very fine looking women. Each worker nodded and said good morning as she passed. She looked straight ahead without acknowledging any of the greeting. He quickly got out of the way as she passed him. As she reached the end of the staff area she turned and said, “you can get back to work now”. Everybody immediately sat down and looked very busy.
Roger went to the mail room and picked up the mail. The mail clerk, Tad Durling introduced himself and also mentioned that Dr. Tiona wanted her mail at nine oclock sharp. Roger went the rounds delivering mail, watching the time. At nine oclock he knocked on Dr. Tiona’s door. There was no response so he quietly opened the door and entered. She was behind her desk on the phone. He approached her desk with the mail looking for a place to put it. Suddenly she looked up and stared at him for what seemed an eternity. “Who the hell are you”, she asked. “Err, ahem, I am Roger the summer intern, I have been assigned to deliver the mail”. “Well, put it her”, she said, pointing to a basket beside her desk. As he leaned over to place the mail he caught a glimpse of her shapely legs. She continued looking at him intently and he began to feel very uncomfortable.
“When you finish the mail delivery, come back here” she said with a firm voice. Roger nodded “yes Mam” and backed out of the room.
When Roger returned, Dr. Tiona was on the phone again, she pointed to a chair to the side of her desk. He sat down and noticed he had a full view of her sitting there with her gorgeous legs crossed seductively. She hung up the phone and turned her chair to face him. “So what are you doing here?” she asked. Roger explained that he was accepted to Stanford and he was delighted to be an intern at Transmicro. She smiled slightly and moved her crossed leg slightly. He glanced down when she did that and she caught his glance. The way she looked at made him feel strange, he felt some deep seated erotic urge stir within. “You can go now” she said.
This scenario continued every day. Roger began to look forward to these encounters; an erotic energy seemed to be building between them. He enjoyed looking at her legs and she seemed to be encouraging the looks. She didn’t say much, just looked at him with a slight smile as he glanced at her legs. Then one day after sitting there for several minutes she said, “lock the door”. She then called her secretary and said “no calls or visits until I call back”. Roger felt a rush of excitement, what was she up to. He knew she had been teasing him and he knew he was getting aroused. He returned to the chair and sat down. She smiled and opened a box of cigars. She picked one up and carefully licked it all over, then lit it up. She rolled her chair back and directed Roger to crawl under her desk. She then rolled her chair back so Roger was enclosed in front of her.
“You know what to do don’t you?” she said as she presented her foot to him. Roger had never experienced anything like this but somehow he did know what to do. He gently kissed her ankle as he removed her shoe. He then lifted her other leg and kissed her ankle and removed the shoe. He felt an amazing rush of erotic excitement, he loved being between her sexy legs. He loved caressing her lovely smooth legs as he looked up her thighs and thought about what was in her panties. She slid down her chair slightly and lifted her skirt allowing light to illuminate her panties. As Roger stared at them, “would you like to see what’s inside my panties”. “Yes Mam, very much”. “Well, sonny boy, pull them aside and see what I have for you. Roger tentavely reached over and gently pulled her panties aside. He gasped as a large cock slid out and rose to attention. He sat there stunned staring at this big erect cock. She puffed on her cigar and said. “You are going to please me aren’t you, you are going to kiss it and lick it and suck it and stroke it, aren’t you?.” She smiled down at him as he looked up at her. “Yes Mam” he said as she let out a little chuckle “good boy”.
Her instructions were very clear as he leaned forward and kissed the tip of her rigid cock. She quivered slightly as he kissed it and it seemed to get a little harder. He then began licking it like an ice cream cone, first around the head and then up and down the shaft. “Yes, that’s it, good boy, now suck it good, you love it don’t you. Roger nodded in agreement. He did indeed love it, he had never experienced such pleasure. He always thought that having sex with a girl and having his cock deep within her wet pussey would be the ultimate pleasure, now he was not so sure. The awareness that he was pleasuring the CEO of a major company was a huge turn on. He eagerly loved her cock, sucking and stroking and licking it with pure pleasure. He could feel her cock throbbing, it was rock hard and the throbbing was increasing. Suddenly she let out a gasp and his mouth filled with hot creamy cum. Load after load spurted into him. She was holding his ears as she pumped him full of her hard cock cum. He did his best to swallow it but some dripped from his lips but she would not let him release her cock. As it gradually relaxed she held him tight as he continued to gently suck on it. He was drooling all over it as he attempted to lick up the rest of her cum.
As he looked up at her, she leaned back in her chair and puffed on her cigar with a satisfied smile on her face. Some cum was still dripping from the sides of his mouth, he licked it up and said “Is there anything else I can do for you Mam?”. “That’s fine sunny boy you can come out now”. Roger crawled out from under desk and straightened himself up and wiped his lips. Roger, I expect you here tomorrow. Roger smiled and said, “I can’t wait”. She smiled and said “You love my cock don’t you?” He smiled “Yes Mam”. She stood up and took hold of him, “you can call me Carla”, she then kissed him on the lips. “You are my bitch now, do you know what that means”. “Ah, um, I am not sure Carla.” “Well, I now own you sexually, you are mine. You are to please me as I wish. My desires, needs and wishes are to come before yours.” “Carla, I will do anything for you, I love being with you.” “Fine, be here tomorrow, sweety.” He hurried to the restroom and tried to clean up the mess of cum he made in his under pants while sucking off her gorgeous tranny cock.

[smc]

The following is a work of fiction. Some time ago, our own Natalie_J asked me to write a story involving her. Or perhaps I suggested it. I don?t really remember. In any case, a picture of Joanna Jet bending over while doing her laundry finally inspired an idea for a story, and Natalie_J provided the pictures.

We hope you enjoy this brief tale, and the pictures. It is divided into three sections, roughly corresponding to the three sets of accompanying pictures, which appear at the end of each section. Within the story, pictures are numbered within their sets to facilitate your imagination.

* * *

The semester of my sabbatical, I had been invited to lecture for a week at a university in England. I looked forward to a brief respite from my all-day writing marathons and a chance to reconnect with students. Plus, I I planned to throw in a bit of sightseeing in a part of England I did not know so well. Little did I know how enticing the sights would be.

I took an overnight flight from Boston to London and then the train to the south. The university had arranged for me to stay in an apartment used for visiting faculty, close to campus. My instructions were to go to a certain address and see the ?concierge,? who would give me a key.

I took a taxi from the train station and was let out in front of a nicely appointed building. Entering, I found 1A and knocked on the door. A woman opened it, holding a baby. She gave me a key and instructed me to find flat 3B, begging off seeing me to the door because of the squirming child. ?No problem,? I said. ?I?m sure I can find it.?

I took the lift,, found 3B, unlocked the door, and entered. I put my bags down and went down the hall to find the kitchen to get a glass of water. I came upon a surprising sight.

A woman was bent over and putting some clothes into a small washing machine. She hadn?t heard me come in. She had long, brown hair, and was wearing a tight, purple dress. I could see a hint of panties just above the tops of her stockings, which were sheer and had a seam running their full length. Her legs gave way to feet clad in high heels. [picture below, on left]

?Ahem.? I cleared my throat to get her attention. I must have startled her, because as she turned around she slipped and fell to the floor. Her legs opened and I could see her panties, fully. I detected a bulge. She quickly moved her hand to the top of her leg, I thought to pull her dress down. She did do that, but not before she ran the tips of her fingers, with nails of dark red, over that bulge I had detected. I was sure I saw something twitch. [middle picture below]

She began to speak, but without moving from her very provocative position on the floor.

?Who might you be?!? she demanded to know, rather sternly but with just a hint of mischief in her voice.

?I?m here from America, to lecture at the university. I was told downstairs that I would be staying in this apartment.?

?Well, there must be some horrible mistake,? she said, sitting up a patting down her dress. [picture below, on right] ?This is most definitely MY flat.? She gestured that I should show her the key, still in my hand. ?That bloody Mrs. Tate!? she exclaimed, looking at the key. ?She gave you the extra to my flat.?

With that, she stood up, marched me to the door, opened it, picked up my bags and put them in the hallway, smiled, and shut me out in the hallway.

[continued in next post]

[smc]

The next morning, I awoke to a knocking on the door of the correct apartment: 3D. Mrs. Tate had set things straight the day before, and I had settled in and taken a nap. My evening with senior faculty was pleasant enough, but I could not get my initial experience in 3B out of my mind. Imagine my surprise when I opened the door and saw that very woman standing before me.

?Apparently, even after things were fixed,? she said, without even a greeting, ?you still told someone that 3B was your flat?? Although this sounded like a question, I actually took it as an accusation. She pushed her way into my apartment, holding a large, manila envelope.

?Good morning,? I said, and asked her what time it was.

?It?s the afternoon,? she answered. ?Do you always sleep the day away?? I guess my jet-lag had caught up with me.

As I began to answer, I realized I was standing there with nothing on but a pair of boxer shorts. She, on the other hand, was dressed like the previous day. The stockings caught my attention, in particular, and as she stood there holding the envelope I again was convinced I saw a tell-tale bulge. Something began to stir in me.

?Is that for me?? I asked, pointing to the envelope. She handed it to me and I opened it, taking out yet more instructions about my lectures, which were slated to begin the next day.

?What do you lecture on, anyway?? she asked. I thought she had left.

?Linguistics,? I answered. ?Thank you for bringing this to me, and I am most sorry for the inconvenience. I will make sure there are no more such deliveries.? I thought she would excuse herself at that point, but she stood there staring at me.

?Is there something else I can do for you??

She shook her head, part yes and part no -- at least I thought.

?Well, then, I suppose I will shower and dress. Thanks again, and please show yourself out.?

I turned back into the bedroom and went into the bathroom beyond. I showered, shaved, and dressed. My plan was to take a walk around the city and enjoy what I suspected would be a rare, nice day of spring weather before it began to rain. This was, after all, England.

Stepping outside of the building, the first person I ran into was the woman from 3B. ?Off to the university?? she asked.

?No, a walk.? By now, it was 3 pm.

?Fancy a drink, then?? she asked, calling me by name. She?d obviously read the outside of the envelope. ?I?m Natalie.?

?So long as we walk to wherever we?re going, I suppose a drink would be just fine,? I responded. With that, she locked her arm in mine and began to drag me down the street. We walked right into the center of the city and into a pub.

Sitting in one of the booths, Natalie began to tell me all sorts of things about her city. I confess that I didn?t hear any of it, at least not well enough to remember what she said. Instead, I found myself just looking at her and wondering about that bulge I was sure I had noticed. You see, I like a girl with a pretty bulge. I like the idea of pulling down a pair of panties and finding something that most people would not expect to find. I like my girls with an extra-special added attraction, and I was beginning to think that Natalie might be my kind of girl.

After a while, she broke my silence. ?Are you still here?? she asked. ?How about answering some of my questions??

I snapped out of it and became a good conversationalist. We spent nearly two hours in the pub, and then she walked me around some nearby parts of the city. By then, it was quite dark, and we found ourselves back in front of the apartment building.

?How about dinner?? I asked, impetuously.

?I have plans,? she said, with a wink. We parted company. I spent a short while in my apartment, and then later went out and grabbed a bite to eat at a takeaway place nearby, bringing it back and eating alone in my kitchen.

* *

Later that night, at around 11 pm, I heard laughing in the hallway outside the apartment. I went to the door and opened it just in time to see Natalie opening the door to 3B. She noticed me and waved. I smiled and then she beckoned to me to come over. As I stepped into the hallway she quickly went into her apartment and shut the door. I had to knock.

?It?s open,? I heard her shout, and I entered. I didn?t see her, so I made my way down the hall to her kitchen. There she was on the floor again, facing away from me.

?What?s up?? I asked, surprising myself with my informality.

?I am,? she answered as she turned around. There she was, on her knees and confirming what I had suspected. Her panties were down around her ankles and her beautiful girl-cock stood fully erect -- ?up,? as she had said. [pictures below]

[continued in next post]

[smc]

?This is where you were when I was talking at the pub, isn?t it?? she asked. ?In my knickers.?

I didn?t answer. Instead, I pulled Natalie up from the floor and went to my knees. I grabbed her cock and took it in my mouth, all of it, and began to suck her with passion. I caressed her balls. Very quickly, she released a bit of sweet pre-cum onto my tongue. I stood up and kissed her so we could both taste it. Then Natalie grabbed my hand and guided me to her living room. She sat me on the sofa and climbed up and straddled my face.

?Suck me.? There was an insistence in her voice. I obeyed, and took her back in my mouth.

"Mmmmm," she said, emitting a soft moan. Then she began to plunge her girl-cock deeper into my mouth. It felt so good to have my lips around her. I looked up into her eyes and saw pure lust. I continued to suck.

Natalie placed her hands on my head and began to fuck my mouth slowly, rocking back and forth as she hovered over me. ?Don?t stop,? she moaned. ?It?s soooooo gooooood.?

I began to hum, almost instinctively. That caused Natalie to buck faster and harder into my mouth, and I could feel her thick cock hitting the back of my throat. I felt great.

Her moans grew louder. Suddenly, her cock seemed to double in thickness, and she shouted. ?Yessss, uhhhhhh, yeah, oooooh.? Stream after stream of delicious cum filled my mouth, and I swallowed all I could.

When she was finished shooting her cum into me, she sat on my lap and kissed me. My own cock was straining for release from my pants, and she grinded herself against it. Then she jumped off from the couch and ran back down the hall to the kitchen.

?Come in here,? I heard her shout.

I made my way down the hall. There she was, bent over as I had seen her the first time, only now there was no mistaking that she way my kind of special girl. [picture below, on left]

?I want you to fuck me, just like this,? she purred.

I pulled her knickers down further and positioned myself behind her. [picture below, on right] I put my cock, which was already lubed up from the pre-cum that had been pouring out of it while she fucked my mouth, right into her hole. She bucked back against me and told me to pound her hard and fast, just like she had done in my mouth. It didn?t take long to erupt into her, deep into her.

As my cock softened and fell from her delicious hole, my cum streamed out and I lapped some of it up right out of her behind.

Smiling, Natalie turned around and smiled. We were both smiling.

?How long are you here to lecture?? she asked, breathlessly.

I knew we had only just begun.