Alexa Chapter 13 Lawyers and Love
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Young Lawyers in Love
By Kristina Evans
Part I Discovery and Transformation
Steve and I were knocking some beers back in our apartment after
a rough week at work. We were both young fledgling lawyers
trying to make it in the Big City. Living downtown is pricey so
we decided to share a 2-bedroom apartment to share the rent
until we could get some big bucks to get our own places. First
jobs were usually not the best paying but are needed to move up
to good jobs in a firm. I met Steve at a bar where lots of the
lawyers and Wall Street types meet. We got talking and got along
fine so we decided to get this apartment together.
Sondra, my girlfriend of 5 yrs. through pre-law and law school
had recently dumped me for a new guy in a big firm. She said her
tastes had changed and she wanted to experience new things in
life. I was convinced it was because I was a skinny white boy
who looked like a kid in a suit rather than a big hunk like her
new lover. At 5 ft 8 inches and 155 lbs, I was not a catch to
the ladies despite my law degree, stellar BAR exam and ambition.
My roommate, Steve, was more of "real man" as Sondra used to say
and she frequently flirted with him. He is 6 ft 3 inches tall
and 190 lbs. He used to play rugby in law school and is still
quite athletic. I work out a bit to keep trim and in shape but
am not into rough and tumble sports like he is.
On this particular evening, we were watching some show on cable
about transvestites and she-males. It was quite interesting. You
could not tell some of these sexy chicks were really guys at
all. Steve, was a bit loaded, and was thoroughly glued to the
set. He said that he had to admit having sex with a beautiful
woman who was really a man would be an unbelievable experience
and admitted having fantasies to this effect. I had never pegged
Steve for being gay or even bisexual. He was in the Navy reserve
in the JAG corps for crying out loud and he had lots of dates
with hot women. In fact, I wished that I could get some of his
leftovers. I was astonished by his honesty but did not say a
word.
He went to the fridge for more beers and stopped in his room to
get something to show me. He dropped some porn magazines in my
lap. They all were about transvestites and she-males. I perused
them quickly and found that some of them had pictures of
ordinary men transforming into glamorous women and modeling
various outfits while others showed them engaged romantically
with men. I said "Wow, these girls are gorgeous". He agreed
enthusiastically and that he had been thinking about meeting
some on the Internet and seeing if something could develop. He
wanted to know if I was interested in meeting and potentially
dating a hot TV too. I said that I did not think so although I
did ask if I could look at his mags to satisfy my curiosity. He
finished his beer and said OK and then went to bed. I don't
think that he really wanted to confess that he had these
fantasies but the beer had loosened him up. I had not acted
shocked or judgmental and I think that made him at ease to share
his secret desires.
I stayed up for quite some time that night. First I read the
personal stories of TVs and why they did this and how it made
them feel then I read stories about TVs going on dates with
other guys. I found myself particularly attracted to the stories
that were written from the TVs perspective and I had to admit I
was very intrigued. I logged on in my room to the Internet and
found a whole world out there of transvestites on line. They had
web pages of themselves and their stories. I found some TV
fiction sites and could not read enough of them they excited me.
I fell asleep in the early hours of Saturday morning and awoke
at dawn after a most remarkable dream. In the dream I had
transformed myself into a sexy woman. In the dream, it felt so
right, so wonderful. At the climax of the dream, I was being
held by my roommate, Steve, in his arms and loved it there was
not the slightest feeling of hesitation or aversion. I remember
opening my lips to kiss his mouth and felt intense
disappointment when I awoke. I found that I had cum in the
sheets. I had not done this since I was 13 years old. As I lay
in bed, I masturbated again and again with this irresistible
fantasy of me dressing up as a woman and making love to this
handsome man. I had never thought of myself as gay or bisexual
but this fantasy was unbelievable in its power over me. It
squelched out that little homophobic voice in me. I clearly
wanted to experience life from a woman's side with a masculine
man and Steve was that man. I decided then and there to make
this fantasy come true for me, and for Steve in the process.
That Saturday, I saw Steve in a new light. I saw him as a
sensual woman sees him: tall, muscular, strong, smart, gentle
and absolutely hot in a suit and tie. There were absolutely no
second thoughts about what I was going to do. Fortunately, Steve
was going to go on a business trip that Monday with his firm for
a couple weeks. He would return on a Saturday afternoon not to
find his skinny male roommate, Mark, but to find Kristina, a
sexy lady lawyer who wants to be treated like the gorgeous lady
that Mark had become.
After Steve left, I went shopping. I bought a beautiful
short-skirted gray suit, belt, white silk blouse and black
patent pumps in my size. I was practically trembling when I
picked these up but the cashiers did not even blink. I ordered
some cross-dressing supplies from an Internet supplier including
a couple of wigs, makeup, jewelry and glue on silicon breast
prostheses and a padded body shaper. These items were expensive
but cost seemed to be no object to me. For grins I also bought
a corset and garters, a frilly apron and a hot French Maid
uniform that came with an attached petticoat.
I tried everything on and they fit perfectly. I practiced
walking, talking and sitting like a lady and was amazed at how
well I looked and sounded. I decided, however, not to do the
complete transformation until the Day of Steve's return to make
that so special. Boy, would he be surprised! In the interim, I
studied all I could about cross-dressing transformations from
stuff on the Internet. I even found a site that could help me
develop and practice speaking with a feminine voice!
On Friday, Steve called to say he would be in by about 4 p.m. on
Saturday. I told him in my matter of fact Mark voice that maybe
we could go out for a pizza and brews when he came back so as
not to plan anything. He said OK. Saturday could not come quick
enough for me! I had all of my supplies in my room and had
purchased condoms and lots of lubricant. I practiced sucking a
banana to get in the mood. I still could not believe I was
feeling this or going through with this but again had not the
slightest inclination to abort this Fantasy. I also set up the
digital camera and video cam in the living room so we could
enjoy this again and again. I had no doubt that this is what
Steve really wanted.
At noon I began the complete transformation of Mark into
Kristina. My slim physique and relatively small size were now to
my advantage in creating the illusion of a sexy young career
girl. There was no turning back. I put on some soft background
music to get me in a feminine mood. For the first time in my
life, I removed all of my body hair with Nair in the shower (and
I mean all) and gave myself a triple close shave to my face. I
even made sure my butt hairs and scrotal hairs were gone. I then
took a moisturizing bath to soften my skin. The effect was
amazing. My hairless skin was so incredibly soft and sexy. I
powdered my body, dabbed Secret in my smooth armpits and sprayed
Victoria Angel perfume all over, a little overboard, I'm afraid,
but I was overboard with my newfound delicious femininity.
I put on the padded body shaper and pasted on my new 36C
silicone breasts for the first time. They felt so neat on my
chest so right. They warmed up to my body temperature and my own
nipples tingled underneath. The shaper gave me a nice feminine
form around the hips and buttocks. It really cinched my waist
and I found I relished the feeling of being confined by the sexy
underclothes. I pulled up my dark pantyhose and set to work on
my makeup. I had bought a book on tips for cross-dressers to
guide me with making up and after applying foundation to cover
my faint beard shadow. I put on black eyeliner, mascara and
smoky gray/blue eye shadow to create seductive feminine eyes. I
plucked my eyebrows into a nice even shape and colored them with
black eyebrow pencil. I brushed on some reddish blush and
carefully outlined my lips with red lip pencil to make them seem
fuller and pouty and then applied 3 coats of deep red glossy wet
lipstick with a brush. My lips were now big, wet and utterly
kissable.
I put on a tight hair net thing that came with the wig to keep
my own hair in place and then applied my wig. I chose to be a
raven-haired beauty tonight. It was medium length, full and had
wispy bangs. I could not recognize the reflection in the mirror.
I was simply gorgeous and I started to hum and sing in my fem
voice to get some practice before Kristina's big debut. "You are
my man and I am your woman" I cooed in my best Celine Dion. I
put on the silk blouse and my skirt. They fit me like a glove
and my skirt looked so short and sexy but not trampy, after all
I was a power lady lawyer. The skirt was about 3 inches above my
knees and I belted it tight since the cincher gave me a small
feminine waist that I put to full advantage. I put on some
silver hoop clip earrings and a matching bracelet and necklace.
I then slipped into my 3 inch black patent pumps and grabbed my
matching purse.
I examined Kristina in the full length mirror in my closet. I
was simply gorgeous, my curves were utterly feminine and my legs
looked divine in the heels and hose. My white silk blouse was
full with long cuffs and felt so wonderful on my now smooth and
hairless arms. I put on my matching suit jacket and pranced in
front of the mirror in order to get fully used to my heels and
newly acquired 3 inches. As I looked into my feminine made up
eyes, I realized that going through with this was right. I could
see the absolute joy on Kristina's (my) face. Mark was nowhere
to be found Kristina was here to stay!
The time was getting close so I finished by polishing my now
longer and delicately manicured fingernails a matching red. I
had already done my toes after the tub. I kept inspecting myself
in the mirror, astonished each time with the completeness of my
illusion. Aside from my height, 5 ft 11 in the heels and just a
trace of an Adams' apple, I was utterly passable as a sexy young
career girl. I grabbed by purse and briefcase and practiced
walking in a no-nonsense but utterly feminine manner. Although
a bit tall in the heels, I was still a full 4 inches shorter
than Steve, so was not bothered by this. I had seen even taller
real girls in my life who were utterly hot just like me!
I was so nervous I could not sit still and frittered about the
apartment. What if Steve freaked out that I did this and that I
desire him sexually? He could freak out, but it was full speed
ahead as far as I was concerned. After all, he was the one who
started this whole train of events when he told me of his
fantasy. I poured myself and Steve glasses of wine in my best
wine glasses. The trace of lipstick on the glass wooed me and
the alcohol soothed me a bit. At about 4 fifteen I could hear
the key fumbling in the lock so I quickly hid in the kitchen.
After all, I wanted to make a debut not be discovered.
Steve came into the apartment and said "Mark, where are you at
bud, I'm starving, let's get going". I sauntered sexily into the
living room and said "Mark's not here, he's off somewhere, God
knows where, my name is Kristina Evans, Attorney-at-law" Steve
stood there and said "Oh, I'm sorry -----", then he suddenly
realized it was me and said "Mark Evans, my God is that you?" I
said in a whispery fem voice, "No silly, Mark is gone, I'm
Kristina and am here to fulfill some fantasies for both of us."
He started stammering about how sexy I looked and how he had
never known this about me. I said "I hadn't known this about me
either, that conversation we had 2 weeks ago got me started into
this for the very first time in my life and I am not sure will
this lead. I am totally new to this scene but really want it now
more than you can know, and I want you to treat me like the
beautiful woman I have become. I think that is what you want
too, am I right?"
At this he came across the room and held me and I looked up into
his eyes, closed them and kissed him lightly on the lips. I
could feel the massive bulge in his trousers pushing into me,
and the fact that I had inspired it made me giddy. Here I was,
standing in high heel shoes and tight suit, kissing another man
for the first time in my life, just like in my dream and it was
utterly wonderful. I said "there will plenty of time for fun and
games later but I want you to take me out to a nice restaurant
for dinner and then some dancing at a night club. After all, I
am a Lady!" He smiled a lusty smile and said "yes, Kristina." I
told him he needed to get a shower after his day of traveling
and to get dressed up in a sharp suit for our big date.
While he was in the shower, I entered his room and opened his
bathroom door. I stood at the door with my compact and adjusted
my lipstick and fluffed my hair in a provocative way. He saw me
and moaned to quit tempting him; that his dick was about to
burst. I laughed softly in my new girl-voice and told him,
"Steven, Darling, please wear that gray suit of yours, so we can
match on our dinner date."
Steve came out a few minutes later with his hair all greased up
like the hot Italian stud he is (I had discovered I love his
hair this way). He looked hot in his double-breasted gray suit,
silk tie and collar bar. I had to give him another quick kiss
but kept it teasingly brief. Before we left for our first date
as man and woman we took a photo of us as a well-dressed couple
with the digital camera. Who would have thought that a cable
show and beer-breath conversation 2 weeks prior could lead to
this amazing moment; that two straight male lawyer roommates
could be transformed into a handsome man and gorgeous woman
couple -- soon to be lovers! This I contemplated as I put my arm
in Steve's and went down to the lobby ready to catch a cab to a
new life. The clicking of my high heels and swoosh of my skirt
against my smooth nylon-clad legs in the marble foyer left me
feeling giddy as we left for our first magical evening out as
boyfriend and girlfriend.
Part II Fantasies Can Come True
Steve and I were soon off to a fancy French restaurant in a cab.
The cabbie had taken a long look at my high-heeled legs as he
opened the door for us. I snuggled next to Steve in the cab. He
gently touched my hair and face and whispered that he still
could not believe this and that this was a fantasy come true. He
never had thought that his roommate Mark would be the one to
fulfill his TV-lover fantasy as the gorgeous Kristina Evans,
Attorney-Babe. We entered the restaurant and were shown to a
lovely corner seat. Steve pulled my chair for me, what a
gentleman he is. My new feminine voice served me well as I
ordered my meal from the menu and made small talk with Steve,
mostly about his excitement and my history of the two weeks
leading to the ultimate transformation that led to this moment.
We had a wonderful meal and before we left, I visited the ladies
room. I was a bit nervous but none of the women seemed to pay
attention. I adjusted my lipstick again and applied some powder
to my face. The heels were high but I found that walking in them
was not so bad and a couple of glasses of wine had relaxed me
considerably. We left now to go a nightclub that we both had
gone to as men to pick up babes. Now we went as a couple, arm in
arm, with me a babe!
The club was really hopping and after paying the door charge we
found a small table to roost at. Steve asked me to dance and I
said that is why we are here. We hit the crowded dance floor and
I bopped about like a sexy girl to some Eurodisco music. I had
already taken off my jacket since it was hot in there and I
loved the feeling of my breasts bopping up and down to the beat
in my silky blouse.
After the fast dance, a slow number began and Steve grasped me
about my waist and pulled me toward him. I put my arms about his
neck and looked into his eyes. He whispered "I hope Mark doesn't
mind if Kristina stays around a while; he is OK as a roommate
but she's unbelievable I think I'm in love!" I was taken aback
by this declaration but kissed him on the cheek. I could not
help and wonder about where this would lead. Clearly, my
relationship with Steve was totally different now. Could I go
back to being Mark again?
As I felt the tightness of my skirt, the looseness of my blouse,
the confining of my high heels and the pressure on my silicone
breasts, it was difficult to conceive that I was really a man.
I felt so utterly feminine at this moment and wanted the night
and the dance to go on forever. I had to admit that I, a
previously straight normal man, was falling in love with Steve,
another straight man. What was I going to do? How could I even
pretend to be Mark now but more importantly could I go to work
as a woman lawyer? What would my friends and family say about
this sudden transsexuality?? Steve seemed to sense my dilemma
and just whispered "Honey, we'll figure this out somehow, but
for now let's just be a man and woman in love". I totally agreed
and went back to the joy of this special evening.
We left about 1 a.m. to come home. Steve walked with his arm
about my waist and I rested my head on his shoulder. I knew the
night was young and that my total transformation to a woman had
yet to arrive. We opened the door to our place and after we
closed the door, Steve held me tight and kissed me hard. I put
my hands through his hair and smelled his masculine sent. I
loved the tickle of his beard on my smooth face. I sucked his
tongue and felt his hard cock push into my belly. It was time to
pleasure my handsome boyfriend.
I helped him off with his jacket and had him sit down on our
couch. He was wearing suspenders and a starched white shirt and
his tie was still knotted perfectly what a guy! I went to my
bedroom and fixed my hair and makeup and took off my jacket and
put on a frilly white apron. Then I stopped at the fridge and
poured us some wine and served it on the coffee table. Steve had
adjusted the camera to be on us and started the videotape. I
played my Madonna CD and danced provocatively in front of him
singing "Like a Virgin".
Slowly, I stripped off my apron and tossed it at him. That is a
far as I got with my striptease since Steve picked me up and
laid me on the couch across his lap so that I was sitting in his
lap. We necked like two teenagers in heat so much that he almost
knocked my wig loose. I could feel his massive prick at my rear
and so I got up and knelt before him. He loosened his pants and
out popped his massive swollen member already coated with
precum. Without hesitation, I reached and held it. It was
unbelievable, warm, hard, soft -- all at once and much larger
than my own member which confined in the body shaper was about
to burst with excitement.
I put the tip into my mouth and licked the entire shaft. I took
as much of him into me as I could and let him ease into my
waiting mouth. Here I was sucking my roommate's dick and loving
every minute of it. It did not take long for him to cum and he
came in buckets. I had convinced myself that I would swallow it
and that is what I did every drop. It was quite a dessert for
tonight. When Steve was climaxing, I too came deep into my body
shaper. I had not even touched myself; this was a first for me
and made me feel so right, so feminine. Steve moaned "My God,
what a blowjob, you are incredible, Kristina Evans!" I wiped the
last of the cum from my face and whispered a breathy thank you.
Now I knew that I had made a major leap to womanhood but until
Steve was in me, I was not there yet and more than ever I wanted
him to fuck me like a girl.
I told Steve to go to his room to get cleaned up and undressed
and that I would meet him there in a moment or two after I got
ready again. Steve was up in a second, finished his wine and
went to the room. He also moved the video equipment in there too
to film the remainder of our love-fest. I went to my bathroom
and cleaned up my face, brushed my teeth and gargled with
Listermint (Cum tastes bad in the mouth after a while and I did
not want Steve to taste his own cum). I took off my skirt and
blouse and my cum-filled body shaper and wiped myself off. I
took off my black wig and put on the other wig that I had
purchased which was a long red mane that was very full and
curly.
I took time to fix my makeup again, which needed major repair by
this time as well. I looked at myself in the mirror and could
discern that flush of sexual pleasure in my face. Indeed, I felt
wonderful. I spritzed perfume over me again in a liberal fashion
and slipped into my corset. The corset was black and gave me an
hourglass shape but freed my orifice for use. My silicone
breasts were squeezed nicely into the garment so I had very
realistic cleavage. I put on my thigh high black stockings and
slipped back into the patent black pumps. Funny, but my feet
felt naked without them I really liked the heels and my calves
felt really tight and sharp in them. I paraded in front of the
mirror and I looked gorgeous. Aside from my now limp cock and
hairless balls hanging below the corset bottom, I looked like a
gorgeous redheaded fox from some French Bordello. My lips were
full and pouty and red and ready for more. I was frankly nervous
about this step. Anal intercourse kind of scared me but I wanted
it so it would transcend this reluctance. I felt like a virgin
bride must feel on her honeymoon night.
Steve was watching the video of Act I. I made my entrance again
into his bedroom holding the condoms and lubricant like a trophy
above my head. He whistled appreciatively and I spun on my heels
to show him the new redheaded Kristina. He patted the mattress
next to him and I joined him there. We cuddled and watched
ourselves in action on the video. My voice was pretty convincing
on Like a Virgin and I did look hot in my little dance number on
the video that gray suit and blouse was a real winner. It was
very arousing to see myself being held and kissed by Steve and
I started to grow again. Steve was already throbbing hard and
nearly came when the video of me sucking him came on. I was
clearly an excellent cocksucker.
After the video was over, we started making out again like
banshees for Act II. I whispered "I love you, Steve, my darling
husband, make me your wife! Fuck me now!" He asked how we should
do this and I said "it is up to you, Sugar, do you want me in
front, from the side or doggie style?" He replied that he wanted
to feel me as much as possible so I thought from the side with
me curled up and him surrounding me would work best. I slipped
on a condom and gave him a few sucks to tease him then
generously loaded his hard cock with the KY jelly. I curled up
on the mattress and he put some lubricant on my virgin hole and
worked some inside with his finger. It felt surprisingly good.
He lay behind me tenderly surrounding me with his 6 ft 3 frame.
He gently placed his cock on my virgin hole and slowly began to
penetrate. He kept asking if I was OK and I said "yes, my
Darling." It did hurt but only for a while. It became kind of
numb with dilation and Steve added even more lube to his shaft
to keep things moist. Eventually he was in all the way and it
felt so full and wonderful. I felt waves of warmth as he slowly
began to pulsate in and out adding a bit more lubricant still.
It was starting to feel wonderful and he held me tight and I
turned to meet his mouth with mine. I screamed for him to fuck
me and he did so. His cock would go in and out and in and out
with full force. He was breathing hard and moaning that he loved
me and wanted me for his wife. I reciprocated and said "fuck
your pretty wife Kristina, fuck me good, Lover." We both came
together and I spurted onto the sheets. My orgasm was different
though, more central and deep, like a woman I thought. We lay
together, holding one another in our spent passion. We were both
very tired now and had had a lot of drinks tonight so I
disengaged from Steve, kissed him goodnight and went back to my
room.
My ass was sore but not too uncomfortable. I removed all of my
makeup and wig and cleaned my butt up. It was disappointing to
see Mark again looking at me in the mirror, not believing what
had happened. I went to bed and fell into a deep sleep. I awoke
before Steve did; he could always sleep late while I was more of
a morning person. I took a shower and shaved very close again.
Then I put on my breasts and body shaper again as well as my
black hose. I redid my makeup just like last night and used the
black wig. This time, I wore my French Maid uniform and slipped
into it and tied the matching apron and hairpiece on as well. I
slipped on my wonderful 3 inch black patent pumps. As I pranced
in front of my mirror, it felt so right to be Kristina again.
I went to the kitchen and whipped up some coffee and a big
breakfast. Then I went to Steve's room with a tray and turned on
the video of Act II. I cooed in a cheerful voice "Ooh La La,
Wake up Big Boy, time for breakfast, the maid service is here"
He rolled over to find a gorgeous French maid flitting about in
her sexy uniform and high heels. I set the food down and could
see his dick was throbbing again. I wasted no time in going down
on him again as he enjoyed the video of him fucking my brains
out the night before. I only wanted to serve my man in every
way. After I swallowed his cum, I joined him on the bed for
breakfast and conversation.
"So Kristina, are you here to stay?" he asked. "Yes, my darling,
Steve, yes. I am your girlfriend and want to be your wife I have
decided to be a full time girl." I had already decided to give
my work place advanced notice that Mark Evans would be replaced
by Kristina Evans. As a bright and ambitious lawyer, I thought
that my femininity could be an asset to the firm and
discrimination against me on the basis of my transsexuality
would be bad for them. I told Steve of my plans to live and work
as a woman and he was very enthusiastic. I also would need a
complete (and large) new wardrobe as a career woman on the move.
"Steve, honey --" "Yes, Kristina?" "I am going to need some more
clothes; one suit and a sexy French maid uniform won't cut it,
so will you help me out?" He readily agreed that money would be
no object to outfitting his honey.
I was still hot for, sex so I also asked him to put on his Navy
uniform for some more fun as we had all day to play. Lieutenant
Steve looks hot in his Navy blues and you know what they say
about a man in uniform! He said that he would like to take me
out in uniform and I was readily agreeable to that. He then
added "I would like to see you as a hot Navy babe. Hot-damn, I
am going to get you a woman's Navy uniform too!" I had to admit
I would like to see myself in a sexy tailored ladies naval
uniform. I said "OK Darling, but on one condition; I have to be
your superior officer, Big Boy, and that's an order!" "No
problem, Captain Kristina Evans" and he saluted me with a brisk
salute.
But that would be another day and another story. I waited for
Steve to come out for more fun. This time he could do me
face-to-face. I could not wait to feel him in me again, and
again and again ....
The End
Geraldine
- 05.10.2022
- 6
- 0
