SMART CAREER "WOMAN" DRESSES FOR SUCCESS
I started cross-dressing six years ago. I am a consultant
in the computer field, and this gives me a great deal of
freedom with my schedule as well as a nice income. Over the
years I have stayed dressed for periods as long as a week,
which has provided me with ample opportunity to perfect my
feminine appearance and mannerisms.
I am five-feet-six inches tall and weigh 120 pounds, so I
have the appearance in public of a very cute, petite
brunette, or at lease that is what I have been told. I had
always confined my activities to my leisure time, up until
last month.
I am not exactly sure why I did it, but I was feeling
particularly good about myself that day when I received a
call from one of my clients, a large insurance company in
Dallas. They were having a problem and wanted to know if
could assist them. I was available on the the requested
days, but I had other ideas. I told them that couldn't help
them but that would send one of my assistants, a Miss Twyla.
They agreed, and guess who "Twyla" was?
To prepare for my trip, I went shopping and picked out
several ensembles that would be appropriate for a
professional woman. The night before the trip, I carefully
packed my new outfits, my best jewelry, lingerie, and a few
of my sexier outfits - just in case. And on the day of my
flight, I visited a beauty salon. This was going to be the
ultimate thrill of my life.
I flew to Dallas wearing a lady's three-piece conservative
gray suit with three-inch heels. I went first-class and
felt like a million dollars of femininity.
When I arrived at my client's office, I was introduced to
the vice- president of information management, John, who was
a tall, handsome gentleman. I went to work immediately, and
I was able to solve their technical problem very quickly.
Within two days I had taken care of the business at hand and
everyone was quite pleased with "Twyla's" performance. Not
only that, but no one had seen through my little disguise.
John invited me into his office and congratulated me on the
superb job I had done. He then suggested that we all get
together after work and celebrate our success with a few
drinks. in order to avoid any unpleasant situations, I
thought it would be a good idea to go to the bar in my
hotel. That way, if I got uncomfortable, I could easily
slip back up to my room. I needn't have worried!
The party started with eight people from the company, but
after a couple of drinks they all drifted off, leaving me
alone with John. Shortly after they left, John invited me
for dinner and some dancing. I don't know whether it was
the wine, my handsome companion or the pride I felt in
pulling off my deception so well, but I agreed and decided
to go up to my room to change into something a little more
suitable for the evening.
I picked out a red silk blouse, a silver miniskirt, a black
bra and garter belt outfit with black hose, and a pair of
black patent shoes with silver spikes. After getting
dressed, I primped up my makeup to be more suitable for a
night on the town; I darkened my eye shadow a bit and put on
my deepest shade of red lipstick.
When I returned to the lounge, it was apparent that my
efforts were not in vain. As soon as I walked in the door,
the look in John's eyes told me that he liked what he saw.
When I sat down he let a low whistle and said, "I didn't
know there was such a foxy lady under that business suit.
The transformation is admirable." Then he kissed me. His
comment on the transformation was rather amusing.
He took me to a lovely, cozy little restaurant that had the
best white wine I had ever tasted. After a delicious dinner
we left to find someplace to dance. We ended up back at the
discotheque in my hotel. I only danced slow dances with
John, and his hand was constantly caressing my ass. I also
danced with several other men, and after a few hours of
this, I was getting tired. When the lights were turned up,
I decided that it was time to go.
When we got up to my room, I invited John in for nightcap:
after such a lovely evening, isn't that the standard thing
for a girl to do? As I faced the bar, making us drinks,
John came up behind me and began to fondle my ass. I was a
bit apprehensive at this point, because I knew that if I
didn't end it pretty soon, my cover was going to be blown
for sure.
When I turned to face him with our drinks, his hand brushed
my crotch. Well, I knew then that I had been discovered,
because no one could have missed my hard cock. To my
surprise, John said, "well, now this is interesting. I
think I love you even more than before." I couldn't believe
my ears! Here was this gorgeous man, who had given me such
a wonderful evening, telling me that he was impressed
because I had a cock!
He moved his large hands down to my ass and began massaging
it. The look in his eyes was definitely lust. I moved my
hand down to his crotch and found a very large cock growing
up to his belly. I burred it gently and pulled down his fly
to free his hardness. I wanted very much to make this man
enjoy my company as much as I had enjoyed his.
John's cock literally jumped out of his pants. I loved the
feel of throbbing in my hand. I slowly began to milk it as
I looked into his lovely eyes. It all seemed so natural
when I knelt down and took his hard love muscle into my
mouth. I worshiped it the way I would have wanted to have
my own worshiped. He began moaning and moved his pelvis as
he fucked my mouth. He let out a grunt and unloaded what
seemed a quart of come down my throat. I didn't miss a
drop. As his dick wilted in my mouth, he pulled me up to
him and kissed me passionately. I was really turned on by
this man, and I was willing to do anything that he needed.
I backed out of his arms and began to undress. I slipped
out of my blouse and stepped out of my skirt. When he saw
me in my bra, garter and hose, his cock began to rise, very
slowly, to its previous state. Isn't it great to be
appreciated? I went over to the bed and got down on all
fours, presenting my ass to my lover. Fortunately, the
invitation was accepted. He grabbed my ass and began to
slide his very stiff cock into my moist anus. If he had had
another foot of cock I could have taken it right then, I was
so turned on. As he slowly eased himself into my rectum, he
groaned with pleasure.
As he began to shrink inside me, I started milking his cock
with my ass. It worked. I could feel him hardening inside
my butt. He started fucking me again, and this time it was
much slower and more loving. It took much longer for him to
get there this time, and I savored every thrust because I
was afraid it would be the last.
I don't think that words can describe the pleasure I was
feeling, plugged by this wonderful man. I was connected to
him in the flesh, and the pleasure was flowing between us.
After he came, he told me that he had never had so many
orgasms since he was in college. It is nice to know that
the most beautiful evening of your entire life was also
special for someone else.
Dressing as a woman is a lot of fun, but being able to
experience affection as a woman is the greatest reward. I
have experienced sex form both sides now, and I am not
really sure which side I prefer. I guess I really depends
on your partner!