Crossdressing Stories: The Conference Read online

  Crossdressing Stories

  The Conference

  Hellen Heels

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  This is a work of fiction. Names, characters, businesses, organizations, places, events and incidents either are the product of the author’s imagination, or are used fictitiously. Any resemblance to actual persons, living or dead, events, or locales is entirely coincidental. This is an erotic fiction story. You must be over the age of 18.

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  As he came up the stairs that led into the exhibition hall, he met a man and a woman. Both of them were dressed in the same matching outfits comprising of yellow shirts and blue trousers.

  “You are welcome, sir,” the man said. “Are you here for the conference?”

  He nodded. “Yes, I am.”

  “Please what is your name let me confirm if you are registered already.”

  “Do you need to do that?” he asked. “I am sure that I was registered for it. My company wouldn’t have asked me to come here to represent them if that was not the case.”

  “I have no doubt that your company might have asked you to represent them, sir. But we need to be sure that only registered attendees are allowed in.”

  “Okay, no problem. My name is Carl.”

  “Carl?” the man asked as he peered at a tablet in his hand.

  “Yes, Carl. Carl Harris.”

  Carl watched as the man went through the list. He turned to the woman by his side and whispered something. The woman took the tablet and began to run through it herself.

  Carl saw her expression change into a frown.

  “Excuse me, is there any problem?”

  “Just a minute, sir,” the woman said.

  He looked away and that was when he caught sight of a woman coming down from an SUV. He wondered what it was about her that seemed to hold his attention like a vice.

  Was it her red body hugging dress that had a plunging neckline and stopped just above her knees? Or was it her black high heels that made her look taller? Or her blonde hair that she had decided to let fall loosely all around her shoulders? Or the long multi-colored nails that she displayed as she ran her fingers through her long hair? Or maybe it was the way she walked, like a model who was so sure of herself and her looks? Or was it her curves which were very pronounced in the tight dress she wore, easily revealing her generous hips and well-endowed breasts?

  Carl found himself adjusting his tie and pulling at the sleeves of his black suit as he watched her ascend the staircases towards where they were.

  The man stepped forward to meet her. “Good day, madam. Are you here for the conference?”

  “Yes, I am.”

  “You are welcome, ma. Can I have your name?”

  “It’s Jessica.”

  “Jessica?” he repeated as he scrolled through the screen of his tablet.

  “Yes. Jessica Smith,” she said as she gazed at Carl with a smile. “Are you here for the same conference?”

  “Yes, I am,” Carl said.

  “That is nice. Maybe we would sit together then?”

  He felt his heart skip a beat. “I hope so,” he managed to say.

  “You hope so? You don’t sound too sure.”

  “Yeah. It appears that my name is not on the list.”

  “Ohh, what a shame. What happened?”

  “I wish I knew.”

  “Jessica Smith?” the man called. “Your name is confirmed as a registered attendee. You may go in now.”

  “Okay.” She turned to Carl. “I hope to see you inside.”

  “Yeah, I hope so too. The name is Carl, by the way. Carl Harris.”

  She smiled. “Okay, Carl. Resolve this and let us meet inside. Okay?”

  “Sure.”

  As she walked in through the glass doors, he could feel his heart racing again. Her ass was made of two firm and round cheeks that wiggled with each step she took.

  He snapped his eyes away from her backside and glared at the woman. “Well? What is really the problem here?”

  “It appears as if there was an error, sir.”

  “Error? What kind of error?”

  “The name we have on our list does not match yours.”

  “What name is that?”

  “There is a Carl quite alright. But the surname is Harry.”

  He frowned. “Harry?”

  “Yes. Harry.”

  “It might be a mistake from my people. Can you find out which organization made the reservation?”

  “Yes, we can. It is PTK Consulting LLC.”

  “Well, I am from PTK Consulting LLC. And I know for sure that there is no other Carl working with us. So that Harry must have been Harris.”

  “I see. Can we see some form of identification then?”

  “Sure, why not?” He reached into his suit and brought out his company ID card and driver’s license.

  Both the man and the woman regarded the IDs. They whispered to each other and then nodded. The woman returned them to him. “I think it is alright, sir. We would confirm your attendance.”

  “Thank you very much.”

  “Please do bear with us on the delay, sir,” the man said.

  “No problem. It wasn’t your fault.”

  Even before the glass doors slid open to let him through, he was already peering through it hoping to catch a glimpse of Jessica.

  All around the auditorium there were several people standing. There were equally some already seated.

  As Carl made his way through, he kept a lookout for the unmistakable red dress that she was putting on. But after going through the hall for the second time, he became worried. He could not spot her anywhere.

  He ran his ringers through his hair and glanced around again. Where could she have gone to?

  At that moment, a man in blue suit mounted the podium.

  “Good day, ladies and gentlemen. Could you please take your seats? We are about to begin.”

  Damn it, Carl mused. Where could Jessica be?

  The noise in the auditorium began to die down as people took their seats. Carl decided to choose a seat in the middle.

  As he sat down, he placed his briefcase on the seat next to his. He did it out of instinct, because he believed that Jessica might still be coming. And he wanted her to sit next to him.

  “Excuse me is that seat taken?” someone asked.

  He looked up to see a man with a bald head and a thick black beard. “What seat are you referring to?” Carl asked

  “That one with the briefcase on it.”

  Carl nodded. “Yes, it is taken.”

  As the man sauntered away, Carl folded his arms across his chest. There was no way that anyone else was going to sit on that chair. Except it was going to be Jessica.

  “Hello,” someone else said.

  Carl turned to see a woman smiling at him. He smiled back. “Hi.”

  “Is that your briefcase?”

  “Yeah.”

  “Can I sit there then?”

  He took another look at her. It was not because of her big body or thick hands and legs that made him have a rethink. His mind was already made up: only Jessica was going to sit next to him.

  “No, I am sorry you cannot,” he eventually replied

  She frowned at him. “But why not?”

  “Because it is reserved.”

  “Reserved?” the plump woman repeated. “I don’t
see any notice that says so.”

  “Well, I have just told you that it is. Why not find another one.”

  “How can you reserve a seat for someone that is not yet here?”

  “Why can’t you just find another seat?”

  “Why should I when I have found one here already?”

  “You haven’t found anything here, woman. Please look elsewhere.”

  The plump woman frowned at him. “That is wrong. You shouldn’t be doing such a thing in a conference like this.”

  “Thank you for the advice. Now run along and find somewhere else to sit down please.”

  The woman left him alone.

  “Is that seat taken?” another person asked from behind.

  Carl shook his head. Is this for real? What was it with all these people, he mused. Couldn’t they find another seat elsewhere?

  “Look, just run along now, okay? This seat is reserved,” Carl said without turning back.

  “Really? I would have sworn that you might have kept one for me.”

  He turned and was surprised to see that standing next to him was Jessica. “You are around?” he gushed.

  “Yes, of course. Why? You look surprised to see me.”

  “I looked everywhere for you when I came in. Where were you?”

  She smiled. “I had to make use of the bathroom. And because the conference hadn’t yet started I couldn’t keep any seats for us.”

  “You wanted to keep seats for us?”

  “Yes, Carl. But I had to rush to the ladies. And I did so with my bag.”

  “I understand. Well, you can come and sit here then,” he said as he picked up his briefcase from the seat.

  Carl had to stand up to let her come through to the seat. As she passed him, the perfume she had on her hit him. He found himself feeling dizzy and faint. As he closed his eyes, Jessica held him by the arm.

  His eyes flew open. “What happened?”

  Jessica was still standing with her hand on his arm. She was so close to him and was looking directly into his eyes. “I should be asking you the same thing, Carl.”

  “Me?”

  “Yes, you. You were acting as if you wanted to fall.”

  “Me?”

  She chuckled. “Yes, you. Are you not okay or something?”

  “I am alright. I am okay.”

  “Are you sure?”

  “Yeah,” he lied.

  He was sure that he wasn’t alright. And there were many reasons why this was so: she was standing so close to him; her hand was on his; his mind was running riot trying to visualize several different sexual things about her.

  Damn. Maybe this idea of reserving a seat for her was a wrong one after all. How was he going to cope?

  “Carl.”

  He looked at her. “Yeah?”

  “Are you really sure you are okay?”

  “I am, Jessica. Trust me, I am.”

  “Okay,” she agreed and let his arm go.

  As she sat down, he sank into his seat and heaved a sigh of relief. Why was he feeling so uncomfortable?

  She leaned close to him. “You know what?” she whispered.

  “No. What?” he asked as he felt his heart racing again in his chest.

  “You are a sweet darling for remembering to keep a seat for me.”

  He felt his face redden. “I am?”

  “Yes, you are.”

  “Why do you say that?”

  She looked at him, her eyes roving over his face and then his body. “Are you really asking me that question?”

  “Yes. I want to know why you would say such a thing about me.”

  “How many other men would think of keeping a seat for a woman that they just met?”

  He rubbed the back of his neck. “I think there are a lot that would do it.”

  “Yes, maybe there are. But those who would do so would only be those who have already known the woman. We haven’t even discussed, not to talk of knowing each other. Yet you decided to be so kind because you did not see me.”

  “So, you think I am sweet for doing this?”

  “Yes, I mean it, Carl. Literally.”

  “Literally?”

  She nodded. “I could gobble you up right away without thinking about it.”

  “Gobble? Me?”

  “I mean it. Would you let me gobble you up?”

  He chuckled. “Okay. I think I have heard enough.”

  “No, you haven’t. Give me an answer otherwise I am going to continue pestering you,” she whispered.

  “You know fully well that I am not edible?”

  “Is that what you think?”

  “I don’t have to think about anything, Jessica. It is a fact. I am not edible.”

  She smiled and licked her lower lip. “That is where you are very wrong. I believe that you are very edible, Carl.”

  “The only reason why you would see me as such is because you are a cannibal. And I am sure that the woman next to me is not one,” he whispered back.

  “I like that.”

  “You like what?”

  “The way you said I was a cannibal.”

  “No, that is not what I meant.”

  “It sounds good, to call me a cannibal.”

  “Come on, Jessica. I was only making an illustration.”

  “Whatever. I don’t care if you consider me a cannibal. I really would love to eat you up.”

  He shook his head. “Jessica, I –”

  His words were cut short all of a sudden. Rather, than completing what he had wanted to say, he found himself clenching his teeth.

  He was in discomfort.

  There was a wry smile dancing on the corners of her mouth as she maintained eye contact with him.

  And then he gazed at his crotch. Her hand was there, like a permanent feature. Her grip on his cock was surprisingly strong and firm, as if a trap had latched onto a prey that it was intended for.

  Carl glanced around. He could not say whether he was relieved to discover that those who were around them seemed more focused on what the presenter was saying on the podium. Their attention were clearly not on him and Jessica.

  He turned to her. “What is this?”

  “So finally your voice has come back.”

  “My voice?”

  She smiled as she still held on to his crotch firmly. “For a while, I thought you were going to faint.”

  “Faint? Why would I faint?”

  “Because of what I am doing to you,” she replied as she regarded his crotch.

  He glanced around furtively. “Why are you doing this to me?” he asked in a whisper.

  “Because I want to,” she replied.

  “But how can you…I mean, why are you…how can you want to do such a thing to me?”

  “I told you earlier, didn’t I? You are so sweet, Carl. And I just cannot seem to help myself at all.”

  “Jessica, this is a conference.”

  “And so?”

  “We cannot be caught doing such a thing here.”

  “Really?”

  He searched her face, trying to read what might be going on through that pretty head of hers. But he couldn’t tell. There was just that warm and friendly smile that he had come to know. “Are you trying to tell me that you don’t know why we are in this conference?”

  “Please forget about the conference, Carl.”

  “You know that is not possible. Our organizations sent us here for a reason.”

  “Yeah. Maybe. But as far as I am concerned fate was what brought the two of us here for a reason.”

  Now, he could feel her fingers moving, as if searching for something.

  But Jessica was not searching for anything down there in between his legs. Rather, she was feeling and fondling him. She was not in a hurry but continued this in a slow and deliberate manner.

  And she was so confident and self-assured. Carl could tell that she knew what she was doing. Her touch was not haphazard or random. Each touch she made was a deliberate one, clearly t
hought out and well-executed.

  Carl was helpless. No matter how much he tried to reason with this hot damsel by his side, she would rather not listen, choosing instead to engage in word play with him.

  And now that she was fondling him in a very formal occasion he knew that it was going to be futile to protest. She was firmly in control and she did not hide that fact from him.

  It was no surprise that he soon began to feel his manhood rise. Like a sleeping giant that was harmless, he could feel it begin to expand.

  And he could tell that Jessica was also feeling what was happening. From the way she gazed at him with intent concentration and desire, he could tell that what she once held in her fingers was now increasing in size and girth.

  She was still smiling at him. “Finally,” she whispered, still fondling him.

  “Finally? Finally what?”

  “Your dick, Carl. It has risen up.”

  “Should I be thanking you?”

  “Yes, you should be.”

  “Okay then. Thank you for waking up my dick.”

  “You are welcome. But this only presents a fresh challenge to me.”

  “How?”

  She glanced around and then reduced her voice even lower. “How do I eat you with all these serious faces around us?”

  “What do you mean?”

  “Your dick, Carl. I would like to suck it.”

  He bit his lower lip. The thought of this hot damsel giving him a blow job was simply out of this world.

  But she was right. They were in public and doing such a thing would amount to indecency.

  He looked at her. “Where can we…where do we … where do you think we can…where…”

  “The bathroom,” she whispered. “We can go to the bathroom, Carl.”

  “Are you sure?”

  She nodded and regarded the bulge in between his legs. She traced the outline of his erection in his pants. “I have already been there, remember? Trust me when I say that it is very conducive.”

  “Okay. Then let us go there now.”

  “Sure. But we have to go there in a discrete manner.”

  “What do you have in mind?”

  “I would get up and leave first. Then after a few minutes you can come after me.”

  “And our belongings? Do we take them along?”

  “No. We would leave them here. Those around would know that we would be back. So no one can take our seats.”