A Dream Comes True

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Dale experiences dream in arms of a girlfriend.
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AUTHOR'S NOTE - This story is my first fictional foray into the world of Crossdressers, Shemales and Transsexuals. All comments will be appreciated of those who submit them.

*

I was sitting in my home... if you could call it that.

It was an apartment in a complex that looked so run-down it wasn't funny... and it drove away most of those who wanted to rent there. The only reason I stayed there was because it was the perfect cover for what I did.

Anyways, I was reading my e-mail when I ran into a message from someone I knew. "Christina," as she called herself now, asked me if I was still a single guy and was wondering if we could meet for coffee.

I replied that I was, and still living in the place I called home. She then asked me to take a taxi up to the Lewiston/NezPerce County Airport and catch the next flight to Seattle... which I did. But she stipulated that I wasn't to take any clothes or any personal sundries... everything would be supplied when I arrived. So I followed her instructions and immediately boarded Horizon Air's nonstop flight.

When I knew her, she was MaryAnne Jones, a lovely young woman who just turned 18 years old on the day we graduated high school. She was a petite 5' 10" blonde who had nice breasts and an hourglass shape any girl in our class would die to have. Of course, the jocks went for the cheerleaders- so she was left pretty much alone.

I was her only friend in high school, and she shared a lot of her secrets with me. Of course I did the same... but there was one secret I kept from her, for she would have thought I was insane for thinking it.

One of my personal fantasies, one that I could only exercise openly on Halloween, was of dressing as a girl... shaving my body hair off, putting on pretty lingerie and clothes and slipping into high heel shoes. Being in feminine clothes, a wig and makeup gave me a sense of being able to turn a lesbian into a bisexual at a local nightclub.

Once I landed at SeaTac Airport and entered the terminal at the designated gate, my eyes were scanning for my friend... but when a beautiful lady walked up, I couldn't believe my eyes. She stood as tall as she did in high school... but her short blonde hair was a very long brunette. "MaryAnne?" I asked, a little scared of her.

"Only now, I'm Christina," she replied, "What do you think of my new look?"

She was completely transformed... and I was surprised at it. Her breasts, which were like small pears in high school, now looked full and voluptuous... and her other body parts were augmented to keep the hourglass shape she was known in my eyes for. She was truly beautiful... and I couldn't help but reach up and pull her down to kiss her lips very passionately.

She wore a red blazer and skirt with seammed black stockings and a black silk blouse. She had made her face in crimson and bronze shades that I could have taken her at that very moment... and my face showed it.

"Later, love," she said, "Let's head to my house and I'll serve us coffee."

Once in the study at her mansion, she told me of her experiences with the internet- and how having an online business had turned her into a multi millionairess.

"It was then that I thought of you, love," she said, "and how I always wanted to be with you for the rest of my life. But something else came to my mind a few days ago... would you like to know of my fantasy?" At my nod, she said, "I've taken an interest in men who want to look like a woman... sensual and feminine, but still packing a hard cock that I can please."

"Can I tell you of a fantasy that I've been exercising for a long time?" I asked her.

At her nod, I told her that I was dressing up at Halloween... not as a character, but as a woman. "I used silicon breastforms as augmentation for my chest," I said, "and used as much technique to make my face into the perfect feminine style. I kept a wardrobe of clothes in the closet that I could easily dress into... and it's set me thinking why."

"I think I know why, Dale," she said, "I think that you've been feminized as a child... and that you want to return to the feminine life you had before."

At my excited nodding, Christina said, "I can help you become the perfect woman... and Seattle's the perfect place for a transsexual to experience it."

Within a few weeks, she had me moved into her mansion with all of my clothing split between 2 bedrooms... one for my feminine looks and one for my businesswear. "During the week," she said, "you wear your men's wear... but on the weekends, it's time for us to be girlfriends until the time comes when you want to become all girl." Nodding my head, I received a kiss as reward.

Noticing that my lingerie wardrobe didn't have much in the terms of sleepwear for my feminine lifestyle, Christina said, "I think we should dress you in feminine clothes and go shopping for some lingerie."

She pulled out a slinky red dress from her own closet as well as a complete lingerie outfit in black- bra, panties and a garter belt- as well as black stockings and my breastforms- and she surprised me by getting out a latex vagina for the outfit. While she was doing this, I was in her shower getting cleaned up... and by that, I mean using a cream to remove the hair from all over my body.

Once I finished my shower, she came in and was dazzled by my appearance as a clean-looking young girl. Sitting me down on the toilet, she began making my face up by applying a medium foundation on it, then using cover to make the blemishes disappear. Then she plucked my eyebrows to shape them into a feminine style before applying an eyebrow pencil to accent them.

Christina then took a dark eyeliner pencil and used it on the rims of my eyelids while telling me I had wonderfully big green eyes and that they should be shown off. She then took shades of red and brown eye shadow and created a lovely style for them. Once she applied 2 coats of black mascara, I could immediately tell that I was a gorgeous female from just the makeup.

She then gave me a bronze blushjob on my cheeks and nose to give them color before using powder to lock it all in place. Picking up a red lip-pencil, Christina held my head still as she circled the outside edge of my lips with it... then she applied a deep red lipstick to it and locked it in with gloss. "Now, it's time to finish the transformation with the clothes," she said.

I first put the vagina over my cock and tied it in place. Once the bra was on, I slipped the breastforms into the cups and reached for the panties... but she stopped my hand and instead directed it to the stockings and garter belt. "It will make it easier when you have to go to the ladies' room to wear your panties over the garters of your belt," she said.

Once my underwear and breasts were on, Christina helped me into the dress and fastened it with a combination of buttons, a neck clasp and a black patent leather belt. Once my feet were in a pair of red patent high heels and I was standing, she then gave me a deeply passionate kiss while she slipped a long brunette wig on my head and pinned it in place.

Over the course of the afternoon, people were looking at us and must have thought we were sisters. They never looked twice at us, because we were chatting it up like girlfriends shopping for each other.

Christina spent the afternoon buying for me- surprising me with a leather corset, a bustier and other feminine clothes for my wardrobe. She even bought me a leather teddy and a babydoll outfit. And if that wasn't enough, we even went to a local store that sold breastforms and she bought me a larger pair for my outfits.

But once we got home after spending the entire afternoon- all the way to 8:00 at night- shopping, we dropped the bags on the floor and she began undressing me from the dress, the panties and the false pussy. Once she pushed me onto the bed, she knelt on the floor and began licking and sucking my cock- which was soft when she began, but quickly became hard with her ministrations.

"Gently rub your cock so that it doesn't go soft on me," she told me as she rose and began an erotic striptease that left her with the same amount of clothing on. She then kissed me passionately while jacking my 8in. member with her hand.

When she was back sucking my cock, her pussy was over my face... and after smelling her passion, I couldn't help but take tongue inside my lipstick-painted mouth and snake it into her lovenest. My gentle playing brought moans from her lips surrounding my cock... and as much as I loved it, I let her know by moaning my approval.

It was when I was near orgasm that my moaning increased... and so did the licking I did on her lovenest. She couldn't stop increasing her moaning in passion- and once her pussy began to flood sweet nectar from deep within, my prick began flooding her mouth with cum that she swallowed deeply... and when we kissed afterward, we swapped our own sexual jisms with each other.

She then impaled herself onto my cock and slowly rode it for 5hrs., letting her pussy lube it with her juices. During this time, she came multiple times... and when it neared 2am, I flooded her lovenest with my warm cock-juice that brought a sigh from her sweet lips.

We then laid down in the same bed, my warm prick never leaving her sweet pussy- and her soft arms entwined around my hard body.

It was half a year since I moved in with my girlfriend, and Christina had given me quite a bit to think about over that time.

It had become a routine for 2 months now, and I looked forward to it. Monday-Thursday, I was known as the man to turn to for professional website design services done with quality, style and precision... but starting Friday morning and ending Sunday night I traded my business wear for feminine clothes, becoming known as Regina, her younger sister. We would always go out shopping or to a movie or clubbing and Christina had taught me other things beyond feminine manners- dancing, eating demurely and even how to speak as a girl, even though I had a man's set of vocal chords.

Whenever we went out during the week, I saw guys flirting with Christina and was sick of it. Of course, though, she put them on the wayside- she told them that I was the one she kept herself for. And she was right... for every night, we were in her room, sucking and fucking and having an over all good time. But whenever I dressed as Regina, the guys all spent equal time in flirting with both of us... and Christina taught me to be flirtatious but to always be dedicated to a boyfriend.

But now I was taking stock of my life, considering what had been happening since I began this trek between genders... and what had been happening to my life since this started. Whenever I dressed in my normal clothes, I was as normal as I could be- focusing on business and what was considered normal for men.

But lately I felt that whenever I dressed as Regina, I was magically transformed into an attractive and vivacious young woman who wanted the most from life... and was willing to do whatever it took to get it. I also felt a kind of magic whenever I dressed as Regina- that when I slipped the latex vagina and panties I would wear that day over my cock and balls would change into a girl's pussy, and that after I put the bra on after attaching the breastforms they would become real. In a way, I was wishing I could be a complete girl when I dressed as one... and the clothes were making that wish reality.

Christina had a complete set of documents registered with the state for Regina- how it happened I don't know, but it happened. She also arranged for credit cards for her, this way I could be as normal as I could.

"Ever since I came to see Christina," I thought, "I love going out as Regina, and my real self has been a mundane existence. She treats me beyond what a girlfriend should- treating me like a sister, even when I'm dressed as me."

I came to realize that as much as I liked being my real self, Regina was slowly creeping into my male existence- influencing my thoughts, giving me something to hope for... and it was then that I came to a conclusion that I could consider real.

I was wanting to become Regina... for the rest of my life.

I called Christina the very next day... which, surprisingly enough, was Wednesday. I wanted to talk to her about what was happening whenever I dressed as Regina- and how she was creeping more into my life. "Come down to the study for breakfast," she said, "and we'll talk about it." Once we were served, I asked my girlfriend of her childhood years as MaryAnne- and she started out with a deep breath...

"I was born the last of 7 children," she said, "and the only other girl in the family opposite mother. We always hung out together, and I grew to telling her my problems. But I missed having a sister that could play with me... because my brothers wanted to play football and other sports, and I was playing with dolls and girl's toys."

"I can bet not having a sister made your life a sad existence," I told her- and she nodded her head 'yes' in reply. "It was when you said that you've been dressing up as a woman on Halloween that I hoped you would change your life," she said, "That you would want to be Regina, my younger sister, and that we would share our lives as women."

She then went on to say that the house was enchanted by the previous owner, an enchantress that specialized in changing people... and that's when I told her what I felt whenever I dressed as Regina on the weekends- that the items I used to mask my masculinity became more than just illusions. Naturally Christina was surprised at this but she suspected that the enchantments on the house had their effects on it.

"I was taking stock of my life here the last few days," I said, "and I came to a conclusion that I knew I wanted." Her face then lit up with joy when I said, "I want to be your younger sister... I want to be Regina, and not just for the weekends- but for the rest of my life."

"Then I want you to do something," Christina said, "I want you to use your feminine masking elements... if this house is enchanted, they will become real- and then I can treat you to some girl-on-girl loving."

I then ran up to my bedroom and prepared to become Regina- but not until Christina gave me a box and said to wear what's inside. When I was working on Monday, she went online and bought a complete outfit consisting of a specially designed bra, corset, gloves and stockings. "She must really want this to be special," I thought, so I laid out my favorite wig and black patent leather high heels and went to get the rest of the stuff.

When Christina came up an hour and a half later, she was dazzled by my appearance. I took the time to carefully do the makeup after I showered, using a hair remover instead of a razor to remove the remaining body hair from me. She swept over and gave me a very passionate kiss as her hands felt all over my body... especially my tits and pussy. It seemed that what she said was right- because the house was magically enchanted, the items that I used to mask my male self turned my body into a woman- and we then shared a second passion-filled kiss.

Christina had changed into a chemise with a plunging neckline and red high heels without anything else on- and I couldn't help but use my hands to feel all over her body, eventually cupping her tits and fingering her nipples which almost made her orgasm. She moaned out her pleasure as she began undressing me from the corset... she couldn't wait to do what she intended.

Once I was undressed she pushed me onto the bed and knelt in front, gently kissing my pussy... and I felt it, crying out in feminine pleasure. She then took her tongue and lapped at the wetness seeping from the lips before attacking my clit, making me cry in pleasure. She was doing what I did to her as a man- and I was loving every moment... whether her tongue touched any part of my pussy or the upper calf of my leg, she knew what turned a woman on. "When you fully become Regina," she said, "you can have this anytime you wanted." I had to admit it was wonderful how she was pleasuring me.

Christina then took her tongue and attacked my pussy as she used her finger to rub my clit, driving me to my first female cumming... and I loved every minute of it. She then kissed me passionately, letting me taste my own salty cum on her lips and in her mouth.

I then knew that the decision I made before we sat down to talk was the right one- the spirit of the enchantress knew it, and went to work transforming my life...

The next day, I knew I couldn't be any sadder because I wasn't what I used to be. The enchantress changed me overnight from a sad man without any family into both the sister of my girlfriend and a vibrant young woman- even going so far as altering the memories of my life, tying Christina into them.

It was then that I let my left hand cup one of my breasts while my right dove for my pussy... I knew I couldn't prepare for the day before not having one orgasm, and I brought myself off, screaming passionately as I flooded my bedding with my female juices. I then went and took a bath, getting ready for the day.

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