My Cheri Amour by Teri Franken

Chapter 1

I hate to put labels on myself or anyone else, but to try to describe
myself would be nearly impossible without incorporating a few of these
labels. My name is Tony or Toni, depending on how I am dressed and
feeling about myself. I am 30 years old, single, heterosexual (I do have
a few kinks); I stand 5'6" and weigh in at 140 pounds soaking wet. I have
been fascinated by women's clothing my entire life. I can remember when I
was in kindergarten and the teacher threatened us wild boys with dressing
us as girls for a punishment. I thought long and hard about it back then
and realized it would not be a punishment for me, it sounded like a lot
of fun! So my fascination began back when I was six years old and has
grown over the years. I live a pretty normal life out in public, but
enjoy dressing up behind closed doors in private.

Over the years I have tried talking to women about my hobby, doing the
typical thing like watching a movie with them that has a "trans" theme
and trying to gauge their reaction, but never met a woman who was very
understanding or adventurous. I pretty much decided that I was destined
to be alone with my dressing for the foreseeable future. 

I had a large wardrobe that I had purchased over the years. I was not
afraid to go to stores and purchase items for myself. If a cashier gave
me a strange look, I gave them one back. I figured it was none of their
business and what I bought was no concern of theirs. So my spare bedroom
was full of feminine finery, from a dresser full of bras, panties,
stockings, pantyhose, slips, camisoles and foundation garments. The
closet was crammed full of skirts, blouses, dresses, night gowns, evening
wear and shoes of every style. I had wigs to match my mood in every color
you could imagine. I was living a cross dressers dream except I was
alone....

One night as I was sitting in my living room, wearing my night attire
(black peignoir) and reading the paper. I began browsing through the
classifieds and went to my favorite section, the clothing for sale
section. As I was reading I came across an ad for a wedding dress that
was for sale. It sounded like a beautiful gown, the size was perfect and
the price of $100 was just right. I had bought clothing this way in the
past, a few formal gowns and even a nice leather coat, and everyone I had
purchased the clothing from was very nice and accepting of the fact I was
purchasing them for myself. The only concern with the bridal gown was the
length, sometimes the sizes of bridal gowns run small, mainly due to the
vanity of the bride not wanting to buy a size 18 so they list it as a 14!
I circled the ad and decided to give the owner, who was listed as Cheri,
a call after work tomorrow.


Chapter 2


The phone was answered after two rings and a pleasant voice
answered and the woman identified herself as Cheri. I asked if the
wedding gown was still available and she assured me it was. I asked how
tall the bride was and she said 5'5". That piqued my interest even more
so I asked her if I could look at it. She hesitated and asked if I was
bringing my girlfriend along? I told her that I would be coming alone
since the dress would be for me. She surprised me by saying that would be
fine. She said that I was welcome to try it on at her house and that I
should bring along the undergarments to be sure of the proper fit. She
said she had worn a long line strapless bra and that the dress had a
fitted bodice. We agreed that I could come out tonight and she gave me
directions to an apartment building within walking distance of my own. I
told her I would be there at 7 o'clock and that my name was Tony. She
thanked me and said she was looking forward to meeting me later.

After I hung up, I went to Toni's room to find the right undergarments to
wear. I decided that I would just wear them over to Cheri's instead of
bringing them with me, but would bring along a pair of white pumps and my
breast forms in a tote bag. I stripped and put on a long line open bottom
strapless bra with garters attached. I added beige stockings and a pair
of white satin panties. I put my breast forms and the heels in a tote
bag, pulled on a pair of blue jeans, a sweatshirt and comfortable
sneakers and headed out the door.

I was nervous and excited about the opportunity to get a wedding gown,
nervous about trying it on in someone else's apartment, excited that
Cheri seemed okay with me doing it. When I got to her building, I was
announced in by the doorman and he told me to go to the 7th floor, and it
was apartment 7G. When the elevator door opened a woman came up to me and
said "Tony?" I nodded and she introduced herself as Cheri, took my hand
and escorted me to her apartment. During the short walk she kept up a
continuous flow of conversation, it she did not even wait for answers,
how was the walk over, how long did it take, was it getting colder out?
As we walked I looked at her and she was a very pretty woman, appeared to
be in her early thirties, brown hair, green eyes and a nice figure. Once
inside her apartment she shut the door and asked me to sit for a few
minutes so we could chat.

We sat and talked for a few minutes, she was very easy going and very
animated. 

"So Tony, you are interested in my wedding gown? I have to admit that you
caught me off guard when you called and told me it was for you! I have to
admit, we are close to the same size, so I expect that it should fit you
just fine. Did you bring along the necessary undergarments so you can be
sure of the fit?"

I told her I was wearing the undergarments and brought along my shoes and
a couple of other things in my tote bag. She stood up and told me to
follow her to the bedroom where she had the dress hanging on a closet
door. Her bedroom was magnificent, it was bigger than my two bedrooms
combined and it was pure feminine charm, lace, satin and soft pastel
colors, I was truly envious and told her so. She thanked me for the nice
compliments and then turned to show me the dress that was hanging outside
of her huge walk in closet.

The dress was beautiful, even nicer than I had hoped. I knew from looking
at Brides magazine that this type of gown would sell new for over $1000.
I asked her about why she was selling it for such a low price and she
said she wanted someone else to have the enjoyment from it that she had
gotten when she was married. She acknowledged that the dress was a custom
design that had sold for well over one thousand dollars. I moved over to
the dress and felt the material, it was a very soft satin and silk
material, and there was also a petticoat and veil that went along with
it. I was mesmerized; it was the most beautiful dress I had ever seen,
like the Princess would wear in a fairy tale. A tear came to my eye and I
tried to hide it but Cheri was quick to notice and came to give me a hug.
"Don't cry Tony, I know what you are feeling, I cried when I first put it
on too. Why don't you go ahead and try it on. Would you like for me to
leave the room, or do you think you need help with the crinolines and
veil?"

"If you don't think I am a weirdo for wanting to try it on, then please
do stay. I would appreciate the help. I already know I want the dress but
I need to feel it on me!"

She nodded her head in agreement and waited for me to make the next move.
I put my tote bag down and opened it up and removed my shoes and breast
forms. Cheri's eyes lit up when she saw the shoes. 

"Those will be perfect; the heel size is the same as I wore at my
wedding! I think you may be a bit bigger in the bust than me though," she
said with a friendly laugh as she came over and felt the realistic boobs.

I slipped off my sneakers and pulled off the sweatshirt and my jeans,
then turned to look at Cheri. 

"I hope I am not embarrassing you in any way?"

She just looked at me, smiled and said, "Not at all and I think your
choice of lingerie is perfect. You go ahead and get your breast forms put
in place and put your shoes on and I will get the dress ready for you." 

I put my boobs into the cups of my bra and stepped into my shoes and as I
turned around I found my cock starting to stiffen. I couldn't help it and
was afraid of what Cheri would think. I tried to hide it but it was no
use. 

Cheri turned to look at me, glanced at my crotch and said, "Well at least
I now know I am not the only one turned on by all this! Don't worry Tony,
the crinoline fluffs out and will hide that unfeminine bulge. We can do
something about your bulge after we get you fitted properly."

She took my hand and encouraged me to come closer so she could help me to
put on the crinoline. I stepped into it and was amazed at how much it
billowed out. The length was perfect, coming down to just an inch or two
above the carpet.

"I knew the length was right," she beamed.

She next took the dress and helped me to get it on over my head and then
buttoned the back in place, making sure that I did not look into the
mirror until she was ready. The dress fit like it was made for me, but
she was not done yet. The last piece was the veil which was topped off
with a faux diamond tiara. Once that was in place, she said, "Voila," and
opened the closet door to reveal a floor length mirror.  I stood gaping,
with my mouth wide open at the reflection from the mirror. 

"My god Cheri, this dress is beautiful and it fits me like it was made
for me! Are you sure that you want to sell it to me?" I asked
unbelievingly.

Again the tears welled up in my eyes and this time they did not stop and
I began to weep. "This is a dream come true," I sobbed and Cheri again
came to comfort me. 

"I know honey, it is a special occasion and yes I want you to have it. I
will leave you alone to enjoy it and you let me know when you are ready
to take it off. I will go and pour us a glass of wine," she said as she
exited the bedroom. 

After about 15 minutes of admiring myself in the mirror, I called out to
Cheri and asked her to help me take the dress off. She came back in with
two glasses of white wine and said, "Before we remove the gown, let's
toast our new found relationship and hope that it will continue to grow."

I agreed and we tapped our glasses together and took a sip of the wine.