Kim's Late Night Escapades
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It was snowing as I walked into the rental lot. Not exactly in keeping
with my plans! After twenty minutes of scraping, the heater finally
kicked in and started melting the ice and snow on my new Camry. I drove
onto the highway for what was usually a fairly quick drive to the plant.
My plan was to stop at one of several Target stores near the airport and
pick up a few things to start my week off; at least a new bra, and
possibly a nightgown if I was lucky.
I was sent from the corporate office for a week to train a new IT support
person. My reputation for combining a positive attitude with technical
skills made me a popular selection for training new technicians. We had
found out years prior that training people in the technical aspects of PC
support was the easy part of training. What you can't train is courtesy
and responsibility. If they didn't have it when you hired them, it would
be a cold day in hell before they learned it. So we went the extra mile
to make sure the new hires were trained in our procedures as well as in
our culture of professionalism and courtesy. The only way to do that is
face to face.
What these trips gave me was an opportunity for a week to indulge in my
cross dressing fantasies after my daily duties were over. I always
volunteered for these trips for that reason. I have long given up the
idea that I could ever live out my fantasies at home. I have a wonderful
wife and children that I love completely. But my wife wants nothing to do
with my little "hobby." Before we had children, she tried to get over her
fears once I assure her that I was not gay. I wonder if that is the most
common misconception about men who feel a need to dress in women's
clothing. Because it is a need, not a desire or whim. If it were just a
fad or phase, I wouldn't have been doing it since I was 13. I would not
have acquired several wardrobes, only to throw them all out in a fit of
shame and disgust. But our children are not at an age where I am willing
to ask them to deal with this issue. We have a very open exchange on
topics of sexuality, and they know what transgender means. The just don't
know that the term applies to their father.
Several cars off the highway were stark evidence of the poor conditions on
the road (and probably the poor conditions of their tires, their driving,
or both.) Target was closed by the time I went by. I did manage to stop
in a Walgreen's and buy some Olay shower gel in a nice scent so I could
start moisturizing my body. I checked into the hotel, called my wife,
took a long shower and went to sleep.
Over the next two days I did my shopping. On Monday I bought some
feminine deodorant, a beautiful light green bra, some boy shorts panties,
and a pair of jeans and a pretty pink V-neck short sleeve top. By
Wednesday I had added a pair of peep toe pumps with a 3 inch heel and some
pantyhose. Sometime during the week I picked up a wide leather belt with
metal studs on it that fit my punk rebellious mood. When I went to dinner
or shopping at the mall, I was completely dressed in my femme clothing,
except for the shoes. With a pair of sneakers and a winter jacket that
covered the feminine design on my back pockets, I could go about my
shopping without being discovered. Once the stores al closed, I would
retreat to my hotel room, put on my pantyhose and pumps, and do paperwork
or catch up on my e-mail until after midnight.
When the night was deepening, and the other guests all asleep, I walked
the hallways. I love to do this as I get to improve on my butt wiggle.
It takes the right balance of relaxation and focus to do it right. While
in the mall I would secretly watch the other women with good wiggles, and
see how their butt cheeks would drop slightly just before the same foot
was planted in their stride. This results in the pleasing up-down motion
I strive for, rather than the forward-backward motion I had started out
with. The trips around the hallways were entirely en femme, but without
makeup and proper hair. If anyone saw me there was no way they would
mistake me for anything other than a man in woman's clothing. I avoided
the lobby the first few days, but by Wednesday I found I could not keep
myself from going there.
The lobby had three areas. The main lobby with the front desk was in the
middle. Next to the front door was a small alcove with two PCs and a
printer for the business travelers. Beyond the lobby, separated by a wall
and a fireplace, was a TV lounge that doubled as the breakfast buffet
area. After one or two AM, I would walk down the hall towards the lobby
and wait and listen. If I heard no unusual sounds, I would peek around
the corner towards the center of the lobby to see if the night clerk was
there. There seemed to be a small office out back where she spent most of
her time. If the coast was clear, I would tiptoe the ten feet or so
across the tile floor to the TV lounge. I realized no one ever came into
the lounge at that time of the day and would watch the all night newscasts
on all the bizarre celebrity behavior that was hot that week.
Honestly, why is it I am considered strange when I hold down a steady job,
provide for my family, abide by all the rules and even manage to make
people smile occasionally, just because I wear a bra? These people are
behaving like complete fools and are welcomed with open arms and millions
of dollars?
So the week went by too quickly, and it was Thursday night. I was leaving
Friday afternoon and would be checking out of the hotel in the morning, so
I no longer had a home for my girly clothes. I had one last night to
shop, cruise the mall, browse the internet in my hotel room, and walk the
hallways. I headed for the mall.
I mostly window shopped, though I couldn't resist the 5 for $25 panty sale
at Victoria's Secret. They don't fit me that well, so I don't know why I
buy them. The do feel wonderful, and the new tagless design on the Secret
Pink collection is very nice. I also bought a necklace with a cross on it
a pretty bracelet with little purple fake stones. I went to the bathroom
and put them on immediately. I wanted to show them off so much I even
unzipped my jacket and let it flop almost off of my shoulders, so everyone
saw my pink V-neck top and delicate cross necklace. I did get some
stares, but nothing happened.
I went back to the hotel room and packed. I even lay down and took a
short nap. By now, getting only a few hours of sleep a night was catching
up to me, so I nodded off for an hour or so. It was near midnight when I
woke, and I was so tired I briefly considered going to bed, but I couldn't
help myself.
I slipped my keycard into the back pocket of my jeans and slipped out the
door.
I walked to the TV room and read the most recent Newsweek and watched more
of CNN's ridiculous coverage. I walked directly across the lobby, on the
tile floor, to the hallway that leads to the pool and spa. Unfortunately,
it was after 11PM, the door was locked, and my card would not open it. I
walked to the third floor and took the elevator to the lobby, and walked
right out. Of course no one was there, but I was becoming more daring. I
walked across the lobby (clip-clip-clip-clip on the tiles) to the PC area,
logged on to my Kim e-mail and sent a message to a pen pal of mine,
telling her that it was being sent from the lobby. It was close to 5 AM,
and as I was sitting there, with my back to the lobby, a truck pulled up
and someone came in a dropped a bundle of newspapers and walked right back
out. I froze and he was gone before I could think of what to do.
I was wearing my new clothes and had even stuffed my bra cups a little
(those Victoria's Secret panties came in handy!) I wore a pair of knee-
highs and my pumps and had on my bracelet and necklace.
I did a lot of thinking about why I am doing this while sitting in the TV
room or walking the halls. Honestly, I still don't know, or I'm not able
to be honest with myself about it. But what I do know is that what I want
more than anything else when I am doing this is just to do ordinary things
with another person while dressed as a woman. I was sitting in the
lounge, reading the Newsweek and almost falling asleep in there when?
Yep, you guessed it. There I am sitting in the TV room, which is also the
breakfast area, and the night desk person walks right in and turns up all
the lights. She looks right at me and says good morning. Then she asks
me how I liked my stay so far, how much longer I would be in town, why I
was here, and so on. She looked right at me, though she was slightly
behind the chair I was in and off to one side. We talked for about 10
minutes and fairly early in the conversation I stood up and faced her
directly. I am sure she was aware I was completely dressed as a woman,
with a bust size between A and B cup. I used my hands to gesture several
times and she saw my beautiful bracelet.
Eventually she excused herself to start putting out the breakfast items,
and I offered to help, though she declined. I was enjoying talking to her
so much that I asked her if she would mind bringing a yogurt out to me.
She brought out a sample of them and we looked them over, facing each
other no more than two feet apart. I chose the Blueberry. I walked
across the tile floor to get a spoon with my heels making that distinctive
sound only spike heels can make, and then walked to the table nearest the
kitchen door and sat down to eat my yogurt. I sat as femininely as
possible, with my legs crossed and one peep toe pump swaying on the leg.
She worked and over the next 20 minutes or so, she would stop now and then
and we chatted about why I was here and where I was from. I was telling
her a lot about me and didn't fake anything. She was so enjoyable that I
asked her what her name was and then told her mine and we shook hands. I
told her my man name - I didn't have the nerve to say "you can call me
Kim?" She said she really enjoyed talking to me but she had to finish
putting out the breakfast food, which spawned another two minutes of
discussion on the merits of the Bacon breakfast sandwich they offered
(neither of us liked it.) I told her I would let her get to work, thanked
her for a wonderful conversation, and walked out to come back to my room.
Though I don't know why I want to be dressed as a woman, I do know that
what happened that morning is exactly what I wanted to happen while I was
dressed.
I just want to do ordinary things, be accepted as a normal person, and
just interact with the world from this reference for a while.
And I don't understand at all why that is such a bad thing.