A DEAL FOR MY FRIEND AND A MY NEW LIFE FOR ME
I hang out with my old college buddy Bob two three times a year, and this
time unexpectedly he invited me to stay with him in his huge, near-empty
family mansion. Good thing because I lost my job and had no money. He
was an only child, his father was dead, and his mother preferred living
in the south of France when not traveling with wealthy friends.
"You can have any one of its bedrooms rent and cost free. You'd do me a
favor living here, Paul. It's lonely."
How could I say no? I moved in, and I must say, after a few weeks it
felt right. His staff would serve us dinner, coffee in a large sitting
room, and sometimes we'd chat or watch a game on the tube together, and
sometimes we'd just sit and read.
One day as we sat reading Bob looked up and said, "Paul, do you like
living here rent and cost free?"
I looked over to him from my magazine. "Sure," I said uncertainly. "Who
wouldn't?"
"Well, you know my mother is coming here soon and I need a favor from
you. We need to show her I am a straight up kind of guy. I can't let her
see us living together in this huge house all alone. I don't want her to
think I'm gay."
"Bob, why in the world would she think that? And even if you were, why
would she care? What difference would it make?"
"It's a long story. The short form of it is, she's a little bit
homophobic. She had a brother who was gay, and very unhappy about it, he
never found the right kind of loving partner. So from early on she's been
worried that I might be like her brother, or something."
Odd. Still, I had to ask him, "What do you want from me? It's your
Mother, you're the one who has to deal with her!"
He stared at me a moment. "She wrote into her living trust that I have
to be a straight 'stand up guy' to inherit from her, someone who means to
have kids to move along the family name.... bla, bla, bla... and all that!
She means it, too! And now she's coming to visit, and here are you, and
here we are living together like a gay domestic couple. What's she going
to think?"
I could see his problem. "So? I can move out and live somewhere else
while she's visiting you."
"No, I need an even bigger favor from you, buddy."
He had me baffled. "What would that be?"
He took a deep breath. "I need you to be my girlfriend when Mom visits.
To show her once and for all that I am not gay."
I was baffled. "Bob what do you mean me be your girlfriend? How can I be
your girlfriend?" I asked.
"Paul look at you, you look like a girl now, sort of. You have long
hair, you're short and skinny, and you've got facial features any girl
would die for. With a little help you could be a drop dead beautiful
girl".
Was he out of his mind? "Bob I can't do that," I said slowly. "People
will know I'm a man. And I have no suitable clothes, nor any desire to
be a girl."
"Paul, I need this favor, and you need money. It's only for a couple of
weeks while Mom visits. I will pay for everything, plus get you help in
making you into the most beautiful girl in the world, so no one will ever
know you are Paul."
He was serious! "Can I think about it?" I asked. Then I added, "This is
so strange!"
"Paul don't think long, because I have Sally coming over at 3pm today to
get you started. You either do this for me, or you'll have to leave. I
can't have my Mom see that there's a man here living with me. No way!"
"Bob, who is Sally?"
"She's a girl who will help you switch your look and demeanor to
womanhood".
"Bob, this is way too much, I need to think about this!".
I went up to my bedroom and looked into the mirror. Yeh, I do look like a
girl. It's a strange thing to ask anyone though. I had been thinking in
the past that I might try crossdressing, see what it would be like to be
a girl. One of my friends is a crossdresser, and he's been pushing me to
crossdress for a long time. And I have had a deep down fantasy to
crossdress since I was a kid. Out of curiosity, mostly.
Just then Bob came into the room and held out a check to me. I was blown
away. He said this should help me make up my mind. I saw it was made out
for $50,000.
I stared at him, I knew Bob was desperate! I asked him why he couldn't
"rent" a real girl for his Mom's visit.
"Paul, I want someone I can trust. Not some girl off the street. You are
my very close friend. I am not asking you to kill someone, just to
pretend to be my girlfriend for a little bit. How hard can that be? You
might even like it, plus you will make $50,000."
I hesitated another moment. Did he say I might like it? We'd been
friends a long time but not his girlfriend. This money was incredible
though. Might be worth wearing a costume for a month. Finally I replied,
"All right, I'll do it. But I will need help. I don't want anyone to
think I'm a man and get embarrassed!"
I couldn't believe it, but Bob immediately came over to me and gave me
the biggest bear hug. As if I was his girl already! Then he said, "We
will have so much fun. You will be the most beautiful girl. We will
really fake Mom out. Sally will be here this afternoon to help us, and I
have hired a decorator to remodel what will become our bedroom. After
all, a girl needs a dressing table and a walk in closet for all her new
pretty clothes, her shoes, and her other girly stuff."
He'd obviously been thinking about this! I said nothing.
"We need to pick you a girly name now. What name do you like for
yourself?" Bob asked.
"Well, I've always liked Mary," I said. That was the first girly name
that came to mind.
"Paul, I think you have been dreaming of this day before! You already had
a name picked out? So sweet! Ok, Mary it is. We are going to have so much
fun, aren't we Mary!?" Bob said.
I just smiled, thinking he is really into this. Very strange! He held
out the check again, and I took it.
Chapter Two
Sally showed up right on time. She was about 35-36 and a very beautiful
woman, very shapely and dressed very classily. Her figure looked like a
girl from the 50's, with a pointed bustline and shapely hips. I felt
attracted to her immediately.
We talked for an hour or so, she seemed so into this transformation, even
excited. She informed us she would live here for 6-7 days to help my
transformation. She seemed very intent to change me into this trophy girl
Bob wanted for his Mom.
I got nervous when she said I had to take pills to calm me down, to relax
my demeanor. I told her I was fine, but she insisted I take these pills
every 6 hours. Bob looked at me like this was all part of the deal, as if
he were saying take them, they won't hurt you.
Sally had a way about her that I could not say no. I did not like taking
pills. But I did and she was right, I did feel different. Much more
relaxed. Weaker, it seemed.
After dinner Sally laid out the plan for my transformation. "We will
start our training in the morning and go shopping for your new clothes,"
she said.
She then looked at Bob and said, "It would be best while we are gone
tomorrow shopping that you clean out Paul's manly clothes from the house.
It's best Paul does not handle that; he might freak out dumping his own
clothes. After all, he will not need them any longer."
My brain got nervous, thinking that I will need my male clothes back when
his Mom leaves. But for some reason I could not get mad about Bob moving
out my clothes. These pills must really be working on me.
Sally also told Bob she wanted to work with his decorator on feminizing
their bedroom. "We have to make it look like Mary's had her influence
here in the mansion." Bob agreed and said, "Whatever you want, just let
me know."
I thought this was moving way too fast.
Sally grabbed my hand and took me upstairs, saying, "Mary, lets get you
ready for bed dear. You will find this part of your new life much
different. After all, we have to make you feel and act very feminine now,
much different from being a man!"
She took me to another bedroom, a very feminine room, one of the ten
bedrooms Bob had in his huge mansion. Then took a nightgown out of a
dresser and told me to strip out of my man clothes. Telling me that this
will be the last time I will need those boy clothes.
What did she mean by "the last time"? But for some reason I did as she
asked without hesitation. She also handed me matching panties and a
girdle.
I asked why I had to wear a girdle. It looked tight.
"Mary, I have found girls like you have accidents down there and get
their nightgowns all soiled. So your new girdle will keep you under
control from now on. You will like your new control down there and you
WILL get use to it, trust me dear".
She was right, the girdle was tight, and it did work. I did NOT get
excited down there. My little guy could not move. Meanwhile the nightgown
was so soft, so nice. I stared in the mirror.... I was dreaming how girly
I looked already, with my long hair.
"Mary, you look wonderful. Your transformation will be so easy, your long
full hair and small body is perfect for your transformation, girl! You
will make a wonderful girl for Bob".
Did she say a wonderful girl FOR Bob? What did that mean? I kept staring
in the mirror. What was wrong with me?
Sally grabbed my hand, and took me into this huge bathroom to "teach me
my new nightly feminine wash up duties" as she said. To keep my skin
"so, so pretty," she said.
Once it was done she told me to jump into bed, and gave me a book, "How
to Cross-dress and Be the Best Girl Ever for your Man." She told me this
will be my daily reading and will help me understand my new life.
'My new life,' yeh for a couple of weeks,' I thought. But again I was so
relaxed I accepted the book with a smile and jumped into bed. I was so
relaxed, and felt so nice in this soft nightgown. I was thinking this
might be easy, being a girl. Plus I have $50,000 now.
I'd started looking through the book when Sally started undressing right
in front of me. Wow, she was gorgeous! I thought. Her lingerie was so
beautiful and yes she was wearing all retro foundations. That was why she
looked so different.
She saw me admiring her lingerie as she undressed. "Mary, do you like my
lingerie? Bob would like you to have this look. You know, the retro look?
You may not know that his mother is a beauty queen from the 50's. She too
loves retro fashions".
I couldn't take my eyes off her bra. Wow, she was a full figured girl,
and her bustline looked very pointed in the cone bra. For some reason I
liked her bra and told her so.
"Good, Mary, because this IS your new look tomorrow when we go shopping.
Bob wants you to have all the best clothes, to look your absolute best
for his mom," Sally said.
Sally slipped on her retro nightgown with a full bra to help support her
beautiful breasts. She looked gorgeous in her nightgown as she sat at the
dressing table brushing out her long beautiful hair.
"Mary, I will teach you all about this during the next many days. I am
sure you will come to love your new feminine ways. Trust me, it is so
much fun being a retro girl," Sally said.
Then she got into the twin bed next to me. Yes, here in the same room as
me. I felt a little nervous, sleeping in the same room with this gorgeous
woman. But I decided, if she is ok with it, sleeping with me, then I
guess I am ok with her in my bedroom. But it was a good thing I had on
this girdle, keeping the boys under control. She knew what she was doing
when she put me in this girdle.
Chapter Three
The next morning came quickly; I guess those meds really relaxed me to
sleep.
At breakfast, still in my nightgown, Bob smiled as Sally talked about our
shopping day. He told us, "Girls, have a fun day, buy what ever you need
to make my Mary beautiful."
Bob went off to work and Sally took me back up to "our" bedroom. I just
stood there waiting for her "command," that seemed like the thing to do.
She smiled and said, "Mary, I bought some women's clothes to get you out,
to start our shopping spree. We are going to have so much fun spending
Bob money, aren't we sweetie."
Sally told me to leave on my panties and girdle and handed me a bra. I
got nervous trying to put on the bra. She giggled and helped me, saying I
would soon get the hang of hooking my bra everyday.
Sally told me this t-shirt bra has padded cups to hide girl's nipples.
She inserted what she calls fake breasts into the cups. Wow, really had a
shape now and the bra felt so strange, so tight around my chest, I didn't
like the feeling nor the look.
"Sally, do I have to wear a bra now and have these mountains on my chest?
Bob's Mom would be here for a week or more. This bra is so tight, feels
funny".
"Mary, every girl wants a shapely figure and your new figure starts with
your bustline. You will adjust to your new feelings, your new figure, and
your new clothes. Remember, you have to look pretty and your figure is
first and foremost in your beauty treatment."
She gave me a tight fitting sweater, very feminine looking and women's
pants. "Mary don't get use to the woman's pants, you will not be wearing
pants ever again."
I looked in the mirror, and yes, already I could not tell if I was a man
or a girl. "Sally my bra is showing through this white sweater, I can't
go out like this".
"Mary you look wonderful. You look fine, very girly looking." I don't
want to look girly. What am I doing?
Sally was pleased as she pulled me out of the house for our shopping
trip. She seemed so excited about my transformation!
"Sally I feel very funny wearing this bra and girdle. How come these bra
straps keep falling down?"
Sally giggled saying, "Mary, that is just one of the many pleasures of
being a woman. You are learning. When Betty fits you for your bras today,
she will get your size right and your straps will not fall down, plus you
wouldn't need all that padding in your cups. That is why we girls get
professional measured for our foundations. We need a perfect fit for our
figures and our men!"
I had no idea what she was talking about. What does men have to do with
all this bra talk? What are foundations? All I could do is smile and
think what did I get myself into?"
Our first shopping stop was to a store that said "Transformation Salon."
When we first walking in, it looked like a beauty salon. The owner,
Betty, took us into the back room. I was nervous as she was saying how
happy she was to help me become the woman I wanted to be.
The woman I want to be, did she say that? For some reason again today, I
could not "fight" the things these women were saying to me. Strange.
Betty told me to undress and she would measure me for my new clothes.
Sally had to help me, I was so nervous underdressing in front of her.
Betty giggled, saying, "Dear, don't worry, we are all girls here and I am
here to help you."
Betty looked at Sally and asked her what Mary's husband wanted as her
measurements.
I looked up, thinking, did she say my husband? What is up with that?
Sally popped right up, saying Bob was not Mary's husband. But he would
like his girlfriend to have a full curved figure, like his Mom's.
Betty smiled and said, "Bob's mother is very attractive and has a great
figure. I can give Mary the same figure." Sally looked at me and told me
to relax, all will be ok, Betty knows her lingerie.
Next thing I knew Betty was gluing huge breasts on my chest. I tried to
resist, thinking they are way too big, but Sally said they were perfect.
Betty put some makeup on the edges of the fake boobs and by the time she
was done, I had beautiful breasts that looked like they were all mine.
Both women proclaimed they were a perfect size and commented on how
pretty I looked, and what a lucky girl I was to have such a nice figure.
Wow, next came a retro pointed bra. Betty announced it was a 36C with a
little padding to help shape the cups. I thought I was going to faint
when I looked down at the huge mountains on my chest. Looking in the
mirror, seeing me in this ultra feminine lacey bra, my reflection
shouting all girl, my body so feminine and curvy, I realized I didn't
look at all like a man anymore.
I felt weak, and they knew it as they guided me to sit down. Just walking
seemed totally different with these mountains on my chest. I keep looking
at them, holding them up like they are heavy.
Sally giggled saying, "Mary don't worry, you don't have to hold them,
your breasts will not fall off. They are now yours and you will get used
to your new girly curves."
Betty gave me some water as Sally pulled more pills out of her purse,
telling me to take them, that these will help. I did as she commanded --
what was happening to me?
I overheard them talk about my matching panty girdle and garter belt for
this bra. Betty was back in a second with more lingerie. These women were
taking over and I was getting tons of lingerie. Then Betty began
bringing out clothes. I just sat or stood there trying on clothes.
Sally then said it was time to go. I thought I was going to faint again.
Sally handed me this very lacey 1950's retro dress and told me to "slip
it on". With fear in my eyes, she said, "Yes, Mary you will wear dresses
and high heels now. You can handle it! You look beautiful and it's time
to make the full transformation."
I hesitated, but with Betty's help she handed me this gorgeous pink lacy
full slip and with a big smile told me to slip it on. Then she slipped
the dress on over my head, over my pointed bra, slip, and retro girdle,
and I was now wearing nylons. She zipped the dress up my back and turned
me around as she tied a big satin pink bow just under my bustline,
accenting my boobs even more. I was numb, I could hardly move.
Betty gave me a kiss on the cheek saying, "Mary you look stunning, you
will make a beautiful girl, please come back and shop soon."
Sally then gave me a purse; I looked at her like what is this for? "Silly
girl, you have to carry a purse now, all the time. It's what 'us' girls
do! Let's go home and I will teach you what us girls put in our purses.
This will be so much fun, sweetie!"
I couldn't stand. I fell to a chair and started to cry.
Sally put her arm around me trying to comfort me. "Mary you will get use
to your new clothes. I will help you adjust to your new feminine ways.
You are doing such a good job, I know Bob will be very proud of you".
I looked up to say, "Why would Bob be proud of me? Why am I wearing all
these tight girly clothes when his Mom won't be coming in for two more
weeks? At this rate I will be in this bra and girdle for a month. I'm not
sure THAT was part of our deal".
"Mary I'm here to help you develop your feminine ways. Your girly persona
will take all of the two weeks to learn. We have to practice; there's a
lot to learn. Plus you want to make sure you are 100% girl when Bob's Mom
comes for her visit, don't you? Here, take these pills too, with water,
they'll help you."
I took them.
"Now we need to step out into the salon and get your face fixed up, and
then I think you will feel better, more like a girl. A little makeup on
us girls does wonders, wait and see. I know you'll be so excited when
you see your new face!
"Also girl, not sure why you don't have Bob's favorite perfume on!? You
need to smell like the beautiful girl you will soon be!"
Off I stumbled in my new heels. All the ladies in the salon were smiling.
They knew I was a man.
Betty led me over to a chair. I could not resist, and relaxed into it.
"Mary, now just sit back and let us make you more beautiful."
I could not believe I was letting these women do this to me. What did I
agree to, why, why, why? I could hardly move in these clothes and I was
real nervous.
Some other girl all giggly worked on my face and another one did my
fingernails. Was I dead, I just sat there? I could not move. They were
transforming me right before my eyes.
One girl wanted to shape my eyebrows. What? My eyebrows? Luckily Betty
said no, that he would have a full facelift soon. Not sure what that was,
but I was glad it wasn't today.
I looked down, seeing my finger nails turning bright red. Plus they did
something to make them longer. How can that happen?
Betty told the makeup girls not to do too much on me, and eventually
proclaimed I was done. "He's just a beginner, after all," she said. They
then opened a large mirror and I saw myself. Wow, who is this girl, she's
pretty!? Sally put her arms around me, proclaiming how beautiful I
looked and how proud she was of me. "Mary this is so much fun, you have
no idea the pleasure you are giving me"!
Giving her pleasure? Who is this girl? What am I doing? Who's the girl in
the mirror? How could this be happening to me? Why do these ladies like
turning me into a woman?
Betty was all excited, saying "We will see you tomorrow for your hair
appointment, right Mary?" I couldn't even think about that. I could
hardly walk. Sally held me up as we walked back to the car.
"Mary take small steps and swing your arms more. Twist you hands out so
your palms are facing out. Think about your hips swaying. Smile like you
are enjoying your new life. All this will give you a very feminine walk
and demeanor which you need to master quickly".
Sally opened the car door for me saying, "Mary turn around and sit into
the car seat first, swing both legs up together, keep your legs together
and place your hands on your lap, on your dress together. Do all this
slowly, being your first time. Not easy moving around in your new clothes
but you will learn sweetie."
I did ok, but I was numb with everything that has happened today. Sally
knew I was having a hard time handling all my new 'functions'!
When we got back to the house both Bob and the maids were waiting for us.
Bob was amazed by my appearance. "Mary, you look terrific, I love the
outfit, my Mother will be very pleased," he said. "Sally, you did
wonders with him the first day. This is going to be so much fun. Mary, I
hope you like how Sally is helping you become my beautiful girlfriend.
Remember, you did agree to be my "best" girlfriend while my Mother
visits," Bob continued.
He came over and hugged me. I felt like a girl, and almost liked being
hugged by this strong man. This was so strange.
Bob whispered in my ear, "Mary, you look and smell so good, so feminine,
so pretty you could fool anyone, even my Mother. We are gong to have so
much fun now that you ARE my girl!"
I was numb, hearing him call me "his girl" and telling me I looked
pretty, now aware that I was going to be like this for a month. What did
I get myself into?
Bob then got all excited, saying he'd bought me some special presents and
that we should go upstairs and open them. Sally got excited, and they
dragged me upstairs. I could not move fast in this girdle and dress, and
the heels were hurting.
We got to my bedroom, where there were several boxes on the bed. It
looked like Christmas with all the boxes.
I opened them, one after another, all silky lingerie, beautiful lingerie,
all for a princess as Bob was saying. He was so excited, saying he had
bought them just for his girl.
I looked at him thinking, "Just for HIS girl"... I'm his girl?
The nightgowns, slips, and panties were all from Victoria's Secrets and
Saks Department store. All so lacey, so feminine I was getting excited
just from touching them. Wow, what was coming over me?
Sally said that we would be going to Victoria's Secrets tomorrow for more
shopping, so if they don't fit we can return them.
I was so beat and Sally knew it. She ushered Bob out of the room and told
me to undress and slip on one of my new nightgowns for a nap.
I couldn't believe how long it took to get out of my dress, slip, girdle,
nylons and garter belt. Sally smiled and said I would get used to my
dressing or undressing ordeals, something us girls all get used to. It
takes us girls a lot to be beautiful.
I looked down and saw my breasts. They looked like my own, and they
weighed on my chest like my own. Sally smiled while handing me the
nightgown, saying, "Here Mary, this nightgown has supportive cups to help
you, they will make you feel supported, the support you now need," as she
giggled.
She was right, the cups in the nightgown did help. They felt better than
no support for my new boobies, I thought. Off I went to sleep, beat and
drained from the full day of girly shopping.
Chapter Four
Sally woke me up for dinner. She said that Bob had bought me a beautiful
dress and he would like me to wear for dinner tonight at 7.
Wow, was this a date, what was up with this?
After a shower she handed me a 50's bra and matching panties and retro
girdle with garters.
I said, "Sally do I have to wear a bra tonight? No one will be here.
Can't I go braless and no girdle or dress? That old fashion bra makes me
look like I have two torpedoes on my chest! His Mom is not here yet!"
I saw a stern look come over Sally's face as she stepped into my face
saying, "Mary you made a deal with Bob, you have to be the most beautiful
girl you can be NOW, you are being paid well and you have a deal. You
have to be the woman in Bob's vision, you agreed. Plus woman do not go
braless, you need the support of a pretty bra and it will give you the
figure we want you to have. Now put on this pretty bra and lets get
started. It takes time to make us pretty and a little extra time with
you".
I was so intimidated; I took the bra and slipped it on. I guess not right
since she scolded me saying, "Mary you know better, Betty taught you this
afternoon how to put a bra on at the store, now bend over and adjust your
breasts into the cups. Stick your hand inside the cups and adjust your
girls into the cups. Your bra will be more shapely and fill out the cups
even better."
I am thinking, "my girls," is this girly talk? Who are my girls? Well, I
did the adjustment and wow, yes, the cups did fill out better but they
are still so pointed! I don't know why girls or men like this look, it
seems so un-natural. Why would Bob's and his Mother like this look? Is
she that old fashioned?
This time Sally handed me what she called an open-ended panty girdle and
a separate waist cincher. She said these would help my curves in this
dress. What did I know?
I asked her what is an open-ended girdle? "Mary this will help you keep
your knees together when you sit. Girls have to keep their legs together,
be lady-like when sitting. This girdle will help you remember to keep
your legs together."
I did notice that it made me take smaller steps as I walked over to the
makeup table.
Sally did my makeup and hair. I liked being pampered and Sally knew it. I
was shocked to see all the makeup she put on my face, so I asked why.
"Mary, tonight you're attending a southern dinner party. Bob thought you
would like it."
"Party, are their other people coming to dinner?" I asked.
"No, no just the two of you for dinner. Although just between us girls, I
know he is planning a "coming out" party for you. You know, to introduce
you to his friends so they won't blow the cover when his Mom's here."
Fear struck me as Sally tried to reassure me all would be ok. She will be
right by my side and no one will ever know I was once Paul.
How could she and Bob make me so different so fast? It's like they got
rid of Paul and now they have Mary as their play toy. Problem is I am
beginning to like this new life, maybe.
"Now Mary calm down, enjoy the 'process,' enjoy your womanhood, relax,
and let me pamper you." She combed out my long hair and spun it up on
top of my head. It felt strange up there. She put a pink bow and little
flowers in my hair, very feminine looking I thought.
I looked so different with makeup on, I was amazed at my new look. Felt
funny on my face. Sally said I would get use to makeup, will never leave
home without my new look.
Sally proclaimed my beauty, how pretty I looked, and added that the gown
will be the 'topping off' of my new look. Then slipped a full slip on
me, and another different kind of slip, she called this second slip a
'petticoat' to help fill out the dress. Wow, this petticoat looked like a
dress.
Next came the dress, an old-fashioned dress I thought. It wrapped around
my chest and narrow waist, and because of the petticoat really flared out
at my feet. Sally tugged and zipped the back up. Looking in the mirror, I
saw my figure was gorgeous. I think I was getting turned on, I looked so
good as a girl.
Then she tightened a huge lacy bow around my waist, proclaiming that my
pretty transformation was complete, except for my high heels and some
jewelry and perfume.
We both looked in the full-length mirror as she got all excited and said,
"Mary you are a vision of loveliness! I have done such a good job, Bob
will be so pleased!"
I am thinking, why will Bob be pleased? What am I missing here?
"Here, Mary, slip on your heels and let me take some pictures. You are
such a beautiful girl now. I just love your sweet red lips... that lipstick
is the best so exciting. You should be so proud of yourself!" Sally said.
Again I felt weak, had to sit down. All this stuff was happening too
quickly.
"Sally can I tell you something? I told you I have tried crossdressing a
little before and I liked it. But, I really like wearing high heels and
have been wearing heels in private".
"Mary, I knew that, you walk in heels well. I see the excitement in your
face as you slip them on. You are doing wonderful".
Sally handed me my purse and said, "Lets get downstairs, can't keep your
new boyfriend waiting!"
I thought, keep him waiting, who is he, my date?
I looked at her, saying, "My clothes are too tight, I can't move, it's
all too tight. Do I really need all this stuff on? Why do I have to carry
a purse in the house?"
"Mary, I am trying to train you in your new feminine ways. This is what
us girls wear; we want you to look your prettiest ALL the time! This
dress requires these pretty foundations. Just thank your lucky stars that
you are not living back in 1950 when girls wore these foundations every
day, when they were fashionable and everyone loved their look and shape.
You are lucky I didn't put you in a corset tonight, but that is next
sweetie! Now get your pretty little tight ass off that chair and lets go
downstairs and enjoy the evening."
Downstairs in the formal dining room, there stood Bob in his formal tux.
I was blown away at how good he looked. What was I thinking, why was I
staring at him?
He came over and greeted me like I was his long time girlfriend. Wow, he
is really playing the part too. He hugged me a long time. I felt the
passion flowing through our bodies. What was going on? Why do I feel this
excitement?
I saw Sally in the corner smiling with two thumbs up, proclaiming her
pleasure at our union.
Bob held me back, looking at me, telling me how gorgeous I looked and
that I will make the BEST girlfriend for him and his Mom.
He escorted me over to the dining room and held my chair like perfect
gentleman.
I was still in another world from the passion of his hug. Where did that
hug come from, I kept wondering. I was putty in his strong arms, I
thought. These clothes or the pills are making me helpless -- I can't
think for myself.
Bob kept talking about how pretty I looked. That my southern classic gown
was so pretty, that he just loves the look. He kept thanking me for doing
this for him. He kept giving me wine and I kept drinking it. I knew how
to handle that, I thought. I had to get drunk, I thought.
During dinner Bob kept telling me how pleased Sally was with my
acceptance of becoming his girlfriend. He was hoping I would accept the
1950 retro look since it was his favorite look and he loves his
girlfriends when they wear those pretty fashions, as he said.
Just then I thought, did I hear him say, 'his girlfriends'? He likes them
in these tight girdles and pointed bras? He thinks I'm his girl? How can
I be his girl?
Then I thought about my shopping spree today, and what I am wearing. Yeh,
maybe I am his girl for a month, that's the deal, for his Mom's sake.
After dinner we went into the living room. I'd had too much wine, and
felt so relaxed I didn't even mind when he sat right next to me on the
couch.
He started talking about how we will have to be like husband and wife,
since my Mom knows my girlfriend lives with me. So he talked about
marriage.
I heard that word marriage and got real nervous. What is he talking
about? He kept saying he would have to treat me like his wife, his girl,
and that he hopes kissing me will not freak me out.
I didn't know how to answer him. I only knew I was feeling so placid, so
relaxed, probably because of the pills Sally keeps giving me, that all of
a sudden, not sure what came over me, I hugged him and gave him a huge
kiss on the lips. What could be wrong about that? I was enjoying this and
we both knew it.
He was the perfect boyfriend and returned the kiss. I fell back in the
couch with such pleasure on my face, saying, "Bob I am not sure what came
over me. We are two men kissing like we were boyfriend and girlfriend.
These clothes and pills are making me do strange things!"
Bob hugged me quickly back saying, "Mary you are my girlfriend now. You
are so beautiful inside and out. Just look at you! You ARE are my girl!"
We had more wine, more kissing. He even tried to unhook my bra. I
giggled, saying, "Good luck with that one, this dress and bra are built
like a fort -- you won't get in."
We both laughed as he suggested we go upstairs to his room.
I got nervous but he grabbed my hand and led me upstairs. I could not
resist. He took me into his bedroom. There on the bed a gorgeous pink
lacey full-length nightgown. He held it up, asking me if I liked it.
"Mary come over here and try it on. I think you will look gorgeous in
this. I bought it just for you!" Bob said.
What was going on? He wanted me to strip down and put on this nightgown
right in front of him? I looked around. Sally was not here. Nearby I saw
a beautiful makeup table, and further back I saw a walk-in closet had
tons of dresses hanging in it, with high heels all over.
"Bob what are all those dresses for? Who are they for?" I asked.
"Why you silly, when my Mom comes this will be OUR bedroom of course. Mom
thinks we live together and with Sally's help I bought all those clothes
for you. This will be our bedroom. I thought you knew."
"I am going to sleep with you in that bed?" I asked.
"Paul, of course. What's wrong with that, you are my girlfriend, did you
forget?"
"Bob I can't do that, I can't sleep with you! I am having some very
strange feelings for you! This can't be happening!" I ran out of the room
and ran immediately into Sally in the hallway.
"What's wrong, Mary?" Sally asked. "Did Bob say something? You look all
red in the face."
"No, he was a perfect gentleman. It's me. I can't undress in front of
him. And how can I sleep with him in that bedroom?"
"Oh, Mary, come here, you need a hug. Calm down and lets go back to our
room and talk this through".
Back in our bedroom I started to cry, saying dinner was so nice and our
talk on the coach afterward was a real changing point for me.
"Tell me Mary, what do you mean by 'changing point'?" she asked.
"Well, Bob was so nice. We both clicked. I really felt like his
girlfriend in the living room. I really thought I could do this for him,
you know play his girl when his Mom comes to visit. We even talked about
my dress and foundations on how I was adjusting to them, how much he
likes this 50's look."
"Then all of sudden he said we will have to act like husband and wife
when his Mom is here. She expects us to marry I think. Sally what is up
with that? I can't marry him! I am a man. Why did he tell his Mom we
might marry?"
"Mary calm down, he's only telling his Mom that to make sure she's
accepting of his lifestyle. He has to convince her he will get married
some day, that's all. Bob knows you are a man and that you are his best
friend. Keep focused on the mission here. He needs to convince his Mom he
is straight and will marry someday," Sally said.
Sally explained that I would have to sleep in the same room with Bob when
his Mom gets here. She would help me adjust to this, and maybe the doctor
could help.
"Doctor, what doctor?" I asked.
"Tomorrow we have to see a doctor to help your voice. You have to sound
more like a lady you know, and there is a doctor who can do this."
Fear struck me as I said, "I can't change my voice. I am a man".
Sally said, "Mary don't worry, the medicine only lasts 3-4 weeks and you
will be back to normal after that. Besides, look at yourself, do you look
like a man now? Relax, this will complete your transformation and make
you a sweet talking girl."
I was so weak and drained. Sally helped me undress and get washed up for
bed. She is so nice I thought, so sweet.
The next morning Bob was at breakfast when I came down. He rose and
apologized if he'd said something wrong last night. He hugged me saying,
"Mary I might have rushed you too quick with our game. I am sorry. You
are being such a good sport and I really appreciate you helping me with
my Mom. I will be gone a couple of days now, but will be back Saturday.
If you need anything Sally and the house maids will help plus here is
your own cell phone, so you can call me anytime."
I got all weak and giggly, just like a girl I thought, and hugged him
back saying I might have gotten too emotional last night. I am really
trying but I need time to adjust to all that is happening to me.
I looked at the cell phone. Wow it was a real girly one, all pink and
very small, plus it had Bob's photo on the screen. We had breakfast. All
was ok now. Bob left for his trip and Sally dragged me upstairs to get
ready for our day. Getting dressed took so much longer now. "I'm not sure
I like this but what can I do?" I said to Sally.
Sally smiled and said, "Mary, you are learning".
I showered and Sally gave me that 50's bra and girdle again. "Sally do I
have to wear this pointed bra? It makes me uncomfortable, and anyhow
girls don't wear these bras now days".
"Mary, Bob likes this look and asked that you get used to wearing these
kinds of foundations. Woman wore these kinds of bras for years. Maybe if
you are a good girl today at the doctors we can go shopping for a more
modern bra. You can wear it while Bob is out of town -- he would never
know," Sally added with a smile.
With that I put on the 50's bra, I did the bend over and adjust my
"girls" in the cups like Sally taught me. Sally proclaimed I was getting
good at that, with a big smile.
Sally then handed me a very feminine sweater. With fear in my eyes I
said, "Sally I can't wear a tight sweater. My boobs will stick out with
these cones, they will look awful!"
"Do you want to try on one of my bras? We are close in size," Sally said.
"Oh, could I?" It just came out of my mouth! Here I was begging her to
wear her bra, what is up with this? With pleasure she took out one of her
bras and told me to slip it on. It was a t-shirt bra and had a little
padding to cover her large nipples, as she explained.
Wow, it was tight, and the extra padding made me even bigger. I really
didn't need padding.
Something was wrong. I liked the bra, but looking down my breasts, my
glued on breasts, I saw they were coming out of the tops of the cups.
"These cups are too small," Sally said. But I thought it looked better
than my pointed bra cups, so I pleaded with her to let me wear the bra.
Listen to me, begging her to wear her bra! What is wrong with me?
Sally said the bra fit well. I thought too tight, but then what did I
know? She slipped the sweater over my head. Even though my breasts were
more rounded, I still have a very very curvy figure. With a big smile,
Sally cupped my breasts with both her hands and assured me I had a very
nice figure in her bra.
I looked in the mirror; where I could see the bra lines under this white
thin sweater. I looked at Sally and said, "I can't wear this sweater, I
can see my bra under it. People will know I am wearing a bra! Help!"
"Mary, first off, you have a C cup boobs, people know you have breasts
even without a bra. People expect you to wear a bra with those large
breasts. Moreover, you need support; you have no choice but to wear a bra
now and for a long time to come. Don't worry if your lingerie shows
through your tops. It just your new underwear! Sometimes it's a very sexy
look".
"Sally I don't want to be sexy, and what do you mean I will need to wear
a bra for a 'long' time? My deal with Bob is only while his Mother is
here on her visit."
Sally was thinking something, her big smile showed that. But what was she
thinking?
I thought it best to shift topics a little. "Sally I like your bra but
I'm not sure I should be wearing it. Can I buy my own"?
"Mary we are sisters now, sisters share clothes. As for you buying more,
we will see. You need to be a good girl today at the doctors and do
everything she says. Plus Bob is not a fan of t-shirt bras, you know he
love that retro look!"
I really preferred this softer cup bra to the pointed bras. I assured
her I would be good and not cry today at the doc's.
Sally did my hair and makeup, this time using much less makeup than last
night. She put me in a pencil skirt as she called it. I could hardly move
in it, but she said that was normal, I would get used to the fit.
"Sally why do I have to wear so much makeup around my eyes? Can't I do
without the brown shadow above my eyes? It hurts. Plus my eye lashes seem
longer".
"Mary you will get used to your makeup. A girl does not leave her bedroom
without her makeup on. Your eyes are beautiful with your makeup."
As we were checking ourselves in the mirror she told me I was missing
something, and asked me what.
I was stumped. So, she giggled and said, "We have to get you some
earrings today, and first get your pretty little ears pierced".
I grabbed both my ears saying, "That will be so permanent! That will mark
me forever!" She smiled and said, "Yes!" ... and off we went to the
doctor's.
I was nervous, but the doctor assured me that the effect is temporary and
would adjust my voice to sound more like a woman's. The process will not
hurt, she said, and will make my 'new' life easier; because people will
not think I ever had a man's voice.
I signed the forms as they began the process. It was easy, requiring me
to take three different syrups. She told me not to talk for 3-4 hours and
should take a prescribed medicine each night before bed. I now had to
stay in their recovery room for one hour, but Sally would stay with me.
I downed the medicine. As Sally said, I was a real sweetheart.
I fell asleep in the recovery room. When I woke up I found I had a
pacifier in my mouth and that it was taped to my face. I could not open
my mouth. Sally saw my fear and explained all was ok, this was normal and
I just had to leave it in for 2-3 hours. She went on to say I was such a
good girl; we would go buy me one of those t-shirt bras I was wearing,
with matching panties and girdle. My eyes lit up. She knew she had me
under her control now.
I felt really strange having this pacifier in my mouth. Everyone knew it
was a baby pacifier, but then what could I do? Off we went to Victoria's
Secret for my own t-shirt bra. I was not happy going there, since it was
such a girly store, but I really didn't want to wear those 50's pointed
bras and this might be a way out of wearing them.
The sales clerk took us right over to the full figure bra section. Sally
explained I just had an operation and had to suck the pacifier.
She told the clerk that I should be measured, and fear struck my bones
hearing this, but with the pacifier in my mouth I could not say a word.
Me, measured for a bra? Out in public? Before I knew what was going on,
the clerk had the measuring tape around my chest and announced I was a
36C. Wow that was fast, I thought, and it didn't even hurt.
Sally bought a very beautiful set -- bra, girdle, panties and garter
belt. I tried to mumble that I wanted more than one bra, but she said no,
I was lucky Bob was buying me even one of these t-shirt bras.
I was thinking, what does Bob have to do with this? Then thinking back,
realized that he was the one paying for all my new clothes.
Sally took me through the mall then, my high heels clicking down the
hallway with my very pink VS bag telling everyone I had bought some sexy
lingerie at VS.
I kept looking down at my chest. My bra was still shouting out through
this sweater. Everyone could see my bra through this tight sweater. I was
so embarrassed. Sally said, "Mary, don't worry, you look very nice, that
sweater fits you perfect. Stop looking at your chest."
We stopped and looked at dresses. She told me that Bob had already bought
me many and that he likes buying dresses. That he will be taking me dress
shopping next week when he is back in town.
As I was walking I was dreaming, hearing my heels click, feeling my hips
move side to side, swinging my purse, thinking how nice this all feels,
when Sally pulled me into a booth in the center mall area. Yes, it was an
ear-piecing booth. She sat me down and the clerk drilled my holes not for
one earring in each ear but for two. Here I was within seconds sporting
beautiful feminine earrings, shouting to the world I was all girl here.
They felt funny dangling by my neck, but strangely made me feel
different. We bought several pairs of earring big flashy earrings. I
thought these will cause a lot of attention, but then that is what Sally
wants I think.
Sally announced she had a makeover planned for both of us at a local spa.
She said it would relax us both and end our day. We drove close to home
and walked into the beautiful spa. I could not believe how nice it was,
and of course for women only. Not sure I should be here, but looking at
me in a mirror, I saw I was ALL woman!
We were ushered into a room and told to remove all our clothes except for
bras and panties, and told to put on a very soft feminine robe. I looked
at Sally, and she said, "Its ok sweetie, this is how us girls do it,
enjoy, I'll be with you in the same room".
Here we were, as she says, like sisters, in the same matched bras and
panties, so girly in these very comfortable robes. I thought I was in
heaven and Sally knew of my pleasure.
All of sudden I worried about what happens if they ask me to take off my
robe -- my boys were all excited down there! I gestured to Sally to
convey my concern.
She giggled and said, "Mary they are well aware of YOUR boys, this is a
salon for cross dressers, they love this kind of treatment, you are in
good hands. Nothing to be embarrassed about, we are all girls here. Plus
the employees here are all men even though they don't look like men at
all, know what I mean, dear!"
Two girls came in, they looked like girls, telling us to put the robes on
the chair and relax on the tables. Wow, I was nervous, but if they were
men no one would ever know it. They looked so girly and so feminine. My
masseuse saw my nervousness, and helped me with my robe saying, "Mary,
don't be embarrassed, we all have spots on our bodies we are not happy
with, including me".
All this broke the ice. I jumped up on the table, it was so nice, so
warm and comfortable. The rub down she (or is she a he) gave me was out
of the world, so relaxing!
"Mary may I unhook your pretty bra? I think I have the same Victoria
Secret Angel bra, just in love with this pretty bra and how it shapes my
little breasts".
Without thinking, I said yes. It felt so strange having my bra un-hooked.
I wondered what would happen next.
She massaged my back with warm oils, felt so so good. She then re-
hooking my bra asking me to roll over.
She asked me twice to roll over, I was nervous. Sally looked over at me
saying, "Go ahead Mary, you can do it, we are all sisters remember." For
some reason every time I hear Sally say the word 'sisters,' I relax and
do exactly what she says. Plus the word makes me feel so warm and
feminine.
At her command, I rolled over. I knew my boy was "standing right up" but
then what could I do?
My masseuse was not embarrassed and said, "Mary, would you like me to
'relax' your little guy so he doesn't get in the way?"
What the heck did that mean? I looked quickly at Sally, she saw my
concern. She nodded her head, telling me to go ahead, "That is what
sisters do".
Hearing the word sister again, I nodded my own head, since the pacifier
wouldn't let me really talk.
Just then I felt a warm soft glove pulling down my panties as a hand
gently held my stiff guy. She dropped some warm oil on her glove and
rubbed my little guy gently. Within seconds I was spurting, and then my
guy was limp. She leaned down and licked all my juices off my belly.
I was blown away seeing her lick me. I looked at Sally, and she gave me a
look that said it's ok, relax. I could not say a word since I still had
the pacifier in my mouth.
The problem was that it all this felt so good. This was a part of life I
had never experienced and it was so so nice!
My masseuse massaged my legs and upper body, getting to my bra. She asked
to unhook my bra and again I looked to Sally, who nodded yes. Off it
came.
My masseuse knew I had glued on breasts and worked around them. Then she
or he said my body makeup was coming off around my right breast and shall
she re-apply body makeup to fix? I shook my head yes. Wow, this was so
strange, I was really embarrassed.
After an hour of this pampering we got dressed. I was so weak, so
relaxed, as Sally basically walked me out to the car for home.
Sally said we needed to take a nap when we get home, and have a later
dinner. "We can take out your pacifier around 7-8pm tonight and then we
can have dinner," she said.
We both went up to our room and fell on the beds for a nap. I could
really get used to all this pampering and attention!
We woke up around 7pm. Sally said, "Lets relax tonight, Bob is out of
town and we don't have to get all dolled up." I wasn't sure what she
meant, so I just listened.
Sally said, "Get into this lounge outfit, and lets go downstairs."
As I began to take my bra off, Sally jumped at me saying, "Oh no girl,
leave your bra on, you need the support plus you need to get used to
wearing your pretty bras".
I pointed to my girdle. She smiled, and said "Yes, you can take off your
girdle but leave on your panties." I looked at her with a face of ... 'of
course leave on my panties, I knew that!'
The lounge set was very feminine, soft, and very thin. It had a
nightgown-type slip and a robe, but it was so thin I could still see my
bra and panties. She then handed me cute slippers with little heels, so
feminine I thought!
We went downstairs; wow walking without a girdle or pencil skirt was
again very different. I felt free -- no tight girdle holding me.
It was time to take out my pacifier. She warned me not to talk until I
took one more medicine, which she handed me. Down it went. I was nervous
to hear how this whole voice thing went today.
Sure enough, my voice was very, very girly. I said, "How do I sound
Sally, did the operation work?" It was high and soft and gentle!
Sally smiled and said, "Your new voice sounds lovely, a perfect ladies'
voice now. So sweet!"
I was not sure I was happy or sad. Where was my manhood going? Wherever...
it was leaving me.
I was shy at first when talking. It was hard getting use to my new
feminine voice... coming out of MY mouth. But Sally encouraged me to talk,
to get use to my new voice, my sweet voice as she calls it.
We had a wonderful dinner, just the two of us. I felt so good with Sally;
I was thinking she was my sister.
We talked about the voice operation and for sure about the spa salon and
our massages. Sally wanted to know what I was thinking about the masseuse
handling my little guy.
I got all shy; Sally said that magic word "sisters" and that seemed to
open me right up into the conversation she wanted to hear.
"Sally this conversation just between the two of us sisters, right"?
"Mary, its just us girls, we're having a girls' night. Don't be
embarrassed to talk girly things. You will find it so much fun, what us
girls do, so just relax," Sally said.
"Well, Sally, I got excited when he... wait a minute. Was my masseuse a guy
or a girl? He looked like a very pretty girl."
"Mary, I told you they are all crossdressers, all males dressed as girls.
They want to be girls, couldn't you tell? He was so nice, so feminine, he
was a sweetheart."
"Yes, he was a sweetheart. Do they live full time as girls, like all the
time, in girl clothes? That must be strange for them".
"Mary, think about it. You are wearing girl clothes now all the time, and
I think you like it. These men will live their whole lives as women; they
want to be soft and feminine. It's ok that they want this way of life.
Now tell me about your feelings when he helped you relax your little
guy".
"Ok, well, I did like it. His hands with that warm oil in the soft glove
felt so nice, so soft. As you saw I could hardly hold my pleasure, it
came right out. I was so embarrassed, I thought it would spray all over
him".
"Mary, what did you think when he was licking up your love juice?"
"Sally what is love juice... oh, you mean what came out of my little guy.
Well, that was so strange, I didn't know what to think. I was so relaxed
I couldn't stop him. He looked like he so enjoyed that part. I didn't
know what to think, it happened so fast."
"Mary, you will learn that the love juice men have is sexual for us. You
will want to pleasure your man the way your masseuse did you, and you'll
enjoy those sensations too.
"Really, that is strange. I am not sure I could handle that", I said.
"Mary, your feminine emotions will all come in due time. It is so much
fun, I think you will love it."
"Sally can I ask you a personal question? Will Bob want me to 'play'
with him down there like that? I'm not sure I could handle that".
"Mary don't worry about that, you are a long way from pleasuring Bob that
way or any other man."
I wasn't sure what Sally meant by that. After all I was only doing this
dress-up thing for 3-4 weeks I thought.
We headed up to bed, both saying what a fun night we'd had just talking.
I told her I was ok with my new voice as long as my man voice comes back.
I'd really gotten used to my new voice tonight, with all our girly talk.
Sally hugged me, saying how much she loved me and that I will do just
fine in my new world.
Wow, not sure where that came from again, "my new world."
Chapter Five
Our next day started off slow. With Bob out of town, Sally was real laid
back. We lounged around the house until ten-ish when she said, "Today
let's go for a swim!"
"Swim?" I said. "I don't have a suit."
"Mary, don't worry your pretty little head about that -- we have a suit
for you.
"But first," she said, "Let's sit on the couch and talk. Mary, we need to
discuss what happens when Bob's mother gets here. Now would be a good
time to talk about that."
Oh boy what does that mean?
"Mary you do know you are playing Bob's girl, his girlfriend right? You
have to play the role all the way. His Mom thinks you are the girl for
him, you know, the one he might marry, so you have to be very loving with
him, very attentive, you know? His girl."
"Sally I hope he knows there is no way I can marry him. This idea is ONLY
for the time Mom is here, right?"
"Yes, of course Mary, but you have to play the part, that is part of the
deal." Sally made that perfectly clear. "So, with that said, you know you
will be sleeping and basically living together -- you are his 'steady'
girl. Bob has re-done his own bedroom to include you. You have a
beautiful makeup table, a walk-in closet with tons of pretty clothes,
high heels, jewelry to die for, all kinds of things I would die for.
You're a lucky girl with everything a girl would dream to have. Now lets
dig out a swim suit you can use."
I didn't say much, I think I knew all this, but for some reason I was
becoming ok with this girlfriend stuff. Must be those pills in me.
We walked into Bob bedroom. Wow what a room - huge! And yes one end was a
girl's end. Why would he do this for just a visit from his Mom? Sally
took me into the huge closet, she was so excited. It was as if a girl had
lived here for years, tons of clothes, shoes, blouses, skirts, everything
that a girl would dream of.
"Mary isn't this to die for? Don't you especially just love the shoe rack
-- you have a pair of heels for every day of the year here, you are one
lucky girl, sweetie".
I sat down on a very plush couch, weak with confusion. What was going on
here? "Sally why me, why didn't he just hire you to be his 'girl' for his
Mom's visit? You have all the clothes, all the girly things, all the know
how to be a girl! You are a girl!"?
"Mary, relax, Bob knows what he's doing. He knew you needed the money and
I was not available anyhow. I have to leave the day before his Mom gets
here".
Fear struck me... "Sally why are you leaving? I can't do this without you!"
"Mary you will be fine. I will be with you another 6 days and will teach
you everything you need to know. You'll have fun. Relax, for now we are
sisters."
When she mentioned 'sisters,' a calm came over me. It was strange, but
that word really did help me relax and accept my new life, as Sally calls
it.
I was blown way at all the girly clothes Bob had for me already. Sally
pulled out some of the many drawers and brought out a bathing suit and
said. "Lets go for a dip!"
The suit was a one-piece bathing suit, very 50's looking, again with
point cups. I was concerned my fake breasts would come un-glued and fall
out in the pool. Sally assured me the glue would hold, and giggled saying
not much of anything would come loose there.
"Mary bend over like putting on your bras, and adjust your breasts into
those cups, same as putting on a bra dear."
Wow, looking in the mirror, my shape was real! I was still adjusting to
having what I called mountains on my chest. It seemed so strange, the
bounce and weight. I was thinking, why do girls have big breasts?
She handed me a pair of fashionable sandals with small heels for the
poolside, and a pool bag, saying all my "pool stuff" is in the bag, so
now lets go swimming.
At the pool she reminded me not to get my head wet. "Us girls don't get
our hair wet, it wouldn't be becoming. You always need to look pretty in
case Bob comes home."
That was no fun, but I guess I was learning girly tricks like that.
Sally popped out of her bag all the stuff we needed paint our nails,
saying, "Mary, lets have some fun and re-do our nails. I see you don't
have your toenails painted yet. How did we miss that? That's not very
becoming a girl like you, dear."
She showed me the tricks needed to keep my nails pretty. We were having
so much fun, being so girly by the pool. "Mary, look at me! Tell me the
truth, you like being Bob's girl don't you?"
I was taken off guard, but found myself saying with such joy, "Yes Sally
I am enjoying this new way of life as you call it. I like being
pampered, I like all the attention. You have taught me well, no one would
know I'm a man, and I am ahead $50,000, and also helping my best friend
with his Mom. So yes, I like being a girl for a couple of weeks"!
"Oh, Mary I am so happy for you. I think you make a perfect girl, a
perfect girlfriend for Bob. Bob has told me how happy he is that you are
adjusting to your new way of life. He is so excited, and eager to present
you to his Mother".
What did she say, 'Present me to his Mother'? What am I, his wife? I
thought.
We had a fun morning. After lunch Sally wanted to teach me more makeup
tricks, so we went upstairs to our bedroom and she had me practice many
times "making up my face" as she calls it.
Later in the day she announced we have a hair appointment, that Bob
thought I would enjoy having a more feminine hairstyle and a perm to add
more body to my hair. What the heck did she just say? I don't know, I
just say ok with a smile.
We went to Betty's, the hair salon in the lingerie store, the same salon
we were at before. Betty knew what we wanted -- plans seem to have been
made for me before I got here.
I got a little nervous asking Betty if this new hairstyle would be
permanent? I told her I would be back to being Paul in 3-4 weeks. She
laughed and said with a giggle, "Mary when you are ready to return to
Paul I will help you with your hairstyle. But for now, everyone will
like this new feminine cut, dear".
I wasn't sure what she meant by "everyone," but I said, "Let's go for
it!"
Two hours later, there I stood, looking totally different. I had little
shorter hair cut, styled with bangs, curls every where, and blonde
highlights framing my face. Everyone in the salon commented on how cute I
looked, that it was just the right cut for my cute face and new look.
I didn't know what to think, staring in the mirror. Both Betty and Sally
put their arms around me, saying again how cute I looked, and adding that
Bob will just adore my new hairstyle.
I thought, there it is again... everything to please Bob. Why does Bob need
to "approve" everything? What was going on with him?
Plus I am not sure I want to look this "cute". I'd never been called
cute before.
I tried to leave, but Sally reminded me we had to buy a corset and
nylons. A corset? Now what, what is that?
Betty grabbed my hand and took me into the back room. She looked at my
card; my measurements were on the card. She then giggled as she left the
room, saying, "I have just the corset of your dreams, Mary."
She came back with this long-looking girdle, and "pushed" me into it.
Again, yes, those pointed cups. I looked at the cones, and Sally popped
in.... "Yes, Mary pointed cups again -- you know Bob likes these, these
curves".
I was too weak to fight it and I could hardly breathe. The ladies said I
would get used to the tight corset, and made a few suggestions about how
to breathe. They both proclaimed the corset a perfect fit. What did I
know? It seemed to me way too tight. Plus the corset really really made
my chest stand out. I tried to take it off, but Sally said told me to
leave on the corset and wear it home.
Off we went. I could hardly move or sit in the car. Sally giggled, saying
I would get used to my new foundation. "Isn't being a woman so much fun,
Mary?" she said.
I looked at her with a weak smile. I could hardly talk in this tight
corset. 'So much fun' I said!
We got home and she said it was time get into our loungewear and relax. I
liked that idea.
She was helping me out of my new corset when I asked her, "Sally, since
neither Bob nor his Mother are here now, can't I put on my Paul clothes,
and can't you treat me as Paul tonight? These tight clothes and makeup
and these mountains on my chest are killing me. Who would know if I was
Paul for one night?"
"Mary look in the mirror. Do you look like a Paul? Really? Your nails are
long and pink, your hair is so feminine, I wish I had your hairstyle, and
your boobies are huge. And no I don't have the solvent to un-glue your
nice boobies, only Bob does. Besides I thought you were liking your
feminine side?"
"Sally I guess you are right. I am adjusting to my feminine side but I
could use a night off," I told her.
"Mary, I am in the same boat. I too sometimes think it's hard being an
attractive woman, with all the tight clothes and makeup, and hair
treatments. But this is the life we were given."
"Well Sally, this is not the life I was given," I said.
"Yes, Mary, but you did agree to be Bob's girl, so now you have to live a
new life for a while. So you better get used to it, try to enjoy the
softer side of life. You'll love this lounge set -- slip it on and let's
go have dinner, you silly girl".
As we were walking downstairs, Sally asked me if I had taken my pills at
noon today. I lied and said yes, but I am not sure she believed me. She
replied, maybe we will have to double up on them ton