Southern Style
by Ashley Michaels
Prologue: (Ashley's Story)
My wife and I have been living in a small city in the Northwest for
several years. I told her of my cross dressing soon after we married and
rather than be shocked by it, she made every effort to encourage me in my
dressing. She took me from a very rudimentary phase of dressing to the
lifestyle I now enjoy. When I first revealed my cross dressing to her I had
only experimented with items such as bras and panties. I'd wanted much
more but guilt and fear had kept me from pursuing anything further. Mary
gradually encouraged me to try other items of feminine apparel. She soon
had me wearing bras and panties under my regular clothes to work. I
hated my job and the lingerie relieved stress for me and made the day go
faster. Next, she had me shave my legs and under-arms on a regular basis
and had me start wearing pantyhose as well. I loved the way they felt on
my legs and I didn't need much encouragement to wear them. Soon after
that she bought me my first heels and started teaching me to walk like a
woman. She had me wearing heels almost all the time at home. I loved the
new additions to my wardrobe and worked hard at doing the things she
suggested. It wasn't long after that, that she introduced me to wearing
dresses and skirts. To say I was hooked would be an understatement and
it drew Mary and I much closer together. She began to teach me makeup
and also insisted I begin growing out my own hair. She assured me that
once it was long enough to be styled in a feminine way she was sure I
would be able to pass easily as a woman. I thought she was crazy but I
knew that there were a few things I had going for me. I'm only 5'6" and
slender. My beard is very light and I have very little body hair to speak of.
As my hair grew longer Mary had me dressing more and more frequently.
I, of course, loved it and couldn't wait to do it whenever possible. My
wardrobe grew by leaps and bounds and Mary encouraged me to dress as
often as possible. She was very creative with it. At times she would leave
out clothes to put on when I would get home from work. Other times she
would call me and tell me she wanted me to dress for her and be waiting
when she got home. Sometimes she would ask me to dress and other
times she would flat out tell me I had to. Either way was very exciting for
me. Mary is a woman of great style and she had me dress as femininely as
possible at all times. Beautiful dresses, suits, blouses and skirts were the
normal attire she chose for me. She bought me a couple pair of pants
outfits but she rarely allowed me to wear them saying I needed to learn
how to live in a skirt first--especially since I had nice legs. She bought me
beautiful lingerie and my drawers filled with it. Pantyhose gave way to
stockings and garters. I had always pushed Mary to wear them for me and
now she insisted I wear them as well. She got me subscriptions to several
women's magazines and insisted I read them religiously; learning as much
about hair, makeup and fashion as I could. When my hair had grown out
we found that with styling it, I was able to change into a rather pretty
young woman. I couldn't believe how much we both liked the way I
looked. This fed the fire of my dressing and Mary and I began to venture
out in public with me dressed. I was terrified at first but soon found that I
could pass as a woman in any situation. I was in heaven. The only
problem was that with our small city we had to confine my excursions to
when we were out of town.
Mary is a very beautiful woman. She has a class and elegance most
women only dream about. She is pretty, blonde, 5'4" and has a great
body. She has fantastic legs and when she wears a dress, men notice. We
both love to work on the computer and it was one late night on the
computer (while on American Online) when she met Kirt. He was married
also and they began to chat in a friendly way. Over time, the friendly chat
turned sexual and romantic and they began to engage in cybersex. Kirt,
like Mary, had never been with another person other than his spouse and
was eager to experiment. The sessions progressed to exchanging phone
calls and phone sex sessions. She told me about him soon after the
cybersex began. I was a little shocked but I understood it when she said
she had always wondered what sex with another man would be like. She
liked his attention. He made her feel sexy and feminine. I knew that Mary
loved me but that this was a side of her sexuality that she need to explore
since she had never experienced it before we married. I slowly began to
take on the role of her best girlfriend and with my consent she began to
take pictures and send them to him. On several occasions I photographed
her as she modeled sexy dresses, alluring lingerie and wet t-shirts. She
enjoyed posing provocatively for him and doing whatever possible to turn
them both on. She allowed me to read her cybersex sessions and
occasionally to hear their phone sex sessions as well. It was a little
unnerving to read her words as she described how she wanted to suck him
or to have him take her from behind. It was even more strange to hear her
speak those same words to him on the phone. But there was no doubt it
was having some positive effects as well. Mary was feeling and acting
more sexy. She was more self confident and our own sex life was
improving. Things were really fun, and I had no idea that what she would
suggest one evening would change our lives even more.
THE PROPOSAL: (Mary's Story)
"Hi honey." Mary said as she put her arms around her sexy
husband. Most people would not have made that observation upon
noticing the graceful woman in a perfectly- tailored pink suit, white
stockings, heels and pearls sitting at the computer. He turned his face and
kissed her.
She'd had no idea of his alter-ego when they married 16 years
earlier, but "Ashley" had managed to make a comfortable home in their
lives.
"Honey...what would you think about taking a trip this summer?"
Mary asked. "We always take a trip. What did you have in mind?"
"Well I was thinking it might be fun to go back to New Orleans."
Ashley paused, crossing her legs and tugging the skirt down over her
knee.
"Why not go somewhere new? New Orleans was definitely great,
but don't you want to see a new place?"
"I don't know...it was such a great trip..." she pulled back.
"You've always been excited to explore places new to us." Ashley
said with a curious expression. "What gives?"
"I don't know...I hesitate to mention it." she said cautiously.
"It's just that you've been extremely accepting of my relationship with
Kirt, and maybe we're becoming comfortable enough with the situation
that we could have even more fun with it."
"Go on." she prompted.
"I've been having this fantasy, and New Orleans seems to be the
perfect backdrop."
She got a pained look on her face. She'd only recently learned of
Mary's affair with Kirt, a man she'd gotten to know via the internet. The
affair was not consummated in the traditional sense as Mary and Kirt's
relationship existed only online, on the telephone and through the mail,
but she worried about the implicit intimacy of the situation.
"Okay...what's the fantasy?" she tried to remain calm.
"You know how great you look when you dress as Ashley and I
think that you know, or at least suspect, that I desire to meet Kirt." she
prefaced. "I know this may sound a bit crazy, but Kirt has the
opportunity to attend a teachers' convention in New Orleans and I thought
it would be exciting to meet him there and live out some of our wildest
fantasies. You could live for a week as my best friend Ashley and I
would have the opportunity to meet with Kirt and experience being with
another man." Mary held her breath, awaiting Ashley's reaction.
Immediately she began to doubt her sanity in mentioning this to her. How
does one rationalize allowing one's wife sleep with another man--for
whatever reason?
Finally she spoke. "This may sound strange from a husband's
point of view, but I know how much you need Kirt. I don't always
understand it, but I know he makes you happy. And I really want this
week for Ashley...let's do it!"
Preparation: (Ashley's Story)
I couldn't believe what I had agreed to. Essentially I had agreed to let
my wife spend a week having sex with another man. I trust Mary and I
believed that she wanted our relationship above anything else, but I also
knew how hot she was for Kirt and how much she wanted the opportunity
to experience sex with him. At times I was jealous and other times I was
fine with it. Mary and I talked and came to an agreement on several things:
either of us could call off the whole thing at any point and the other would
go along with the decision. We agreed that I would pose as Ashley and be
introduced to Kirt as Mary's best friend. They would have a hotel room
together for the week and I would have an adjoining room. Mary would
video-tape some of their sex sessions together so that I would not have to
wonder what went on. She would simply tell Kirt that it was for them so
that they could relive the experience over and over after the week was
through. We decided that we would spend four days of the trip together
but that we would have three days of it apart so that they could be alone
some and that I could experience being totally on my own as a woman.
We also decided that we would get to select the schedule of what the other
did on the three free days and that we each would get to select the other's
wardrobe for the trip.
Despite my worries and concerns about Mary and Kirt, I found myself
very excited about my week as Ashley. I had always wanted to experience
living full time as a woman for a long period of time and now I was going
to get my chance. I wondered what things were in store for me and how I
would handle situations in which I would find myself. Mary for her part,
kept me dressed daily. I didn't need any help with dressing or makeup but
I video taped myself and Mary would also critique me on the way that I
moved and acted as a woman. I wanted to be totally convincing. I began
doing my shopping for Mary's wardrobe. It didn't take me long to take on
the role as Mary's best friend and to begin selecting things for her to wear
on our trip. I had read all of her cybersex sessions with Kirt and his e-mail
and letters as well. I knew what he liked and I was confident I could select
a wardrobe for her that more than held his attention. I also planned out
what she and Kirt would do during their three free days alone together.
My choices for them made it easy to plan her wardrobe. She has a great
body from a constant regimen of exercise and diet and I wanted to show it
off more than she had prior to our trip. I picked outfits that I knew Kirt
would like and that Mary would feel and look sexy and feminine in.
Beautiful dresses that hugged her figure and showed a lot of leg. I knew
that Kirt preferred that she wear garter belts instead of pantyhose so I
made sure all of her dresses would accommodate that. I chose some nicer
jean type cutoffs and tight knit shirts for more casual events during the
day. Some were very tight and she could wear them without a bra so that
her nipples would be more visible (an obvious turn on for Kirt). The
lingerie was the most feminine and sexy I could find--always matching
bras, panties and garter belts. Some were one piece corsellettes along with
very high quality stockings in various shades--some with seams up the
back. I also chose high heels with a slightly higher heel than she was
used to wearing. I wondered the whole time what clothes she was
selecting for me to wear.
The more I dressed as Ashley in preparation for the trip, the more Mary
became very open with me about her desires and plans for her time with
Kirt. We discussed what she would wear when, and what she would be
wearing the first night we all got together and she finally met him. She
discussed openly her plans to suck him often during the week (Kirt's wife
had never performed oral sex on him and Mary was very excited about
being his first) as well as what positions and places she hoped he would
take her in. It didn't bother me as I had fallen totally into my role as
Ashley in preparing for the trip. I did wonder what I would do with all my
free time alone and so did Mary, although, to a great extent, she was
planning my free time. She said, more than once, that she thought it might
be nice if I had someone to spend some time with. I had talked several
times with a guy from New Orleans who was interested in TV's. It wasn't
cybersex. He knew I was straight. He often encouraged me to explore my
female side sexually but I never could bring myself to. It was harmless
and I never thought Mary knew anything about it. About two weeks
before we were scheduled to leave she revealed to me that she had seem
my e-mail and knew all about him. I told her I had no intention of meeting
him and she stopped me saying, "Wait a minute, we agreed that we each
got to select what the others did on the three free days. If I want you to
meet him you will. It would be good for you to experience learning to deal
with men as a woman." I really thought she was kidding about the whole
thing. Little did I know!
PREPARATION:(MARY'S STORY)
I couldn't believe that Ashley had agreed to the trip to New Orleans. I
was so excited about finally meeting Kirt that it took a few days before I
realized that, for part of our vacation (the three free days), Ashley would
be left alone while I would be with Kirt. What's fun about seeing an
unfamiliar city without a friend? I thought. I signed on to the computer
after Ashley left one morning and was amazed to find that I still
remembered her aol password. I looked at some old e-mail she'd sent and
some conversations she'd saved and discovered a friend with whom she
frequently spoke. His name was Dan and from what I could discern, he
had some attraction to TV's. He was straight (as was my husband) but he
had fantasies about dating a TV. Impulsively, I wrote him. Pretending to
be Ashley, I told him of our trip and Ashley's desire to meet him and
perhaps fulfill his fantasy. I mentioned my "new" screen name and asked
him to send his reply there. The next day I received a letter. It was rather
aloof, but I sensed that Dan was playing a little "hard-to- get." After a few
more letters of encouragement, I finally received his e-mail affirming his
desire to meet Ashley and asking for details of the trip.
Now that Ashley would have a male friend on our trip, I set about
choosing her wardrobe. We had similar tastes in lingerie, so I chose
matching bras, panties and garter belts in very silky and lacy styles. She
likes 3 1/2 inch heels to show off her nice legs. Ashley also loves the
silkiest, most expensive brands of stockings so I bought a few pairs to
surprise her. I chose a lovely black and green suit that she liked to wear,
but stayed mostly with dresses of lighter material since our trip would be
in April--traditionally a warm and humid month in New Orleans. I chose
dresses rather than pants because those were Dan's preferences, but I also
chose a few pairs of flat shoes, good for the French Quarter, where one
must do a lot of walking. Fortunately, Ashley, unlike me, is rather leggy
and can wear flats--even with dresses--and look stylish.
Dan and I kept in constant touch the weeks leading up to the trip
and to say that he was excited about my invitation was an understatement.
He seemed to enjoy the e-mail detailing the trip and always felt free to
provide his input concerning Ashley's wardrobe and accouterments. He
was very interested in lingerie such as garters and of course stockings--
especially with seams. And although he'd actually never been with a TV
in a social situation, he seemed excited about the prospect, and his
enthusiasm and apparent knowledge of this lifestyle suited him perfectly
for this role. This trip was sure to be a "turn on" for all concerned.
Kirt moonlights at a job where he has access to free long distance calls.
He called me Monday night and I explained with glee, my plans to meet
him in New Orleans. I explained that my best friend Ashley would be on
the trip with me, as my husband didn't like me to travel alone. Kirt was
just happy that we would finally be able to fulfill our fantasies. I was
ecstatic too, but warned him, that as well as we felt we knew each other,
we'd still never met. I was worried about our expectations being so high,
that our meeting could be disappointing rather than the fabulous
firecrackers igniting, stars in our eyes, butterflies in our tummies
rendezvous of which we had both dreamed. He was unconcerned and
went on to tell me what he was going to do to me when he got me alone.
My relationship with Kirt made me feel like a teenager again. I couldn't
eat or sleep. All I could think about was Kirt.
Going to work each day was hell as the anticipation mounted. All I
wanted to do was plan the trip and fantasize about the hot bedroom time
with Kirt. I went shopping one Friday afternoon and bought Ashley a
cute bracelet , necklace and matching earrings. I still hadn't mentioned the
addition of Dan to our trip and had been faithfully e-mailing him under my
name so that Ashley wouldn't be any the wiser.
I gave Ashley the new jewelry about which she couldn't have been
happier. Then I broke the news about Dan. "Look Ashley," I planned
some lagniappe for our trip to New Orleans." Ashley had a curious
expression on her face. She knew lagniappe, the cajun word meaning
bonus or a little something extra.
"OK..." she said expectantly.
"Well, I'll just come right out and say it...I invited your friend Dan
to accompany us in New Orleans." A look of horror came over her face.
"You didn't" she said, flustered.
"Yes I did." I wanted you to have someone--especially on the free
days we'd planned. Not only because it's safer for a woman to be with
someone in an unfamiliar city, but also for companionship.
"No!" Ashley said firmly . "I'm not ready for this."
"Yes you are! And besides, we agreed that I would plan your free
days and you would plan mine and Kirt's free time. So I plan for you to
spend your free time with Dan. But remember, you can cancel the whole
thing at any time." I said with a smirk. "If you're really going to
experience living like a woman for a week, you'll want to have a man,
ok?"
"Ok." she finally acquiesced. She seemed overwhelmed, but
inside I think she was titillated with the prospect of this fantasy being even
closer to real life than she'd ever suspected.
THE TRIP DOWN: (Ashley's Story)
The night before the trip neither of us could sleep much. Mary
suggested we watch a couple of porno flicks she had borrowed from a
girlfriend at work. They were both pretty hot. In the first one, the young
woman wearing a very sexy dress and high heels was giving a very long
and slow blowjob to a guy in a hotel room. Mary smiled and said "Just
think, tomorrow night that will be Kirt and I." Later in the same sequence
she said "You should watch this carefully." I didn't think anything of it at
the time. We watched both films and occasionally she would remark on
some position or act she planned to do with Kirt. I was too busy
wondering how this thing with Dan was going to work out. Mary had told
me very little about her conversations with him. The next morning we
both showered and then after doing our makeup it was time to present
each other with our clothes for the trip down. We had both packed our
clothing choices for the other so that it would be a surprise when we got
there. I gave Mary her outfit first and she changed into it. Dark green
leather pants with a matching silk blouse. It looked great on her with her
black shoes. Under it all was matching black bra and panties. She looked
sexy but I knew it would be a comfortable outfit for her to wear on the
plane. Now it was her turn to give me my clothes. She had selected my
red and black dress for the trip down. It's a dress that would look good in
an office situation but that also would be great for after 5:00 functions. "I
know it might be a little less comfortable than what I'm wearing." Mary
said. "But I figured you would have me in pants for the trip and I decided
it would be fun to have you wear a dress and draw some attention.
Besides, it will put you in more feminine frame of mind for the trip." She
had me wear a matching black bra, panties, slip, garter belt and stockings
under it. I looked great in the dress and I found myself glad that Mary had
selected it for me. Mary had me wear high heels with it saying our
connection gates were close together so it would be ok. We got to the
airport just in time to catch our flight. We got on the plane and settled in. I
noticed several men checking me out. Mary told me I had better get used
to it. "They like the way you look and you look great so relax and enjoy
it." "It's part of being a woman you'll have to get used to." I realized she
was right and I did relax after awhile. On the way down we exchanged
information on what we had selected for the other's wardrobe. Mary loved
my choices for her. She felt there was a great balance between casual
outfits for excursions out with Kirt during the day and nice dresses to
wear in the evening. And of course I had selected plenty of sexy lingerie
to keep him enticed and Mary feeling sexy and feminine. Mary began by
saying that Dan had told her he preferred a lady in dresses or skirts. "I
didn't bring any pants for you. Dan likes to look at your legs and I knew
you would want to dress to please him so I packed only dresses. The
things I have planned for you are appropriate to wear dresses to anyway."
She went on to describe the lacy lingerie she had selected for me. It was
very sexy and feminine. "Dan likes garter belts and seamed stockings."
She said. "So I bought you several pair. He's going to love the way I
have you dress for him." She then showed me the e-mail she had sent him
under my name. He seemed excited about the trip and had expressed how
he liked a woman to dress. Mary, writing as me, had assured him that I
was very excited about dating him. I wondered how I would react to it all.
Part of me was very uncertain about it all but part of me really liked the
idea of going out on dates as a woman. And Mary was even suggesting I
do it and enjoy it.
We got to New Orleans and took a cab to the hotel. The Hilton was
beautiful and right by the Mississippi river. Our rooms both had a view of
it. There was a connecting door separating the two rooms. I hung up my
dresses and packed away my lingerie and heels. Mary's selections of my
dresses were very classy and feminine. It was only 2:30 and Kirt and Dan
would not be picking us for dinner until after 7:00. We passed the time
talking and getting ready. We both took long baths and shaved our legs. I
finally got the nerve to ask Mary how she thought I should handle Dan if
and when he made advances.
Mary laughed. "If? He most definitely will make advances and I
would think you would be looking forward to it. How can you experience
being a woman if you don't intend to respond sexually as a woman?
You're a woman on this trip and you should think and act like one. If you
and Dan hit it off like I think you will then sex is a logical extension of
being together with him. I think you'll enjoy it." We took a break in the
conversation to get dressed. I had Mary wear matching burgundy lingerie.
She looked very hot and I knew Kirt would not be able to keep his hands
off her for even a second when he saw it. Navy blue stockings with
matching high heels completed the under things. The dress I selected for
her was navy blue with long sleeves. It was very classy but very sexy too
and her legs looked sensational. Mary started me off by lacing me into a
black corsellette which nipped my waist a few inches. Next came
matching black panties. Mary then helped me put on a pair of black
seamed stockings. It took some work to get the seams straight but they
were very sexy. I'd never worn seamed stockings in public before but I
found myself excited about wearing them since Mary had said they were a
turn on for Dan. Finally Mary had me step into my black sequined cocktail
dress and zipped me up. I then stepped into my highest black heels. We
added a gold necklace, bracelet and earrings and then we admired
ourselves in the mirror. We both looked great. I couldn't believe how
sexy I looked and how good I felt. Mary looked even better and I knew
she was very excited about finally being with Kirt. He was due at 7:30
with Dan coming to get me at 7:45. Dan was clued into the fact that Kirt
thought I was a real woman so there would be no problems. We sat down
and did our nails. The guys would arrive soon!
FIRST DATE: (Mary's Story)
Ashley and I were very excited as we dressed for our initial encounters
with Dan and Kirt. Honestly, we both had great taste in clothes and I
think Ashley was as happy with what I'd chosen for her to wear as I was
with her choices. As I finished doing my nails and 7:30 approached, I
went back into my room to wait for Kirt. As I took one last turn in front
of the mirror I heard the timid knock at my door. When Kirt and I talked
with anticipation of this moment, he always remarked on his shyness
saying I'd probably have to make the first move. But after that, watch
out! Now I was thinking that perhaps he wasn't kidding. I opened the
door and touched his hand. He held my hand shyly and I pulled him
gently in the room. He looked fantastic--he'd lost 30 pounds since our
relationship began last November. I smiled and put my arms around him.
We always commented on the similarity of our looks--both having hazel
eyes and the same dark blond hair--and there were tears in both sets of
hazel eyes as we stared at each other thinking that the moment about which
we had dreamed was finally here. I said "So this is my Kirt baby." (my
term of endearment for him)
He sighed "...and my Sweetmary." I kissed him and he hungrily
returned my kiss--we couldn't have held each other any tighter.
I buried my face in his neck and finally said "Well maybe we
should go to dinner and get to know each other face to face." I grabbed
my purse and we walked to the elevator, Kirt's arm tight around my
waist. We kissed again in the elevator and I sighed in relief, thankful that
the chemistry I'd felt we had in our long distance relationship still seemed
to exist now that we were actually together. Kirt was already rock hard as
my body pressed against his for the slow trip down from the 23rd floor
and I wondered if we'd actually make it to the restaurant that evening. As
Kirt hailed a cab, I stared at his tight ass and felt good because I knew that
all the weight he'd lost, he'd lost for me. He once commented that I could
dump him for any reason but he wasn't going to let it be because he was
overweight. I wasn't so looks conscious that I would have let that come
between us, but I had to admit that I loved how he looked.
We snuggled together in the back of the cab, unable to take our eyes off
each other. I made small talk as his lips made their way slowly up and
down my neck. "We're meeting Ashley and Dan at the restaurant." I
said.
"Why didn't they just catch a cab with us?"
"Since both of you were arriving so late in the day, we thought,
perhaps, it would be nice for us to have a little time alone together to get to
know each other before dinner." I explained. I smiled invitingly. He
grinned and slyly snuck his tongue in my ear. My whole body tingled.
"It seems so funny finally to be doing things to you that, on the
phone or online, I've said I wanted to do a hundred times."
I smirked at him.
"What?"
"Nothing...I just love hearing your voice." I smiled. We kissed
again as the cab pulled up to Commander's Palace.
We waited in the foyer for Ashley and Dan. The Maitre de greeted
Kirk formally and acknowledged me as "the lady". The owner and
employees of a five star restaurant such as this, in a traditional old city like
New Orleans, would never presume a lady accompanying a gentleman to
dinner to be his wife. To refer to me as "misses" would be a faux pas
because, as they well knew, "the lady" could be a mistress or girlfriend.
It bothered me when I ate there once with my husband, but now it seemed
so appropriate, as I really was Kirt's mistress.
Ashley and Dan arrived for our 8:30 reservations with a few
minutes to spare. Dan was an attractive man in his late thirties but he
looked younger. Ashley looked absolutely radiant on his arm. She was
really in her element. They must be hitting it off I thought. We made
introductions and I winked at Ashley and she smiled seductively as we
were shown to our table in a cozy little corner of the restaurant. Ashley
and I had dined here on our previous trip to New Orleans as had Dan, a
native New Orleanian. Ashley, being quite the connesoir, chose the wine
and Kirt, a Mormon had his first drink. I had always joked with him about
getting him drunk and having my way with him but he just laughed and
said that he trusted me and looked forward to having his first drink with
me. We recommended house specialties like the turtle soup and bread
pudding, and the dinner and service were, as always, fabulous.
After dinner we strolled from the restaurant down to scenic St.
Charles Avenue. There we caught a street car and enjoyed the beautiful
evening and each other until our stop at Canal Street, just a few blocks
away from our hotel. We'd have to find another time to ride the street car
and enjoy the sights because that night, we only had eyes for each other.
Back at the hotel, Dan and Ashley decided to go to the bar for a
nightcap. I thought that was a good plan as Dan, living in New Orleans,
had a place to sleep and we had, through our e-mail, never specifically
discussed a sexual relationship. It was probably good for them to spend
some more time to become better acquainted and it would certainly be
easier for Dan to leave the bar than Ashley's room.
Kirt and I, however, had no patience for the bar scene as six
months of e-mail, snail mail and phone calls had built up our libidos to a
feverish pitch. We went straight to our room.
Kirt cornered me in the elevator, pressing his body hard against me
as his tongue earnestly explored my mouth. I lifted my foot out of my
heel and rubbed my stockinged thigh against his hard Tipper (our name
for his cock--I was his "Kandy"). The elevator door opened and I still
don't know how we got to our room. As we closed the door, I turned on
the light. I wanted to see every inch of Kirt's buff body. I took his face
in my hands and gently kissed every inch. He was grinning ear to ear as
he told me he loved me--Kirt was definitely one of the more romantic men
I had ever met. I licked his tender lips with my tongue and he slid his
tongue across my teeth--something he had always said he wanted to do. It
was a surprising turn on. He began kissing and licking my neck while he
unzipped my dress. I slipped off his jacket and pulled his crisp cotton
shirt out of his pants while sliding my hands teasingly over his tummy and
up to his pecs and hard nipples. Although now forty years old, Kirt had
been a wrestler in high school and his chest still showed remnants of the
physique he'd sported when he won all those trophies. As the dress fell
to my ankles, I heard him take a quick breath. He'd stopped and was
staring wordlessly at me in my sexy bra, panties, garter belt, thong and
stockings. He'd obviously never been this turned on before. I kissed his
chest and licked and sucked his nipples as he ran his hands through my
hair. As my hands fumbled with the button on his pants, I could feel
Tipper raging inside and Kirt grabbed my ass, pulling me tight to him, and
slid off my thong as his trousers gave in to gravity. I was very excited to
see that he was wearing the silk boxers I'd sent and I knelt down and
proceeded to remove them with my teeth, as an occasional slip of the
tongue tortured him to near ecstasy. He took my face in his hands and
pulled me up to him. "I want to be inside you the first time we cum." he
said smiling gently. We kissed as he lifted me up and my silky,
stockinged legs wrapped around his waist. He smirked when I groaned
and he saw the look on my face as a very wet Kandy slid onto Tipper. "I
didn't lie about the size, did I?" he quipped as his hands tightened on my
ass. I held him tighter around the shoulders and neck as I chuckled and
kissed him hard on the mouth. I dug my feet into his sexy, tight ass as
my breasts pressed hard against his chest and Tipper toured the tunnel of
love. It was a night to remember as he kissed me the moment we
climaxed together--just as he'd always said he would.
FIRST DATE: (Ashley's Story)
Shortly before Kirt was due to arrive I said goodbye to Mary as
she left my room. Before I did she took me by the hand and said "You
make a very pretty and feminine woman Ashley. Just relax this week and
enjoy everything that that entails, ok?" I smiled and nodded. A few
minutes later I heard voices next door and I knew Kirt had arrived. I
really didn't feel jealous at all but I was dying to see how he looked and
how he reacted to Mary. I knew he would be blown away by how she
looked. We had agreed though that we would not meet until dinner and so
I had to control my curiosity about Kirt. I heard them leave their room
and now it was my turn to wait for Dan. I suddenly found myself
worrying about every little detail of my appearance. Would Dan like my
dress? Were the seams in my nylons straight? Did I need fresh lipstick? I
suddenly realized that I was feeling the same feelings all women feel
before a big date. What surprised me more, though, was how much I was
enjoying them. I realized I was looking forward to going out on a date
with Dan. There was no longer any reluctance. I wanted to do this now.
I checked and rechecked my appearance in the mirror. Finally, a
few minutes later there was a knock on the door. I took a deep breath and
opened it. Dan looked great. Much better than his pictures. He was tall.
Even in my high heels he was three or four inches taller. He smiled and
said "Hello Ashley." He handed me a bouquet of roses and came into the
room. He kissed me on the cheek and I found that I enjoyed it. He told
me how pretty I looked and I turned around so he could see my dress.
His eyes seemed glued to my legs and I could tell he loved the way I
looked. He was dressed in a stylish suit and looked great. He was in his
late thirties but he didn't look it. He was quite handsome and the
conversation was very easy between us.
I grabbed my purse and we left for the restaurant. He took my arm
and escorted me to the elevator. I found that I enjoyed being on his arm
and I was very relaxed with it. We rode down the elevator with two other
couples obviously also heading out for the evening. I felt the other
women checking out me and my outfit as I did the same to them. I
realized that the saying that women dress for men but they also dress for
other women was very true. Dan was very much the gentlemen as he
opened doors for me and catered to my every need. He hailed a cab
outside the hotel and I climbed inside being careful to not let my dress ride
up in the process.
In the cab, Dan held my hand and the conversation flowed easily.
We both enjoy a lot of the same things and we share a good sense of
humor. He told me again how pretty I looked and how great I looked in
my dress. I found I really liked his compliments and couldn't get enough
of them.
We arrived at Commander's Palace and went inside. It was a
weird feeling. The last time I had been there was with Mary as her
husband. Now I was there with Dan and I was his date. Mary and Kirt
were waiting for us in the foyer. Mary smiled and made the introductions.
Kirt was much better looking than his pictures. He looked great and he
couldn't take his eyes or his arm off of Mary. Mary looked absolutely
stunning. It was clear she was very excited and happy finally to be with
Kirt, and although I knew she looked forward to dinner, I knew she was
looking forward to what came after even more.
Dan and Kirt seemed to hit it off right away and I could tell it
would be a great dinner. The waiter showed us to our table and seated
both Mary and me. It felt funny but nice being treated as a woman. I
ordered the wine as it is a hobby of mine and I think we were all amazed at
how quickly we hit it off. It was as though we had been friends for years.
I couldn't get over how beautiful and sexy Mary looked. Kirt held her
hand under the table and I wondered if he was exploring other areas but
Mary's face betrayed nothing. Dan also held my hand at times both under
and above the table. At other times he would have his arm around me. I
was surprised how comfortable I was with it and I wondered how Mary
felt watching me with a man in that way.
At one point Mary and I went to the ladies room. We freshened our
makeup and agreed the evening was going very well. I told her how
much better looking I thought Kirt was in person and she said how good
looking she thought Dan was. Mary asked if I would be comfortable being
alone with Dan for the remainder of the evening after dinner since she and
Kirt were anxious to get to the hotel room and be alone. I told her that was
fine and that I was totally comfortable being alone with Dan. The
remainder of dinner was a blur since Dan kept me engaged in
conversation. He was very intelligent and quite funny as well.
We finished dinner and Mary suggested that we all walk down to
St. Charles Avenue and catch a street car down to the hotel. They walked
ahead of Dan and I. I loved the cool night air and having Dan's arm
around me. It felt natural to slip my arm around his waist and I loved the
sound of my high heels on the sidewalk as we walked. We boarded a
street car and enjoyed the scenery on the way downtown. Mary and Kirt
spent much of the ride kissing and holding each other. I wondered how I
would react when Dan made a move.
We got off the street car at Canal Street and walked the short
distance to the hotel. Dan suggested a night cap but Mary and Kirt said
good night saying they were heading back to their room. Mary winked at
me as Kirt led her to the elevator. As the doors began to close I saw Kirt
take her in his arms and pin her to the wall of the elevator.
Dan escorted me to the lounge and we found a booth in the back of
the room where it was quiet. Dan sat close to me and had his arm around
me. A small lounge group was playing but we could talk easily. We talked
about everything. My dressing and how it evolved. His attraction to TV's
and how much he had enjoyed my pictures and letters (mostly the ones
that Mary wrote!).
We talked about our lives and hobbies--we talked about
everything. After about an hour Dan said "I know from your letters how
much you like to dance. Shall we?" I suddenly realized Mary must have
told him that.
As a man I had rarely danced and to say I wasn't very good would
be kind. But I found myself smiling and saying "I'd love to." Dan took
me in his arms on the dance floor and held me close. Fortunately he was a
fine dancer and I found I was able to dance quite well--even in my high
heels. We chatted and danced to several tunes. Later a slow song came on
and we were alone on the dance floor with only a few people left in the
place. We moved slowly to the music, my head on his shoulder. Dan took
my face in his hands and kissed me. It was gentle but persistent and I
found I enjoyed it.
"Is that ok?" he asked.
"Yes, I liked it." Dan smiled and kissed me again. The dance
ended and we retired to the booth. Dan and I began to kiss and they
became more intense as our tongues explored each others mouths.
"Maybe we should go upstairs." he said.
"Dan, I'm really enjoying all of this but this is very new to me and
I'm not sure I'm ready for more."
Dan smiled. "That's fine Ashley, but I want you to know that I
haven't once tonight thought of you as anything other than a beautiful and
sexy woman, and if the time comes, I hope you will allow me to treat you
that way in private." I thanked Dan for being so understanding and that I
would indeed think about it. Dan walked me to my room and we paused
outside the door as we said good night. He said he would pick me up
around ten the next morning at my room. It was very late and we shared
several passionate kisses before I said good night and closed the door.
I was amazed at several things. I had felt totally in the woman's
role with Dan all evening and I really liked it. I liked his kissing me and
touching me and I liked dancing with him. I was so immersed in the
whole thing that I hadn't even thought of Mary and Kirt until that moment.
They had been alone over two hours now.
I sat down, removed my makeup, got undressed and climbed into
bed. Thoughts seemed to flood my mind. I would think of Mary and Kirt.
I would imagine her on her knees in front of him in her stockings and
garters taking him deep in her mouth. I knew the intense pleasure he
would be feeling especially as it would be the first time a woman had
taken him orally. But as I imagined it the image changed and it was now
me in the beautiful lingerie and high heels and I was kneeling in front of
Dan doing the same thing. I tried to block out the images of Dan and I. I
would imagine Mary on her hands and knees and Kirt taking her doggie
style, but again the image would change and it would be Dan taking me in
my ass the same way. Did I want this to happen? Could I do this if the
time came? My mind wandered with the question until I finally slept, but I
think by then I was starting to come to the answer.
DAY II: (First Free Day--Ashley's Story)
I got up around eight when Mary came by. We were to exchange
our assignments for how the other was to spend the day. Mary shared
with me her evening with Kirt. She was ecstatic about it and gave me
every detail. I found myself not jealous, but relating to her as her
girlfriend more than ever before.
I told her about my evening and she was very excited about it,
although I sensed she had hoped I'd let things go a little further than they
did. She seemed pleased though when she asked if I were considering it
and I admitted that I was.
Mary had selected for me to have breakfast with Dan at Brennan's
restaurant followed by some shopping at the Riverwalk Mall. We would
have a casual lunch at Popeye's downtown followed by more shopping at
Sak's Fifth Avenue. Mary wanted me to have a new dress to wear for Dan
later in the week. Finally she had me scheduled to go to a TV bar in the
French Quarter for the evening since Dan had a business conference that
night and we would not be able to get together. She told me she had
already told Dan of her plans and he was ready to go.
I gave Mary my plans for her and Kirt. They included shopping
with Kirt in the French Quarter and at Tower records, lunch downtown at
Popeye's and then back to the hotel after some more shopping to change
clothes, then a limo ride to Baton Rouge to have dinner at Ralph and
Cackoo's restaurant followed by the limo ride home. They would then
catch the late show at Pete Fountain's club in the Hilton: Kirt had played
clarinet in high school and I knew he would enjoy that. Finally they would
return to their room.
We both loved the other's choices for the day as well as the
wardrobe selections. For Mary I had selected shorts and a white shirt.
These were a favorite of Kirt's and Mary could be comfortable and still be
turning him on. For the limo ride, dinner and the show I selected her red
silk dress with red seamed stockings. Under it she would wear a red
corsellette. Her red heels would complete the outfit. She had worn this
dress in some pictures for Kirt and I knew he would go crazy when he
saw it.
For me Mary selected my navy blue and white v-necked dress. We
agreed I should wear high heels to Brennan's but that I should slip on flats
for our day of shopping. She encouraged me to buy a very sexy dress to
wear to Clancy's later that week and that she wanted to help me get ready
for my date before she and Kirt left in the limo.
Mary left for her day and I started to get ready. I showered, shaved
my legs and then put on my lingerie. Mary had bought me a new set of
lingerie in navy blue. The panties, bra, garter belt and half slip all
matched. I rolled a new pair of sheer white stockings up my legs and
attached them to my garter belt. Slipping on my white high heels I sat
down at the vanity and carefully did my makeup. I finished with my hair
and painted my nails. There were only five minutes left before Dan was
scheduled to pick me up so I quickly stepped into my half slip and then
into my dress. It was a very stylish dress one might wear for work in an
office or for a luncheon. I knew Dan would like it. I added my earrings
and other jewelry and was checking my appearance in the mirror when
Dan knocked on the door. I opened the door and found myself very happy
he was there. He took me in his arms and gave me a long passionate kiss.
I found myself responding right away.
"You look beautiful." he said. "You look great in that dress." We
grabbed a cab and on the way to Brennan's, Dan snuck several kisses as
he held my hand. We talked and laughed and when we arrived at
Brennan's we had a great table. Breakfast was exquisite and afterwards I
told Dan I need to go to the room to change into some flats for walking
when we shopped.
Dan frowned "Only if I get to see you in high heels again later." he
joked. I assured him he would. I changed and we walked through the
Riverwalk mall. We browsed the stores and got to know each other even
better. Later, we hit Popeyes's for a light lunch. Dan wanted to go with
me to look for my new dress but I told him I wanted to surprise him and I
should go alone. He dropped me back at the hotel and we said our
goodbyes since Dan had a business conference that night and we wouldn't
be able to see each other. He parked the car and we kissed several times
before we were able to part.
I went upstairs and changed back into high heels. I figured I'd
need them if I were trying on dresses. Sak's Fifth Avenue was
conveniently located across the street from the hotel. It was fun being out
on the town alone as a woman. It felt odd but nice walking into the store
knowing I was there for the express purpose of finding a sexy dress to
wear for Dan that later that week.
I browsed around some and made my way to the cocktail dresses.
The saleswoman was very nice and very helpful. She had no idea I was a
TV and showed me a number of dresses in my size. When I had selected a
few I made my way to the dressing room. I tried on a couple before I
found the dress I was looking for. It was white, sleeveless, cut high at the
neck but showing part of my upper back. It was very form fitting and
hemmed above my knees. It was very classy but very sexy at the same
time. I checked myself in the mirror outside the changing room.
The sales lady raved and said how great I looked. I thought my
arms looked a tad big in the sleeveless dress. "Wear matching white opera
gloves" she said. "They are classy and very feminine and they will make
the outfit." She went and found some and when I tried them on it was
obvious she was right. I looked sensational. I paid for the dress and left
for a lingerie shop in the French Quarter that I knew did a lot of business
with TV's: I wanted to find some special lingerie to wear under my new
dress. The sales woman was very complimentary of my appearance and of
my selection of a dress. After some browsing I tried on a new white corset
that was absolutely gorgeous. It would be a little tight when fully laced up
but it pulled my waist in a lot and gave me a great figure. Matching panties
and a pair of white silk stockings with seams up the back completed my
purchases.
I got back to the hotel and went to Mary and Kirt's room to help
her get ready for her evening. Kirt had gone out for a walk and Mary and I
talked while she got ready. She and Kirt had had a wonderful day and she
was looking forward to their evening. I helped her into a red corsellette
and matching panties and then she put on red seamed stockings. Her red
silk dress and high heels matched perfectly and she looked gorgeous. Her
previous evening with Kirt had left her hungry for more.
"He's going to love you in that dress."
Mary laughed. "He will, but if I know him I won't be wearing it
very long once we get in the limo." Kirt returned and they left for the
limo.
I returned to my room and started to get ready for my evening. It
was still early so I had plenty of time. I was looking forward to going to
the bar. I had heard a lot about it and it sounded like fun. I would rather
have seen Dan, though.
I took a shower and redid my hair and makeup. I decided to wear
my black sequined cocktail dress. It was classy but still sexy enough for
the bar scene. I put on matching black panties, bra, garter belt and seamed
stockings. My black 4" pumps and gold jewelry completed the outfit. I
looked great and wished Dan had been there to see me. I decided to take a
cab to the bar. I could have walked but, in 4" heels, my feet would be
exhausted by the time I got there. I noticed the cab driver staring in his
rear view mirror a couple times checking out my legs. If he only knew.
I got to the club and went inside. It was much nicer than I
expected. There were about an equal number of TV's, men and women
there. I found a stool up by the bar and ordered a drink. There were a lot
of nice looking TV's and women there but, as I looked around, I thought I
fit in very well.
There was a large dance floor and the music was actually being
played at a decent volume. Two TV's took seats next to me and we struck
up a conversation. They invited me to share their table when one came
open and we settled in. We talked and really hit it off. They gave me some
ides of things to do in New Orleans and other places to shop. It wasn't
long before guys were asking us to dance. I danced quite few numbers.
The guys were nice but I would have rather have been with Dan. It was a
lot of fun, though and I really enjoyed their compliments. It was a new
experience being in a bar alone, wearing a sexy dress and having men
stare at me. I found I liked it and it was good for my ego but by around
midnight I was beat. I said goodbye and exchanged phone numbers and
addresses with my new friends. I caught a cab back to the hotel. I was
looking forward to the next day as Mary, Kirt, Dan and I would be
spending the day together. I was asleep before my head hit the pillow.
DAY II: (Mary's Story)
I woke up on our second day in New Orleans, pleased to find this
incredibly sexy guy with his face buried in my neck. I roused him with
gentle kisses all over his face. His Tipper did not, however, need rousing
as he rolled over on me for a good-morning fuck. We showered together
but didn't dally as Ashley had quite a schedule planned for us and we
wanted to enjoy the city and each other.
We got dressed in casual attire for a day of shopping and walking
the French Quarter. I wore sandals, a pair of short, tight Levi cutoffs and
a white T-shirt with no bra. Although sexy lingerie was certainly a turn
on for Kirt, he preferred the simplicity of a man's cotton, button-down
shirt with nothing underneath. So I knew that the outfit I wore now
would keep him wound up all day. He dressed in a pair of green Levis I
had sent him and his favorite Denver Broncos T-shirt. He brushed and
blew dry my hair and I made a point of keeping my butt pressed back into
Tipper as he worked. It was a wonder we ever got out of the room.
We walked the short jaunt from the Hilton to the Cafe du Monde
for a traditional breakfast of begniets and cafe aulait (french donuts and
strong black coffee with lots of milk). It was a beautiful day and, as the
sun beat down on my bare skin, all I could think about was what I wanted
to do to Kirt when I got him alone again. I felt like a teenager as we
walked through scenic Jackson Square with our arms around each other
and our hands nestled in the back pockets of one anothers' Levis. Kirt
was amazed at the number of artisans painting and sketching portraits and
selling their wares. As we made our way towards Tower Records, we
stopped to watch a performing group of tap dancers known to delight and
impress tourists with their youthful expertise, as they hoped, in return, for
small change. I was enjoying myself immensely, but I couldn't help but
wonder how Ashley's day was going.
Both Kirt and I are musicians, so we enjoyed perusing the CDs at
Tower Records and we immediately found "our song". In our online
meetings on AOL, we always chose a backdrop for our cybersex
sessions. We'd made love at Lava Hot Springs in Idaho, Chico Hot
Springs in Montana, on the River Walk in New Orleans, in a lookout
tower in Apache National Park, in Dinkelsbuhl, Germany and Vienna,
Austria, on a grand piano in a recital hall, at the job where Kirt moonlights
and other places too numerous to mention. One day, after seemingly
exhausting all the cybersex venues, Kirt suggested that we make love on a
deserted island. I asked how we'd live and he said romantically "Love
will keep us alive." I immediately thought of the Eagles tune of the same
name and it became "our song". We purchased the CD and strolled back
towards Bourbon Street.
We stopped at Houlihan's Bar for my favorite--a frozen pina
colada and I prepared myself for the fun to ensue as we ventured into the
souvenir shops and clubs. Some of the clubs were just bars with bands--
about every style from funky rock to jazz to zydeco--but many of the clubs
catered to fans of cross dressers, drag queens, she-males and strippers.
And the souvenir shops all displayed sex toys, risque T-shirts and the like
or were specialty shops pertaining to subjects like voodoo, an old Haitian
religion that had been practiced in New Orleans for some time. Kirt and I
had always joked about his small town naivete, so I was looking forward
to his reactions to the Bourbon Street aura: I was not to be disappointed.
Kirt, at first, seemed shocked by some of the things we saw, but
eventually he loosened up and seemed to take most of it in stride. Imagine
if he knew the truth about Ashley.
We got to Popeye's Fried Chicken about 1:30. Although it is a
fast food restaurant, it has the best and spiciest chicken and is always one
of the first places I eat when I get to New Orleans. We enjoyed being off
our feet and simply took pleasure in each other's company. Kirt and I
both share a good sense of humor and we exchanged jokes and riddles
(his specialty) as we ate.
We walked back to the hotel to prepare for our trip to Baton
Rouge. Kirt wanted to call his wife and update her on the teachers'
convention and then take a short nap before we left. I popped in to
Ashley's room to give him some privacy and was surprised to find her
there. She apparently had the same plan and wanted to be refreshed for
the bars and clubs that evening.
"How long have you been back?" I asked.
"Just about a half hour. Everything was wonderful." she gushed.
"The only thing that could be better would be if Dan were here right now."
"But Dan can't come out to play tonight, can he?" I teased in my
best child's voice.
"No." she frowned. "But I'm not sure that's such a bad thing. I
need to see what it feels like to be an independent woman." She smiled.
"No." I laughed. "You need to see what it feels like to be a 'just-
got-laid' woman." We giggled endlessly about that--we always could
make each other laugh.
"So how does it feel?" she asked.
"How it always feels--fabulous! I felt kind of like Barbra Steisand
in the 'Way We Were' this morning when he rolled on top of me, half
asleep. But, unlike the Robert Redford character, I think Kirt knew
whom he was boinking. And speaking of boinking, do you think it'll
happen with you and Dan?"
"I think so, but I don't want to make things too easy for him.
After all, he did play a little 'hard-to-get' when you initiated this through
the e-mail. I think it only fair that he enjoy a taste of that medicine." She
smirked.
"Now you're thinking like a woman." I laughed.
"It has been fun, though. He simply hasn't been able to keep his
hands off of me." "I know the feeling--and I like it!" I joked.
"Where is Kirt, anyway?"
"He should be napping by now, so we should probably keep it
down. I want him fresh for this evening." I smiled seductively. "So did
you buy a dress?"
"Not yet. I'll do that this afternoon. I want it to be a surprise for
Dan."
"I can't wait to see it. Whatever you do, go for daring, sexy,
provocative. What man doesn't like that?" I'll see you later. Have a
wonderful time shopping. I'm going to see if I can find a creative way to
awaken Mr. Kirt."
"Nothing that hasn't been done before, I'm sure." Ashley smiled
nastily.
"You brat!" I said as I sashayed back to my room. I pulled out the
covers that were tucked in at the bottom of the bed and crawled under the
sheets for a sneak attack. Conveniently, Kirt was on his back and I took
him quickly in my mouth and was rewarded with a deep gasp of pleasure.
After 40 years of deprivation, Kirt couldn't get enough of this one of life's
little pleasures. After I tasted his cum, I licked my way up his belly and
detoured to suck on his hard nipples, kissed my way up his neck and jaw
to his lips and quipped "I don't suppose you're awake now?" He smiled
wanly, took my face in his hands as he kissed me hard on the mouth.
"Where have you been all my life?"
"In your dreams 'til now." We laughed and hit the shower again.
The limo would be here in less than an hour. I dressed in my sexiest red
lingerie--a very lacy bra, matching garter belt and thong and red stockings.
All those months of workouts had really paid off as I felt as great as I
looked--and this kind of outfit hides nothing. Next, I slipped into a
pimento-colored silk dress with a matching belt to accentuate my thin
waist, and finally, a pair of red heels. Kirt had seen pictures of me in this
dress and was, as usual, erect the whole time we were getting dressed.
He wore a beautiful tan, linen suit with a white cotton round-
collared shirt--perfect attire for a muggy New Orleans evening. Our
chauffeur rang us from the lobby to inform us of his arrival, so we
finished our primping and hurried to meet him.
The limo was fantastic--very roomy and had a well-stocked bar.
Kirt put up the tinted window between the driver and us as I slipped out of
my dress. He sat comfortably on the seat opposite me, with his feet up
and a shit-eating grin on his face.
"And what is that countenance all about?" I inquired.
"Oh, just enjoying the view" he stated matter of factly. I hopped
on his lap and slipped off his jacket. Neither linen nor silk rated well
when in came to being wrinkle free and who wants to look disheveled in a
nice restaurant? I straddled him, and gyrated my hips, pressing hard into
his massive cock as he undid my bra and took my breast in his mouth. He
slowly unzipped his pants and I groaned with delight as he slid his hands-
-one in front and one in back--into my thong, sliding it off and pulling me
tight to him so my tender clit couldn't escape his meaty fingers. Tipper
crept through the fly of his boxers and I kneeled, sliding Kandy onto him
ever so slowly as our breathing became more labored.
"I love it when you're on top." He said. "I always cum harder that
way." He smiled while our hips collided again and Tipper pounded harder
and deeper. Kirt slid his hand between us and fingered my clit again as he
waited for me, the sweat glistening on our bodies. When I finally
convulsed with pleasure, Kirt gave one last deep thrust and kissed me as
his hot cum spurted deep inside me. I collapsed on top of him and our
bodies endeavored to find a common rhythm to our heavy breathing. We
lay there for what seemed a long time and finally dressed again as the limo
rolled into Baton Rouge, Louisiana's state capital.
The restaurant, Ralph and Cackoo's, serves southern specialties
like crawfish, seafood with cajun spices, hush puppies and keylime pie.
It is not as formal as Commander's Palace, but definitely provides a taste
of the old south. We enjoyed the meal and the drinks but didn't seem to
have the energy to converse much. All we could do was stare into each
others' eyes with dumb grins on our faces.
During the limo ride home, we slowly sipped another drink and
napped, our bodies spent from the combination of alcohol and physical
pleasure. When we arrived back at the hotel it was all we could do to get
back to our room. We undressed quickly and fell into bed. It seemed
much later than it was and I knew I'd get a great night's sleep, as visions
of Kirt's giant Tipper danced in my head.
DAY III (Ashley's Story)
I woke up early and just lay in bed thinking. The first part of the
trip had been a blast and I couldn't wait to see what today would bring. I
found myself thinking about Dan and what we had planned for the day.
We were going to do some shopping with Kirt and Mary and then go to
Straya's (a trendy New Orleans restaurant) for lunch. After lunch the guys
were going to hit the casino's while Mary and I shopped some more.
Dinner was planned for Alberto's, a great little hideaway Italian restaurant
on the fringe of the French Quarter, then across the street to hear some
jazz at Snug Harbor--one of the best jazz clubs in the city.
As I crawled out of bed I wondered how Mary's night had been. I
showered, then carefully did my hair and makeup. I knew that Mary was
going to wear pants today for shopping but I knew she had only packed
dresses for me to wear. That was fine with me since I knew Dan would
want me to wear a dress and I really hadn't been in the mood to wear
pants at all since coming on the trip. I decided to wear my red and black
dress. It was classy but, at the same time, it would look ok with flats since
we would be doing a lot of walking in the stores and malls.
I put on a set of red lingerie: matching panties, bra, garter belt and
full slip. I rolled black stockings up my legs and attached them to my
garters. Thoughts of Dan and I kept creeping into my head. I really liked
being with him. I liked his attention and I liked being in his arms and
having him kiss me. I knew he wanted more. And the more I thought of
it, and envisioned it I realized that I did too. I had always enjoyed going
down on Mary as a man, and it made sense to me that I would enjoy going
down on Dan as a woman. I wondered what it would be like and I decided
I would talk with Mary about it later in the day and get her ideas and
suggestions. I had, during this trip, come to think of myself as a woman
and I knew for certain that Dan did. The more I thought about sex with
him the more I realized I wanted it to happen. I was more apprehensive
about anal sex though. I had talked t