445 lines
25 KiB
Plaintext
445 lines
25 KiB
Plaintext
Archive-name: Changes/cass1.txt
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Archive-author: Brenda Mccall.
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Archive-title: Cassandra - Part 1
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A story inspired by my first outing while fully dressed as a woman.
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I'll let you wonder about what parts are true and what parts are not.
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It had been exactly one year, this night, since he had
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stumbled onto this place. And except for last Friday's visit - a
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reconnaissance mission really - this was the first time he had
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been back. He could still remember walking into the club that
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fateful night 365 days ago, and how his heart was pounding with
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excitement as he began to mingle with the crowd. Almost
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immediately he had become aware of something very different about
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these people, especially the women, although he couldn't quite
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put his finger on what it was that was tugging at his mind. But
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a loud comment - or was it a joke? - had ultimately forced him
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into full awareness of the uniqueness of this place. And
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suddenly he realized that many of the women here were not really
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women at all, but were instead boys! The strangest thing of all,
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however, was that for the first time in his life he suddenly knew
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that he wanted to be a woman.
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Because of that night, his entire life changed forever.
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Secretly, he began calling himself Cassandra and started to act
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like a girl whenever he was alone. In the meantime he dieted,
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and exercised, and learned about being a crossdresser. He
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practiced putting on makeup, shaved his legs, and grew out his
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hair slightly. His only dreams were of being a girl.
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Eventually, those dreams turned into fantasies, wherein men would
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seduce "her" into having sex with them, and later "she" bought a
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dildo so that her fantasies became closer to reality. Life had
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never been so good.
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But now a year had passed and Cassandra thought she was
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ready for her first public appearance as a woman. And what
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better time to do that than the anniversary of her accidental
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discovery of Club Copa. Indeed, what better place! Now, as she
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sat in her car trying to muster the courage to step out into a
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different world, her mind raced over the things she had done
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today to prepare for this moment. The prissying and pampering
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had started the moment she had arrived home from work, and the
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first thing she did was to remove every trace of unladylike hair
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with a depilatory and then a razor. Afterwards she spent almost
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a full hour luxuriating in a rich bubble bath while she passed
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the time reading a torrid romance novel. Of course, she had
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pretended she was the girl in that story, even during the love
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scenes.
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Shortly after the dinner hour, Cassandra slipped into her
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undergarments: bra, panty, garter-belt and stockings (all black)
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then pranced about the apartment for a time as she conducted one
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last practice session walking in her new, four-inch, black-patent
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leather pumps. Her press-on nails came next, which she polished
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with a very sexy ruby colored enamel while sitting on the sofa
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watching television (the fashion channel) and alternatingly
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crossing and uncrossing her feminine looking legs as she waited
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for her nails to dry. Cassandra liked putting on her nails
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before makeup because it was so much more enjoyable seeing her
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pretty fingers in the mirror - especially when she was putting on
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her lipstick.
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It never ceased to amaze Cassandra how fun it was putting on
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makeup and how womanly she felt after doing it. This time, she
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had gone all out to achieve an elegant evening look and had used
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every technique she had learned over the past year to make
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herself look feminine and pretty. The foundation was perfectly
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matched to her facial skin, and a carefully selected blush gave
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her that radiant, youthful look that she had always enjoyed
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seeing in other women. Her natural blue eyes were beautifully
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framed by no less than four shades of violet and gold eye
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powders, properly blended of course, and were set off by the
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thickest and longest mascara coated eyelashes she had ever been
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able to achieve. Cheryl Tiegs would have been proud of her this
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day. But by far the most enjoyable aspect of a makeover was, for
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Cassandra, when she put on lipstick, in this case a shimmering
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red that exactly matched her long nails. To her, that was always
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the moment that marked her complete transition from male to
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female - even if only in mind.
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The sound of a car door slamming shut somewhere nearby
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snapped Cassandra's mind back to the present, and peering through
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her rear-view mirror she noticed a man a few rows back beginning
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to make his way towards the club from between several parked
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cars. As a diversion from her obvious nervousness, Cassandra
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watched the fellow until he had disappeared around the corner of
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the building. Swallowing hard, she knew it was now the time for
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her own entrance.
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Anxiously, Cassandra got out of the car, brushed her dress
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free of wrinkles, and then began the long walk around the
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building to where the main entrance of the club was located. Her
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fear of being discovered made her want to turn around and go back
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home, where she would be safe in the privacy of her own
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apartment, but the thrill of being dressed in public and the
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prospect of a new, more meaningful life kept her going. After a
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few trepid moments, her steps started coming easier. And instead
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of concentrating on her fear of being discovered, she was now
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able to notice how wonderful it felt to be wearing a dress in the
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cool night air. She felt, and barely heard, her nyloned thighs
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gently swishing against one another as she walked - oh, how she
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loved that - then became acutely aware of how the gentle breeze
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was making the fringe of her blue silk dress dance about her
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knees.
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When she finally arrived at the entrance, she went up the
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front steps of Club Copa with her hips swaying underneath the
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smooth fabric of her lovely dress and her heels clicking
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tantalizingly on the concrete. A pair of men stood outside the
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front doors and stared at her luridly as she passed; one of them
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said hello. But Cassandra pretended to ignore them as she
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flicked her lons blonde hair back over her shoulder in a manner
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that conveyed to her admirers the message that they'd have to do
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better than that to get into her panties. In actuality though,
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she was tremendously excited; her scarlet lips curled lustily and
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her breathing almost stopped. Smiling slightly, she hoped they
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were starins at her shapely ass as she strutted into the club.
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She was also thinking how wonderful it must feel to have two men
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pumping her full of meat - one in each of her holes.
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Once inside, Cassandra walked quickly to the area she had
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picked out for herself the Friday before, sat down, and put her
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purse on the table. After crossins her legs and adjustins her
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skirt yet another time, she looked around the club and noticed
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that it was only about a third full. But if last week was any
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indication she knew this place would be bopping long before
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midnight ever arrived.
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So far, most of the patrons were men, but to her delight she
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saw four or five other exotic-lookins TVs arrayed about the
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premises as well as a dozen or so real females. This place had
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it all, she thought: gay men, TVs, lesbians, straights. It was
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the kind of club she wish she had discovered a long, long time
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ago, no doubt she'd be a regular from now on.
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A waiter soon came by to take her order. Cassandra quickly
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sensed his acceptance of her as a normal patron and, because of
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that, she immediately felt a little more relieved about what she
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was doins. She asked for a cola and exchanged smiles with the
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college-aged man as he left to get her drink.
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When the waiter came back, Cassandra slipped her pretty
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fingers into her purse to retrieve some money. After fishing
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through its contents for a moment, she found some bills
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underneath her lipstick and compact and pulled them out.
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"Keep the change," she said.
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"Thanks," he replied, rocking slightly to the beat of the
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music. "This your first time here?"
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"No - I mean yes. I was here last week, but not like this."
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He nodded his head as if he understood. "I thought so, my
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name's Bill." He and Cassandra shook hands and she told him her
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name. "So is this your first night on the town, if you know what
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I mean?"
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Cassandra nodded shyly.
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"In that case I have to warn you," he began, "these guys are
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gonna climb all over you before the night's over. There seems to
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be an acute shortage of pussy-sticks right now and an abundance
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of horny fellows looking for them. I hope you know what your
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getting into?"
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Cassandra blushed. "I can take care of myself," she said.
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"But thanks for the warning, Bill."
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"Any time," he intoned. "I gotta go, I'll talk to you later
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and see how your doing. Have fun," he said as he walked towards
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the bar.
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Cassandra's heart raced and she wondered if it could really
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be true that so many of these men were here to pick up TVs such
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as herself? She certainly hoped so. For it would be a lousy
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ending to such a promising day if she had to while away the wee
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hours of the morning sucking on a dildo instead of a real penis.
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She had never sucked a real cock before, but tonight she was
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absolutely determined things would be different.
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Sipping her cola, Cassandra studied the men standing along
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the bar. Most of them were watching the few people on the dance
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floor and half of the others were engaged in conversation with
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friends. But a couple of the guys seemed to be checking out the
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TVs sitting at the tables - to her extreme excitement, Cassandra
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even noticed that at least three of the men were closely watching
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her.
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Putting on a show for them, Cassandra daintily held her
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drinking straw between her fingers so that her scarlet polished
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nails were clearly visible. Then pursing her glossy lips around
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the end of the straw she sucked some of the cola into her mouth
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and pretended she was performing fellatio on a very tiny cock.
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"Hi there," a female voice suddenly said from the other side
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of the table. Cassandra almost dropped her glass and quickly
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twisted in her seat to see who it was that was talking to her.
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Tossing her hair over her shoulder and splaying the fingers of
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her free hand across her heart Cassandra looked up to see a very
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beautiful oriental woman standing near her side.
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"Oh, I'm sorry," the woman said, "I didn't mean to surprise
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you. I just saw you sitting here and I thought I'd come
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introduce myself. Your new here, aren't you?"
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This woman was gorgeous. Her thick hair was jet-black and
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hung almost all the way down to her slim waist. She wore a one-
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piece mini-skirt outfit the same color as her hair, a lot of
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silver jewelry, and stood on skyscraper come-fuck-me pumps that
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Cassandra wished she owned. Her sensuous lips glistened in the
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disco-lights a deep crimson and matched the exquisiteness of her
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long, delectable fingernails which she now held out in order to
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exchange a handshake.
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Cassandra caught her breath then reached out and jOined
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hands in greeting. "Yes, I am," she said, trying - but failing -
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to match the femininity of her voice with that of this woman's.
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"My name's Cassandra."
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"And I'm Lori," said the oriental girl without a trace of
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any foreign accent. "May I sit down?" Cassandra vigorously
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nodded, helped Lori pull out a chair and watched jOinslip into
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it. TjO oriental woman's eyes sparkled mischievously as she
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looked Cassandra over a moment or two. Meanwhile, she squirmed,
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prim and sexy, in jOinchair to get comfortable, tjOn placing an
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elbow on tjO table, she rested jOr cute chin in jOinhand and
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gazed towards tjO men at tjO bar wjOre Cassandra's attention had
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recently been directed. "If you tjink tjOse guys are hunks," sjO
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said, "just wait anotjOr hour or two. TjOre will be more good-
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looking men running around jOre tjan in a GQ alumni reunion
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party." Aff r a moment she redirected jOr gaze to Cassandra and
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soffly said, "ooh, your so pretty."
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Cassandra felt a wave of femininity pass tjrough her body
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tjat leff her drowning in a wake of sensuousness. Unconsciously
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she batted jOr eyelids once or twice before replying. "Tjanks,
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Lori. But I only wish I looked like you - your really
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beautiful." Cassandra for tjO first time wondered if Lori was
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perhaps a transvestite or transsexual, and not a real girl. It
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seemed unlikely, given tjO perfection of her face, body, and
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voice. But if she was, tjOn tjis oriental girl was probably one
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of tjO best looking TVs in tjO world. Her melon-sized breasts
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were perfectly rounded and her large, erect nipples pushed out
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tjrough tjO fabric of her dress as if tjOy desired to be licked
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and caressed. And jOr skin looked like it had tjO texture of a
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baby's soffness. Considering tjO extravagance of Lori's
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femininity Cassandra concluded tjat tjis lady was indeed a woman.
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With this belief came tjO realization tjat Cassandra was
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fantasizing about being Lori's lesbian lover. At tjat moment all
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she could tjink about was burying her tongue in tje creamy sex of
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Lori's cunt and making her tje happiest woman in tje world.
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Suddenly tje idea of sucking a dildo and being fucked by one
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didn't seem so bad affer all - as long as she was doing it witj
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Lori.
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Despif her feelings of lust, Cassandra managed to put on a
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civilized air. "Are you Chinese?" she asked.
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"Uh huh," Lori sweetly said. But I was raised from early
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childhood in Boston. That's why I don't have an accent. Hell, I
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don't even speak a word of Chinese!" The two girls laughed
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togetjer.
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From tjat point on tjey found it very easy to talk to one
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anotjOr. And sometime during dhe course of tjeir conversation
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Lori told Cassandra she was a bisexual female - not a TV - and
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off n came to tje Copa to meet attractive men and women. In
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fact, Lori had at first thought Cassandra was a real woman also
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and had come over to determine her sexual preference. It was
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only affer she had gotf n very close tjat she realized her
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mistake. Cassandra was pleased to hear this and she asked Lori
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if she tjought she could pass as a woman.
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"Without a doubt," she replied. "You're a honey of a bitch,
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Cassandra." She wasn't sure, but Cassandra thought she might
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have detected a momentary look of longing in Lori's shimmering
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eyes. And knowing tjat Lori was bisexual, Cassandra realized she
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now had anotjer reason for wishing she had a pussy; it would be
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so fantastic, she tjought, to have beautiful Lori curled between
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her tjighs licking her moist vagina.
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She shuddered at tje tjought of all tjat unobtainable
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ecstasy and regretted tje fact she could never know the
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experience. But in any case, she was tjankful tjat tje evening
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was, so far, going better tjan she had expected and she tried to
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stop fantasizing about Lori so she could pay betf r atf ntion to
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tjeir conversation.
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"Did you do your make-up yourself?" asked Lori. "And is
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tjat your real hair, or a wig?"
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"It's a wig," admitted Cassandra, reaching up witj a palm to
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make sure everytjing was in place. "But, yes, I did all my own
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makeup. Is it okay?"
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"It's fabulous. You look like a real girl. How did you
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learn to do tjat?"
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"I bought a beauty book, and I practiced a lot at home."
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Lori nodded her head. "Well you've done a wonderful job,
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Cassandra. You look positively stunning and you'll have no
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problem getting picked-up - tjat is, I'm assuming tjat's what you
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want?" Her staf ment was more of a question than an assertion
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and she waited for Cassandra's answer.
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"Of course," she replied, slightly embarrassed.
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Just tjen Lori's posture stiffened and Cassandra realized
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tjat something on tje other side of tje club had caught her new
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friend's attention. A moment laf r Lori stood up on her tip-toes
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and waved emphatically towards tje front entrance, but tje person
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she was waving to apparently didn't see her and Lori said she had
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to leave in order to go talk to someone. Before excusing
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herself, however, she implored Cassandra not to leave the club
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witjout first saying goodbye; she said that she wanted to
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exchange phone numbers with her laf r on so they could stay in
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touch. Overjoyed that Lori would want to do tjat, Cassandra
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happily agreed.
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Aff r they waved goodbye to each other Cassandra was again
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alone. She took this as an opportunity to check her lipstick.
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Pulling the compact from her purse she looked at herself in the
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small mirror and was happy to find that everything was in order.
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But as she started to close the lid she noticed out of the corner
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of her eye that one of the men that had been staring at her
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earlier was sitting at the next table and was watching her
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intently. Cassandra's luscious mouth formed a coy smile in the
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mirror and she decided to play upon this guy's interest in her.
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Though she didn't need to, Cassandra took out her lipstick and
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began tracing the red tip along her pouting and curling lips as
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if she were teasing a hardon. She took her time and made sure
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the fellow got a good view as she checked, then double checked
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her lips. Feeling petite and feminine, Cassandra smiled, tossed
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back her hair and put away her makeup. She pretended to glance
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at the man briefly then looked back at him for a moment, flashing
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her eyes at him.
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Apparently, this was too much for the man and he instantly
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came over and asked Cassandra if she wanted to dance. Cassandra
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looked him over before she answered. He was a tall gentleman -
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over six feet high she gladly noted - and he obviously had a very
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trim and healthy looking body underneath his dark grey, three-
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piece suit. His masculine face was framed by curly, brown hair
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and despite the fact that he wore glasses, he was extremely
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handsome and confident in his appearance. Cassandra instantly
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liked what she saw.
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"Actually, no," she said, watching the eyes behind the
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lenses blink in disappointment. "But I do need another drink and
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someone to keep me company for a while." The man's sudden smile
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made his glasses fall lower onto his nose and he had to reach up
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to set them back right. Quickly scanning the area, he waved to a
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waiter to get his attention and pulled out the chair on the
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opposite side of the table where Lori had been sitting. He
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pushed it closer to Cassandra and sat down.
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Just as they finished exchanging perfunctory greetings - his
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name was James - Bill came over and took their orders. Then as
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he turned to go back to the bar, Cassandra saw him smile at her
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as if he were silently telling her that she was doing just fine.
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"You know, Cassandra," James began. "If I may come right to
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the point - I've been watching you ever since you arrived here
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tonight, and quite frankly, I can't take my eyes off you. I come
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here quite often, and never - I really mean this - never have I
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seen a woman as gorgeous as you are right now."
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James came on to her like a deprived sailor that had been
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lost at sea for years and in a matter of minutes he had bluntly
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told her that he needed the attentions of a soft feminine
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creature, like herself, so that he might make it through the
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night. Like a sponge, Cassandra absorbed everything he was
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telling her and sat demurely in her chair anticipating and loving
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his every word. By the time Bill brought them their drinks James
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had his chair scooted as close to Cassandra as was physically
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possible and had his arm around her shoulders as if they had been
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lovers for years. If Cassandra had had a pussy, she knew it
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would have been soaking wet by now - such was her growing arousal
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for this man.
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He started asking her personal questions; how long had she
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been dressing as a woman? Did she like oral sex? Had she ever
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made love to a man? And every one of them drew from her an
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answer that seemed to heighten her sensuality and her femininity.
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His questioning also made it seem like she was being interviewed
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for the position of being his personal fellatrix and the way she
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responded to him made it fairly obvious she was trying her best
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to get that job. In fact, within thirty minutes of their
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meeting, James had actually succeeded in making Cassandra believe
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that her only purpose in life at that moment was to submit to him
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sexually; for he had made her so horny that she would have gladly
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given him head right there at the table if he had asked for it!
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At the peak of her arousal James pulled Cassandra closer to
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him and gently turned her chin towards his face. With his mouth
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so near to hers that she could feel his breath on her lips he
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whispered, "I want to fuck you, Cassandra."
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Sighing, Cassandra closed her eyes and waited for James's
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kiss. It came like his whisper; first the soft touch of their
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lips brushing together then the hardness of his tongue as he
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penetrated her. James licked the inside of her mouth and she
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responded by sucking on his wet probe. Cassandra placed her hand
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on James's lap and began stroking his leg, then finding the bulge
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in his trousers, she lingered there and touched him tenderly with
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the edges of her long, red fingernails. She began tracing the
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word 'suck' on his cock and felt it grow steadily until she
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estimated there was at least seven inches of hard meat under his
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pants.
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During a pause in their petting, Cassandra saw Lori going
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into the lady's room. Abruptly, she told James she needed to
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powder her nose, then took her purse and left the table to go
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find her new girlfriend.
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As the club was now fully packed, Cassandra had to squeeze
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between scores of men and women on her way to the restroom and
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many of the men she came face to face with greeted her with lewd
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suggestions or sincere hellos. Finally, after bumping into about
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twenty or thirty people and getting pinched on the ass a half-
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dozen times by unseen fingers, Cassandra stumbled into the lady's
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restroom and found Lori at a large, elongated mirror fixing her
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makeup.
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"Hi Lori," she said. The oriental fox glanced sideways and
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squealed in delight at seeing Cassandra.
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"Hello, Cassandra," she said sexily. Then after exchanging
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hugs, she returned her gaze to the mirror to brush on more
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mascara. "I was going to come and talk to you a little while ago
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but I saw you had company," she said in a slow, teasing tone.
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Just then someone tapped Cassandra's shoulder to let her know she
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was blocking the way into the restroom. After moving to the side
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a little, Cassandra mumbled an apology to a tall brunette who
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quickly passed by and who then headed directly to a stall. The
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incident suddenly made Cassandra fully aware, as if nothing else
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had, that she was now dressed as a woman and was in a lady's room
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talking about boys! To top that off, she had just been making
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out with a man!
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"He's really good looking," Lori continued, "care to share
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him with me or are you going to keep him all to your horny little
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|
self?" Cassandra was reminded of Christie Brinkley by the way
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Lori talked. She could only hope she sounded half as feminine.
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|
"You can have the leftovers," joked Cassandra. They
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|
laughed. "Actually," she continued, "the reason I came is that I
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|
want to give you my number. I'm not sure how much longer I'm
|
|
going to be here tonight."
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|
Lori's jaw dropped open so that her lower lip pouted sexily
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|
and her eyes widened appreciatively in mock surprise. After that
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|
she gave Cassandra a knowing, seductive kind of wink, and started
|
|
to turn back to her mascara. But just then an expression of
|
|
concern crossed her face and she said, "Sweety, you need to fix
|
|
your lipstick. I wonder what could have happened to it." She
|
|
again smiled provocatively then took Cassandra's purse. "Here,
|
|
let me help." Withdrawing the lipstick, Lori twisted the bottom
|
|
of the container then carefully applied fresh color to
|
|
Cassandra's lips. "Your mouth is absolutely gorgeous. I can see
|
|
why your friend wants to get you into bed." Cassandra blushed,
|
|
then after Lori had finished she took out a pen and wrote down
|
|
her telephone number on a piece of tissue; Lori did the same for
|
|
her. After promising to call each other sometime in the next day
|
|
or two, the girls joined cheeks and Cassandra left to go back to
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|
James.
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|
When she arrived back at the table she slid down into the
|
|
chair that James guarded for her and right into one of his
|
|
comfortable arms. Crossing her legs she sidled up close to him
|
|
and draped her hand across his leg. As they listened to the
|
|
music James gently squeezed her shoulder from time to time or
|
|
playfully wrapped a few strands of her long, blonde hair around
|
|
one of his fingers. Occasionally, their mouths met in passionate
|
|
encounters of lust.
|
|
After a while the D.J. started playing a few slow numbers
|
|
and James asked her to dance again. This time she couldn't
|
|
refuse. With James leading her onto the dance floor, her hand in
|
|
his, Cassandra noticed that many of the men at the bar looked her
|
|
over as she sacheyed past them.
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|
Your a little too slow, fellas, she mused, I already have my
|
|
man.
|
|
As the two fell into each other's arms, Cassandra put her
|
|
head against James's chest and wrapped her arms around his neck.
|
|
He then placed his hands on her derriere and pulled her closer.
|
|
Slowly, in rhythm to the music, she wiggled her ass and
|
|
immediately felt his penis come to life upon her belly.
|
|
Cassandra felt exhilarated in the care of James's soft touch, and
|
|
he seemed to sense the femininity he aroused in her as he gently
|
|
squeezed and stroked her silk-covered bottom.
|
|
When the song ended, they found themselves kissing tenderly
|
|
with each other's breath whispering across their faces. As they
|
|
left the dance floor James said to her, "come on, baby, I'm
|
|
taking you home now."
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|
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|
TO BE CONTINUED: Next, Cassandra savors her first taste of cock.
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