Meeting Karen
By MadQuill
Note: this story was inspired by another, though the plot lines are
dissimilar : about a woman who models herself on someone. I hope readers
will enjoy this translesbian tale.
All of the characters are over eighteen years of age.
This is a work may have an additional chapter.
Thank you for your comments.
This is a work of Fiction. Please remember this is a copyrighted work
and all legal disclaimers apply.
Meeting Karen - Part I
I stood with several other female dancers, none of whom I knew, other
than for a passing glance or smile. It was after ten on Friday evening.
There was a short brunette standing just to my left, who might be
interesting, as she was smiling and attempted to get my attention, but I
won't initiate anything, as I was anxious about flirting, and was still
learning about how to be with lesbians. She was cute, but shorter, even
with her tall heels. She wore a sexy red dress which accentuated her
breasts. As the song changed, she moved closer and I felt her fingers
graze against my hip. I shifted slightly away and started to dance as
the DJ's beat shifted, and she looked at me, smiling for a few moments.
I smiled, but was enjoying the groove, and all of the sexy girls
whirling so nearby. Then I saw a familiar face coming near, from the
group of dancers off on the right. She was smiling and didn't seem to be
looking about, so I wasn't certain. A moment later she stopped and
turned slowly. Could she really be here? The chance of her being at this
bar, on this Friday night was crazy.
I discerned that it was surely Karen, but I didn't think she would
recognize me. My long ash brown hair and outfit might provide me an
opportunity to leave before an encounter. Then I was certain that she
had recognized me. She was walking through the crowded dance floor
towards me. I looked back and saw a casual friend, Melanie, and I turned
and stepped to her side.
"It's quite a crowd tonight," I said nervously, as I could not see Karen
now. Melanie just smiled. She indicated someone she wanted to speak with
who was near, and she stepped away. I was still in the group near the
edge of the dance floor, but I was also alone now.
Melanie and I had seen each other every Friday night for almost two
months. Usually we would chat, waiting to see how the evening would
develop. Now she had moved away, and I was again standing, not really
alone, as there were three or four other women near me, standing in the
group near the edge of the dance floor. I hadn't seen Karen for a few
moments. Maybe she was moving through the crowd. I looked about and
watched while remaining still. Could she have left? Maybe she hadn't
recognized me, in this deep gray, ruched, bodycon dress and the tall
black pumps.
I looked towards the entry, and then back towards the DJ stand. I tried
to smile, as I now saw Karen. She stood motionless, less than ten feet
away from where I stood. I looked directly at her as she now was
appraising me.
The dance floor was quite crowded, with many women, and a few men, on
this Friday night. Then I saw Greg coming from the left of me.
"Carrie let's get in on this one." And he took my hand.
We had been speaking earlier, and most Friday nights Greg pull me into a
dance. I glanced back quickly and saw Karen's stare; she was watching
me, but I turned my attention to Greg.
When the song shifted, he moved closer and asked, "Who is she Carrie?"
but I didn't answer.
Then Greg took hold of my arms and shifted me around. He appeared to be
comparing me as he looked at me carefully.
"Carrie, she could be you." And he chuckled as the music had stopped. I
smiled at his remark, but he was walking off to the bar.
"I'll get you a glass of wine Carrie," he said, and I walked slowly
forward. The music began again, but I knew I had to address Karen now,
as she was standing with her arms crossed over her chest, studying my
every move.
I was literally dressed as her; well, quite similar, but Karen's dress
was a little shorter. She had a look of bewilderment on her face, as it
became aware of my modelled look of her appearance. Maybe I was just a
bit taller, but as I stood in my nearly four-inch pumps I was happy. I
smiled as a walked closer and she frowned.
This bar was for those who lead a different life, and I would not have
put Karen in the group. Yet there was no mistaking, it was her. All of
my patient work over these past years had been worth that look of
confusion. I considered whether I should quietly leave, I was never
expecting to encounter her, and I now felt the encounter might not end
well.
Greg was again at my side.
"Here you go, ah." He paused and handed me the cool glass as he noticed
me looking directly at Karen, now barely an arm's length away.
As my alter ego 'Carrie', I had been working at presenting as a female,
and I had been cross-dressing now for several years. It had been a
private activity, but over the past ten months, I had been regularly
visiting this queer-friendly place, and several people, including Greg,
had become friends of mine, as I dressed as Carrie.
Just like every Friday night, tonight I had spent several hours
preparing, for I enjoyed the attention that looking good, and sexy would
bring. Some of the men had accepted me, and some of the girls were more
than friendly, though several liked to tease me. I was quite close with
several of the guys. Some of the gay men had been quite welcoming as
well. But there she was; Karen was now just inches away from me, as she
had stepped closer. We were there at the edge of the wooden dance floor.
She continued to study me. Though I was a little unsettled, and
surprised, I stood still as she surveyed my face and then my outfit.
Greg sensed the tension and said, "I'll be seeing you later Carrie." And
he walked off.
I remained still and looked upon her while she did what I could never
have had hoped for. Karen was smiling as she looked at my dress, a body-
hugging dress with a plunging neckline which fell to three inches above
my knees. Then her eyes dropped to my nude hose', and the tall black
heels. I had selected the sexy dress with the deep neckline after seeing
her in one quite similar a few weeks earlier, in my boss's office. The
careful makeup at the edges of my breast forms concealed the fact that
my b-cup breasts were not real.
Karen was dressed very nearly the same, in a sexy dark blue dress that
defined her waist; it was shimmering due to the sequins, but Karen's
dress was just slightly shorter than mine.
"Is that you Gary?" she quietly asked.
She stood tall in her black stilettos, though she was only a bit over
sixty-six inches tall, and her long, straight, soft brown hair fell just
over her shoulders. Her beautiful bluish eyes seemed to be smiling.
Carrie studied her full mauve colored lips, then she looked at Karen's
perfect breasts, which were not small, and sat high on her toned chest.
Her waist was thin and tapered to her hips, and she had a tight bottom.
Looking downward Carrie noticed her small, almost tiny feet.
Carrie was nervous now, and all she could do was to smile, then
absentmindedly she glided her tongue across her own deep red-stained
lips. She realized that she was holding her breath, and she felt she was
blushing. Karen was now quite near and focused on Carrie, who was
looking about for somewhere to set down her wine glass.
- - - - - - - - -
Each week as Friday evening approached, Gary would select an outfit. The
second bedroom closets of his condo were filled with a collection of
dresses and several suits, though Carrie seldom wore those. The
collection was constantly growing, as Gary now felt comfortable shopping
at the stores, rather than on-line. Carrie would sometime vary her look,
but tonight, as Carrie, she had worn the brunette straight-haired wig.
She had purchased the long wig after seeing the picture on her boss
Charles's desk, almost a year ago. Gary had used a phone camera to
discretely make the image, while meeting in Charles's office. It was a
picture of Charles and his wife Karen, with her smiling. It had been
shot at a special occasion, maybe a dinner party. Gary had spent the
next few weeks carefully acquired the outfit and other elements,
including the near black dress, the nude hose', and the sexy heels, that
Karen was wearing in the image.
Gary was out as Carrie this Friday evening, as she had been doing for
months. She was dressed for a night of dancing and friendly mixing. She
could never have anticipated this meeting, of seeing Karen, and the two
were about to address one another. Though the mixed gay bar was only ten
miles from the office, Carrie found the crowd welcoming and discrete.
Several times a month on Friday night she would prepare and go out. Her
long strand of pearls hung between her faux breasts, the three golden
wrist bangles on her left wrist, and she even had a similar diamond
ring, though Carrie wore it on her right hand.
Karen now looked up at Carrie with her blue-green eyes, and she smiled.
"You have done something to yourself," Karen stated, though she wasn't
smiling any longer. Then Carrie watched as Karen's hand moved to touch
her hip.
"Do you go by Gary now honey?" Karen asked as she moved even closer.
Then Carrie felt the sensual tingle, as Karen was now very close, and
her hand lightly caressed down Carrie's back.
The subtle touch stopped when Karen's hand again came to touch Carrie's
bottom cheek through the fabric of the figure-skimming dark gray dress.
Nervously the cross-dressed woman said, "Yes Karen, it's Carrie, and,
well, I been working at this assemblage for years," but that wasn't
completely true.
Carrie saw that Karen was grinning.
"Your outfit looks like one of mine," but Karen didn't step away.
"And have you found the attention you desire?" Karen's smirk became a
giggle, and she covered her mouth again.
She knew of the picture on her husband's desk. Karen and Gary had known
each other for more than two years, as Gary was a staff attorney with
Karen's husband's small law firm. They had been together at many office
gatherings and celebrations, and Karen had become friendly with her
husband best lawyer. Gary's work had been instrumental in several very
big cases. So, her friendly touch was not surprising, only now it was
quite intimate, for her fingers stayed on the concealed strap of
Carrie's suspender clip, concealed but protruding from the dress's
fabric.
Now Karen withdrew a step, and turned slightly saying, "I'm out with the
blonde over there," Carrie followed the gesture to see the tall beauty
across the room, near the bar.
"My friend Wendy," Carrie was now looking across the dance floor in an
attempt to understand who Karen was referring to.
"The leggy one, with her hand," Karen groaned as she witnessed the two
women sexually petting one another.
"Oh my god," Karen expressed disbelief, as she looked over at the women
about forty feet away on the opposite side of the dance floor.
"Now she's certainly looped." And she looked briefly back at Carrie.
"Do you see where she has her hand Gary?" Karen looked back as she
watched from across the dance floor, the two women fondling each other.
"Sorry, they're acting so lewd, right Carrie?" Karen corrected herself,
turning to look at Carrie again.
Carrie smiled, then she softly said, "I have seen more couples playing
here, but mostly on Friday's," but she was interrupted by the next
observation.
Karen gasped, and Carrie looked over and saw that Wendy had her fingers
in the other girl's panties. She was happy to have the distraction, as
Karen's presences was causing her own arousal.
Karen sighed. "Well, she'll be getting home sometime after Noon
tomorrow." And she turned on her heels back to Carrie.
"Her husband is away." Karen said as her hand came up to her lips.
"I won't tell a soul," implying that Carrie should keep the evenings
events to herself as well.
Carrie was still unnerved by being this close to Karen.
"Wendy has been a very close friend and, she asked me to accompany her
to this place, as she has never been to a gay bar," Karen spoke as if
she had been to LBT places before.
Carrie wasn't relaxed but she was more comfortable now as they were not
dwelling on her outfit any longer.
"Maybe tonight is a lesbian night?" Karen asked as she turned to look
back into Carrie's eyes.
Carrie released a deeply held breathe. "Whatever," she said.
Karen looked at her carefully now. "You have some skill, a talent." And
her hand came to Carrie's cheek.
"And you definitively look feminine," but then Karen looked over at bar.
"Were you and that guy going to leave together?"
Carrie, looked over at Greg now and said, "He is nice, but no."
"Lucky that he's a tall one, hmm?" alluding to Carrie's height, though
she was well less than six feet in the four-inch heels, and only a few
inches taller than Karen. Karen now crossed her arms again, but then she
saw that her friend Wendy was necking lewdly again.
Carrie paused her comment about Greg, as she saw Karen had begun to move
off to her left. Looking back Karen indicated she would return in a
minute. Carrie watched as Karen strutted across the wood floor, toward
where Wendy and the other woman were making out. Carrie watched as Karen
spoke with the two new friends.
Then Carrie noticed the quick sideways look from the sexy blonde, and
she saw that Wendy was smiling. A moment later she saw Wendy give her a
thumb up. A minute later Karen was moving slowly through the crowd back
to Carrie, as the couple returned to their dancing and intimate kiss.
Carrie didn't know the girl with Wendy, but she recognized her from an
earlier visit.
Carrie had been here three times this month, and each week she met
several new women, as they would often approach her. Wendy and her new
friend were now moving away towards the back rooms.
She watched as Wendy subtlety waved and Karen came back to her,
negotiating the various dancing women and a few men on the crowded dance
floor. Carrie again held her breathe, and then released, as the
beautiful Karen was close once more.
Now standing beside Carrie, Karen explained that Wendy was on her own.
"She has begun to explore her interest in women," Karen said, as her
hand again touched Carrie's hip.
"I didn't anticipate meeting a woman of my own though Carrie," as
Karen's hand moved off of Carrie's hip.
"Karen," Carrie said, "I am not embarrassed to be dressed, but I am
really surprised to see you tonight. But, I am also glad that you're
here Karen. You look lovely," but she stopped talking as Karen was
distracted once again.
"Do you see her now Carrie?" she guessed that Karen was referring to
Wendy.
Carrie simply pointed at the darken hall.
"She will be in there for some time Karen."
Now Karen covered her mouth and giggled behind her hand, but she now
leaned into the Carrie, and now Karen smirked.
"Ah, Gary." But she realized her error. "I'm sorry, Carrie. But I am
astonished by how good you look."
Karen didn't pause as she turned while standing quite close to Carrie.
"So do you go with the girls, or the with guys like Greg?"
Carrie considered the question and whether she needed to be honest. Greg
was clearly gay, and Karen's question was trying to expose her
intentions.
Karen smirked again. "I will let that sit there." And she moved back a
step.
"I wonder if this ensemble is for me, or maybe for Charles?"
Carrie was surprised by her suggestion.
"No, no way Karen! That's wrong! I wouldn't get into your marriage!"
Carrie's face clearly let Karen know that she was upset by the
inference.
Yet she now considered her own motives, and whether it was somehow tied
to Charles, her boss for the last thirty-three months. Carrie was upset,
and she turned and walked off, but she saw that a small booth was
unused, and she walked over. She set her wine glass down and slipped
across the leatherette surface. The seat material grabbed her dress
material, but her fingers moved quickly to adjust her exposed upper
thigh, as her garter clasps holding her hose' was evident.
A second later Karen came over, and she quickly looked at Carrie.
"I'll sit too." And she slipped in beside Carrie, as she watched as the
material of Karen's sequined dressed also shifted, allowing her a view
of Karen's upper thighs.
Now the two sat together but didn't speak for a few moments. Carrie
didn't look at Karen, as she was unsettled by Karen suggestion regarding
Charles. With her hip now touching Karen's, Carrie considered her next
move, but Karen seemed to have a plan, and her fingers danced lightly on
Carrie's knee, then up upon her dress hem, and then stopped. Karen's
finger was resting atop of the garter tab concealed beneath Carrie's
tight dress hem.
"You are wearing hose'." Karen stated, but Carrie interrupted her.
"I am comfortable with myself," Carrie softly said as she shifted away
to look at Karen.
"Listen, please. I've elected to be here as you see me, and I am quite
settled now, even with the surprise of seeing you," but she looked off
towards the bar.
"But for you to just," Carrie again looked at Karen.
"To jump to that assumption is just wrong," Carrie seemed to relax after
her statement, though she was still upset. She again looked away as she
shifted her bottom a few inches toward the inner end of the booth, away
from Karen's position.
"I couldn't wear stockings with this short dress," Karen said as she now
pulled her own dress hem lower. She had realized that her dress had
slipped and her upper thighs, almost to her panties, were exposed.
Karen now spoke quickly.
"So you can clearly shop, and your face is quite well done, but every
woman must develop that skill," Karen said as she was fidgeting on the
seat of the small booth. She rotated to look closely at Carrie and her
left knee now rested on the seat.
"I am most amazed at your confidence Carrie. You don't seem to mind,
well, that your boss's wife knows that you have this secret!"
Then Carrie felt Karen's index finger back on her right knee. The caress
was sensual, and Carrie somehow resisted a moan. Then Karen's fingers
moved upward to the hair lying on Carrie's shoulder.
"Is this a wig Carrie?" but Carrie couldn't speak.
Her 'acting' was much too real tonight, with Karen now taking a loc of
her hair. There was something of this moment that she would remember.
Karen might never comprehend how Carrie was striving towards becoming
feminine, as a simulacrum, to this beautiful woman. Carrie's desire to
be more like Karen now was not a dream, as they were then so close,
sitting together in this bar booth.
Carrie watched Karen's eyes carefully, and Karen was reviewing the
subtle feminine poise of this new woman.
"Let's, ahh," Karen paused and smiled as she rotated toward Carrie.
"Can you can explain this, your decision," Karen was thinking of the
right way to ask her question.
"Your decision to become a female Carrie?" as Karen released Carrie's
strand of hair.
Carrie smoothed her dress as she settled, considering whether she should
further reveal her true feelings, and then she looked at Karen. She was
still upset at the idea that Karen had suggested. She could still see
quite a bit of Karen's upper thigh, as the woman sat beside her.
Karen smiled as she understood Carrie look.
"So what Carrie. You saw my panties,"
Carrie picked up her wine glass, as she needed to try to calm down.
- - - - - - - - - - -
Gary had worked for almost three years with Karen's husbands' firm. He
had been with two other firms, before he accepted the position with
Charles's small law firm. At his previous position, with a larger firm,
he had met a woman. They had slept together several times, but Monica
had quit her position and had decided to move to another city. Gary had
enjoyed Monica's ideas of variety and one night while in bed together,
Monica asked him, and he had accepted, her request to wear a pair of
pantyhose while in bed with her. Monica loved the feeling of nylon
covered legs rubbing, together with Gary's, and they would ruin two
pairs of hose' each time they played her game.
The salary Gary received grew as Charles appreciated Gary's patience and
meticulous legal research. Gary did not aspire to become a partner, as
he enjoyed the investigations, rather than the legal courtroom
representation.
Early on, while employed at Charles' firm he was introduced to Karen, at
the year-end party. Gary had watched a slightly inattentive Charles
around the beautiful Karen. She was at least five years younger than
Charles, and therefore nearer in age to Gary. He wondered how did his
boss meet her, and why did the two seem a little remote? Gary couldn't
begin to understand the needs of a lovely woman, and the care necessary
to look so ravishing. Karen was dressed in a red dress that first
evening, which fell to just below her knees, and she worn gold sandal
heels. Her hair was up and woven in a tight, careful twist, and a small
diamond cluster clip held it all together. Gary had to purposely look
another way, since he was so attracted to Karen, and her visage. For her
part, Karen seemed to know all of the other staff members and spent time
with each. When Gary met Karen that first time, at an office gathering,
he was blown away, for Charles was kind of ordinary.
That evening Gary slipped out early to get away from her, and he went to
a bar. He had to sort out his thoughts.
Sitting alone with a wide TV screen showing a baseball game, he drank
his pint. The place was half empty when he watched as a couple came in
and sat in the stools opposite him. Slowly Gary began to notice that the
girl on the right seemed cute and normal, but her friend was clearly a
cross-dressed man. Gary could hear a good bit of their conversation and
he pretended to be into the game but was trying to listen carefully.
The girl across the bar giggled.
"See even the barmaid didn't look twice. No one cares Skippy," she said,
and she turned and kissed her friend.
"Thanks for doing this with me Skip," the woman said.
"You know, you could definitely pass with just a bit more work. Why, I
spent only ten minutes on your face. That's half of the time I need to
be presentable every morning."
Gary listened as the man, Skippy, spoke of the weird sense that everyone
was looking at him.
"It's unnerving to think. Just look at that guy across from us. He could
have already decided I am a fruit!" but Gary didn't flinch or look in
Skip's direction.
The woman, maybe nearing thirty years old, stopped Skip.
"You did this for me, not for yourself honey, so I am the one who is
happy," her hand came up and adjusted Skippy's hair.
"I think we will need to get a better wig, and then I'll be riding you
all night sweetie!" and Gary watch the as the woman turned and
passionately kiss her friend, not worried about what the other patrons
thought.
Gary was shocked by their comfortable display of this erotically charge
moment, he now just watched as the woman caressed the clearly feminized
man's chest. Gary had become rock-hard and had to look away. He downed
his drink, stood up and dropped a ten note on the bar and left. The two
events of the evening would propel his near future.
Two months after this incident, Gary had begun: the investigation he
determined would be Carrie's and she would, select, decide and determine
her true self. The opportunities slowly developed as she re-defined her
world from the remnants of Gary's life. During that first year, as Gary
initiated his dressing, he was less careful with the look and details of
his Carrie look. He considered if it was a fetish, as he dressed almost
daily now, but there was something that drew her into this each evening
after arriving back at the condo.
- - - - - - - - - -
Nearly ten months later, Gary's phone buzzed, while he was on his lunch
break and down the street from the office. It was Charles' cell number.
"I'm glad that you picked up Gary," Charles said.
His boss was in Court and he required a file immediately, but it was at
his home, and he couldn't reach his wife Karen.
"I need you to head to my house, now, immediately Gary. The file is
sitting on my desk, in the upstairs office. My wife might be around,
somewhere, but it seems she is not near a phone, and I can't leave the
courtroom. Please hurry Gary."
The call went dead as Charles terminated the connection.
Gary drove the five miles to the home of his boss and parked in the
drive. He had been here only once, for a weekend afternoon event. There
were no other vehicles in the drive, and the garage door was closed. He
found the hidden key as Charles had suggested, and he opened the large
front door, calling out as he entered.
"Mrs. Stout? Hello. Is there anyone here?" but there was no sound.
He headed across the stone floor to the curving stair and moved up
several steps when he heard a muffled sound; he paused.
Someone said, "Who is there?"
He was a woman's voice, but it was muffled, so Gary paused at the
stairway. He waited for the person to come to the landing. A few moments
later he saw Mrs. Stout.
"Hi," was all he could say, as he looked up to this lovely, beauty.
Gary saw that she was strikingly dressed, again in a skin hugging black
dress. Her face was radiant, and her lips were a deep red. Gary wondered
if this was how Charles' wife dressed every day, ready for a club
luncheon, or a party. He noted her tall red-colored heels and her nude
legs, as he surveyed her from twelve feet below. The dress edge stopped
his review at her exposed knees.
"Oh, it is you Gary," she said as she began to walk down the stairs.
"I have just heard Charles' message," she stopped a moment as Gary
continued to stare up at her. His eyes roaming back to her sexy heels,
to her exposed knees, and his eyes settled on her face. She was a vision
to Gary.
"Good afternoon. I believe the folder is there," as Mrs. Stout continued
to descend the steps, but she was pointing downward toward the doorway.
Gary watched carefully, each of her steps, and he noticed her details of
her tall shoes, and her smooth, silky covered legs, and the hem edge of
the tight dress, as it shifted with each step, as she now she was nearly
beside Gary.
"There on the table," as she was directing his attention to the small
mahogany side table, near the door.
Gary didn't immediately move, as he was studying Karen as she made each
step. His rude observation lasted almost twenty-seconds now and he
surprised Karen.
"Gary, close your mouth. Evidently, you're not used to seeing a woman of
leisure," she said, as she stopped a few steps above from the where Gary
remained looking up at her.
She smiled. "Charles likes me to spend his money, so I have adjusted to
his whims," but as Gary turned to move away down the staircase, he heard
Karen following him.
"I do apologize Mrs. Stout, I didn't mean to stare," he said as he
walked quickly to the table near the door. He turned as the sound of her
heels on the floor indicated that she was crossing the entry foyer,
close behind him.
Gary turned briefly toward Mrs. Stout, and he smiled. "I'm sorry, but
Charles is waiting for this. I do better understand though and will try
to be more respectful in the future, Mrs. Stout."
Again, he was entranced by her, noticing the details of her eyes, and
her lips, and the hair wrapped about her ear, exposing the diamond stud.
Mrs. Stout moved and smiled. "Gary, you're staring once again."
She was now holding the edge of the tall glazed front door.
"It's Karen, with a 'K', Gary." And she now stood inches from him. Due
to her heels Gary's head tilted slightly upward to look at her beautiful
face, as she was a bit taller than him.
"Do you like me in red as well as the black dress?" she asked.
Gary was now perplexed, and he paused and turned slightly to again
looking at her, only two feet away, and he felt his heart racing.
"Excuse me Mrs. Stout?" he asked, but he quickly understood. Mrs. Stout
was referring to that last time she had been in the office. Gary must
have been staring at Karen then as well.
She simply smiled. "Karen, and please remember that detail Gary. So, is
it the red or black? Which do you prefer?"
Her smile was causing Gary to blush as she held the door, but he was so
aware of each subtle detail, the d?colletage of her bosom, the subtle
color of her hair, the intense red of her lips. He glanced down a moment
and noticed the small diagonal line of the slit in the dress hem, and as
his eyes rose quickly, he admired the color of Karen's fingernails, a
soft crimson, and the shine of her hair. Karen enthralled him.
Now Gary, stuttered as he looked back at her face and smiled.
"Ah, well, both actually. You are lovely in either Mrs. Stout, but I
really must leave," he took a step, but then turned.
Gary stopped, realizing his error. "I meant to say Karen." And he moved
off the entry steps and walked quickly towards his car, but he turned
again to look at Mrs. Stout.
He saw her smiling.
"Be careful Gary," she said as he now skipped to his car.
He got into the car and saw that Mrs. Stout was still at the open door.
He started the car and turned the car to leave, and then he looked back
as she waved.
As he drove off, he realized that he had been impolite, and he hoped
that Mrs. Stout wouldn't reveal his intense inspection of her outfit and
presence. It was curious to him, that he wasn't undressing her, but
rather reviewing every detail to remember. He could not recall being so
close to such a beautiful woman before. Karen was intimidating. Gary
wondered what that must feel like. He remembered a classmate in college,
and his study partner, who once suggested that other women hated her.
She was a very good-looking woman with a large chest. He wondered if
Karen was hated by other women like Claire had been. As he reminisced,
he recalled a statement of Claire's: 'I've got great tits!'. He now
seemed to recall that Mrs. Stout had a Master's from and small
Massachusetts College, which had reputation of being quite difficult, so
together with her appearance, she was intelligent also. He empathized
that Karen may live with intense pressure. As he parked outside the
Courthouse, he remembered her look while she stood near the bottom of
the stairs, looking down at him.
Gary delivered the file to the courthouse guard and returned to the
office. Later that evening Charles came into his small office, to
apologize for the inconvenience.
"Did you see Mrs. Stout, or was she out?" Gary quickly realized he
needed to be clear.
"Yes Charles, she must have heard the message you left, and she had
brought the folder to the front door."
Charles then asked, "So you didn't encounter Karen?"
The subtle misunderstanding surprised Gary. "I did see Karen, briefly,"
he said.
Charles smirked. "She runs around all day, and Karen dresses to the
nines, every day. I love her for that." And he turned to walk back to
his office, but Gary stopped him.
"Here boss, the keys. I was in a hurry and I forgot to put them back in
the hiding place," as Charles reached for the keys.
"If she was near, I know why you forgot," Charles turned and walked off,
still saying something.
Gary heard Charles speaking, but he was now distracted, trying to find
the reason that Karen was with this man. His boss was sort of good
looking, and he had benefited from his family's connections. Though
Charles could be charming, he was also aggressive. Gary could admit that
Charles was quite intelligent, and he had a good sense of humor, but was
that enough to have a woman like Karen remain close? Then Gary had a
difficult thought, as he considered whether Charles was a seriously good
lover, with a great cock. He had never thought of another man's
genitals, and he shook his head to erase the vision he had now in his
mind, of Charles's dick hovering above, but in Gary's imagination; in
his mind Gary saw that it was Karen on her knees.
Then it wasn't; in his mind he imagined it was Carrie, licking and
sucking off Charles!
That evening Gary visited the mall. Nordstrom would become the supplier
of the wardrobe Carrie wore each evening. The earlier purchases had been
completed on-line. Now he wanted to learn more about the habit he had
been developing, and shopping was necessary. He needed to better
understand the grade of the fashions he wanted to acquire and wear. The
first stop was a dancewear shop, though his was a private lesson, his
dance instructor Toni had requested that Gary wear the correct leggings.
He selected three pairs of leggings, each with stirrups, in black, as
well as two pairs of the high-waisted shorts she required, which were
really more of a thong.
The curious statement Toni had made, hit close. "Go with a garment one-
size smaller, as you are losing the flab and the spandex can still fit
you Gary."
At the women's department, he resisted the need to see how the dresses
he had selected fit, instead buying several of each; sizes eight and
ten.
"Shall I gift wrap these, sir?" the clerk asked. The twenty-year old
assumed that Gary was shopping for a lover.
"Thank you, here is a note, to place inside the box Miss." He had
thought of this detail, and knew that the returns could be mailed back,
so long as the receipt was included.
Gary had been buying his intimate wear on-line, but today had changed
him. He was beginning to understand that his oafish, unsophisticated
dressing would never be acceptable again. He would actually buy several
new bras and slips and panties tonight. He decided he would risk the
humiliation and the questions.
An hour later Gary stopped for dinner and considered his newfound quest;
he had decided his major goals included his feminine awakening and the
empowerment it might bring. Gary intended to self-realize, through this
new lifestyle and his re-education of his feminine self and Carrie's
dressing. To Carrie her perspective had changed, and together with his
new mental motivation, an important socio-cultural awareness was
necessary. He would work on developing a historical consciousness of the
needs of women. He would from this moment forward develop and support
the basics of gender equality. He had come to realize that this was more
than a quest. And she would be patient, as she knew that everyone's
timeline might be different. At this moment he had changed the personal
pronoun; Carrie knew now that this was her gender selection. Therefore,
her focus must be on an inclusive life and her entire world would shift.
As she drove home that night, she considered how she would have to
overcome the fear; the reality of being an ugly man, wearing a dress;
though Carrie recalled that even Skippy, from the bar months ago, wasn't
ugly, and that gave Carrie some measure of hope. She now had a pretty
good notion of what she would need to do, to look and act like a woman;
to feel feminine. Carrie had determined, that afternoon as she looked
up, as Karen walked down the stairs, that she would accept that she was
learning to live as a transwoman. She had read of the 'real life' tests,
and Carrie knew her work life was still essential. That person had been
Gary, a man of medium height, and now at one hundred fifty pounds, with
a lot of dieting and exercising ahead.
Later that week, at the dance studio, Toni remarked.
"Something has changed Gary. Do you care to explain?" Toni had come
across the dance space.
"I mean, to another woman?" Toni asked.
Toni suggested to Gary that she had noticed his voyeur like stare, and
she now understood.
"In French this word, voyeur simply means, 'one who looks', and now I
see your actions as a learning process, but Gary, you will need a new
name."
Toni was the first person Gary had told of her transition plan, and Toni
was supportive.
A month later Gary changed his name on the receipts for Toni's lessons
to Carrie. It was a small step, but one she felt was correct. The
processing of her legal paperwork would follow, but it would take Carrie
months before she would initiate the action. Carrie was anxious that her
legal career could be stymied by the request, and she was certain
Charles would eventually find out.
A few weeks later Toni said to Carrie, "Most women, are ordinary and
horrible, and also, not beautiful Carrie, but they can still also look
sexy and gorgeous. It's an inquiry for each of us, learning to know how
to be striking and unique. It can, but it doesn't include purchasing the
most lavish clothing. But Carrie, you need to see that they are not
'lesser women', just because they don't look like models."
Toni was near Carrie at the dance bar. "But your face is," Toni paused.
"What is it Toni?" Carrie asked, as Toni carefully studied Carrie's
face.
Then Toni moved away from the mirrored wall and folded her arms across
her chest.
"You may be more lovely than I had first considered Carrie," hearing
this Carrie smiled.
"Even though you've decided to let your hair grow, and you haven't
learned enough about blush and eyeliner!"
After making an effort and staying focused, Carrie's life did change,
and she found it necessary to adjust her work attire, so that she could
conceal the altered state of her body. It was easy to begin the hormone
therapy, but there were issues, and her bottom's width was affected
first, not her chest. She would race home after finishing work and
remove the suits that she still wore each day. These now were too large,
and her belt size was shrinking each month or so. Gary's old suits
helped somewhat cover her changes, but several people had mentioned that
her weight loss was clear.
"Your face and hands," were the typical comments others offered at the
office.
Though Carrie was working out and dancing at the studio with Toni, who
had become a friend, Toni hadn't mentioned her concerns, as Carrie had
become comfortable wearing her feminine clothes to the studio. Toni
tried to explain to Carrie the body shaming that she had encounter
before she was dancing regularly, and she didn't want to make Carrie any
more anxious as she adjusted to the hormones, and the emotions she knew
Carrie was dealing with.
One evening Carrie did explain her quandary to Toni.
"Each morning I am happy as I assembly my outfit and begin to dress.
Then I pull up those trousers and I know I will again disguise myself,
solely for the good paycheck." And Toni saw how upset Carrie looked.
"I have resisted making the application for my legal name change,"
Carrie said softly.
"I'm unable to imagine anyone hiring me, as a new female lawyer," but
she was softly weeping.
"My hair. All they comment about is my haircut!" and she turned back to
the dance wall mirror.
"One of the assistants suggested that my hair style recalled the pixie
Ann Hathaway once wore!"
"I should follow my therapist suggestion, but I'm worried about standing
up for," Carrie was referring to the visage of a woman they both saw.
Toni could offer only minimal support, as Carrie would not agree to her
regular suggestion that she file the paperwork.
Each week Carrie would encounter several other dancers, as she had two
lessons, on Monday and Thursday evenings. One person was quite
attentive; a male, about two years younger than Carrie, and he was
openly gay. Jon asked if she would accompany him to a dance party.
"It's at a club Carrie, and you will not be harassed, as I will be there
with you," Jon was trying to convince her. Carrie liked him, and his
persistent requests.
"Please consider this a non-date though. I want to dance with you
Carrie, but I generally stay with the guys," he said, as Toni listened.
"Next week, we could go together, and I promise to bring you home as
well, okay Carrie?"
Carrie had the weekend to consider Jon's offer, and on Sunday she spoke
with Toni by phone, "He will be a good chaperone Carrie."
Later in the week Carrie called Jon. "So Jon, you can assure me that you
will be my, sort of shepherd?" he understood her concern.
"I haven't been out, I mean to say that, well, and this will be my first
time. Other than to dance class, I have never gone out to a club,
dressed as Carrie, let alone dancing," Carrie said.
He considered her concern, but said, "Why not? You are clearly able to
pass Carrie." And he reiterated his support.
Her anxiety was apparent in her voice, so he suggested, "Let's meet for
a simple dinner Carrie. Just give me the address, and I will pick you
up."
Carrie liked Jon's idea. "Okay, but what do I wear?"
Jon responded quickly, "Just jeans and a nice top."
He arrived and she met his car. They drove a few blocks, and Jon pulled
into the Hooters lot.
"You really want to eat here?" Carrie asked.
Jon simply smiled.
"I have been here several times, and I always enjoy how over-the-top the
waitress' look." And he shut off the engine.
Carrie was hesitant, but Jon was out of the car now. "Come on. You look
great Carrie." And he had walked around, and now opened her car door.
The meal was good, and Carrie relaxed, though she didn't accept his
offer of a drink.
"I need to be careful Jon, as you were right, I look less vamped than
any of these women," Carrie suggested.
Jon smiled. "They all work at it, and focused on making every guest feel
welcome."
On the ride home she asked if Jon was certain that he would be with her
at this dance club. "I don't want to become your burden Jon."
Carrie planned and considered her outfit for Friday evening all week,
and several times attempted to dress and prepare. Her experiments
allowed her to make adjustments, but she was still careful. She would
need many more hours, so she coordinated her Friday work schedule to
allow her to leave by three, on the afternoon of the planned club visit.
She eventually selected her black shiny leather skirt, with a simple
white blouse. The black heels were just right, with an ankle strap, and
gold detailing. She decided to wear her blonde straight wig, which fell
to nearly her quite small, but budding breasts. She decided to forego a
brassiere.
Once at the club, Jon was true to his word, and his presence helped
Carrie to feel comfortable. She relaxed once Jon introduced her to his
many friends. Interesting men and women were all around, but Jon kept
Carrie away from the predatory guys.
"See George there Carrie?" Jon indicated subtly.
Carrie looked to see a tall man with a simple mustache.
"Yes, he's the one" Jon continued after Carrie acknowledged the guy at
the bar.
"He loves to take on the new boys, and girls, as we know you are. He
would be all over you, so recognize him, and try and stay clear, if you
decided to come back without me," Jon said.
They danced to seven or eight songs, when Carrie's legs and feet were
tired. Though her heels were only three inches and looked sexy, they may
have been a poor choice. Carrie would eventually understand the
importance of superior footwear.
"Can we stop, and maybe sit for a little while Jon?"
He escorted Carrie to the table where several of his buddies were
sitting.
"Can you guys entertain Carrie while I get her a drink, please?"
The man sitting nearest was handsome and Carrie could recall his scent.
"Is that Boss?" she asked.
He smiled. "I'm Jerry, yes. Are you and Jon dating Carrie?"
She quickly responded, "No, he is my friend, from our dance class, and I
needed some support, well, to come out tonight," she shyly said.
Jerry and the other man told her that she looked lovely, but Carrie
wouldn't believe them. "You are being kind, guys. You certainly can see
that I'm a crossdresser?"
Jerry now, turned and shifted closer. "No way, Carrie," he was
surprised.
"I did not, but with your sharing that, I will say you had me duped."
The other guys just smiled and chuckled softly.
"I'm new to this," Carrie offered.
Carrie heard the other man offer a compliment, "I've seen them all, and
you're quite a pretty girl."
Again, Jerry spoke over the guy.
"Look Carrie, we do see a few dressers here, but I thought you had
somehow pulled Jon back to hetro. You do move well, and you have lovely
legs," Jerry said.
She saw that Jon was returning.
"I asked you to take care of my date, not do an inquisition! Were they
at all rude Carrie?"
Carrie smiled. "No they were just talking with me Jon." And she sidled
up along him.
They stayed until just passed midnight. "I think we should leave now
Jon, please," Carrie asked.
A second date was agreed to for the follow week. "But can you please
drive yourself Carrie, as I plan to make a move on a guy?" Jon asked.
The following Friday evening Carrie watched as Jon did in fact find his
lover, and it emboldened her, and she actually made-out with a woman and
a man that night. Near midnight she resisted an older man's offer.
"Come on Carrie, I don't want to bed you, just suck you off!" this
predator said. She quickly left, rather than deal with her anxiety.
Carrie had developed her perspective as she regarded the females she was
meeting, and now considered herself a femme lesbian at the moment, and
what she wanted, what she needed was a woman, not a man. Of course, she
realized that as a transwoman, she would need to be patient, as the
lesbians she encountered at the dance club, were generally rude, and
dismissive of her dressing and gender selection.
One night, a woman named Gloria was blunt.
"Why would I want to take you to bed Carrie, when you are, well limited?
With only an arsehole. There are plenty of girls here tonight with two
holes that would want me to be with them. You may be sexy, you queer
girl, but I will wait and see if you can handle the world."
The super-bitch walked off, and the other nearby girls giggled and said
snarky things to Carrie. She tried to be coy, and disregard the three of
them, but one girl came to Carrie's side.
"I think you are kind of cute, really." And she lightly touched Carrie's
left arm.
"My name is Melissa." And she turned and walked off. Carrie smiling
watching this friendly lesbian move away.
Slowly, over several months, Carrie developed a group of friends at the
club, some women, and other guys, who took an interest and covered for
her. She still felt less than becoming, but the style she was evolving
was hers. Carrie came to feel more comfortable at the club but tried to
visit only twice a month. Her dancing lessons were therapeutic, and Toni
had become a good friend.
One day, Carrie asked her to come dancing, but Toni seemed to be
uninterested.
"No, I'm just not into that scene Carrie. I am more of a home body, but
you seemed to benefit from being around other supportive people, so you
should go, and send me some new students please."
A few weeks later Jon suggested someone to Carrie.
"He has a nice manner, and he could help you Carrie, you know, go all
the way." Carrie had been curious about this and her and Jon had
discussed the nature of his sexual encounters.
"Always with a condom Carrie, never naked, even today."
The following Friday Jon introduced Carrie to a man named Rob. Carrie
found Rob exciting, but she tried to remain calm as Jon and Rob stood
near, and she noticed Rob's attentive gaze. Her dress was short, and her
hose' could easily become an issue, so she said when Jon left them.
"No Rob, I don't mind standing," though there were two stools empty at
the bar.
Jon had explained on the ride over, that Rob was also an attorney. "He
is into you Carrie, as he has seen you dancing these past few weeks,"
but Carrie was hesitant.
"You two will have a lot to talk about," Jon said. "When you're ready,
Rob will be gentle, but remember Carrie, it's your decision, not his."
Jon reminded Carrie.
Then she saw Jon's hand. "Here girl, you may not have come prepared." In
his hand Jon had a package of three condoms.
"These are the best, and I assume that you have, ahh, prepared, Carrie."
Carrie had a single condom in her clutch, but she took Jon's gift.
"Will he really want to sleep with me, I mean, tonight Jon?" Carrie
listened as Jon spoke of his past casual sex.
"I love sharing my body with strangers," Jon said.
"Yeah, it can be quite exciting, but then, sometimes it isn't." he said.
Carrie sighed, remembering a guy almost a month ago that was a little
aggressive, after she had his cum in her mouth.
As Jon walked across the parking lot and the two entered the club Jon
took her hand and spoke quickly now.
"Today it's not 'let's wait'. It is all about the sex, then the dating
can follow, and then a relationship. Never mention marriage Carrie," he
chuckled and then said, "Well maybe, someday,"
Carrie then offered, "As a person, a woman now, I feel somewhat uneasy
about one-night stands, but yes, I do want this Jon, the experience,"
Carrie adjusted her dress, as it had risen well up her thighs, and she
noticed Jon's eyes on her hose'.
Jon smiled. "Well Carrie, dressed like that, you are clearly interested
in getting laid."
Carrie said, "I know, my dress is provocative Jon, but uncommitted sex,
is new to me. I haven't been with anyone in two years, for god sakes!"
Jon quickly added, "To me Carrie, you look great, and there's something
empowering about casual sex. So try and go with it; Rob isn't going to
hurt you," he said quietly.
Now Jon saw his friend, and Carrie still held his hand. "Here he is, Rob
Jones. Please meet Carrie West."
A few minutes later she watched as Jon walked away and Rob smiled and
moved closer. Rob could tell Carrie was anxious, and he took her hand,
and kissed her fingers.
Now Carrie smiled, as Rob spoke, "We are just two people, meeting to
enjoy the evening Carrie."
"It just all, so new to me, Rob," Carrie said. She liked him, and his
neat beard, and she had noticed his scent, a bit deep and woodsy.
"I can be patient Carrie, so let's just hang, and see how this evening
goes, with no need for a hook-up. It is early, and I like you, and the
dress is, yeah, quite sexy."
Rob moved and now held her arm lightly as he leaned into kiss Carrie. It
was a soft, gentle kiss, and Carrie responded.
She knew then that she would be with him, soon, if not tonight.
"So, can we dance Carrie?" Rob asked.
Carrie wasn't looking for a boyfriend for a night, or a girlfriend, but
she was curious about being intimate as her feminine self, and Rob could
be just what she needed. They danced and slowly became more comfortable,
and Carrie noted that Jon was near, keeping an eye on his two friends.
Near midnight, Rob took hold of her as the music shifted, and she was
held, and they kissed, and Carrie wanted what was about to happen. Rob
was clearly aroused, and they both felt him as they danced and embraced.
"Shall we, Carrie? Can I take you home now?" Rob's one hand was about
her back and he held her, and they kissed, Carrie was going to allow him
to be with her. She reached down and boldly grasped his hardness through
his trousers.
"Yes Rob, I am ready." And they moved off, and Jon smiled as he saw the
two walking toward the door. Carrie saw his look and smiled back.
Outside and along their short walk Rob asked, "Do you feel as excited
Carrie as I am?"
She smiled and squeezed his hand, as Rob moved to look at her.
"I like your smile, and you have great legs Carrie," Rob commented. "And
you can carry that look off," he said as they began to walk along the
street.
Carrie was holding his hand, and restricting the pace, as her heels were
almost four inches. "I like hearing you walk Carrie, and those heels are
quite sexy! Don't look, but those two guys there, are gawping at you."
Carrie and Rob continued to hold hands as they walked up to his
building.
"It's not much, but I like being downtown." They had walked the three
blocks to Rob's co-op. Carrie was glad she hadn't worn her platform
heels.
In the elevator, Rob again kissed Carrie.
"Your lips are so gentle," Carrie softly said.
She had planned to fellate Rob first, to do what she had learned and
developed, as Carrie had become a good cocksucker over the past three
months. Rob opened the door and taking Carrie's right hand he entered,
and the door closed.
"First, let me see you Carrie," Rob said, and he quickly dropped to his
knees.
"Can I explore a little?" Rob asked, as his hand moved to lift the short
hem of her dress. Carrie saw that he was respectfully lifted her red
dress.
Rob now saw the white silky thighs above Carrie's nude-toned hose'.
"Two panties; that's a trick!" he said as he pushed the first thong down
about Carrie's thighs. Then he slipped the other aside, and carefully
removed the tapes holding her sex.
Carrie wasn't big down there, but she was growing excited as Rob
released the second tape.
"You know Carrie, that I haven't been with a woman, I mean like you.
This will not be my first time, but looking at your body, well it's
exciting," now Rob held Carrie, as she stiffened.
Then she watched as he opened his mouth and licked her shaft slowly,
from the base to the tip. Carrie closed her eyes, as Rob continued, and
she wondered if the men she had fellated felt something like this
sensation. Rob was quietly licking her, and she could imagine how she
might return this pleasure.
"Rob, that feels, exquisite, no one has never, ohh," Carrie now felt Rob
sliding his finger along her perineum.
"Yes, oh god," then he pushed his fingertip gently against her bottom
hole.
Carrie looked down as Rob looked up into her eyes. "Yes, I am enjoying
your body Carrie,"
He opened his mouth and covered her sex. A minute later, Carrie was
close to her orgasm and she was moaning softly.
"Rob, oh, don't stop." And he had his long finger inside her bottom.
"Oh god, Rob, yes" she sighed, as Carrie tried to control her body, but
she released, and Rob removed his mouth from her sex, and Carrie shot
some of her semen onto her tummy and the lacy suspender belt.
As she breathed deeply, Carrie wondered how her sex might take control
of her life, as Rob's attention was so special. She shifted as Rob
stood, and their kiss confirmed that this was more than normal. Carrie
had never felt such an orgasm.
"Can we do that again Rob," but he took her hand and kissed her again as
he moved to the sofa.
"No Carrie, now we will carefully, and slowly, ahh, stuff my cock inside
you. I will be gentle Carrie, and we will both enjoy this, with some
lube to aid your body."
He swung Carrie into the soft cushions and again got on his knees, but
this time his focus was deep between her butt cheeks. Rob rolled her on
her hip as Carrie removed the thong around her thighs, and she used it
to wipe up the semen, just as Rob kissed her down there, licking her
tight, tender flesh at her opening.
"Rob, I," but she sighed as he pushed his tongue into her slightly, and
then he rubbed her with the lube. He wanted to tease Carrie and so he
licked and rubbed his shaft up and along her bottom cleft for a few
moments before entering her body with his finger once more.
"I am quite tight, so please be patient, as I do want to be with you
Rob. I want you to fill me," she moaned as he slid a second finger
inside.
"Oh god, ohh!"
"Just relax Carrie, I have been the first before, with three or four, so
I will be slow and yet, you will be filled."
He chuckled as he now stood, and he removed his belt. Carrie wanted to
help him, and she rolled to sit, as he released the clasp of his pants.
Carrie reached to pull Rob closer, and her left hand helped Rob remove
the shorts and then she held his penis.
"I'm not big yet Carrie, but it will grow, and you will enjoy it," but
Carrie wanted to fellate her lover, and she pulled him close and kiss
his rising penis.
"It is a nice cock Rob, and I like how you have removed all of your
hair," she whispered, and Rob watched as Carrie licked the helmet, and
then the shaft. Her tongue enjoyed licking him, and then Carrie deep-
throated his penis.
"Carrie, wow, that's crazy deep!" Rob moaned.
She pulled him out and gasped slightly before again deeply eating his
penis. He enjoyed her tongue, and she now held his hard dick.
He smiled as Carrie measured the length with her fingers.
"Yours is much bigger than mine Rob." And she kissed and pump the shaft
with her right hand.
He was happy, but he wanted to get his stiff cock into Carrie.
"My turn Carrie, so roll backward please." And she did, lifting up off
the cushion, as Rob moved close. He slowly rubbed the head of his cock
across the cleft of her bottom, as his finger again slipped into her
lubed hole.
"I think you are beautiful Carrie, and this tight ring is softening."
He removed his finger and now Carrie felt the pressure of his stiff cock
against her opening, though he wasn't aggressive.
"Let your bottom open for my dick Carrie, it will, slowly." And she
looked back at him, as he wet his fingers in her mouth.
"Just a little spit will do." And Rob rubbed it across his helmet, as he
again positioned and moved against her body.
"Oh, oh," Carrie moaned. "It's just too big Rob, ahh," but then she
breathed, and the tip entered her body slowly,
"Oh my god, you are huge Rob!" she exclaimed.
Rob saw her face, and he smiled.
"I know I'm not huge, but Carrie, you are now on my cock. The head is
inside your body, and in a few moments, it will fill you. What do say to
that?"
She continued to look over her shoulder. "I want you to fuck me Rob, I
love how my body, ohh!" Rob had shifted and Carrie now knew the entire
head of his dick was insider her bottom.
"Relax, Carrie you are opening to my cock, I'm just holding steady," he
said as his hands reached for her face.
"Wet my fingers Carrie," Rob then removed his penis and re-entered her
tight hole.
Again, she felt the cock move slightly deeper.
"How much is in me Rob?" she asked.
He looked down. "Um, less than two inches," but she reached back and now
held his balls.
"Then more please!" she said, but Rob knew to allow her more time to
adjust to the cock in her bottom.
"In another minute or so Carrie. Slow is good girl." And he felt her
roll her hips and he slipped in deeper.
"Ahh, okay Rob, you, ooh, god, you're so big," but then Carrie turned
back to look at him. "I'm in no pain Rob, so you're doing great."
As Carrie said this, her body seemed to open further.
"Yes Carrie, there you have," Rob now moaned. "All of my cock!"
She immediately reached around. "There, my balls are on your ass cheek,"
Rob said.
He shifted and withdrew slightly. "Oh dear god, I can feel you Rob, fuck
me, please, but slow, okay?"
He did begin to move in and out of Carrie's tight body, and he was
gentle as he began. He knew he would eventually fire into her body, but
the condom would contain his semen. Carrie moaned and moved about as his
cock plunged in deeper, and faster.
Rob had a minute more before his action brought his release, so he
suggested, "I would like to see your face, when I climax Carrie, but I
will have to withdraw." And he did so.
A moment later she was on her back and Rob pushed his wet cock in a
little, and then he slid deeply into her body again, and further.
"Ohh yes Rob, deep!" she moaned. "Yes!"
"I want you to help us Carrie," Rob whispered. "I'll remain still, and
you bring us off, okay?"
Carrie understood and she now moved in such a way that the intensity of
the sensations within her body increased.
"Now I see Rob, yes, I'm fucking us!"
But Rob was smiled, with his eyes shut, as Carrie moved up and down on
his cock, and he erupted. Carrie would not feel the gooey cum due to the
rubber, but she felt the trembling man inside her bottom. It was like
nothing she had never imagined, and now she could look forward to her
sexuality; her femininity had been made complete.
"Rob, I love how you feel inside me! Can I spend the night, and we'll
make love in the morning?"
She held close to him, and he kissed her lips as he moved, as his penis
was shrinking. "oh yes Carrie,".
Carrie rested with Rob still inside her bottom and recalled looking at a
trans-website last night and seeing the thousands of lovely transwomen.
Now she knew that her world would never be male again. She had been
penetrated, and Rob had been gentle, and caring. Her body was quite
different now, and she felt the cock slip from her bottom. He had been
good to her, and they slept.
Several months later, though she had been back to the club, Carrie and
Rob had not been together. Rob was always warm and friendly, but she
felt the night they had shared was enough. She of course realized how
special that night was, but she had other things to be focused on, and
though Rob and Carrie talked almost weekly, he was out-of-town on most
Friday nights.
Carrie realized, she had been with a man, but she was still more
interested in women, and she wanted those experiences, and she was
studying more women, in hopes that she might meet someone special.
Most of the men she met were a bit too self-indulgent, and many did not
reciprocate when she fellated them. They were aware of her sex, and they
were definitely into the petting and enjoyed her kissing.
Carrie knew she was attracted to women and considered that she might
need a label, yet she wondered whether she was a trans lesbian. She
wished to meet an understanding female. The men who were friendly at the
club were okay, but she really wanted to be with a lesbian.
One Friday Melissa approached her while she was standing with Jon. "Do
you remember me Carrie?"
Melissa was wearing a simple, but sexy, white wrap dress, and there was
a string of black pearls falling into her cleavage. Her dirty-blonde
hair was up in a sort of twist, held in-place by a white clip. Carrie
was smitten with the attention that Melissa gave her, and the envious
looks from the other women. Only Jon interrupted them, asking Carrie to
dance.
She looked at Melissa. "I'll watch you Carrie".
"That is a beauty you have tonight Carrie," he said taking her hand to
swing her about.
"Tall and quite sexy," he said when he pulled her close. A moment later
Melissa came across the dance floor.
"Sorry dude, she's with me tonight." And the two spent the evening
dancing and sharing their background. When it was near midnight Melissa
tried to kiss Carrie, and the awkward moment caused them both to laugh.
"Let's try that again," Carrie said as Melissa came near and lightly
kissed her and then licked Carrie's lips.
"Can you see coming home with me Carrie?" Melissa asked softly.
There was no question, and Carrie took her hand. "You can drive me back
in the morning Melissa."
- - - - - - - - - - - - - meeting Karen at the club - - - - - - - -
Sitting quite near in the small booth, Carrie continued to stare at
Karen's legs, then she looked into her eyes.
Karen smirked, "You have to admit that your dress is nearly as short."
"You have to admit that your dress is nearly as short," Karen smirked as
she said this.
Carrie breathed deeply and glanced up at Karen's face. "So if it is."
She knew that wearing hose' with an above the knee hemline was
provocative, but she enjoyed the feeling of the suspenders and selection
of the sheerest hose' was better. Both her and Karen's legs were covered
in the same nude tone.
Carrie was quiet, as she looked at Karen's fingers, which were now on
the tabletop. She saw the diamond on the fourth digit.
Carrie wanted to explain herself. "I do not simply dress as a woman
Karen. I have come to need this, and I'm not attempt an allusion,"
Carrie said softly as Karen bent close, and was now near her neck, as
she had noticed Carrie's scent.
Karen smirked. "Ah, Gary, I mean Carrie, I am surprised at so many
levels, honey."
Then she touched Carrie's hand. "Don't fret Carrie, I quite like this
version of you. There must be a lot going on that I have missed," she
was implying that possibly Carrie was dressing for work as well. Carrie
thought of the past month, but Karen's recent lunch visit to the office
was almost two-months ago.
Carrie spoke softly, "I said that I was surprised to see you tonight,
but" she stopped talking as Karen's fingers once again were doing a
subtle exploration. Her fingers were on her torso, just below Carrie's
brassiere band. Then Karen paused and was now looking about the space.
"So, the men seem attentive to you, and the women?" Karen asked.
Carrie turned her head away again, as she felt flushed.
"I have met several female friends here Karen," Carrie quickly looked
back to her smiling face.
"And ? I am fascinated by you, and there are questions," Karen again
shifted away, pushing her long brown hair over her left ear, and Carrie
saw the large diamonds again.
"How did that go? I mean the sex with the women?" Karen asked.
Carrie simply smiled.
"I mean you have created a stirring beauty Carrie," Karen said as she
picked up Carrie's wine glass.
"It's intrigued being here with you, and that's something, as I'm
generally into males," she smiled and licked her lips, then she noticed
that Carrie's lip print was barely noticeable.
"And I'm thirsty," Karen said as she sipped the wine.
Carrie was enthralled, sitting beside Karen and listening.
"Yes I have been naughty with several women. How can one not be?" Karen
smiled.
"It's the sensual pull towards splendor I suppose," Karen said as she
slipped off her wedding ring.
She turned slightly and reached for Carrie's right hand but saw the ring
there.
"That's a nice stone," she said as she lifted Carrie's right hand to
review the setting. Then she reached across.
"Your left." And she slipped her wedding ring onto Carrie's ring finger.
"If you really want him, you can have him. I'm tired of his games and
the not subtle philandering," Karen said as she placed Carrie's hand on
the table.
Carrie couldn't speak as she looked down and studied the large clear
white stone.
"It's almost two carats, and a D color. It cost Charlie over a hundred
thousand," she said as Carrie turned to speak.
"He's been unfaithful?" Carrie asked, as she studied the light shining
from the diamond.
The question caused Karen to cover her mouth, which seemed odd to
Carrie, as Karen had a beautiful laugh and perfect teeth.
"I think he was with his old girlfriend at our engagement party," Karen
sighed.
"I can understand," Karen continued, but she groaned. "As the bitch was
a crazy tall model. I would have slept with her!"
Carrie tried not to smirk, as it seemed that Karen was more into girls
than she first suggested. She also wondered about the act of putting the
ring on her left hand. She looked down at the ring, and twirled it,
surprise that her finger was smaller than Karen's. Did Karen truly think
that with her style and look Carrie had been preparing to seduce
Charles? The thought was quite foreign to her thinking. Or was it?
With the ring still on Carrie's left hand, Karen touched her hand again.
"I once, eighteen months ago, I tried to arrange a hooker, a lesbian for
myself, but I cancelled the request an hour later. I was lonely that
night, and was certain Charles was with someone else, as he was out of
town."
She glanced to Carrie's eyes. "Yes, I know that he's a wanderer, but I
have no solid proof Carrie."
Karen smirked. "The marriage could have been better, but he just wasn't
good at staying home."
"I just wish that I had understood my own yearnings, as I'm more a
bisexual," Karen said softly.
Carrie was astonished. "What?"
But Karen put her hand up to quiet Carrie.
"Yeah, surprised." And Karen slipped to the end of the bench.
Karen now stood. "Carrie I'm hungry, can you see leaving with a married
woman?" and she dangled her car keys.
Carrie considered the evening quickly. "Okay," was all she said, but
Carrie slipped off the diamond ring.
"Here Karen, only if you take this back. It is best on your hand," she
said as she also slipped across the bench and stood next to Karen.
Karen sighed. "It could work for you girl.." And after Karen slipped the
ring on, she leaned close and forward and pressed her lips against
Carrie's. The movement to kiss Carrie caused Karen to slip, as her right
heel slightly tilted, and she parted her lips slightly.
Carrie couldn't believe she was kissing this woman, and she felt Karen's
right hand now holding her fingers. Karen's left hand was on the table
edge as she steadied herself.
The soft kiss was now more urgent as Carrie open her mouth and her
tongue found Karen's. Carrie felt Karen move her hand up to her head and
she caressed Carrie's cheek. A moment later Carrie, tilted her head to
one side as Karen's soft lips parted again, ever so slightly and Carrie
opened her mouth and she caressed Karen's bottom with her right fingers.
She felt a new softness in her belly and a slight swoon in her head.
"Nice," sighed Karen.
"You're not so bad yourself," Carrie said, but she now wondered what
that ring thing was all about.
"I need to sit Karen, after that kiss." And Carrie moved back onto the
booth's seat.
Carrie watched as Karen considered a moment. Then she leaned across,
with her one knee on the bench of the booth and kissed Carrie once more.
As Carrie shifted Karen moved to sit down. Then Carrie felt Karen's
fingers on her dress, caressing atop her lap as Karen smiled and rolled
to her hip and sat closer, but her hand was still but on Carrie's lap.
"I wonder," Karen whispered.
"Is there something stirring beneath my hand?" and she quickly removed
her hand and covered her mouth and giggled behind her hand. She now
leaned in close to Carrie, who tried to calm herself.
"Yes, it is exciting me as well, but maybe arousing is the better word,"
Karen said.
"You are enjoying this, and maybe it ends?" Carrie asked, as she was
embarrassed now. She considered the plan for some food, and leaving, but
Karen was sitting on the outer edge of the seat of the booth. Carrie
closed her eyes and then she paused and looked quickly away.
"Sometimes Karen, when I slip into my heels, and then I adjust my face,"
but she paused as her arousal was rising quickly. She didn't need a
problem, and she was about to release into her thong panty, sitting so
close with Karen's subtle caress.
Karen could see the flush on Carrie's cheeks.
"I shouldn't continue explaining this," Carrie said, but Karen's right
hand now reached again to touch Carrie's cheek. Carrie had always
enjoyed her dressing adventures, but this was no longer a fantasy. Karen
sat beside her caressing her hair; she was touching her. Carrie could
only hope for another kiss.
Karen now took her hand, and Carrie watched Karen's eyes carefully.
Karen was reviewing the subtle detail of her manicure.
"You could try and explain this; your decision to become female," Karen
said as she sat with her hip again touching Carrie.
But she was considering how to get away, to leave, rather than to
discuss with Karen, Charles' beautiful wife, the details of her
transition.
Karen's finger was again on Carrie's thigh.
"Maybe a little higher Carrie?" Karen quietly said, as she again moved
her fingers along the silky nylon hose' covering Carrie's right thigh.
Karen's fingers caressed the fabric of the stocking weld.
Carrie smiled slightly. "You're playing with me Karen. I may not easily
conform,"
But she knew she would. If Karen asked her, Carrie would do whatever she
requested, or demanded, as she was so aroused just being near her.
Karen's finger was now on the naked flesh of Carrie's upper thigh, so
near to her tightly wrapped sex.
"You shouldn't be, ahh," but Carrie couldn't speak as Karen's fingers
now moved higher.
"What shouldn't I do Miss Carrie?" Karen asked as she slipped closer on
the seat and looked into Carrie's eyes. Another kiss was coming.
"Carrie, I want to kiss you." And she gently touched Carrie lips.
"Will that be alright?" but Karen didn't wait for a reply. Her lips
brushed against Carrie's right cheek as her fingers came to the swell of
her breast.
"And these breasts?" Karen asked as she lightly kissed Carrie's lips, as
her hand was caressing the faux silicone and Carrie could only sense the
tease.
"No, I'm quite a fake Karen, I mean I have modeled myself," but now she
moaned as Karen's fingers slipped into the neckline of her dress, and
beneath the silicone form to caress Carrie's left nipple.
Carrie could not fathom how this night was unfolding, as her desire for
Karen had been only a dream, and now this beauty was seducing her? She
was happy that in the darken booth, her smallish silicone faux breasts
were concealed.
Karen smiled. "I think you will, I mean to say, meet my request," as her
lips again kissed Carrie's cheek. Karen fingers were on Carrie's budding
breast.
"You're quite small," as Karen's lips were at her ear.
"Your lips want my kiss, but your deep rouge. I don't want to smear the
color," Karen said softly as her tongue licked along Carrie's neck.
Carrie moaned again softly as Karen turned her chin, and her lips again
caressed Carrie's cheek.
"It's a stain Karen, so please, kiss me," but Karen pulled slightly
back.
Karen paused as Carrie watched her, considering how this night might
end.
"I like that we are sharing this moment Carrie," Karen noted as she
flipped her long hair aside.
"I had noticed Gary's interest, sometime ago, but his was simply lust.
You are a very different and a most beguiling woman." And her fingers
once more came to rest atop Carrie's dress, near her mons pubis.
"You have been with other women, I mean, as you are now?" Karen asked
softly.
Over the past several months Carrie had only petted with two other
women, and she decided to withhold the details of the night she had
spent with Melissa.
"Only a few here, you know, some kissing and touching," Carrie offered.
Karen asked, "So I could be your first lesbian lover?"
"I wouldn't say that, but you would be my dream," but Carrie could not
continue her answer. The two embraced as Karen's lips moved closer.
This kiss was now on her lips, and the two women carefully enjoyed each
other's tongues and mouths. Karen's hands came to hold Carrie close.
Carrie felt her shift and Karen's thigh slipped over atop her right leg.
There was a soft sound, as Karen's heel fell off. It stopped their kiss
for a moment as she somehow found and slipped the heel on without
bending.
"Oh, how did," Carrie tried to speak as once again the sensual lips
caressed her own. Karen's tongue played with Carrie's lips and then
slowly slipped into Carrie's warm mouth. This was so amazing to Carrie,
as she felt Karen's passion.
As their kiss continued, Carrie felt Karen's hands over her mons pubis,
caressing her.
"This is so flat Carrie," Karen moaned softly.
Carrie was quiet, as she enjoyed Karen's petting.
"I'm on fire, with desire," Karen said as they continued their kiss.
"Look at who's a bit lewd now."
Carrie resisted touching Karen's breasts, as their bodies were now
rotated, and the sensation of Karen's lustful seduction continued.
"Your scent has me excited Carrie, should we leave?" Karen asked as she
continued to caress the silicone faux breast with her fingers atop
Carrie dress.
Carrie looked at her in surprise, as a randy thought came to Karen's
mind. Her fingers moved up Carrie's thigh and now came to rest on
Carrie's concealing gaff.
"This is not what I would have guess Carrie," Karen whispered as she
moved close and kissed Carrie's ear, then she pushed her long finger
into Carrie panty, but finding a second fabric panel she moved slightly
back.
Karen asked, "Have you had surgery Carrie?"
But Carrie was simply tucked & taped, and she held her sex behind a
second thong panty.
"No Karen. I'm just smaller, due to the hormones."
Karen again kissed her, and Carrie moaned as the fingers of Karen's hand
continued to caress her concealed sex.
"Are you suggesting we leave," Carrie said surprised.
"Together Karen?" Carrie asked.
Karen smiled and now moved to kiss Carrie's cheek as her hand came
around her waist.
"Yes," was all Karen said.
Carrie was stirred by Karen's intimate caresses and her kisses. "But how
will that look to Wendy?"
Carrie wanted this, but she was quite anxious.
"I don't see Wendy, and she can take care of herself Carrie," she said
as she looked around again.
"Do you need to speak with your male friend? He seems to have enjoyed
watching us," Karen said, looking across the room.
"No," Carrie smiled as she looked over towards Jon. She had forgotten
that she had planned to see Rob tonight.
"Yeah, I can see us leaving," Karen said, and she started to slide out
of the booth, but Carrie took her arm.
"I can see that you are serious Karen, but I also wonder, if you are
playing with me. My heart won't easily handle your leaving me," but she
looked away to try and stop a tear from exposing her.
Karen saw the Carrie's hesitation and slipped close again. "Let's just
see how this goes, and not get crazy."
Karen knew that Wendy was now on her own adventure and seeing and
meeting Carrie had aroused her mind. Karen's mind was filled with
questions and lust, for how could a man she knew, successfully create
this level of femininity? She was curious about the motives, the
possibilities, and the night ahead.
"Are you coming with me Carrie?" she asked, as she again stood.
"We will take my car, and maybe go to your house Carrie?" Karen said as
Carrie now stood adjusted her dress. She felt Karen take her hand, and
they walked across the dance floor.
"I thought that you were hungry?" Carrie asked.
Carrie saw Jon, and she waved, as Karen squeezed her hand.
Karen stopped a moment. "I did say that, but I really just wanted you to
leave with me."
Carrie had not planned on visitors, as her bar relations generally
occurred in the dark hall outside the women's room of the dance club, or
the backseat of a car. She could see that taking Karen home could be
amazing.
"Ah, I think I have some wine, and," Carrie said softly, but Karen
interrupted.
"We're not talking about drinking honey," Karen suggested as she reached
to rub her hand across Carrie's bottom.
At the door to the club, Karen helped Carrie with her wrap.
"You have really gone all in. This is a nice piece Carrie," she offered
her compliment as the two moved passed the door. Carrie felt Karen's
hand take hers again.
As they approached the car Karen, handed Carrie the keys.
"You drive, please," Karen said, and she leaned in and kissed Carrie's
right cheek.
A moment later they were heading to Carrie's small home, but she was
distracted as Karen moved close across the space separating the two
bucket seats, and Carrie turned to look at Karen.
"What are you doing Karen?" Carrie asked.
But Karen did not respond as she slipped her fingers above the hem of
Carrie's tight black dress for the second time tonight. Carrie felt the
tip of Karen's finger trace the strap of her hose' clasp, and then the
tingle as Karen's finger touched her naked upper thigh.
"What are you doing?" Carrie was near the parking lot exit, and she
stopped the car.
"I'm trying to drive Karen!" Carrie said with a little panic in her
voice.
"I can't believe how flat you are here Gar, sorry Carrie," a moment
later, she was fumbling and had slid the dress up almost to Carrie's
hips, and exposed Carrie's panties. She wanted to see Carrie's penis,
but seeing the dual tapes, Karen slipped away slightly, and pulled the
dress hem back down to Carrie's knees.
"How do you do that? Don't those tapes hurt?" Karen asked as Carrie
moved along the roadway.
Carrie held her breathe and then started to speak. "Karen, there is a
sort of worship involved," she glanced toward the passenger seat.
Karen giggled. "Really? I hadn't noticed Carrie." And she leaned back
against the seat, shifting her own dress hem.
Carrie was driving slowly, and considering Karen's interest in her. "I
do not simply dress and make myself feminine. I now want to live as a
woman, but it's difficult, to explain," she paused to consider her
evening and how they were heading to her home.
"I have spent hours, days, changing my manner and poise," she saw that
Karen was looking at her.
Karen listened as Carrie continued, "It has required careful study, and
I was never good at acting," but Karen interrupted.
"But your voice is what astonished me. You don't sound anything like
Gary," Karen was once again sitting close.
"I have to be carefully at the office, as I have slipped into my female
voice once or twice, and it surprised one of my assistants," Carrie
considered whether to share with Karen the details, but she didn't.
Karen asked, "How did you decide to mimic me Carrie?"
Carrie looked at her and consider whether she should tell the truth.
"You see Karen, you are the ultimate, a feminine woman," she turned
quickly smiling.
Carrie recalled that afternoon when her Boss Charles required a file and
sent Gary to the home. Carrie considered, for just a moment, then she
spoke of seeing Karen. "It was seeing you atop the stairs, wearing that
perfect formfitting black dress Karen," she paused as Karen had shifted
closer again.
"Those moments I have etched in my memory." And she glanced quickly to
Karen.
"I recall the day," Karen said.
"It was not a day Karen; it was a turning point in my life. Seeing your
face, and your smile, and the outfit, and that ring, and those diamond
earrings," now Carrie was stopped at a traffic signal and Karen moved
quickly and they kissed.
Their lips parted. "You didn't mention my red heels, the Louboutin's,
with the open toe." And Karen moved back as Carrie drove on.
"Those heels cost Charles over eight hundred dollars!"
Carrie quickly hit the brakes. "Eight Hundred ?"
Karen shocked her head affirming the number. "and I was wearing French
full-fashion hose' that afternoon."
Carrie looked at her. "What? I thought,"
Karen shifted closer to the drivers' seat. "I was meeting Wendy that
afternoon, and she enjoyed undressing me."
Carrie noticed the almost smirk on Karen's face, but she continued, "So
it was a huge thing see you Karen, and I am not shy about admitting this
to you."
The two were quiet for a moment, then Karen spoke.
"I love that I was that perfect that day, for now look at you." And
Karen caressed Carrie's right cheek.
"To do this, to become Carrie, well, the details are essential Karen,
for if I'm in error I won't be near enough, I mean to say, nearly as
feminine as I need, as I want to be. Being female," but she hesitated.
"Each time I try, I can never be like you are," Carrie said as she
glanced quickly at Karen resting now against the passenger door.
Karen giggled and said, "That is sort of sweet Carrie, and yet
powerfully erotic." And she reached to touch Carrie's cheek once again.
"Some days, when I slip on my heels," but Carrie had to pause again.
The car slowed as Carrie composed herself. "I apologize, but as I sit so
near to you,"
She was flustered. Carrie was again trying to explain her transition,
and the acting condition, of striving towards femininity.
"It's that you have unknowingly helped me, to reach towards a womanhood;
to become the person I desired to be, and, well tonight, is crazy, that
we have met Karen," Carrie was sure she was flushed now. Carrie needed
to re-direct their discussion.
She had worked for years with Karen's husbands' firm, and though Carrie
had prepared the legal paperwork, she had held off filing her
application to change her sex and name.
Now driving the large Audi sedan, Carrie asked, "How did you meet
Charles?" she needed to calm down and she felt that changing the subject
might help.
Carrie glance over at her. "Oh, we needn't speak of him." Karen said
softly.
Then Karen spoke of their family's connection, her older sister Faith,
and explained for ten minutes how her world had been spirally away for
the past year.
"Early on in the marriage I knew I wanted something more, but, once we
could not conceive. I wanted, well I did then, at least, want a baby.
But ahh, well. No luck."
Karen now looked at Carrie and asked several simple questions, as they
drove carefully.
"Carrie, have you been with many partners?"
"No", Carrie responded as she drove along, heading home.
Karen smiled as she said, "Girls, or boys too?"
Carrie didn't answer immediately, so Karen asked again. "Boys Carrie?
Have you been laid yet?"
Now Carrie slowed the car.
"Well, yes." Carrie looked nervously at Karen. "But only the once, and
it was over three months ago." Carrie resisted explaining how she had
loved that special weekend, since sitting beside her was the woman she
truly wanted to sleep with.
"Does it matter Karen?" she asked.
Karen shifted closer again and now rubbed Carrie's lap atop her dress.
"Yes, it does. It means that you have been experimenting, and I need
more of that in my life Carrie." she said smiling and her hand moved to
caress Carrie's hose' covered thigh.
"Well, his name, and how?" Karen wanted to hear the details. "Did you
orgasm?"
Carrie resisted. "It is quite personal Karen," but Karen pushed against
Carrie.
"I have to know. Did you love having a cock deep inside of you, or was
it too, ahh, painful?" Karen said as her finger traced along the slope
of Carrie's right breast.
Carrie smiled as Karen teased her, but she moved Karen's hand away, and
looked at the road ahead.
"It is difficult enough Karen, just having you in the same space as me.
I have almost climaxed twice since you walked over to me. Now you are
asking about my sex life?" Carrie exclaimed.
As Karen again caressed Carrie she spoke softly, but her voice was
urgent.
"But I want to be fucked in my bottom," Karen offered.
Carrie braked the car hard.
"Don't panic honey, he won't do my ass, Charles. He feels it is a
disgusting act," Karen said.
Karen again asked Carrie, though less aggressively. "Who fucked your
bottom Carrie, and was it wonderful?"
Carrie again resisted, but the Audi was moving again.
"It was good, you know, to have it out of the way, but, though Rob was
gentle," Carrie realized that she had said too much.
Karen interrupted, "Like it was for me in high school."
Then she asked, "Was he big, or normal, you know, his penis?"
Carrie looked at her.
"What does it matter? He was just right Karen, and why does the size of
my lover matter?"
Karen smiled and she slipped her hand beneath Carrie hem again, and her
hand pushed Carrie's dress almost to her hips.
"Did you explode, from him stuffing his dick into your ass? Butt fucking
you?" she asked as she rubbed across Carrie's panty.
But Carrie was silent.
"This suspender, they may be sexy but," Karen's fingers played with the
strap and shiny clasps holding Carrie's sheer hose'.
Carrie sensed that Karen was becoming aroused by their discussion.
"He fucked me, after I fellated his, normal penis. And in the morning,
he fucked me again. It was an amazing night."
Carrie wanted to add, but Karen said it first, "Would you sleep with him
again?"
Carrie now slowed the Audi, and careful considered her response.
"I might, but I'm really into women. Rob was good. He was careful and
gentle, and I came, and it was an amazing orgasm, but he and I haven't
been together since Karen."
Carrie looked at Karen, thinking about her experience and her solo play.
She wondered whether she would ever again be with a man, and she
remember that she was supposed to have seen Rob tonight. She elected to
pause the review of her becoming a non-virgin.
Now Karen moved to again lean against the passenger door as she wasn't
wearing the seat belt. The car was stopped at another traffic light.
"Did you always feel feminine?" Karen asked.
"Not really Karen" Carrie said.
"Now of course I do, and every day I plot how to, you know. I want to
live as me, full-time, but I still can't imagine being accepted. I can't
see how."
"Charles is always talking of your ill-fitted suits," Karen said. "Is
that something you do to conceal anything Carrie?"
Carrie looked at her. "Yes, and no. I have been on hormones for eight
months now, and my chest, as you discovered, is developing, so I have
been wearing a compression brassiere."
"Your hair is growing nicely," Karen said, but she quickly recalled that
Carrie was wearing a wig.
"Actual, it is just above my shoulders," Carrie offered.
"You noticed my hair Karen?" Carrie asked. "When you were at the office
last week?"
"Yes Carrie," Karen said. "And I saw the changes to your face, maybe it
was due to the weight loss, but you looked quite changed."
"I thought the old suits would make the weight loss less evident, when I
was working," but Carrie as also considering how Karen was looking at
her, and she was processing Karen's observations from last week. She
hadn't though anyone was aware of her changes.
Karen again shifted close, and her hand slipped into the plunging
neckline of Carrie's dress, and quickly her fingers were beneath
Carrie's underwire brassiere, for the second time tonight.
Carrie had to pay attention to the road.
"Careful please Karen, they are quite sensitive," she said, as Karen
massaged the little buds she found, beneath the faux silicone inserts.
"I would say you are below a B-cup Carrie," Karen said.
Carrie sighed. "I wish, as I think those bumps are only an A. I wish for
something there, but I have to be patient," she felt Karen's squeeze.
"Careful!"
Karen removed her fingers. "And that dress looks to be a size six,
Carrie. Just how much weight have you dropped?" Karen asked.
Karen giggled when Carrie told her, "Over thirty pounds! That's crazy!"
Karen guffawed, "Whether it's over fourteen months or not. Shit, I
weight a hundred and nineteen pounds Carrie, and you are at least an
inch or possibly two inches taller."
Carrie tried to explain, but Karen interrupted, "You're just twelve
pounds more than me, Carrie, and that is amazing. How large a chest
would you want to develop?"
Carrie simply pointed, at Karen's chest. "Just that much Karen," she
said, and her eyes quickly returned to the roadway.
Carrie smiled, and then Karen took Carrie's right hand from the steering
wheel and bought it to her breasts.
"That's how I feel about the size of mine Carrie." Karen held Carrie's
fingers as she moved across her bosom.
Then her hand reached for Carrie's dress hem once more, still up at her
hips, and Karen's head bent, as her fingers found the edge of the tape
on Carrie's thigh. She was trying to remove the tape carefully.
Carrie exclaimed, "What the hell Karen, don't, not now, please! That is
tender skin down there!"
But Carrie was delighted that Karen was about to release her small
penis.
Karen said, "Lift up a little Carrie." And the last of the tape was
carefully released.
"I can't imagine how you can tolerant that, every day you said?"
Karen held the two pieces of medical tape, but she looked carefully at
the small white cock, Carrie sex. Karen smiled as she looked at Carrie's
smooth shaft, and the bulbous purple head with the subtle cleft. She saw
the smallish balls and the hairless and smooth, scrotum. She was longing
to kiss the perfect sex that Carrie had prepared. She moved her long
finger and touched the tip, and then she bent to be closer, and now she
was just a few inches from Carrie's cock. She inhaled the aroma through
her nose, and the scent of sex, and Karen shivered as she held the penis
gently.
"Yet, I felt certain that you had surgery, this penis removed, since you
were so flat Carrie." And now Karen gently held Carrie's sex.
"Are you really sure you want to do this, here? With me?" Carrie asked
quietly, as Karen's warm mouth then caused Carrie to sigh.
"Try not to explode Carrie," Karen said, chuckling as her tongue licked
Carrie's sex, and then her lips suckled the soft penis.
"I'm just getting something I enjoy, but I've been deprived of. I love
to suck cock Carrie."
Her mouth opened and her head moved closer and Karen's tongue licked
along Carrie's still soft sex. The sound of her kisses and slurping
gently up and about the tip, and then her warm saliva covered palm was
pumping Carrie slowly. She told Carrie that Charles, her husband, didn't
like her to give him head.
Carrie glanced down quickly, then back to the road.
"Really?" Carrie asked again glancing quickly from the road and then to
Karen's actions.
"You love fellatio?" but Karen was busy, and the sound of her mouth and
tongue were as good an answer as Carrie needed.
As Karen slowly massaged Carrie's stiffing penis she asked, "Tell me why
you do it, the dressing, Carrie?"
And her mouth was again filled with the semi-hard penis, kissing and
then looking at Carrie's cock.
"There is sex involved right? Most obliviously, or you would be content
to keep this at home. I, meant to say, stay private. There is the
attraction to men and women too?" Karen held Carrie's penis as the car
continued.
Carrie moaned as Karen's hand now just held her small sex.
"I have become a little lewd, and I have given a fair amount of head, at
the club. Many of the guys, well, they don't often reciprocate, and I
think, half are un-aware, or don't care that I have this." And Carrie's
right hand dropped to touch herself as Karen held her small cock.
Karen moved slowly away when she heard Carrie, but again she bent down
and her warm mouth covered Carrie, as she continued to speak.
"It is more about being feminine, than the sex Karen. I have been
working at this for several years, dressing, learning how to act, and to
move, as well as speaking as a woman Karen. And the dancing has helped,"
but she moaned as the attentive tongue continued to play with her penis.
"Oh, ahh Karen, how did you?" she was having trouble speaking.
"The idea of you appearing tonight, well, it is beyond my dreams, and I
can't be certain it isn't an unreal night," Carrie moaned more loudly as
her climax was close now.
Karen's mouth and tongue were focused, as Carrie was quite hard, and the
car was slowing. The saliva covered her cock, as Karen suckled and
caressed the very hard penis. Her tongue moved back to the tip and
licked around the hard head, as she heard Carrie voice change.
"Let me, ahh, pullover Karen, as I, agggh," but it was too late, and
Carrie ejaculated, and her semen entered Karen's mouth.
"I am sorry," Carrie cried,
"Ohhh, ughh, Karen, ahh," as Carrie moaned, and her penis continued to
spasm. Then she was quiet, as her lover pumped her sex.
But now she was stopped on the roadside and was breathing hard. Karen
kept her mouth on the Carrie still stiff penis.
"Come kiss me Karen, please." And Carrie pulled Karen upward and close
as Karen sat up slowly. Carrie saw the bit of semen on her lover's lips.
"That was a nice start, Carrie. Do you want to kiss me and share this?"
and Karen opened her mouth and they kissed. This was a long sensual
moment.
Their lips parted and Carrie said, "I can't believe that we just did
that," and she sighed as she looked at Karen's face. Karen leaned closer
and her lips were again with Carrie's as she still held the softening
cock, as Carrie's two thongs slipped back across her penis.
"Oh my, how have we found each other?" Karen moaned.
Carrie was still excited and breathing rapidly, and she was kissing
Karen's face as her lover sighed.
"Well, we did," Carrie said.
"I so needed this tonight, believe me," Karen said, as she rolled back
into the passenger seat, but Carrie needed more of her kisses.
"Stay close to me Karen, here." And she pulled her nearer and they
kissed again.
The end of Part One
by MadQuill