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                 K R I S T E N' S    C O L L E C T I O N
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This work is copyrighted to the author © 2009.  Please
don't remove the author information or make any changes
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Daisy's Debut
by Anonymous (address withheld)

***

A true story about a man who gets to live out his 
fantasies about cross-dressing thanks to the internet. 
(MF, cd, no-sex)

***

After 37 years, most of which I've only dreamed of soft 
silk, smooth satin and rustling petticoats, the 
opportunity has at last arisen to bring some of those 
dreams to fruition. Only last Spring upon becoming 
"modemized" did I stumble upon Compuserve's 
"Genderline" and CB Channel 13. Until that time I had 
been completely and tightly closeted. 

Despite the fact that cross-dressing or at least 
thoughts of it had dominated my sexuality since before 
puberty, only my wife of 11 years had any inkling of my 
desires. Even she had to wait until a year after we 
were married before I shared even a part of my true 
nature. At the time, although she appeared tolerant, I 
assumed she couldn't "enjoy" my transvestism so even 
after she went so far as to purchase several lovely 
"gifts" for me, I kept my dreams and fantasies to 
myself.

Whether it was fear or embarrassment, to this day I 
don't know why I remained so defensive and thus 
refrained from any activity other than furtively 
collecting TV fiction whenever I got the chance. Little 
did I know all that was about to change. After several 
weeks of "lurking" on Compuserve, afraid to even speak, 
I finally worked up the nerve, chose my new name, and 
made myself known to those who would soon become my 
friends and "sisters". 

I was made immediately welcome and delighted in the 
openness and warmth of all who shared my up-till-then 
secret love of all things feminine. I think "died and 
gone to heaven" is the appropriate phrase.

Being the compulsive character I am, I made myself a 
home and spent hours making new friends and trying to 
learn as much as I could from the DL library and the 
experiences of others. I enjoyed, at least vicariously, 
the many adventures of my sisters while dressed as I 
had longed to be for so many years. In short order, one 
of my friends mentioned the possibility of meeting 
face-to-face as I had explained business sometimes took 
me thru her hometown. 

I was both fascinated and fearful, but after a week of 
weighing the pro's and con's, I decided to do it. Just 
before leaving on trip, another friend expressed the 
same interest. Why not? This would be a trip worth 
remembering. Having been faithful to my spouse 
throughout our marriage (and heterosexual as far as I 
could tell) it was understood the meetings would be 
asexual. 

It happened that the second friend would be the first 
for geographical reasons and so on a Sunday afternoon 
in May I found myself driving thru Pennsylvania heading 
towards a rendezvous I wouldn't have imagined only a 
few weeks earlier. We had arranged to meet at a 
roadside restaurant near their mountain cottage. I 
called as I approached the area and happily learned we 
would be joined by "her" wife and small son.

Breaking all of this to my own wife was of particular 
interest at the time, so I was anxious for the input 
from a SO. I arrived first, ordered a drink and waited 
for their arrival. Having made the decision to meet in 
the first I had no fear, just a little apprehension, 
but even that disappeared immediately as they walked in 
and his wife gave me a big hug. 

The ice was broken and melted completely. The situation 
was so incredibly natural I found it hard to believe. 
The conversation was non-stop and as open as the 
surroundings permitted. Alice (he) and Beth (she, later 
aka Sunny) invited me back to their cottage on the 
mountainside so we could spend a couple more hours 
chatting and getting to know each other better. 

It was wonderful. Whether it was simply "I'm Ok; you're 
Ok" I drove off with such elation I was floating and 
eager to meet my other friend the day after next for 
breakfast.

Jennifer had been the very first to reach out a hand my 
first night on Compuserve as Daisy and I had thought of 
her sort of as my "big sister". Again, after but the 
briefest moment of apprehension, we both felt so 
comfortable as we sat and shared our experiences from 
childhood on. The words couldn't come out fast enough 
as we each fought to tell so much in so little time. 

On Sunday, I was invited home to continue the 
conversation in a more private atmosphere without the 
fear of being overheard by those at the next table (not 
that we didn't enjoy the humor of it all, fighting to 
keep from giggling as we shared our pasts amidst such a 
traditional setting. Once there, I was in awe as she 
showed me her collection of photos, wigs, dresses, and 
gowns. I knew at that moment, somehow, this would be a 
path I had to walk. Perhaps it would not be for me in 
the end, but I was confident the exploration would have 
to be made. I drove off filled with elation; I was not 
alone and the trip ahead was sure to be exciting.

Over the next month of two, I continued to make 
innumerable friends with the help of my always present 
Laptop and Modem. I met with Alice and Sunny again for 
lunch in the middle of another business trip and 
together with another online couple from the West Coast 
developed bonds of friendship that guaranteed freedom 
from the loneliness that had been with me so much of my 
life. We had developed something of a "buddy system" 
depending on each other for support and direction. 

I felt as close to the wives as I did with my sisters 
and they helped me immeasurably in improving the 
relationship I had with my own spouse. I think at first 
my wife suspected that I should be committed until 
somehow I could be "cured" but gradually we came to 
understand each other and respective needs better. In 
fact, in July, we both visited the mountain cottage and 
shared the weekend with our new friends.

About that time, we all began to feel somewhat 
stagnant. We knew the expense of active Compuserve 
participation had to be faced and we all realized there 
was so much growth yet to come. One evening online, I 
learned of Renaissance, a TV/TS support group based 
outside Philadelphia.

The subject of similar groups had come up several times 
in discussions online, but for me, I felt I had my own 
little group and was unsure what if anything such a 
group could offer. It was however, time for another 
step in my journey. I didn't know what that should be, 
but this was an option that was certainly of interest. 
I had never met another TV "dressed" although I had 
seen countless photos over the years. 

While it would be a trip for me, Alice lived nearby and 
we decide we'd both go to investigate further. We 
understood most of the "girls" would be suitably 
attired, but neither of us felt ready for that step 
just yet. Then, the beauty that she is, Alice had a 
change of heart. I still wasn't ready so I guess I'd 
just have to go as her escort.

We arranged to meet at a hotel near the meeting sight, 
where Sunny would help Alice prepare. As in all our 
previous meetings, it was great. Meeting "Alice" for 
the first was wonderful; Sunny wished us well and off 
we drove. Was all this really happening I thought. We 
were both quickly made to feel at home, Alice in her 
"career woman" suit, and me in a coat and tie. The 
diversity of my new community was of great interest and 
I knew I would be back again.

Only one small problem - even though the other members 
would have made me feel welcome regardless, I would 
have felt uncomfortable attending future meetings 
dressed as I was. Here was my opportunity, my path 
towards discovering more of my own self. I decided I 
would go again and next time in the dress I had only 
dreamed of for so many years.

This was going to be a challenge. Other than "sharing" 
my wife's lingerie from time to time, I had little 
experience and certainly no wardrobe. The next meeting 
wasn't until late in September but that was so little 
time for what I had to do. I decided I couldn't prepare 
for this and continue to spend the many hours on 
Compuserve I had most every night. And with my self-
control (or lack of it) being what it is, I knew there 
was only one choice for me. I had to pull the plug 
completely, at least temporarily.

So, in early August I said my goodbyes painfully, set 
the date for my disconnection from so many of my online 
friends, and yanked it. (ooo, that hurt) Even more 
importantly, despite my intentions, some of my 
activities were causing a gap in my relationship at 
home. instead of bringing us closer, the time spent at 
the keyboard was causing a strain. If I were to 
succeed, I would need my wife's help and without her 
understanding and support, I would have gone back to my 
earlier ways I suspect, i.e. trapped in fantasyland 
forever. 

Thankfully, I married quite a remarkable girl; she's 
been of incredible help. She's accompanied me shopping 
for shoes, makeup, my first ever dress, etc. The time 
away from the keyboard I used to experiment with 
cosmetics, go thru half her closet, as well as wander 
the malls and thrift shops. Then of course, the 
unexpected! I learned of Joann Roberts and the Weekend 
in the Pocono's. Alice and Sunny decided to go; 
Jennifer decided to go; even Michele and his wife from 
Austin who I had wanted to meet would be there. 

How could I pass this up? 

It was to be a four day event scheduled the week 
preceding my intended deadline. While it was impossible 
to break away for the four days, perhaps if I could 
just make it up on Saturday to see so many of my 
friends together. I checked with Joann to Ok my visit 
with her and moved my deadline up. I still had no wig 
and so little practice. 

I called the company from which I had ordered two wigs 
and discovered neither would make it to me in time. Not 
to worry - Jenn (a wig fancier from way back) 
volunteered to bring a spare or two (or three or four). 
The schedule announced that Saturday would be a makeup 
seminar and then makeovers (a lifelong dream). Checking 
my post office box a few days before the event, I found 
a package from Alice and Sunny - copies of the "Color 
Me Beautiful" books. I knew that with the help of my 
friends, everything would work out fine.

So, here it is the night before. There's no fear, no 
apprehension, just excitement. The bag is packed. My 
only dress, three blouses, two skirts, low heels, high 
heels, the loveliest ivory lingerie, scads of makeup, 
and my camera. I've been dreaming of this day all my 
life.

After finally falling asleep at 1am, I was up and ready 
to go by 5 Saturday morning. The drive to the Pocono's 
would take 4-5 hours so I wanted an early start. Alice 
and Sunny, Michele and his wife, and Jennifer had been 
there since Thursday and I was dying to join them as 
soon as I could. 

Alice had already prearranged a "makeover" for me with 
the professional makeup artists for later that 
afternoon, but both she and Jennifer wanted a crack at 
my face as well. The drive went by quickly; partly in 
that my brain was racing the whole time, partly in that 
the engine was also racing with my foot planted heavily 
on the gas. I pulled into the resort shortly after nine 
and joined everyone in the dining area for morning 
coffee and donuts. 

There had been a costume party the night before and it 
had obviously taken its toll. Many of the revelers 
still had heavy traces of mascara and liner 
highlighting their bloodshot eyes. After getting the 
lay of the place, I joined Alice in their room for my 
first lesson. 

She had been experimenting with surgical tape facelifts 
recently, so my face was soon pulled and stretched into 
a more wrinkle free canvas. I had spent the last month 
in front of my own mirror playing with eye shadow, 
powder and blusher, etc., but Alice quickly showed me 
the much greater attention I would have to pay to 
detail. She introduced me to "Dermablend", a foundation 
to cover the beard line and then continued on with 
blusher, shadow, liner, mascara, and lipstick. She 
would do her own face as I watched intently and then 
supervise as I tried it myself. 

This first attempt with "coaching" was so much better 
already than any I had done alone. Jennifer finally 
showed up, jokingly miffed that she hadn't gotten to me 
first. She brought along the promised wig (shoulder 
length blond) although it was still damp from an 
earlier washing. We hung it on the air- conditioning 
unit to let it dry as Alice finished with my face and I 
happily donned my lingerie. Matching ivory slip and 
panties, pantyhose, waist cincher, long line bra and 
inexpensive foam inserts. 

The wig still wasn't quite ready but time was running 
out for us to get to the scheduled makeup seminar. 
Jennifer fixed it as best she could while I finished 
dressing in my black skirt, red blouse, and low black 
patent heels. The seminar itself was great. Donna and 
Eric, who run a Philadelphia studio open to TV clients, 
gave a full demonstration showing the effects of facial 
contouring and proper application. 

My own makeover was the first one on their schedule 
following the demonstration so I had to run back to the 
room and quickly strip off the makeup we had so 
carefully put on an hour earlier. Eric, who had a 
background in stage as well as TV makeup did me. The 
feeling I had as I sat quietly, my back to the mirror, 
was incredible. His staff took delight upon learning 
that this was my first- ever experience "dressed" and 
oohed and aahed as Eric did his work. Donna, the hair 
specialist, suggested a different wig color, and 
Jennifer quickly returned with just the thing from her 
collection. 

This was a darker blond with almost salt and pepper 
highlights. Eric quickly pinned it to my scalp and 
began to style it ("I love volume" he said as I still 
sat without my first look in the mirror). Alice, Sunny, 
Jennifer, and a small crowd stood by beaming at what 
was being done. Finally Eric was finished and I rushed 
over for my first look. My heart was bursting. While 
preparing over the previous weeks, I was fearful that 
my effort would be a poor one; I wanted to be the girl 
of my dreams, not a "man in drag". 

The transformation was amazing. My eyes were beautiful; 
the hair was exquisite; the whole effect was beyond my 
wildest hopes. The camera was found and Alice took a 
variety of shots for my scrapbook-to-be. After 
"supervising" Alice's wife Sunny's makeover we went 
back to the room for more fun. I tried on every piece 
of my wardrobe as well as half of theirs as they gave 
their suggestions and opinions. I was in seventh 
heaven; my mind had turned to mush as I rushed from one 
outfit to the next. 

Unfortunately, it had been raining much of the day, so 
when we finally went to the dining hall for dinner, out 
came the umbrellas and we gingerly sidestepped the 
puddles in our heels. I had worn my low heels much of 
the day and I was thrilled to find they gave me no 
problem, in fact, I found them to be more comfortable 
than many of my male shoes. 

The test would come that evening. Alice loaned me a red 
knit dress accented with a wide black belt and scarf 
for dinner. The waist cincher was also a success. I had 
never worn it for very long and had been concerned over 
its long-term comfort. It turned out that was no 
problem at all and it did give me a nice nipped-in 
figure. The wide belt highlighted my waistline even 
further. After the communal dinner, everyone went back 
to find their finest outfits for the "Princess Ball" 
later that evening.

Over the course of the day I had worn my three blouses 
(all of which looked great with the basic black skirt 
and heels), but my one-and-only dress was more for 
daywear. Again, my friends bailed me out. Luckily, my 
height (5-6") is an advantage, and Sunny offered me one 
of hers. After refreshing my makeup, I slipped into her 
blue silk print, gold necklace, and heavy gold 
earrings. I hadn't stopped soaring since my arrival. 

Each costume change served to reinforce the happiness I 
felt at finally dressing as I had dreamed since 
childhood. The touch of the wig at the nape of my neck; 
the tug of the earrings; the tightness of my calf 
muscles; the silky friction between my stocking, slip, 
and dress, all brought chills down my back. To complete 
the outfit, I changed from my low pumps into 4" open-
toed black sandals. They, of course, required that I 
paint my toenails (another first). At last, we were all 
ready and off we went again. 

Joann Roberts, the sponsor of the event had scheduled a 
talent show with other girls from the Renaissance group 
as participants. This was to follow the "Princess 
Promenade" where each girl in attendance would 
individually be escorted to the stage. Voting would 
take place in several categories; Miss Congeniality, 
Miss Ingenue, Miss "Gams", and of course, the 
"Princess" of the weekend. 

Everyone was stunning. The care that was taken in 
gowns, makeup, and hairstyles was amazing. To the 
surprise of few, Michele, my Compuserve friend who had 
come all the way from Texas, took the main title. 
Michele has to be seen to be believed (a size 7! and 
what a walk). The talent show was equally outstanding. 
Morgan, Kelly, Madame X and others from the group did 
fantastic renditions of Ann-Margaret, Dolly Parton, and 
Bette Middler, etc. These girls were GOOD! 

The long hours were finally beginning to catch up 
however. A little after 2am, I had to call it quits. 
Even that was great. Sunny laughed the next morning 
when I labeled it "breaking down". To remove my 
slipover dress, I had to remove the wig; to remove the 
bobby pins, I had to first remove the my long "press-
on" nails. It was wonderful. All this done, I zonked 
out immediately, sorry that this day had to end.

END

~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~
Please keep this story, and all erotic stories out of
the hands of children. They should be outside playing
in the sunshine, not thinking about adult situations.

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Kristen's collection - Directory 64