Crasher

by Jennifer White

 

Adam had been dressing up as a woman since he was a child. He had started with his sister's clothes, even before his body was old enough to get aroused from them. As she matured, he gained access to her first bras, and then clothing that was increasingly sexy, as she started to wear more stylish things.

He read and reread her copies of fashion magazines. He real all of her books that were written for little girls, and then her romance novels as she got older. He would borrow here DVDs, and watch her movies. Most of his spare time was dedicated to try to make himself feel like a girl.

 

Now he had his own apartment, and a good job where he earned a decent wage. This allowed him to really get into his hobby. Now the 2nd bedroom at his house was filled with his own collection of clothes. Skirts, blouses, camis, Capris, lingerie, shoes, panties, cosmetics... the list grew larger all the time. He could never resist adding "just one more thing" to his collection.

He had purchased several items when he first moved out that he found invaluable now. One of them was a pair of very realistic looking breast forms. Properly placed on his chest, they made it look like he had boobs. Second was the wig, of long curly blonde hair. It would draw attraction away from his heavily made up face. The third and last critical item was a girdle, which not only squeezed in his tummy, but also included padding on the hips and butt. It helped make it look like he had curves. He would put these on, and even before his transformation was complete, he would already feel like his female alter ego, Shannon.

 

One day, while poking around a secondhand store for bargains, Adam stumbled upon a used gown. The kind that a hot babe might wear to a wedding party. It looked like with a few alterations (which he was good at, having studied his mom as she taught his sister). He *had* to have it. So he pulled out the cash, and soon was heading home with a fancy gown of his own.

A few days later, with it altered to fit him better, he wore it around the house. He felt so pretty, so feminine. It was a dream come true to feel that way! Adam really did feel like Shannon when he was in that gown. And it emboldened him to try something he had been considering, but never had the nerve to do before: it was time to go outside of his apartment for the first time, as Shannon.

 

Since it was his gown that made him feel enough feminine confidence, he decided that he needed to wear it for his first time out. But where could one go dressed up as if she were going to a wedding? Well, the answer was simple: a wedding party!

There was a wedding hall not far away from his apartment. And so Adam called a cab when he was ready, and met it downstairs.

"Where too honey?" said the driver.

"Avery wedding hall, on 19th street" he replied in the sweet "girl voice" he had been working on all his life.

He sat in the back seat, holding the special handbag he had found to match his new outfit. The driver had accepted him as a woman, no questions asked. Soon, he was at the hall. He could have walked it, except that twelve blocks in heels would be a bit much. Not to mention that you don't see many women in fancy dresses walking down the street late at night!

 

He had timed it that dinner would be over, and the dancing would have begun at the wedding hall. The lights would be lower, decreasing the chances of anyone making him out for who he really was. But it took a lot of nerve for him to walk in the door, using a confident, feminine walk. What a thrill he felt thought! Nothing had felt this good since the first time he had worn a bra! What a rush!

Soon, he was out on the dance floor, showing off his best moves. Normally, he danced alone, in his apartment, with some Broadway show tunes playing. But not today. This was real. This was outside, in the world. And everyone was treating him as if he was really a woman!

As with most weddings, at first, there are only a few women dancing by themselves, along with some kids. Perhaps one woman drags her date out for one dance. Then bit by bit, others start to arrive on the dance floor. But right now, there was only the group of girls, and a couple of children. The girls all smiled, and didn't seem to mind having one more sister out on the dance floor with them.

Then bit by bit, the dance floor started to fill up. Now the girls were pairing off with their dates, dancing as couples. Only the single girls remained in the pack. But not for long: by now, the guys had enough drinks to get up their courage. A few minutes later, a somewhat young, slightly overweight guy came up to Adam.

"Would you like to dance?" he said.

"Sure!" replied Adam, thrilled that a guy had picked him. He had always wondered what it would feel like.

"I'm Josh" said the guy.

"Shannon" he replied. "It's nice to meet you."

"Same here. You're a great dancer."

"Thank you, I've had a lot of practice!"

 

And so Adam had his first dance with a guy. Not that he wanted to be with a guy; it just made him feel even more like a girl to be out there dancing with him. In all of his fantasies, he had always still wanted to be with a girl, even if he was completely transformed. But this was just for fun. They made small talk, had a few drinks, and Josh even asked if he could have 'her' phone number.

"I'm sorry" said Adam. "I'm not looking to get into a relationship right now."

"Then can I give you *my* number, in case you ever change your mind?" said Josh, who was staring at the bumps on Adam's chest, rather than into his eyes, which he would have preferred.

"Sure Josh."

"Here you go Shannon. It was nice to meet you."

Josh surprised him with a quick kiss on the cheek, before walking off.

 

Adam was breathless now. He hurried out the door, and hailed a cab to go home. The night was a total success. He had never felt so much like a real girl before.

 

* * *

 

After that, Adam was hooked. Almost every weekend, he would go out as Shannon, in a fancy dress. So that the folks in the wedding hall wouldn't get suspicious, he bought several more fancy gowns. His current one was really pretty. It was form fitting, with tiny straps over the shoulders, which required him to wear a strapless bra. It was a shimmery silver color, with lots of glittery little beads sewn in. He loved how the swish of the skirt felt as he moved in it, and how pretty it made him feel. He had new shoes too, very fashionable, with pointy toes and spike heels.

Out on the dance floor, he was doing the Macarana with the girls. The guys were too intimidated by the dance to even try it! Then the DJ played Boot Scootin Boogie, so he broke into the 2-step. Now the dance floor started to fill up, and by the time they played the Electric Slide, there were plenty of guys out there along with the girls.

But then a slow song started up. The guys who were there with dates paired up, and the others went to go drink beers. Adam and a few *real* women were all that was left on the dance floor. One of them shrugged her shoulders, and walked up to him.

"Want to dance?" she said.

"Why not?" he replied.

Slow dancing with a girl, when he was dressed up as one! This was his ultimate dream come true. He never felt so feminine in all his life. He was so happy that he wanted to cry.

"I'm Diane" she said.

"Shannon" he replied.

"It's nice to meet you Shannon. You're such a good dancer. I wish I had a boyfriend who could dance like that. Don't you hate it how the guys get so scared of being on the dance floor?"

"Oh yes" he said.

 

After the dance, Diane and Adam sat down to take a break, and drink some wine. Soon they were talking, and before long, it was like two old friends chatting. They really hit it off. But the music was getting louder and louder, even though nobody was dancing. It was getting hard to talk.

"Do you want to get out of here?" asked Diane.

"What?" said Adam.

Diane made a motion towards the door. Adam nodded. He grabbed his glittery handbag and followed her outside.

"This party is lame" she said. "And its too loud to talk. Why don't we go to my place? I'm just around the block. I've got some good chardonay in the fridge."

"Sounds great!" said Adam.

He walked down the street with her, amazed that such a girl was so interested in him. She was very pretty, with long blonde hair. She was perfectly built for his taste, being the large athletic type. She was as tall as him in fact. He was so thrilled to be going to her place. He had never visited someone, when dressed up as a woman.

 

They sat on the couch together, drinking the chilled wine and giggling as they talked. Diane was leaning in towards him, closer and closer. She put her hand on his face, and the next thing they knew, they were kissing. Fireworks went off in Adam's head. This was his ultimate fantasy! A woman, who wanted him, as a woman. He lost himself in the moment, and kissed back.

Her hands were touching him oh so lightly, and he was in heaven. Until she touched him between the legs.

 

"You're a guy!" she said suddenly, shocking him out of his fantasy. His face flushed red, which was visible, even through the heavy makeup he wore. He bowed his head down in shame. He had let his guard down, and now he had been caught.

"Yes" he said sadly. He stood up to leave in total shame and humiliation.

 

"Where do you think you're going?" asked Diane.

"Home" he said.

"Oh no you're not" she replied. "Not now."

He could barely look at her now, feeling so stupid for having been caught. He could have played along, and had fun all night. But now, he was going to pay the price for his sloppiness. Diane had an evil look on her face.

"So, we have a chick with a dick" she said. "This could be fun!"

Adam didn't think that her idea of "fun" was going to be the same as his. She wagged her finger at him, for him to follow her into the bedroom. He was scared to death. What was she going to do to him?

 

"Take off your shoes" she said.

With a trembling hand, he did. As he was bent over, she slapped him on the rear, making him jump forward. Diane laughed at this reaction. She told him to remove his pantyhose, and then his panties. He did as she asked, now feeling completely vulnerable and powerless.

"Lay on your back, on the bed, and pull your skirt up" ordered Diane. "And close your eyes."

 

Adam did as she asked, without a word. Now he was naked, and even more vulnerable. The longer she waited to do something, the more the tension built. At long last, he felt something. A gentle touch between his legs; she was making a circle with her thumb and first finger, and gently sliding it up and down his shaft, until it became hard.

"Keep those eyes closed Shannon" she said.

She was still using his female name! For the first time, hope reentered his mind. Maybe she wasn't going to humiliate and embarrass him. Maybe this was something good. He could feel the heat from her body. He could feel the bed moved, as she climbed in with him.

And then he could feel her lowering herself onto him, her legs straddling him. She was on top of him, and he was up inside her now!

"You're a pretty woman, Shannon" said Diane, bringing him to new heights of arousal, as she started to bounce up and down on him. "I'm going to make you *really* feel like a woman tonight."

 

Adam could feel her hand, as it touched him on the face. Her finger wandered to his lips, and then poked inside. He started to suck her finger. He could feel her long fingernail on his tongue.

"Good girl. Keep on sucking" she said.

She pulled her finger out, and now he could feel something larger enter his mouth. Something wider, and longer. It tasted like plastic.

"Open your eyes, woman" said Diane.

Adam's eyes adjusted to the light, to see what was in his mouth. It was a dld. Large and realistic. She was holding the end in her hand, which look like a pair of balls. She put her other hand on his, and moved it up towards the balls.

"Suck on it, and gently ram it in and out" she said. "I love seeing a woman with a dick in her mouth. It really turns me on."

Adam took the dld in his hand, and started to push it in and out like she said.

"Moan for me" said Diane. "Show me how much you enjoy being a woman."

"Mmmmmm" said Adam, unable to make more than a muffled sound with the large thing in his mouth.

"Oh Shannon!" said Diane. "The strap-on you're wearing feels so good inside me! It almost feels as if you had a real dick. But of course, you don't, since you're a woman. My woman. Tell me that you don't have a dick."

"I don't have a dick" said Adam, taking the dld out long enough to speak.

"Tell me that you are a woman."

"I am a woman."

"Tell me that you are *my* woman, to do with as I please."

"I am your woman" said Adam. "You can do with me as you please."

"You *are* a woman now" said Diane.

At that moment, Adam couldn't hold it anymore. He exploded up inside of her warm wet pussy. It was the best orgasm in his entire life.

"Stay still" said Diane.

She raised herself off of him, and still straddling him, she started to move herself forward. When her pussy was right in his face, she lowered herself down.

"I want to come some more" she said. "Suck me clean baby. Show me what kind of lesbian you are, and how much you love to suck pussy."

Adam had gone down on girls before. But never one with a pussy full of come. The taste was disgusting, and the thought that he was sucking come was sickening. But he did as she asked. She had just given him the best night of his life. He could do anything for her.

"Oh Shannon, you're such a good lesbian" she said. "Keep your tongue on my clit. Yes, like that. Mmmm."

 

She kept telling him that he was a woman now. She kept telling him how pretty and delicate he was. And Adam loved ever minute of it. Diane finally got up, finally feeling to sensitive for any more stimulation. She was laughing and giggling, after having come again and again.

Adam though it was all over now. But he was wrong. Because now Diane went to her night stand, and picked up something else she had pulled out while his eyes were closed. She pulled it up over her legs, and began to tighten several straps. Straps that supported and kept in place a dld that also looked very realistic. Larger than the one before.

"Get on your knees, and suck me" she said. "You've had a lot of practice already tonight. You're going to be very good at sucking dicks when I'm done with you."

He fell to his knees, and soon she was pushing the strap-on into and out of his mouth. He was sort of used to that now, after what had happened on the bed. But he wasn't used to what happened next.

"Stand by the bed, lean over, with your arms and legs spread" said Diane.

Adam did as she requested. And soon, he felt her start to slide it into him from behind. Something he had never imagined doing. It made him feel completely powerless and weak. She seemed so strong! She could do anything to him, and there was nothing he could do. He had never felt completely in the power of a woman before. And he had never realized how much he would *like* it.

"Yes baby" he said. "Make me feel like a woman!"

"You *are* a woman now" replied Diane.

"I am *your* woman" said Adam.

"Yes, you are" said Diane, as she gently pumped him from behind. "You are completely mine now. In fact, you are going to move in with me. You will sell your things, and give me all of your money. I will control your finances, just as I control you. Tell me that you understand."

"I am completely yours" he replied.

 

"I'm going to keep you in panties, even when you go to work" said Diane. "I will slowly feminize you over time. I might give you breast implants, or I might just put you on female hormones, so you can slowly fill out your bra. You'll stay with me, and be my woman. My lesbian lover. My maid. My slave. All *mine*."

"I am yours" said Adam.

 

When at last she pulled out, Adam collapsed in a pile on the floor. He was spent. Exhausted. And happy. Diane sat beside him, gently stroking his hair.

"I feel that I should tell you my real name" he said.

"Your real name is Shannon now. You are a woman inside, and I will see to it that you become a woman on the outside as well. Some day, you'll have a pussy, just like me. I'm going to slowly turn you into a real woman. You will never think of yourself as a man again. From this day forward, your destiny is female."

"I love you" said Adam.

"And I love you" replied Diane.

 

The two lovers kissed. They would be together from that day forward.

  

  

  

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