A lost lover, Changes for Melissa
by MadQuill
Please remember this is a copyrighted work and all legal disclaimers
apply. I appreciate the editing assistance of Santacruzman
There is an inspiration for this tale and the character Thom in the film
directed by Jean Negulesco: "How to Marry a Millionaire". I love the
three women characters, Shatze, Pola and Loco and their manipulations.
This tale does NOT follow that plot though. I hope you enjoy this story.
MQ
Part ONE
Being loved is great. Being in love is so much better. When something
comes between you and your lover, you have to change or you at least
admit to have failed at love. Falling out of love was my problem. I
wondered how it happen to her and I; how had we fallen out of love?
My Ex seemed to stop caring about having me around, having me in her
life. It wasn't that I cheated but I hadn't been a devoted partner since
her attitude shifted ten months earlier. It was several months afterward
that I would find out how she had moved beyond our marriage but it was
still a surprise. We were together for two years before marrying. Now
fifty months later we were both in very complicated and different
relationships.
Her shift away from us was dramatic and I believe her change of heart was
not related to me. It seemed that one day she just found reasons to be
away. Her employer required her to work long hours but there was more to
it. I had begun to suspect that she was seeing someone but I had learned
not to probe. My previous lover Shelly had been secretive and I erred
once and regretted my curiosity. I chose to meddle into her secret only
to discover she had been caring for a sickly sister rather than having an
affair. Shelly left me the following week and I was saddened by my
blunder for months. Maybe that failure had allowed me to be naive about
my Ex-wife's behavior as her time away from the house increased. I began
to assume that she was playing around at her office and I suppose that
led to my unease but the specifics are not typical.
It didn't matter now though. We were not together.
- - - - - - -
Since the breakup of my marriage I had been planning for a big event. The
arrangements had consumed many hours during the past weeks. In a way, I
had been working on this weekend since I had returned from a Las Vegas
business presentation almost a year ago. I had a new home and had
completed the renovations. The work and details had consumed me with the
research and ordering of the special items I wanted.
The two high-end video cameras had arrived the other day. I had set each
up and practiced using them sufficiently to make the recordings of the
celebration and both were now connected with the wireless system to the
hard-drive.
During the previous four months the house renovation had been my focus. I
have a habit of getting too much into details but that's a different
matter. Now the systems and the decorative finishing were completed. The
interiors of this unique but older home had required months of work. Many
of the work items I had completed without a contractor but the mechanical
systems were beyond me. The installation of a new air-conditioning system
and the all-house system control had been expensive even for this
modestly sized home.
The audio and video system were integrated with the whole house control.
It had cost more than the proposal but I was past the point of
considering it willful. Now I just enjoyed seeing my favorite videos on
all five of the large displays about the house. The hard-drive system
included all of my favorite music as well as movies (and the best porn I
could find as well). I had come to love watching porn movies.
As I checked the image quality from the two new cameras and made the
minor adjustments I paused. On the monitor I saw the visage I had
prepared and become. I wore a black bodycon dress that highlighted my
long, elegant neck. The pearls I had bought for the color and drape line
helped my less than oval face appear acceptable. I had been blessed with
a feminine chin and a soft jaw line. The injections had made my thin lips
appear thicker and I wore a deep red lipcolor. At the beginning of my
marriage my Ex had insisted that I spend the money and therefore my
straight, white teeth only helped my appearance. I had my mom's small
duchess nose, which was perfect, but it was my light blue eyes that drew
my appearance away from a typical girls. I now tended to wear large
earrings and 7-centimeter hoops now hung from my delicate ears. My face
had been what convinced Cindy, a lover, that my looks would present as
feminine. However my hair, though silky and full was way too short,
impossibly short so I wore a wig.
I was excited to have the house complete so that I could focus on my
other needs. More than eleven months had passed since I had surprised my
Ex and began this adventure.
With our divorce completed I had determined to more aggressively develop
my side practice of investing and the daily trading had begun to show
benefits. It was startling that three of the securities I had gambling on
had done so well. I hadn't made any really money in the market before
these three securities shot up so dramatically. Within a few weeks I had
squirreled away a sizeable chunk of cash; enough so that I left my job at
the end month. The extra time and freedom had allowed me to finish the
new home to my taste. Really the spike in the value of my investments
allowed me to change many of the details of my life.
Without my Ex to question me, I had been working to decrease my body fat.
When my mother had died prematurely her doctor had suggested that her
poor diet had contributed to early passing so after the divorce, I
decided that my health should be part of my rebuilding process. A friend
had suggested I get one of the Pilates systems. I didn't resist her idea
and now the Peak unit was in the exercise room and the workouts had
helped over the past months to reduce my weight from one hundred and
sixty-two to about one hundred thirty pounds. I also enjoyed walking as
it got me out into the new neighborhood and the morning path had grown to
three miles every other day.
Being female, lead me to wanting a soft body with little or no flab and I
was already quite slim except for my hips. Thankfully my skin showed
little signs of the dreaded cellulite. I was about sixty-eight inches
tall and closing in on the four-zero; and now without someone special to
celebrate with.
My gender alignment seemed correct to me today; it was more fluid and yet
individual. How different I felt was due to a series of decisions, each
with consequences. I might be alone but I had achieved some level of
independence. The Ex might see this all quite differently but I no longer
matter to her. Her lover was now the center of her imagination.
Of course I didn't feel very masculine any longer. You might understand
now that I was moving towards a different life. My feminine nature had
complete control at this point and I could not be happier. Well except I
hadn't had sex with anyone in months!
The phone rang and I got it before the machine picked up. "Yes, this is
Melissa."
The caller was confirming the timing for tomorrow. I had made the
arrangements two weeks ago for the two to visit me and spend the night.
"Yes, okay. So the young woman's name is Gloria, I like that. Good, she
should arrive about 1pm, humm. Can you ask Gloria to make it nearer to
Noon?"
The manager said that was okay. "That will be better. Gloria is a redhead
correct? Oh yes."
I wanted my assistant to have a different hair color then mine. "Excuse
me, can I ask you to confirm her measurements?"
The woman's voice continued, "She is a true redhead so her hair color is
soft red, sort of the color of Jessica Chastain's. Gloria is her real
name Melissa. She is five-foot nine and her weight is about one hundred
and twenty pounds. We normally do not quote our girls breast size since
many clients seem to request girls with big chests these days. Since you
have requested a girl with, your note said, 'perfect but smaller breasts'
I'll tell you that Gloria is a 35B."
The discussion turned to the second reason for the confirmation call.
"Now Turner is a big man at one hundred ninety-five pounds and he is six-
two. His blonde hair isn't too short but he's a hunk like you requested,"
she said quietly.
She then spoke of his penis. "Not too big though, about seven inches. You
requested that we have him arrive via taxi after five tomorrow is that
correct Miss Melissa?"
I considered my time with Gloria. "Yes, five will work, thank you."
I wanted my special day to be perfect and I wanted a video record of the
events as well. Gloria would be helping with that.
"Yes the time with Gloria alone should be sufficient. Turner understands
what he is to wear correct?"
She paused. "Yes, a grey two-piece suit with black dress shoes, but no
tie nor a belt." She was clearly reading from the notes I had sent them.
I remembered about the release. "They both must have the signed video
release for my records please."
"Certainly Miss Melissa, they have executed the document. We're sure that
the two we're sending will more than meet you expectations Miss Melissa."
The vocal coaching had helped, my Ex had recommended the woman who had
visited for the past six weeks. During these weeks she taught me to use
my feminine range and this confirmation made me tingle. I hung up the
telephone.
I was excited to have the details settled. Now I needed to relax and I
went to the wine cooler for a glass of Chardonnay. Stopping in the hall,
I looked at myself in the full-length mirror. I was wearing my grey
skinny jeans with ankle cuffs, a white blouse and medium saddle-toned
heels. I had applied a simple makeup scheme; mascara and lipstick over a
soft foundation without a deep tone of eye shadow. My hair was simply too
short still, so I wore a medium length natural wig of soft chestnut
color. Maybe in another year I would be able to use a stylist and forgo
the various wigs I had collected.
My Ex had not been too enthused about my dressing and the other changes.
I was quite surprised that I'd even considered it but the convention trip
to Las Vegas last year had been full of surprises.
I had to travel to Las Vegas with my boss at the time for an important
meeting. That night after we had won the contract she had made a pass at
me!
We had traveled several times previously without such an incident so I
was surprised when the meeting finished that she suggested that we stop
for a drink in the Hotel bar. As the evening became night she slipped
closer to me at the bar. I could tell she was about to cross the line so
I moved my chair away.
"Cindy we can't do this. One, I'm married, two I work with you and lastly
you're just not my type."
She was offended. "How am I not? I am very attracted to you Thom. Is it
that you know something about me that others don't?"
We had been drinking, a lot. "What do you mean by that?" I asked.
I had moved back closer thinking I had missed her say something and
looked at her face, but she had turned away towards the window.
She had spoken earlier about how most bosses were discussed by those who
report to them. The fact that she was a successful Ivy League educated
MBA also caused others to attack her character behind her back. We worked
for a firm with only a hundred and ninety employees and I had heard the
upper managers sometimes taking stabs at her success.
But now a woman ran the firm. The founder had recently passed away and
his wife Justine had taken control of the company. Her husband had died
of cancer several months earlier and Justine felt Cindy could do no wrong
and most of the time I agreed.
I could see that Cindy now had tears in her eyes. She told me how hard it
was always trying to be perfect. The other women didn't allow her into
their group and the men were terribly jealous of her success.
"To make matters worse I'm a transgender woman Thom."
This last statement was said so quietly, I had not clearly heard her and
I shifted closer again. She thought I was moving to kiss her. She turned
to me and kissed my cheek.
"Oh Thom I've wanted you for the past fifteen months," she was nearer now
and I don't know how but the next moment we were kissing.
She kissed me deeply as her left hand went to my crotch. Her statement
about her gender was lost to me at that moment.
- - - - - - -
My Ex didn't see how I could have slept with my boss. I didn't share the
detail about Cindy's sexuality, at first.
"It was harmless and I won't be sleeping with her again dear."
She had discovered a pair of panties that weren't hers in my suitcase.
"And anyway who are you to talk?" I said.
There were three misstatements in my one sentence; that night had caused
me to reconsider everything in my world a new, and I did sleep with Cindy
in Vegas and again weeks later, and lastly my Ex was no 'dear' any
longer.
We both had not been working on our marriage for almost a year. It seemed
that we weren't attending to the each other. A drift had occurred.
Sadness is somehow a part of every breakup but ours was safe and fair. I
thought that she didn't love me any longer and I had found out a few
weeks after the Vegas trip that she had been seeing a woman on the side
for some months.
"Lindsay gives me something you can't or won't Thom," she had admitted to
me.
This surprised me since she seemed to love cock. Yeah, well it turns out
it was more than just sex.
- - - - - - - -
After my return from Las Vegas I tried to minimize my contact with Cindy
but we worked together every day. One evening a few weeks after the trip
we were out with the others on our team celebrating the completion of
another important contract. Maybe I was a little hurt by my wife's
playing around but I stayed out too late. After the third or maybe it was
the fourth drink Cindy and I were the only ones left of our group.
She was wearing her normal uniform; a nice gray skirt that fell just
passed her knees, a white blouse beneath her jacket and fairly tall black
heels. These had a strap I have since learned are called 'slingbacks',
and her face was flawless.
"I need to get out of these shoes," Cindy said as we were standing and
she moved towards the bar.
"Here, let's grab these," I saw two bar stools and she sat on the one on
the right.
I remember thinking that we had stayed at the bar too long. Cindy started
talking and forty minutes later I knew of how she had come to her gender
changes. Shit, I knew about her undergarments!
"I wear a slightly boned corset everyday Thom. It's the worst part of
this, this womanhood I've selected, created, shit Thom you don't need to
hear this."
I smiled and said, "Why do you do that, I mean your figure doesn't demand
that you shrink your waist Cindy."
She laughed out loud. "And you would have slept with poor Cindy in Las
Vegas if I wasn't thin, I mean a model thin sexy bitch? Come on Thom. You
knew I was attracted to you, way ahead of my pass. Don't fib Thom. You
wanted to fuck me, though my 'surprise', I think made me curiously more
attractive."
- - - - - - - -
That Vegas night wasn't really as easy as she made it seem. I did share
her bed but she did most of the work. That night when I closed the door
to her suite Cindy had blown me with my back against the door. Watching
her suck my stiff dick was amazing. She has beautiful eyes and she looked
onto mine as she loving licked my cock. She allowed my penis into her
throat for god sakes! I came strongly. I watched as Cindy licked me
clean, and not a drip was missed.
"You seem to enjoy that, oh yes, you do," I moaned as she kissed the tip
again.
"Was it always that way, I mean you and blowjobs?" I asked.
She told me that she had developed a taste for dick but that cocksucking
was amazing. "The control and the joy of making a lover happy is special
Thom. After my first I became obsessed. There is a joy for me in the act
of fellatio."
I was with a woman who knew about sucking cock; it was a crazy blowjob. I
looked into her eyes as she licked and kissed my penis. Neither my Ex nor
any woman had ever been with was this full of passion for sucking my
dick.
Now it was time to sleep. Cindy had caused me to reconsider the nature of
femininity because she certainly wasn't a man. I could have just excused
myself, as my room was down the hall but there was something keeping me
near her, another element to her sexuality that was appealing. Her dress
was still hugging her curves and I smiled thinking of how easily I had
agreed to her proposed rendezvous.
As I rested sitting in a chair I watched this very beautiful 'girl' move
about the suite. I still marvel at her looks and manner. She was so sexy.
I didn't even think of what she had hidden below her dress. Cindy was a
woman, feminine and beautiful. Though I knew of her secret I still
couldn't see anything but a woman.
"I need to freshen up Thom," she said, softly closing the bath door. Then
a minute later the door slowly swung open and I saw her in her heels.
Cindy was backlit from the dimmed bath lights and she slowly stripped off
her dark lingerie. She kept my focus but I still could not see any sign
of her boy parts. Then she walked over to the chair and slipped to her
knees.
"I want that beautiful cock in my mouth again Thom," she slowly, I mean
really slowly since I had already blasted into her lovely mouth, she
sucked me off again. I hadn't come twice in an hour since before I had
married years ago.
After I came I closed my eyes and leaned back, wondering, could I now get
into a bed with her? I had to admit I was tried and I didn't feel like
walking to my room.
"Come on Thom, I won't bite." I looked at her and gave into her sultry
eyes and the thought of more sex.
She stood and though she was naked I did not look low as she took my
hand. "Sleep with me Thom. If you think it will make you gay then I will
understand. But it won't since I am a girl."
I stood at the edge of the bed as Cindy climbed beneath the covers. I
bent forward as I closed my eyes and I kissed her. Our tongue play helped
convince me. Cindy seemed so feminine as my hands moved across her
breasts while we kissed.
"See they are quite real Thom," she moaned as I rolled into her bed. We
hugged as we fell asleep.
I recall that I dreamed of sex, having sex with her; Cindy's ass was
wrapped around my hard cock, but my hand was holding her, she was on her
back and my dick was inside her bottom and I was holding her small penis.
I was fucking her. The image stirred me awake and I looked about
realizing where I was and saw Cindy sleeping quietly inches away. She had
made love to me and I hadn't even considered her needs.
Earlier she had offered, "Thom just having someone with me sexually will
be amazing," then I had shot my semen into her warm mouth, twice.
I studied her face as she slept so near. How different was this than
sleeping with my Ex? Cindy and I were slightly separated on the large
hotel bed. I could see her nipples, as the sheets were not covering her
breasts.
I considered getting up and dressing to return to my room but instead lay
back onto the pillow awake thinking of how befuddled I was. She was
actually more beautiful then my Ex, maybe she had to try harder to
conceal her secret. Being ultra-feminine was a part of her life disguise.
I knew her body was inches away and slowly I moved closer and carefully
pulled the sheet free without disturbing her. Her little penis was
slightly hard and why I did so I don't know but I touched her. She didn't
move or react and her breathing remained steady. Cindy's was the first
penis other than my own that I had ever touched. I looked at her clipped
little dick. It was about three inches long and almost cute for she was
nearly bare of hair. I rubbed the soft tuff of hair she had shaped into a
triangle on her mons and she rolled slightly.
I rolled onto my back and was alert for some time thinking of her gender
decisions, how she had remade her own world. Her sex was a bit
frightening to me because I had definitely been aroused at least once by
a cross-dressed woman. It was years ago when I was in New York and saw
these three 'ladies'. They were so blatantly sexy yet dressed as women,
dresses and tall heels, makeup and long hair. I started to get hard just
thinking of them as Cindy snored softly.
One of them had called to me, "Come on the wild side mister, my mouth is
as warm as any of those other girls."
I was alone and watched them strut down Broadway raising other people's
interest. I followed for a block or so but grew embarrassed and turned.
The taller one saw me and called back to me, "We won't bite."
Cindy had told me of how she had decided after college. Cindy being a
woman, I wondered if she thought of herself as a gay person as well
before her transition. I think those cross-dressers were comfortable with
gay sex. I had not shared the NYC sighting with anyone, not even my Ex. I
now recalled the Apple ad's for 'think different'; maybe there was some
history I was deeply repressing.
I recalled Cindy saying, "I felt so un-male Thom. I met a girl in my
economics class. She explained herself to me, her boy name had been
Charlie, but now she was Marie. We became lovers for a while. Marie was a
transgender woman who was planning to have a SRS within a year or two,
when she had the money saved. She decided to transfer to Yale; she was
quite good at mathematics. We lost touch but her thoughts and her views
of her womanhood somehow affected my own sense of self. I began the
process of understanding my gender."
This was earlier at the bar and she sipped her glass to pause a moment.
"You have been with tons of girls, right?" Cindy asked me.
"And you have never questioned how you fit in?" She paused for affect.
"Well there are many different paths to transitioning and mine was
difficult and started late but I knew I needed to do this."
Early the following morning in Vegas I had awoken to her sucking me to
semi-erect but I wanted to fuck. I had decided something about myself and
she deserved to be loved. My nighttime thinking and the dreams allowed me
to suspend judgment on whether I was having a homosexual affair.
"Ohh Thom, really? Oh please," Cindy moaned and rolled to her hip.
First I had to use my slick wet finger to relax Cindy's butt. My finger
was covered in saliva; there was no resistance at all as my long digit
slipped into her pussyhole. She was squeezing my finger as I pushed
deeper inside her bottom. I had most of my index finger inside her sexy
butt; I pulled free and then I pushed two fingers inside her hot body.
"Ohhh Thom, yeah, oh please fuck me!"
"Is there any pain Cindy?" I asked.
"No Thom, but I have used a lot of toys to tease myself and have orgasms.
The first rule to anal joy is, go slow, the second, use a lot of spit." I
moved into her hot bottom again with two fingers.
"Oh yes Thom, ohh."
Cindy was moaning as I pulled back and out. I then twisted my two
fingers, sort of twirling inside of her bottom while I moved in and
outward. My fingers were still wet when I shifted and pulled free of her
tightness.
"Come on Thom, don't you want to feel something incredible?"
The sun was coming into the room and she looked magnificent. I moved to
kiss her as I reached to caress her breast. "You are ready Cindy?" I
asked as I shifted to position my penis.
"Thom, yes, you are ready too, push the head of that great dick into my
pussy." I knew I was going to fuck her. Cindy was no longer looking at me
over her shoulder as I pushed slightly against her hole.
"Okay Cindy." I slipped a bit of my cock inside her sexy tight butt while
Cindy was on her right hip.
I felt her body open around the fat tip of my cock, she moaned softly as
my dick head was inside of her bottom.
"God yes Thom, be with me, yes that is perfect."
My hand moved to her left breast as I pushed slightly. I had enjoyed my
Ex's bottom but this was different. Cindy seemed to enjoy the
penetration.
"Fuck me Thom, slip your hard cock in deeper," she sighed. "Yes fuck me,
yes Thom."
Quickly I was fully erected and we fucked like school kids, well I didn't
pump too aggressively. "Oh Thom, yes, you feel perfect."
A few minutes later I came inside her ass with Cindy panting. "Yes Thom,
don't stop, yes, fuck me, ohhhh." I think she came but I could be wrong.
There was no messy stuff and her canal was moist though I hadn't used any
lube, only my saliva.
Cindy's ass had fuck me and I saw how much she loved it. She moved to
lick me clean and then we kissed. So to hell with what is normal.
- - - - - - - -
Our late Friday conversation had started at Happy Hour with the six
others. It was dark and past eleven when she'd asked me to her flat. It
was late but we had discussed her collections and I wanted to see her
bike for myself. Arriving at her small loft she showed me her amazing
collection of stuff. First the electronics and her old male toys; the
great Ducati motorcycle sat empty of fuel in the front space near the
door.
With a glass of wine in hand she said, "I want to show you my coolest
collection Thom. I have four historic ball gowns," she took my hand and
led me.
As we moved into her dressing suite I was a little apprehensive but we
were a bit drunk. There she showed me her wardrobe and something just
changed. The surprise was the number of gowns she owned.
"Where can you wear these beautiful dresses Cindy? These are vintage
right?"
She stopped and turned to me. "Not dresses Thom. These are gowns and why
right here you silly boy. I can dress anyway I choose to make myself
happy. Would you like to see?"
A bit later as we sipped the deep red Pinot that matched the color of her
gown that she had changed into she told me the history of the garment.
"Three different shades of her red-colored gown were made for Marilyn
Monroe during the filming of 'How To Marry a Millionaire'. This one is
one of the rejects. I had it altered to fit me. Miss Monroe's breasts
were a tad bigger. Strangely the hip and butt fit just right. How does it
look to your eyes some fifty years later?"
She was wearing a medium heel and I could see her lower leg only a bit as
she spun.
"The purple satin version they used in the film doesn't look as good as
this ruby red to my eyes," she said.
She was moving, dancing and I was dizzy watching from the chair.
"It wasn't free but I feel lucky to own it. It is in remarkable shape
given the satin is old. They rejected it for the movie and it was stored
in a box. The woman I bought it from on an auction site was one of
Monroe's attendants and she removed it after the film was completed. It
has handwritten notes on the inner liner. Want to see?"
She stepped close and Cindy pulled down the bodice exposing her breasts.
I immediately saw the scribble from the seamstress. Shit, my eyes were
fixed on her beautiful breasts.
"But couldn't anyone have added those notes?" I asked.
She smirked. "Non-believer! Doubting Thom! But how does it look on me?"
I looked to her face, than to her exposed breasts, her nipples were
hardening.
"Are you excited by the dress or me?" I asked Cindy.
She came beside me and grabbed my arm. "Well actually both but I sense
you're anxious being around all of this feminine stuff, correct Thom?"
She was more than a bit correct. Our previous sexual affair was quite
rudimentary. I hadn't been with someone for whom sex was so in control of
her life. Cindy's hormones had helped her with a beautiful yet medium
size pair of breasts. The drugs had also affected her penis; it was
nearly invisible. Sex meant I had enjoyed her blowjobs and I had fucked
her ass. She didn't like to refer to sex in that manner. To her the
opening was between her legs and therefore it was her pussy. Though tight
it was clearly different than the pussies I had enjoyed previously.
She had her arms about my neck as she swung about in the satin gown and
heels.
"Can I dress you? Is that where this is heading Thom? Care to paraded
about with me in a corset and heels, hummm?"
Strange but that was exactly what was on my mind. She had somehow cooped
my maleness and I couldn't get the thought of her beautiful wardrobe out
of my head! I had considered much since the Vegas trip and now I was not
willing to hold back. Seeing Cindy in the red Monroe gown was too much
and I stood considering her request.
"Thom we can." She came and looked at my face. "but have you ever done
this, really dressed before?"
I told her no. "What have you in mind Cindy?"
She walked me to the bath. "Get out of the suit and use this." She turned
on the shower.
I stepped naked with the razor into the warm shower. "How can I do my
back?" but she was there with another shaver. Ten minutes later I was
drying and felt the tingle of my smooth skin.
She handed me the small beige pants. "No that is a panty, Thom, almost a
girdle. Slip it on please."
The questions I considered were swept away by the arousal the process was
causing.
"Can I help you with that." Cindy pointed to my stiff penis.
A minute later I released into her palm. "Now we can get down to business
Thom."
I had not considered what was happening but it was true that there was a
desire.
Cindy spoke of her own first time. "I was barely out of high school but
my mom's full body girdle just looked interesting. I ruined the hose' she
had left to dry. I never told her and she never asked me about them. A
year later I left for college and began my transition."
Looking at Cindy holding a wig I wondered and then she turned me towards
the mirror and saw the wig settled onto my head.
"Almost there Thom," Cindy said softly.
She quickly adjusted the hair and I looked at the reflection.
"Wow, oh Cindy what have you done?" I saw a woman. It was me sitting with
Cindy just at my shoulder. I saw the bra straps and the face, full of
desire and a smile. She had made something new of me. I looked up and she
saw my eyes. She bent and hugged me.
"Now the dress."
I stared and thought of the girls I had seen in New York.
"There Thom, you do look feminine, stand please." And we both saw the
affect of the shape wear. She took me into her dressing room and it
began. The night would change me forever.
The late Friday night with Cindy ended with me not getting home until
nearly six on Saturday morning. My Ex was asleep but I caused her to stir
when I sat softly on the edge of the bed. She turned and slightly opened
her eyes without truly seeing me.
"What time is it Thom?" she sighed as she rolled over onto her right hip
and again closed her eyes without noticing how I was dressed.
"You smell good Thom. What are you wearing?" she quietly said but still
did not focus on me.
Cindy had dressed and prepared me all night and had applied White Linen
on my neck and wrists. I didn't answer but stood tall as my Ex became
alert.
Cindy had helped me shave my legs and crotch and she had sucked me off. I
had participated in this full feminine experience though I could never
have done so on my own. Having her direct the process seemed fun at first
but my arousal grew as the details were manifested by Cindy's magic. The
panty girdle held my dick back and hidden. Even as aroused as I was I
could not become erect.
"Perfume?" My Ex said as she turned back now to look at me, she saw me
and bolted up in the bed. She was wearing a beige nightshirt.
"What the hell? Who's clothes are you wearing? A wig and jewelry?"
She jumped to her feet. "Thom what the fuck! What the FUCK!" she screamed
and walked nearer and away from our bed.
I was wearing what Cindy referred to as an ultra corset. Together with
her waist cincher, which was beneath the corset; the taut pair of support
garments had taken Cindy nearly an hour to get my tummy flab down to a
twenty-nine inch waist. The support combination allowed the size-ten
little black dress to look pretty good on my body. The nude hose' and
Cindy's makeup work together with a long natural wig in soft blonde
completed this vision that I presented to my Ex this early Saturday
morning.
She had slipped back to sit on the bed edge as she wrapped her nightdress
about herself.
"How did I miss this Thom? That you were dressing, I mean what the fuck
Thom, I mean like this?"
She just sat looking at me but her face wasn't red with anger like I had
thought might happen. I hadn't expected to actually go through with
Cindy's plan. But as the night progressed and I saw the woman she was
creating I got quite excited. Our relationship was nearly over and now I
wondered. What was my Ex thinking as I stood less than four feet from me
with her near nakedness?
But the look on her face had shifted. "I guess you did what you were
intending Thom. I'm so shocked I can't think of an appropriate statement,
well other than-"
She paused and then stood. "No, I'll be honest, you look remarkable Thom,
or is there another name for this 'Lady' in my bedroom? Did you."
She started a statement but changed her thought as she stood and paced.
"What the fuck, you expected me to run, to throw you out?"
I had the ride over to consider what her reaction would be. What did I
want from her? It was complicated. I felt anew, not anything like the
person ' Thom '. Therefore, I wanted her to be surprised but I had
expected revulsion because in my head there was a perverse joy in causing
her some hurt. She had left our bed for another, though I had no proof.
Clearly she wasn't responding like I had expected. I stood tall in
Cindy's three-inch heels with the posture that Cindy had taught me; my
faux breasts pushed out and forward. The silicone falsies were the lead.
I caught a glimpse of myself in the mirror and smiled.
She saw this. "I see you are happy with yourself, the waist does the
trick, but your face is becoming, for a man wearing a dress."
I told her it was okay for her to mock me. "I can't tell you why I did
this last night but now it feels right."
She had stepped back toward the bed but paused and stepped closer now and
her fingers touched my dress. She felt the support garment beneath the
fabric at my narrowed waist.
"I figured there was a corset, but still. You've got a figure. Has my
lack of focus allowed you to lose twenty pounds?"
Now standing at my side in her bare feet meant she was shorter than me in
the borrowed heels. We were actually very near the same height. Cindy had
tightened the laces of the cincher three times over the hour that I had
sat while she had applied the foundation to my face and neck. As my body
had adjusted and she finished with my face we had worked the ultra over
my hips and tightened the strings.
"Can you turn for me sweetie?" my Ex asked with a soft voice as she
settled back to the edge of the bed.
Her tone now shocked me but I was strangely enjoying her looking at me,
at the 'woman' in her bedroom.
I did as she asked but missed a step and almost fell atop of her. She
caught me with her left hand and then ran her fingers about my hips.
"It's quite an impressive outfit Missy. Did you have help?"
As she said this her fingers came to the back of the dress and she felt
the tight corset strings. As she took in the details I thought more
clearly about why I had decided to follow Cindy's suggestion. It was at
first a desire to try something quite different but it became somehow me
as I witnessed the transformation. It astonished me and baffled my mind
that there would be a female within me and Cindy could root it out from
the deep part of me.
"How can you breathe?" my Ex asked. "Maybe you've had your body modified
without my knowing?"
Now her fingers explored the tight garments concealed by my black dress.
"Oh Thom, you've had to have had help to get your waist this small!" Her
hands held me at my narrow waist.
Getting the ultra on seemed easy until Cindy began to pull on the special
wide laces. This corset did the true trick as it held the silicone breast
forms in the bra cups. I had sat quietly as my body adjusted and Cindy
applied the mascara and eyeliner. She even adjusted my eyebrows.
I stood watching my Ex quietly wondering when her rage would rise but she
seemed to be enjoying me this morning. We had not had sex in over four
months.
"I must say that this Saturday surprise has me excited. Can I assume that
you're also admitting that you are having an affair? With that bitchy
little boss I'll bet. What's her name?"
I simply said, "Cindy," and stood tall in my sexy heels.
"Give me ten minutes to get ready and we'll run out to get some coffee.
My god I think you can pass as a woman. Anyway, it's a bit of a test, for
me at least."
Cindy had thought so as well, after the shave and working on my face for
over an hour though. It had been the wig that convinced me that I might
not look ridiculous.
Once we were in my Ex's Camaro I became a little uncomfortable with her
plan.
She looked at my sexy legs as she turned the key. "You've always had
great legs but shaved they look stunning Missy."
I felt I looked okay, but I didn't really have a clue; and then I
realized as she moved down the road that I was overdressed for a Saturday
morning in the borrowed LBD and heels.
"Tell me how you came to the decision, to dress, I mean to play correct?
With Miss Cindy all night?"
I now wanted to have her turn the car around and asked her to do so.
"Please, let's just make the coffee at the house."
She giggled. "No way Missy. You and me are going to have a fun day and I
need you alert. Besides, I want to hear you order the Grande and a Venti
for yourself."
When we arrived she turned off the car as I started to get out. "Sorry
Thom, you do look remarkable but there is no way I will let you present
yourself dressed quite yet. You need a lot more coaching and other
details settled. I'll be right back," she slipped out giggling.
When she returned with the two coffees she volunteered telling me of her
affair.
"Yeah, I've been letting a woman fuck me for almost three months. She is
quite pretty but she is somewhere between a full stud and a chapstick
dyke. She treats me as her pillow, but a femme too, she knows how to love
a woman's body quite well. I've come to realize I like sex with women
Thom."
She handed me the hot brew and giggled. "But you've known that since we
met. Wow, now I'm married to a true femme huh?"
I considered this a moment; she had been with several women in college
and I had been told by her of the joy that my lips and tongue brought
her, 'almost that good'.
The car speaker indicated that she had an incoming call; 'Lindsay' it
announced.
"Please dear don't take the call," I asked.
She shushed me as she hit the steering wheel control button. "Yes Lover?"
The speaker was quite clear. "What time after two did he get home?"
"Lindsay I shouldn't talk right now? Not here at least. Can I bother you
to come by the house, say near noon?"
I couldn't say anything now to stop her but I could simply leave before
noon. Shit I could simply change out of my dress.
The voice on the call said, "Sure, anything important?"
"Please Lindsay, can we talk at the house?"
Just then the fuel light came on the dash. She quickly pulled over into a
station.
"Lindsay, I mean, please, I have got to take care of something with the
car. May I please say goodbye for now?"
She hung up and turned to me before getting out to start the pump
working.
"You will have to decide Missy. I think my girlfriend and I could enjoy
your present situation. You need to understand Thom. You and I will
surely be meeting with attorneys on Monday if you runaway. Could you
allow me to understand how committed you are to the outfit? To the way of
life that a transwoman lives?"
I moaned slightly and turned to look out the window. This was not what I
had expected but it was going to happen.
She asked. "Has your little hole been penetrated?" She was out of the
Camaro now but she had lowered the windows.
"Are you on a hormone regiment?" She talked as she filled the gas-guzzler
and chuckled as I sat listening to her with the window down. Her face
told me something. She was enjoying this way too much.
Looking into the open passenger window she mentioned my legs. "Those
aren't pantyhose."
I turned and glared at her and started to explain but she had moved to
the driver's door and sat back behind the wheel.
I then said, "It's a bit of a lark, and no I'm a virg, Shit! What am I
saying?"
She laughed. "Liar, you have been fucked. I couldn't have made this up
Thom and now I'm going to enjoy you, I mean Lindsay and I will enjoy
playing with you. At least for the weekend Missy but you need a different
name."
She paused. "Maybe Melissa?"
Once back at the house she suggested that we inspect how the tightly
wrapping corset was doing. She saw the affect. "Let's release these
strings for a few hours Melissa."
First she showed me how to get out of the tight dress without damaging
it. Then I slipped the chemise off of my shoulders and it gather on my
hips,.
"Yeah, nice legs and a great butt Missy."
The chemise slipped over my hips with her help and fell to the carpet.
She slowly untied the back panel strings of the corset.
"This is quite a garment. It must have been expensive Melissa."
Continuing with the lacing she said, "I don't want you to faint dear. Sit
on the stool Missy."
Once the cincher was also released she directed me to breathe shallowly
for few minutes.
She review the corset. "Oh yeah, this is a five hundred dollar one.
Cindy's I assume?"
I nodded as she stepped to the closet. "I'll see if I can find another
outfit for you. That sexy tight dress isn't called for until this
evening. Maybe we will all go out to Lindsay's favorite dyke hangout. You
would fit, well, I will have to help you with a fresh face okay?"
She explained her rules for today as she went about her search.
"You will cooperate with Lindsay and then I will agree to a simple no
contest divorce that you will recover from. If you hesitate then we'll
have to get really good lawyers and we will throw serious money after
each other. By the way, my Lover has a few requirements of me that you
will be allowed to witness. Nothing too kinky but she is allowed to
direct me and therefore now you as well. She may want to fuck you
Melissa."
She came to my side and hugged me.
"The afternoon could be very special for my new girl," I saw an honest
smile on her lips as she closed her eyes but my face must have alerted
her to my negative feelings of that thought.
"I'm not sure we can stop her Melissa. She fucks my ass at least a couple
of times a month. By the way she hasn't had a real cock for almost five
years."
She went about rummaging through her wardrobe and within a few minutes
came into the bedroom with a simple wrap dress and a pair of wedges.
"What size are your feet? We're not quite the same height."
Kneeing on the carpet she said, "Look at this Melissa. The three-inch
wedges will fit. That will help with the more casual wrap dress. Maybe
Lindsay will want to go shopping."
Wearing just my undergarments she suggested that we both could use a few
hours rest before the new adventure began.
"Remember, if you cooperate I won't empty your little account sweetie."
I slept soundly, but failed to awaken when she did before noon. I heard
the door to the second bedroom open and looked up to see my Ex in an all
black lingerie outfit and heels standing next to a very tall blonde.
Lindsay was younger, about thirty and wearing her bleached blonde hair in
a ponytail.
Lindsay spoke first. "You could have let me know we'd have the company of
another 'female'. I will have to punish you both for that infraction,"
she giggled.
Lindsay came closer and though I wasn't afraid I was a bit timid sitting
in a bra with silicone falsies, a garterbelt about my waist and nude
full-fashion hose'. The corset was lying over the bedpost. My wig somehow
wasn't a tangle and I brushed the hair away from my face. My panty girdle
was doing its best to conceal my semi-hardness but my face was a mess.
This woman was strikingly beautiful and she walked to me, reaching to my
chin and she looked at me. "All girls know to remove their face and brush
their hair before bed. I don't see that you've ladder your sexy hose'
though. Come on girl, get up Missy. We have loads to talk about," Lindsay
said.
I was excited that this other woman seemed to be supportive. My Ex's
lover was almost as interested in my dressing as Cindy had been last
night. Lindsay didn't seem revolted by me. Several minutes later I was
standing naked. Her review of my body was sharp.
"You have too much hair on your mound for a girl but the legs and back
are clear. Did your friend Cindy shave you?" I nodded yes.
So began my afternoon as Lindsay and my Ex re-dressed me. There was no
longer anxiety as these two were enjoying their work.
"Maybe a little tuff here would look best?" Lindsay was skilled at
clearing my butt cleft of hair. After the shaving of my arms, fingers and
toes Lindsay asked. "How does Missy's voice sound?"
I was asked to say my address.
"No, no no, too fluty. Don't do a falsetto Missy."
"And did you have Missy cleanse herself?" Lindsay asked.
An hour later I stood at the mirror wearing my wife's wrap dresses as my
Ex reviewed and adjusted my makeup. The corset seemed even tighter than
this morning. Lindsay was behind me fussing with the medium length
brownish colored wig.
"It's not brown Missy. This is dirty blonde," Lindsay said.
Lindsay seemed to be completely in control and she spoke as she stepped
close to position the clip-on earrings.
"Yes dear we are heading to Nordstrom's for some other outfits for
Melissa. I want to wear my leather pants tonight. Missy will need a pair
as well," she said to the room and my wife smirked.
The earrings got tangled in my wig.
"Oh, and can she borrow that small plug I gave you last month? She simply
must be aware of her position."
She struggled to get the metal toy between my cheeks. With some type of
lube the small thing slipped in. I had never had even a finger in my ass,
but I just let it happen. When the toy was in-place Lindsay announced.
"Let's go on a bit of a spree for Melissa!"
Though it was difficult at first I negotiated the three-inch wedges on
the various surfaces, pavement, carpet and stone. I tripped twice but
somehow didn't fall. After shopping for the five outfits, including two
dresses and the leather pants we stopped for a small lunch but I was told
to keep quiet. They spoke of their new plans as I plotted a legal case
for a divorce.
Lindsay spoke with her lover while I nibbled at the small salad.
Speaking to my Ex Lindsay offered. "A divorce can work since you will
come live at my flat. I'll have the furnishings changed since the size of
your wardrobe is substantially larger than mine," Lindsay smiled.
"Your wife and I have plans for you tonight Missy. Have you ever slept
with two lesbians?"
Back in the car Lindsay stated the facts.
"Missy you will be moving out very soon. Your role in our relationship
will be unique for this weekend. Don't assume we will want nor need you
around a week from now."
My Ex said with enthusiasm. "Let's take Melissa to get her nails done
though Lindsay. I would enjoy watching that. May I make a small video of
the process?"
They were comfortable at the salon but I sat quietly through the hour
being told how poorly I'd treated my assets. Lindsay told me to not
protest or there would be shame involved.
The technician said, "She's may be from overseas but these are the worst.
Luckily her hands are quite petty and with work I can help her."
The tech used the deep mauve color Lindsay had selected for my fingers.
Lindsay came into the changing room to help me remove the hose' so that
the nylons wouldn't be damaged. She giggled watching me resettle my balls
as Cindy had shown me the night before. The tech then applied the color
to my toes. I closed my eyes and just listened to their banter. The
tech's work was new to me and sensual. Though Lindsay laughed when my Ex
shared the pictures I thought my toes looked good.
Lindsay swore. "Just an overnight? No way Missy, you were meant to be a
girl!"
As I suggested, last night something had rolled over in my mind and
though Lindsay's statements were intended to embarrass and hurt me,
somehow they didn't. I wanted to get back to the house after the
treatment. My Ex had humiliated me and I still had her small toy in my
ass. The new acrylic nails were only a quarter of an inch long but they
still caused every action of my hands to be considered. I prayed that
they would take me home; I really needed to pull the plug out of my butt.
With each step I was reminded of the position of the toy. The irritation
was offset by the feeling of the taut straps holding the hose' in-place.
I didn't get my wish.
Instead they stopped at a shoe boutique at a second large Mall and I was
fitted with my first pair of stilettos and a pair of open toe heels.
"She's a lucky girl, a size eight and at her height, that is not
typical," the saleswoman said.
Lindsay insisted on two additional pairs. That's how I had learned they
were known as slingbacks and sandals.
"Missy will wear the pumps home," Lindsay said and turned to me. "Missy,
a good heel is more expensive but they are easier to walk all day in.
"Her practicing the strut will be fun to watch," offered my Ex.
I wondered if the saleswoman had read me but Lindsay eliminated any
doubt.
"Thom, oh I meant to say Missy, is so tall in those sexy heels. I hope we
can get him home without a problem."
I was barely taller than my Ex but Lindsay still had more than two inches
on me.
They enjoyed my humiliation but it was short lived. The sound of our
heels on the terrazzo floor of the main hall had attracted the attention
of three high school lettermen. They didn't seem to notice nor care if my
name was Thom. They saw only three sexy women and whistled loudly.
"That was a good thing for Missy to realized," Lindsay stated as the
three moved passed.
"Most men could care less if you have got a vagina. There's someplace to
put their meat regardless of gender."
Her thought caused me to see what I was doing with them differently.
Cindy's dressing me had changed me and I had begun to think of how
affected my world could be. Maleness was not easily cast off but with the
help of Lindsay I had passed around other people, even the sales woman at
the shoe store had not read me. I smiled to myself. But was Lindsay
implying that I had been read and the boys were as queer as me or was she
supporting my sexual secret? I realized at that moment that she had a
plan to share my virginity.
Lindsay snickered. "Let's get home and shower my girls." My Ex just
turned and smirked.
I think we had a pretty good sex life before she had wandered off with
her girlfriends but we had never done what Lindsay and her did with me
that night. It was their pampering and tenderness that allowed me to go
along.
"Missy is about to become a lesbian," Lindsay sighed as she settled
beside me on the bed.
My Ex corrected her lover. "Not really Lindsay, she is trans now."
Lindsay smirked and spoke over her, "Whatever," as she moved up to kiss
me.
They had both swooned and cared for me and now I lay on my side with
Lindsay's hands on my hose' covered legs. Cindy had told me of her own
ass play and now I was about to participate in the girls sex play. I
watched as Lindsay and my Ex kissed, Lindsay's fingers stimulating her
lovers nipples. In the candlelight they looked sensual and their naked
bodies caused my arousal.
"Missy, girls kiss and caress each other but sometimes we need to be
penetrated," her hand moved to my Ex's mons and her fingers disappeared.
The loving was serene and focused. Lindsay moved to lick her lover's
pussy as my eyes widened. My Ex moaned with Lindsay's hands now caressing
her breasts and her tongue playing at her vulva. The pussy kiss began
slowly, Lindsay's mouth lovingly licked the pussy I knew but the scene
became intense quickly. I had difficulty seeing in the dim light but
their arousal was clear. Her hips moved across Lindsay's face as her
climax began.
"Oh yes Lindsay, there, don't stop, yes, yes, ahh, ahhhhh," the scream
caused me to shiver. She had never been loud in bed before. Her breathing
was fast and her legs appeared to squeeze tight around Lindsay's head.
"When one knows how, a woman can cum quickly Missy, I hope you were
paying attention," Lindsay signed. I saw the moisture on Lindsay's face
as her lover pulled her into an embrace and they kissed for several
minutes.
Turning towards me I saw the dildo attached to Lindsay and she moved
across the bed to lay beside me. "Now Missy, we can show you how easily
your body will respond to a patient lover, roll to your hip."
My head was on the pillow as Lindsay and my Ex moved closer and gently
kissed me. It was not like their own kissing but it calmed me. I saw
Lindsay shift down and her tongue licked along my bottom.
I relaxed as Lindsay's finger prepared my bum for her toy while my Ex
silently watched sitting by my other hip. The closely shaved skin between
my legs was smooth as Lindsay's finger played with the 'twinkle' that she
called my hole. I looked to see that my Ex was holding a slim black toy
as her lover pushed her finger tip into my bottom that first time.
I closed my eyes, I could just leave and stop this but something kept me
quiet. It was a new scene to be in bed with them, these two lovers and
the night was so erotic to me. I watched Lindsay moved back to kiss and
tease my Ex. I hadn't spoken a word of protest. Lying on my back I was a
willing receiver as Lindsay return to kiss my bottom. Clearly something
had changed in my head. This was more than putting on tights and a dress.
Lindsay was going to fuck me and my Ex would watch me be fucked. I saw
the fleshy strap-on at Lindsay's hips.
"No Missy, this one is only for my lover. You are a newbie, and besides
you couldn't handle this dick. We wouldn't want to hurt you."
"Ahhh, ohh ahh, Lindsay," I moaned. Her fingertip seemed to enter easily
after the plug.
"Many girls love ass play Missy, this night may help you appreciate the
orifice between your legs," Lindsay leaned forward and whispered into my
ear as her fingers rubbed across and around my hole. "If you were not
dressed and made up I would call this pegging, but tonight we are three
women loving each other."
I cried out in surprise, "Ahhh!" as her long finger pushed inside me
passed the knuckle.
"Don't be a baby Missy, there is more to come." But for several minutes
Lindsay's finger remained still and I turned to see her and the Ex
kissing each other again as my Ex's fingers played inside Lindsay's legs
beneath the fake cock. How it happen I can't explain for my attention was
on their sensual kiss, but Lindsay's long finger had slowly slipped
completely inside me. I felt her twisting it slowly. I had easily allowed
her to penetrate me.
"It's all timing and distraction Missy," Lindsay offered as she now held
the slim dildo. "and having narrow fingers. Will you be a girl for me
Missy?"
I watched her reflection in the wall mirror as Lindsay kissed and licked
my bum and then my Ex applied some lube to the thin dildo. I anticipated
some pain but again Lindsay used her toy slowly and the faux dick moved
into me.
"See Missy, you do like a prick inside there huh?"
I looked at her and then my Ex, but tried not to knowledge the statement.
"Then our night is perfect. A woman was born here."
She wasn't aggressive with the toy and within a minute I had ejaculated
into the thong panty covering my dick. It revealed something new and
unique to me. I watched and a few minutes later Lindsay positioned her
strap-on at my Ex's pussy. Slowly she pushed the cock into her lover. I
saw that my Ex had closed her eyes as she was fucked. Their lovemaking
continued through the night but I was simply an observer as they licked
and rubbed their bodies together. Twice I was awakened by the sounds of
their lovemaking.
Much later, beyond midnight, Lindsay came to me on the large bed as my Ex
slept and she slipped her fingers inside the thong and took hold of my
penis. "She used to need this but I know there is a new way you want sex
Missy. I will be there for you when necessary."
- - - - - - - - -
By the following weekend I was out of the house I had rented with my Ex
four years ago and into a small apartment. During the months since our
divorce was finalized I had found the historic home I now owned. Because
of the crazy way I started this new life I had decided to minimize my
contact with Cindy and any other friends.
Except for Lindsay. She hadn't been good to her word that first
afternoon. She was living with my Ex and still in a relationship with
her, but Lindsay just liked dressing me. She maintained a near sexual
relationship with me as well. We had sex only twice, three times
including her giving me head, since the time with my Ex that first
weekend. Our relationship continued until I had nearly finished the house
renovations. I had come to realize that I was becoming more independent
and I didn't feel the relationship was mutual any longer. Over those
months her lessons were essential and I thanked her.
"I hope you still care for my Ex because you may break her heart if you
leave her Lindsay," I said.
We hugged after sharing a bottle of Meursault in my newly painted living
room and Lindsay said, "I still need her Melissa."
Part TWO
So that is how I have come to this special weekend. My world has been
dramatically altered by my decisions and my new chest has healed nicely.
I feel I am ready for a new phase of my life as a woman. I decided
immediately following the divorce that I wanted to determine who and how
someone shares my life. Being left and failing at the marriage had
affected how I saw myself now. Cindy might have initiated the changes but
I have accomplished this for me, and I was now Melissa.
On the morning of the event I had a special beauty appointment. The staff
of HersSoftly would touch up my hair removal and pedicure, as well as
attach my blonde wig to my short real hair by lacing the human hair wig
into place. Next week I would return and they would remove it. Sheila did
my hair and I was back home by eleven to complete my preparations. Gloria
was going to help me dress and possibly more but I wanted to have a
simple lunch before she arrived.
Earlier that morning I had left the new set of Simone Perele ivory French
lingerie out on the bed together with the Lazulie hose' in nude and the
ivory Primula silk chemise. Having completed my preparations I heard the
bell and slipped on the mules and my white robe.
"Gloria, thank you for being on time. Please come in and join me for a
glass of champagne and let's speak for a few minutes."
She was lovelier than the images and her hair was perfect, a foil to my
soft dirty blonde but hers fell about six inches further along her back.
"I will need help from you in every possible way this afternoon," she
moved close as I said this.
"I will fulfill all of your dreams Miss Melissa," her hand came up to
push aside my robe and she dropped down to her knees.
"First Miss Melissa, a lady must not be full of cream."
Her tongue touched the tip of my soft penis just as her long finger
slipped slightly across my bottom rim. As she licked along the soft tube
of my sex she pressed more firmly yet her finger did not penetrate me.
Her expert tongue moved to my tip of my body and then slowly she allowed
my sex to enter her warm mouth.
She eased off as my little thing became stiff and she moistened her
fingers.
"Your body can enjoy this moist part of me Miss Melissa," and she
captured my member within her sexy mouth again.
Her long index finger slipped along the edge of my tight butt opening. I
felt the tip of one finger testing the taut ring of my maidenhead. I
sensed the slight moisture from her mouth on my bottom hole.
"Can I lick you? Can I push my fingers inside of you Miss Melissa?"
She continued to tease me for a few moments. "Inside here is so warm Miss
Melissa," I gasped as her long finger entered me to the first nub.
"I love your subtle touch but I wanted this to happen, " her finger
played my bottom. "but I would like us to move, up in the bedroom, "
I reached back as she pulled her persistent finger from my hot ass.
"Let's go upstairs," I sighed. "and I'll show you the rooms we will use.
Oh my god, you really do that well, Gloria, wow," again she had pushed
into my bottom. "but let us move, "
She paused her tongue play as I persisted, but my voice shuddered from
the exhilaration. "there, oh god, we will see what we can do with each
other."
I turned and was looking down into Gloria's eyes and glimpsed her
d?collet? and I reached to help the auburn haired beauty to stand. She
kissed me immediately.
"Come with me, Gloria your tongue is exceptional."
On the stairs she reached and touched my derri?re. "I love your bottom,
such a wide butt Miss Melissa," I felt her hand caressing my cheek.
"Humm, thank you. " I whispered. "I am enjoying you Gloria and your very
long fingers do touch a girl just so," I paused and she came beside me
and our tongues met and played.
At the top of the stair I told her. "Afterward I will need to familiarize
you with the Living Room, the cameras, and the wine. Turner won't be here
for hours though."
She turned and saw the camera and tripod. As she walked toward it she
chuckled. "I've used this type before."
I had the two cameras set up. "We'll review the operation a little
later," Gloria said for she was back on her knees and her tongue
moistened her fingers. "you are determined Gloria, ohhh. "
- - - - - - - - -
My sexual affair with Lindsay while I was transitioning had been mostly
for her pleasure. Previously I had believed I was good at making my Ex
climax but Lindsay showed me a new level of attending to a feminine
orgasm. She had carefully instructed me on how to attend to a woman. She
showed me the delicate female kiss and the patience to allow your lover
to orgasm with long foreplay. Even as she minimized my sexual release and
contact she had me between her legs and licking her bottom. Her lessons
were more general but were focused on reducing the 'the Thom-ness'.
"Think of my clitoris as a very tiny penis Missy, treat mine gently," I
was prevented from arousal by a taut panty, really more of a girdle she
insisted I wear.
As I had elected to change my gender I allowed her input. Her help was
welcome. She seemed to find the time to visit with me as many as three
days a week. "But Lindsay what of your other?" She would not speak of my
Ex when she was with me.
"Melissa, you require my attention. I will fuck her later, tonight, don't
you worry. Do you want to come a watch us? You enjoyed it that first
weekend right?" I had enjoyed watching them licking and kissing, probing
and entering each other. Their lovemaking was sensual and wonderful.
During this period Lindsay had helped me change how I dressed, how I
walked and moved, even how I ate. This was so beneficial, though unsaid,
She also taught me to excite her mind as well as her body. She
recommended that I read all of the Austin classics.
She also helped me shape my body and my wardrobe, my collection of
undergarments and shoes was wonderful. Her best decision was hiring a
voice coach for her 'Missy'. Later I found out it was actually my Ex's
suggestion.
Full hours were spent with me learning the details of her pussy and ass.
During this period she had never allowed me to put my penis inside her. I
slowly became less responsive as the meds affected my body and mind. This
caused her to arranged for my facial surgery. It was minor but the
affects were astonishing.
Afterward she explained. "If you thought I would allow you to become
haughty Missy you're crazy! Now see what has happened. You will never
pass as a boy again. That