The Ugly Sister
"Hold still," Stella said to me as she glued on massive lashes to my
upper lids. She followed up with smaller lashes on the lower lash line.
There was a thick black line drawn around my upper and lower lids
extended at the corners. I was wriggling in my seat. Earlier, Stella
had used lots of bright blue eyeshadow over my lower lid with a lighter
grey on the top lid; then darkened my brows and outlined my lips into a
smaller exaggerated bow in black pencil. My whole mouth was covered in
the heavy foundation and powder. She then painted inside the bow with
a bright fire-engine red lip color adding a black beauty mark near the
left corner of my lip. I knew she wanted me to have a small mouth with
a pout. Many layers of gloss were added. A heavy application of rouge
highlighted my cheeks. Stella touched up some spots on my face and neck
with a soft big brush loaded with a powder matching the thick layer of
foundation she had applied at the start.
"Just a few more things and you'll be ready," Stella confirmed.
A wig with large, bright blonde curls was placed on my head and pinned
to the wig cap which adorned my head flattening my short dark blonde
hair. Stella tugged it into place and secured it to the cap. Large
tendrils hung down the side of my face over my ears. Two large earrings
with a string of discs were clipped to my ears.
"I think I am done Jen, what do you think?" Stella asked my sister who
was making up her face in front of a small mirror. She just had to use
heavy mascara some light shadow and a brighter lipstick.
"Tom why don't you stand up and look. Sorry, we have a mirror here,"
Stella said to me. I blinked through my large lashes. "Sorry, can't
call you Tom now." Stella looked at Jen.
"Hm..How about Miss Ugly?" Jen said with a laugh. "Take a look in the
large mirror of the closet door." We were upstairs in Jen's bedroom. I
was seated at the vanity with Stella hovering over me. "In female
guise, she goes by the name of Tammy," Jen stated.
I had arrived at Jen's house as Tom her brother. Now, I was in a yellow
blouse with many frills and ankle-length purple skirt with many heavy
petticoats, a heavily painted face, wearing a blonde wig and one-inch
block heels, I was to play the Ugly Sister. Jen was Cinderella.
Stella laughed. "I have done many makeovers on women and a few men. All
wanted to look beautiful. Nobody asked me to make them look ugly. But I
think I failed. You look like an overdone tramp, but definitely not
ugly. You are walking comfortably in the heels too"
"You're right, Stella. I appreciate you taking time off to help with
this. Tammy here can dance in 4" heels so these shoes are nothing." Jen
stood up wearing a blue dress with a wide hooped skirt. She had a
small-cap and pinned a flower on the side of her mass of black hair.
She was my sister, older by a few years. Her makeup was a little
heavier than normal but she looked fabulous as always.
"So, Ugly, stand and let's take a look." Stella helped me up. I stood
on the 1" heels noticing the massive bosom. Jen had used foam popcorn
broken up and inserted into old stockings of hers and stuffed the
oversized bullet bra with them. My regular silicone falsies were a nice
36C bordering a D and I loved them. I had previously tried gluing them
on after thoroughly shaving my body. I had help from my ex-girlfriend.
Today they lay in my bag. They wouldn't fit with Jen's homemade bust.
Now I was probably a 38D and stretched the fabric emphasizing the shape
of the well-filled bra. I had a slim waist of 30". I wore a bright
yellow top with puffed sleeves with red and green flashes of embroidery
and a long skirt with several petticoats in dark purple. Both costumes
were cheap thrift store purchases with some modifications. Because of
the size of my bust, the top was stretched tight. But I would be facing
a young audience who didn't need to see authenticity. Jen had wanted me
to look like the cartoon of the Ugly Sister from the book we were going
to read. I had brought an evening gown and another dress I owned but
Jen didn't think they looked 'ugly'. Still, I thought I could pass
quite well as an Ugly Sister.
I walked around a little and looked at the bizarre sight of my heavily
made-up face in a small hand mirror. Jen had given me some fingerless
gloves and then added some long press-on red nails. This was not the
way I liked to see my alter-ego Tammy.
"She looks pretty comfortable and would probably make quite an
attractive woman," Stella said seeing me walk. "She would look
fantastic if she were seated at Sephora at my station and I got to work
on her with bright lights and a bigger palette of colors."
"It's not the first time Ugly here has dressed as a woman," Jen added.
"She made a huge impression at a Halloween party where she was chased
by most of the men and some women too. She was a real dish. She wore a
nice silver evening dress but had a smaller, proportionate bust." Jen
pointed to the dress hanging on the door. "She dresses often now and
goes out all dolled up and is quite passable. We've been out together
as girlfriends."
"Oh, wish I could see that," Stella replied.
"Well, I have some pictures..." Jen began to say when I cut her off.
"No need for that," I interrupted not wanting to remember that event.
It had changed my life. My girlfriend at the time, Tiffany, suggested
we go as two of the Spice Girls to a Halloween party. She dressed as
Sporty Spice and convinced me to go as Posh Spice. I got into it, got
turned on by the transformation and had a really good time practicing.
Posh Spice was dark-haired and Tiffany had acquired a good dark wig for
me, some foam breast forms, a bra and new hosiery. She was excited by
this as much as I was. The sex helped. Each time I practiced, Tiffany
and I would have great sex afterward. At the party, the boys all lined
up to buy us drinks. I drank some and was feeling good. Somewhat later
that evening, Tiffany and I danced a little but she preferred The Lone
Ranger. I couldn't blame her. She didn't want to be too close to
another 'girl' although I did see two girls going at it furiously.
Batman asked me to dance and we had a really great time. The three-inch
heels were not a problem. The song became slower and we clung to each
other. It didn't take long for Batman to kiss me. I had felt good all
evening, had a drink too many and responded by kissing him back. His
tongue was in my mouth and my hands around his neck. I didn't think for
a moment that we both had the same body parts hanging between our legs.
Many were making out in the same way and I got carried away.
Of course, Tiffany had been observing me all evening as I learned
later. I think I was getting more attention than she was. Once, we were
using the ladies and as we touched up our lipstick, she had warned me
off the boys and that I had bitter watch out. I thought it was a pang
of jealousy and ignored it. Batman was showing me a good time and I
lost control. He was kissing me deeply again, his tongue down my
throat, and I was loving it. Tiffany was not. She stormed out and left
me. Luckily, I had my apartment keys and it was early morning. Batman
said he would drop me off. I think he was expecting more. After a heavy
petting session in the car, I kissed the head of his penis and sucked
the head a little. He was my first contact with another penis other
than my own. I had then masturbated him not trusting myself to go
deeper with my mouth. He erupted all over my face and dress. I even
tasted some on my lips and mouth. I staggered to my apartment and fell
asleep in makeup, wig, dress and heels. I didn't wake up till the
afternoon to an empty apartment. Tiffany had gone or she hadn't come
back. She had her own apartment but left a few things here for when she
stayed. I wondered if she had returned and seen me like that and then
disappeared. Her clothes were still in the closet.
I had got the dress dry cleaned the next day and washed all my
underwear. My wig was on a shelf in my closet. I wondered if I would
have another chance to dress. Of course, I never heard from Tiffany
again. She never returned my calls or messages. In hindsight, that was
probably for the best. She was the one that had me dress like a sexy
girl and watched as I made a fool of myself. She never tried to stop
and take me home. That was a turning point. I couldn't stop feeling
great about how I looked and how the boys had chased me. So I added to
my wardrobe through mail order and tried Tiffany's outfits. Some fit,
others not. Tiffany was as tall as I with proportionate breasts. I
liked to be bigger up top. I watched many videos on YouTube and learned
to apply makeup for different effects. I dressed almost daily and grew
more confident in my looks.
Of course, Jen knew what happened and my break up with Tiffany. We had
no secrets. Some days after, seeing me moping, she said she wanted to
see me dressed and made up. She would help if needed. It didn't take
much for me to give in. Jen loved Tammy and even wanted to go out with
me if I toned it down a notch. So I toned it down and we went out to
quiet bars for a drink or meal. I was dressed normally and didn't draw
much attention. My confidence in dressing grew. I discovered and went
to a club not far away. I was nervous but that evaporated as soon as I
entered. It was easy to make friends and my confidence grew. But I left
early not to get molested after many drinks. Some guys seemed
determined to leave with someone on their arm. I never met these
friends outside the club.
All my looks were glam. I didn't see the point to spend time and money
to look ordinary. But that was just me. At the weekends, especially to
the club, I went all out. Jen never came with me to the club as she had
found a new partner, a female named Lauren, and didn't want to hinder
my chance of a hookup. She had guessed correctly that dressing got me
excited and that soon I would want more than a deep kiss and grope in a
car. I had explained what happened with Batman and that under the right
circumstances would go further. Since my Halloween separation from
Tiffany, I had not found any new girlfriend. Frankly, I was going to
the wrong clubs dressed as Tammy to find a suitable female friend. I
did see a couple of females who accompanied their dolled-up partners to
the club but no single female was there. My work in customer support
always gave me evenings off and plenty of time to practice or go out.
Jen and I are very close. She is two years older and a lot wiser. She
and her partner Lauren live in a very large old Victorian house that
Lauren had inherited. They now lived together upstairs. Three years ago
they had started a pre-school in that house. Downstairs had been
converted to a pre-school room. There was a small area for eating and
for resting as some kids spent all day there. Jen and Lauren had more
than a dozen kids between three and five who attended the school.
Parents were more interested in making babies than caring for them
during the day and paid well to have their offspring occupied. Once Jen
and Lauren became an item, Jen moved into the large apartment on the
top floor.
Jen is a shapely 29 years and stays trim and fit. She was in a long-
term relationship with Rich but they broke up. I think she wanted a
commitment and he didn't. She is a similar height to me about 5' 7" and
has a well-proportioned 36c-24-32 figure. I am biased but she looks
beautiful. Her business and life partner Lauren is a little taller,
very slim with modest boobs. She and Jen were good friends since
college. When Rich broke up with her, Jen turned to Lauren for comfort.
It seemed that that turned into a lot more as they now shared a house
and bed. They seemed very happy. Who was I to judge? I had not refused
to try it out with Batman although I was dressed differently.
Underneath the outfits, Batman and I were the same. I loved Jen. Once
our parents were no more and we had moved away, she had helped me out
of many a jam both with girlfriends and with money. After my recent
experiences as Tammy, I was even less in a position to judge.
It was the second week of December and Christmas was approaching. Jen
had called on a Thursday night and asked if Tammy could meet her that
evening. Luckily I had no plans except to become Tammy. I didn't pass
up a chance to dress for her and agreed. It was strange to meet her
midweek. Jen came to my apartment with her partner. I greeted them
surprised to see Lauren there as she rarely visited me. Lauren looked
me up and down and smiled approval. After a few drinks, Jen said she
needed Tammy's help. Her nursery had recently taken in a young child
from the UK. The child appeared to come from a broken home and lived
with her father. Jen didn't know too much. He had bought a business
and decided to move to the USA. He had no wife or partner as far as
everyone knew. The wife had never been seen and it was a mystery where
she was. Ostensibly still only in his early thirties and a mega-
millionaire, he was too busy running his new company. He lived in a
large house with a cook/nanny and three-year-old daughter, Nigella or
Nicky. She was a sad child in school never laughing or mixing with the
other kids. She always brought the same book to school: Cinderella. She
wanted it read every day and it was the only time Jen saw her face
lighten up.
As a Christmas treat, and a way to help Nicky, Jen thought of dressing
as Cinderella and reading out the book to the class. It would be nice
to introduce another character. Jen would be Cinderella and Tammy would
be the Ugly Sister and they would read the story together in dialogue.
Jen had mentioned she wanted to do something for Christmas with the
class anyway. It was hard to cater to this age group. Something simple
and easy was the goal. I had only dressed in the glam or regular look
and had doubts about being seen as 'ugly'. I couldn't refuse Jen and
agreed. After all, three to five-year-olds wouldn't judge nor care.
And my thoughts went immediately to becoming a glamorous Ugly Sister.
Jen would get the outfits and whatever was needed. She also had a
friend Stella who worked at Sephora and persuaded her to make me up as
the Ugly Sister. The event was planned for the 17th December on a
Wednesday. I took the day off, and here I was in a costume with a huge
bust and overdone face. Those inch long lashes were heavy but suited
the part. When I complained, Jen had pointed out that three to five-
year-olds didn't pay attention to that kind of detail. Their notion of
the Ugly Sister was from the cartoon drawings in the book.
"It's about 3 now. I think Lauren is expecting us. So let's go down and
entertain our kids," Jen said with a big smile. She gave me a large
black bag with some tissues and lipstick. The Cinderella book jutted
out. I followed her downstairs unsure what I had let myself in for. I
had to walk carefully in my heels with those many petticoats. One
thought of comfort: they wouldn't care how I was dressed or my voice.
They wanted to hear a good story. Jen and I had practiced how we would
act out the parts. We each had a book, the same one that Nicky carried
with her. The story would last thirty or forty minutes and end with
juice and cupcakes. Parents would then be arriving around 4.30 pm to
pick up their offspring. Lauren greeted us and introduced us to the
children as Cinderella and her Ugly Sister. Lauren led the clapping and
everyone followed. Jen and I sat down in two hard-backed chairs and
greeted the kids. I had to sit down carefully spreading my voluminous
skirts and showing my heels underneath. They shouted back a big
"Hello". I pouted as expected of the ugly sister as I greeted them
haughtily with a small wave. Jen leaned toward me and indicated little
Nicky who had the same book in her hands.
We began to read the story alternating as the roles demanded. We would
stop and ask the class questions such as "Should Cinderella be allowed
to go to the ball?" I asked this in a high-pitched voice. Lauren and
Stella at the back of the class encouraged the kids to yell a response
of 'yes'. It was slower than expected as Jen and I didn't stick to the
script. Jen asked the kids if I was really ugly and with encouragement
from Lauren, all yelled a resounding 'yes'. I pouted at that and
responded with "Oh no, I'm not". This reminded me of the pantomime I
had seen many years ago with my family in London.
About halfway into our story, just as we were getting everybody's
attention, little Nicky rose from her chair, ran up to me and jumped on
my lap. I was startled. Had I frightened the child? But then she
wouldn't have jumped onto my lap. The book fell out of my hand as I
grabbed the girl anxious not to let her fall. Jen got up surprised and
placed the book in my hand. Little Nicky clung to me. Her hand couldn't
reach my neck so she was holding my bust. I was fearful that it would
be askew and look out of place when I stood up. The bra was strapped
tightly around me but I was concerned. Still, 3-year-olds wouldn't
notice. Nicky didn't care resting against me and she appeared perfectly
content. We resumed our reading and the other kids continued their
clapping and interruptions. Nicky was smiling contentedly. I had never
met Nicky before but somehow felt good that this child appeared happy
for the moment. After all Jen had said, this was a big surprise.
The story ended and the class was asked to go to the converted dining
area. Nicky held my hand, perfectly at ease and dragged me into the
dining room. I managed as best I could and sat her down in one corner.
She held on to my skirt as I fussed with my bust to make sure it wasn't
askew. I whispered, "I am not going away. Eat your cake and drink the
juice. I am right behind you."
Jen, Stella and Lauren surrounded me. All were surprised at little
Nicky's change of countenance. She appeared happy. I straightened out
my skirt and sat next to Nicky. "Seems like you made a new friend," Jen
said hugging me. "I am so happy to see her smile."
"It gave me a shock to see her jump like that," I replied. "I'm glad
it worked. Now, can I go and change? These big lumps are pretty
uncomfortable. I don't know about looking ugly but I certainly feel
ugly." I complained.
"Why don't you wait till they all leave? I don't want little Nicky
upset before her nanny picks her up. Just 15 or 20 minutes more." Jen
suggested. "I am surprised that she took to you like that. But I am
glad."
"OK," I replied. I had been dressed like this for some hours and could
wait a little longer. It had been an unusual feeling to have a
seemingly happy little girl clasping my breast. Now, she ate her cake
with her eyes on me. Her face had changed somehow. She appeared
content. I leaned down and grabbed a cupcake. She didn't seem to mind
as I sat close next to her. I saw Lauren, Jen and Stella observe this
interaction with big smiles. It was a new experience for me.
There was a flurry of activity at the door as nannies or parents picked
up their offspring. They had been notified of the Christmas reading.
All had smiles as their offspring rushed to meet their collectors. They
all smiled and waved at Jen and me.
"Hi Nicky, you look happy," said a man in a suit and tie as he entered
the house. He was around 5' 10", clean-shaven, confident and hugged
Nicky. His hair was a short dirty blonde just like mine under the wig.
He seemed quite an attractive male. Why had I thought about that? I
wondered. Under all of the paint and clothes, I had the same body
parts.
Nicky hugged her Dad, turned and smiled. "Hi, Daddy. Miss Ugly and
Cinderella read us a story today."
"That's wonderful, baby. Why don't you get your things whilst I thank
them?"
Nicky looked for a moment and went to her small backpack. She returned
a moment later with her bag and Cinderella book.
"Hi. I am Brad Henderson, Nicky's dad. Thank you so very much for this.
I haven't seen her smile so much in a long time. Thank you. You have
made her day." He had a big smile, glad that Nicky appeared happy.
Nicky tugged at Brad's trousers. "Daddy, can Cinderella and Ms. Ugly
come and read me a story tonight? Please?"
"Oh baby, I think they were very nice to dress up for you and read to
the class. I am sure they know Cinderella is your favorite story. But I
think these nice ladies have a lot to do and we shouldn't bother them.
OK?"
"Ms. Cinderella and Ms. Ugly will you come and read me the story
again?" Nicky's voice was pleading, looking directly at Jen and me.
"Ladies," Brad replied, "I am sorry. My little Nicky is quite demanding
in some things. I want her to stay happy. Can I invite you all for a
light dinner at the house? I think the cook can make a decent meal and
Nicky is in bed by 7.30. I would be very grateful. As will she be.
We're about a twenty-minute ride away."
"I don't think so," I said softly. "Look how we are dressed. Another
time..."
"Nicky won't mind and why should I? If you can do this it would make
her day. I can drop you back here later of course." Brad was smiling.
He knew we could turn him down. But we would not disappoint this little
girl who was now holding my hand and tugging.
Brad had that smile again. "It seems she has you all around her finger
as she has me. Whatever you need to do this, I agree. I want to keep my
girl happy."
I bent down to Nicky. "Look, Nicky, I can read you a story here and
then you can go home. Would you like that?
Nicky looked at me sadly. "No. I want you to read me a story at
bedtime."
I looked at Jen unsure what to do. I could see she was torn between
helping the little girl and putting me in a difficult situation. Brad
looked uncomfortable. He just wanted to please his young daughter.
"Nicky, you know that Cinderella and Ms. Ugly are here as a special
treat for you," Jen said. "I know how much you love the book. So I
decided I would become Cinderella and my sister Tammy dress as the Ugly
Sister. This is a special treat for a special girl. We would love to
reread it for you. How about we order your favorite pizza and we will
read the story to you again here. OK?" Jen was trying to make it easier
for us.
I fluttered my big lashes at Nicky with a smile. "We would love to read
for you again," I repeated sitting down and holding her hand.
She looked at us with those big eyes, near to tears. I had no
experience with little children but could see her disappointment.
"What is your favorite pizza? After we eat, we can read you the story
again," I said hugging her.
Brad sat down next to me and also hugged Nicky. His leg was touching my
skirt. "Nicky, if you agree to this tonight, I will talk to the ladies
and see if they can read to you at bedtime one day," he said not
looking at us. I believe he thought Nicky would forget by the morning.
As did I. One day was a long way off
Relieved of going anywhere dressed as I was, I replied. "Yes, Nicky, I
promise we'll do that." I tried to keep my voice in a tone that
wouldn't indicate my true gender.
"OK," little Nicky replied unsure if to believe us.
Brad ordered pizza and whilst waiting, Jen and I read Cinderella out
loud to Nicky changing our voices. Since there were no other kids,
there were no interruptions. As before, she jumped on my lap, much to
Brad's astonishment. She seemed content. I wrapped one arm around her
and read my part well as the Ugly Sister. Jen went through the
Cinderella role. We finished to claps from Brad and the others. Nicky
was quiet and contented. She only jumped down when she was handed a
piece of pizza by Brad. He seemed to enjoy his daughter relaxing and
eating all her pizza. Lauren went upstairs and brought down a bottle
of wine. It was mediocre but it didn't matter.
It was just 6.30 when Brad announced they had to leave. Nicky was due
for a bath and needed to be in bed by 7.30. He would read her a story.
Nicky didn't look happy but she didn't cry. She hugged us all and said
good night. She asked again if I would keep my promise, to which I
replied, "Definitely. We'll talk to your dad." She hugged me. Brad
asked for our mobile numbers and said he would be in touch. He thanked
us profusely. Nicky gave us all a hug again. We thought nothing of it
at the time. Little Nicky would have forgotten who had made the
promise. She had never seen me before as Tom or Tammy and never seen
Jen in a Cinderella outfit. Later, I was teased mercilessly, especially
by Lauren, who commented what a good mother I would be and that I would
make a nice wife to Brad and bear his children. We all laughed at
that. It was dark now and I decided I would go home dressed as I was.
My coat would cover my dress and the hood would over the cheap wig and
heavy makeup. I packed all my stuff, kissed Jen, Lauren and Stella and
went home. My mind was on Little Nicky. Why was she so fascinated with
Cinderella and then me?
I had to work the next day. I slept well but still couldn't get little
Nicky out of my mind. My job as a customer support person required me
to be patient and deal with people who didn't read manuals, never
looked at videos online and couldn't solve simple issues with a new
product in their hands. I was also patient because these people were
just like me. I finished my shift and went to the gym and worked out
for an hour. I was too tired to even consider dressing.
Around 8.30 pm I received a call from Jen. She was very concerned. Brad
had called her about Nicky. She had been quiet all day at school. She
had asked if Cinderella and her Ugly Sister would be reading her a
story at bedtime. Jen had said that her father wanted to keep it a
surprise. Indeed he had. Jen explained that Brad had sought out some
agency to provide a 'Cinderella' to read to Little Nicky at bedtime.
The lady had appeared and not found favor with Nicky. Brad was upset
that Nicky didn't want that Cinderella and sent her home. There had not
been an ugly sister. Nicky was upset and crying. To appease her, he had
promised to get her favorite Cinderella and Ugly Sister to read to her
the next night. Price was no object and he had offered to do anything
to make Nicky happy.
"Tom, I really need your help. You seemed to get on with her so well
and I think she's found a connection to you. Can you help? Brad will
gladly pay and pick up expenses. Please, Tom, Little Nicky was
miserable today. I told her I would fix it."
"Jen, I have to work tomorrow. I took a day off yesterday too," I
replied. "I would love to help Nicky but how can I do this?"
Jen's reply came quickly. "Take a sick day. You can call them in the
morning. They have over a dozen doing support so I am sure they can
manage." There was a momentary pause. "You'll solve two problems at
once: you'll make little Nicky very happy and you'll have the chance to
get dolled up again. It'll also be a great start to your weekend."
"Ugly Sister is not 'dolling up'," I retorted. "I looked OK but felt
ugly."
"Yes, you beauty queen. I know. But think of Nicky."
"How will you be dressed?" I asked.
"Same as yesterday. But you could get away with the same dress with
your regular boobs, the heavy makeup and the same wig. I don't know if
Stella can help but I can call her."
"No, I can do all that myself. I can look at the thrift stores in the
morning, I guess. I have some ideas I want to try."
"So you'll do it? Remember, Nicky has seen the Ugly Sister. Not too
much of variation or she won't relate it to her image." Jen knew I
might be tempted to glam up in club gear.
I thought for a moment. I had not been around small children much.
Nicky's attachment was new. In some strange way, I liked that. She
didn't judge me and didn't care what I had underneath those wide
skirts. If I had been a child and needed that thrill, how would I have
reacted to be refused? When my mother refused me something, I always
ran to grandma. Even if she didn't give me what I wanted she knew how
to pacify me. I didn't understand Nicky's attraction to Cinderella or
me but then I didn't understand why I was so interested to dress up and
be Tammy either.
"OK, Jen, I'll do it," I said my mind racing with all that I wanted to
check out. The thought occurred that if I did this right, I might even
stay as Tammy all weekend. A new experience for me. I might even try to
glue on the breast forms. I had never done that before by myself.
"Great, little Nicky will be so happy. Please don't let her down. I'll
text you tomorrow. I think Brad said we could change there as they have
many spare rooms. You can do your makeup at home or I can help. Better
you don't drive in hooped skirts. Come as Tammy."
"OK," I said and hung up. I researched many pictures of the Ugly Sister
and from images of men in drag with outrageous costumes and grossly
overdone makeup to highly stylized cartoon characters. I was not going
to be a standard Ugly Sister. I had my own ideas. Before I went to bed
I used the hair remover that Tiffany had bought but we had never used.
She had helped shave me all over in our small shower ending with a
blowjob whilst the water rained over us. It had been fun. I moisturized
and went to bed.
Early next morning I rang the office before anyone came in and left a
message for my supervisor that I had some bug and wouldn't be coming
in. I was looking forward to spending three whole days as Tammy. For
some minutes I played with the breast forms desperate to glue them on.
But I didn't want to have them out of place and decided to use them as
inserts. If Jen had time, she could help. I shaved my face closely and
dressed casually. Skirt and blouse with a cardigan. I would need a coat
and scarf in this weather. My makeup was modest with a little shadow,
blush and a dark lipstick. I looked very ordinary in my dark wig and 2"
heels. I opted for tight panties and pantyhose for the shopping trip.
I set out early as I wanted to be back and get into the role. I had
been to a small strip mall with a Thrift shop and decided to try there
first. Most of those merchants were interested in my money and not in
reading me. Except for my voice, I didn't think I would easily be read.
I had practiced with my voice and whilst not perfect, I could get away
with it.
Some small Asian shops allowed me to buy several pairs of large
eyelashes and also smaller ones for the lower lids. They had a good
selection of artificial nails that could be glued down. I didn't want
them extra long as before. I also found several pads to insert with my
forms expanding my bust. It seemed that many Asian ladies used these to
impress with larger breasts. Lucky me. I also wanted to impress with a
larger bust. I then went o a larger department store and purchased
several pairs of stockings and garter belt. I also indulged and bought
an expensive lipstick and some good foundation. I wanted the shiny and
bright lipstick used by the backup girls in Robert Palmer's 'Addicted
To Love Video' on YouTube. Next stop was a thrift store. I found a
beautiful sequin-studded silver dress that appeared to be of stretchy
material. It was halfway to my knees. There was also a half corset that
I couldn't resist. I had fantasized about this. I didn't think it could
improve my waist much but it was so cheap, I couldn't resist. I had the
larger bra Jen had bought that would support the forms and the pads I
had purchased. I would take my regular bra for later. I bought a black
pair of 3" stilettos which I tried discreetly in an almost empty store.
I saw a pair with a 2" block-heel that appeared to fit well. There was
an old-fashioned ankle-length gown with puffed sleeves and many
petticoats which reminded me of the picture in Nicky's Cinderella book.
It must have been for some show as I didn't think it would be worn
normally. The top was yellow with puff sleeves and square neckline. The
waist was elasticated. The skirts were a dark blue. I assumed this was
a theatre costume for actresses of various sizes. I could take the old
dress Jen had bought before. Jen could help me decide. I passed by
their jewelry section where I found some large clip on earrings and a
ring with a large blue stone. They were cheap and gaudy.
As I was returning to the car, Jen called me. "So, Sis, did you buy a
lot? Remember, you have to stay in character."
"Yes, I will," I replied. "I got an outfit that suits the part
perfectly too. So what's the plan?"
"Well, I don't think you should be driving as Miss Ugly. You could do
your makeup that way if you want. But Brad said he has a large house
with a room with a separate entrance. We won't be disturbed if we
change there. I think we should do that as driving in large petticoats
etc won't be good."
As usual, Jen was right. "So what time do we need to 'perform'?" I
asked.
"Nicky has a routine. She has a bath around 7 and is in bed by 7.30
where Brad reads her a story. She finishes school at 3 so she hasn't
much time. Suggest we get there for 4 and be ready around 5. Will that
work?"
"I think so. I'll get into the undergarments so only have to change and
do my makeup. I called in sick. Text me the address as I will go there
directly." A thought occurred. "When will we be done?"
"Oh, sis, I can see your mind at work. You want to go to the club and
get your prince." Jen was laughing. I was so obvious to her.
"Well, I had thought about that. It is Friday and I can bring the other
outfits." I admitted. "The club gets really busy on Fridays and
Saturdays."
I heard Jen laugh. "Be careful sis, there are many men and some women
who would be happy to take the Ugly Sister home." She paused. "If that
is what you want."
I couldn't deny that I would be tempted at such an invitation. "Never
mind. Let's focus on Nicky. Tammy will be there at around 4."
I went home with my purchases looking forward to be Tammy for three
days. I wanted to glue on the forms. It wouldn't matter to Nicky as I
would pad heavily. But later for the club it would be daring. I
gathered my purchases and organized them on the bed. It was a motley
collection but it gave me options. I undressed except for my panties. I
was determined to try out the corset. It was the short variety from
just under the bra to the top of my waist. I did the front clasps and
began pulling on the long laces. I wasn't fat and pulled hard until I
had nipped my waist. I had to get used to it and was pleased with the
gentle curve of my waist. I tied the laces tightly.
I checked my face and removed my makeup. I shaved again although I felt
nothing. I took a razor to make sure I wouldn't have shadow before I
went to the club. I was sorely tempted to glue on the forms. Finally, I
decided against it. If they were askew they would look terrible if I
got lucky later. My mind was wandering in that direction. I wore the
larger bra, inserted the forms and then added the pads. It certainly
made for an impressive bust. The top I wore was stretched and seemed
about to burst. I wore new stockings under my panty and attached them
to the tabs hanging from the corset. They felt great. I decided to wear
pantyhose over the stockings. They would protect the stockings and I
could remove them easily to go to the club. The skirt was mid-length
with a stretchy waistband. I needed to wear a coat as the temperature
was dropping. I used basic makeup as I would go heavy at the house. A
touch of mascara, a little shadow and blush, and of course, a dark
lipstick. I would save the new lipstick for my transformation. I
securely taped down the wig cap and pulled on the regular dark wig. I
tugged it into place. I used smaller clip on earrings for the Tammy
look. I would use the larger disks and ring for my Ugly Sister role. I
looked normal which was not an expression I liked. It was not arrogance
but I knew I looked good dolled up. Perhaps that is why I like the Ugly
Sister look as it allowed me to go heavy on the makeup and completely
transform Tammy. My single adoring fan would love it. One thing I did
was glue on some bright red nails of medium length. I could use these
all weekend long without a problem. The longer red nails Jen had used
last time were nice for the Ugly Sister but inconsistent with my plans
for later. The press-ons would be useless over three days. I then
pulled on the fingerless gloves and heavier leather gloves over them. I
couldn't pull them up fully because of the long fingernails.
I packed what I needed. Two suit carriers one with the club outfits and
the other with the Ugly Sister dresses and blonde wig. I packed more
cosmetics than I needed ensuring I had the glue for my forms. Jen could
help with that. The new eyelashes and lipstick were secure in the case.
I had a heavy overcoat with a hood and zipped it up. I wanted to be
early. The pressure on my breasts was great and I was enjoying it. I
had to make two trips to my seven-year-old Honda and was finally ready.
My GPS said 20 minutes. But it was just 3.30 and I drove slowly not
wanting any issues with the way I was dressed. It was cold and I heard
that there would be some snow later.
I arrived a few minutes before 4 and saw Jen there already. We hugged
and Jen noticed that my bust was quite large even through the thick
coat. "I see your ideas on Ugly Sister haven't changed," she said with
a smile. "Let's get your stuff in. There is a private entrance to the
room so we won't be seen. I already met Monica, who is the nanny/cook
and she showed me the room."
Jen was surprised at how much stuff I had brought. I explained about my
intentions for later. "So we better hurry up so we can get you all
dolled up." Jen looked at my massive chest. "Did you glue on those
monsters?" she asked smiling.
"No, I was scared to do it wrong. Can you help? I also bought some pads
to increase the size."
"Well, sis, of course, I'll help. Your bazookas are bigger than most
natural women. But I guess you'll get plenty of attention." Jen was
smiling as I removed my wig, undressed and saw the massive bra and
corset. "Let's get a move on as you'll need time for your face."
"I am using the pads only for this. They remove easily so I can look
normal with a regular bra for the club," I said as I removed my bra.
Jen approached and felt my breast area. She was my sister but none of
my girlfriends had rubbed their hands across my breast area before. It
was not sexual. She was just ensuring my skin was smooth. I got the
glue from my makeup case and Jen read the instructions briefly. Within
minutes I had two flesh-colored breasts. Jen ensured the edges were
flat and fully adhered. Even from a close distance they looked
realistic and great. Jen helped with tightening the larger bra and
carefully positioned the pads to push out the breasts more prominently.
It was quite a rack and felt better than Jens crushed foam fillers.
I decided to stay in the pantyhose. Jen decided that the new theater
dress I had purchased would be fine. "Wait," Jen said as I was to step
into the dress. She tightened my corset and I gasped. "Let's do it
right, Ugly Sister," she said with a grin. I slipped the ball gown over
my head. Jen helped as the petticoats were heavy. The gown had an
elastic waistband to accommodate a variety of waist sizes. I was
pleased to see how the blouse stretched over the bra.
Jen changed into her dress and began her makeup. She didn't need much.
Just a darkening of the brows, a darker blue shadow and a dark crimson
lipstick. She was beautiful as any Cinderella should be.
I removed all my makeup and moisturized my face as Stella had
recommended. My skin was smooth although I would need to shave again
and apply lighter makeup for my club visit. Remembering the YouTube
tutorials I applied a layer of beard cover and then a thick foundation
down my neck and top of my breasts. Next came the eyes. Instead of the
mass of bright blue shadow Stella had applied, I used a lighter and
darker shade of grey. I emphasized the brows extending them. The next
part was tricky and looked at Jen. She just smiled and took the bottle
of liquid liner and applied a broad line on my upper lid. She then drew
a thinner line on my bottom lid. I had already selected the massive 1"
lashes for the upper lids and a smaller set for the bottom. I had never
used bottom lashes before as Tammy and was looking forward to this
look. Stella had introduced me to them the last time we did this.
"Little Nicky won't appreciate how hard you are trying to be an Ugly
Sister," Jen said as she glued on the lashes. After I adjusted my eyes
to these lashes, I applied rouge to my cheeks. It wasn't as heavy as I
had seen in the videos but it was noticeable. Finally, the moment of
truth. I lined my lips to the outer edges with a pronounced 'V' in the
center of the top lip. I then applied that new lipstick, blotted and
reapplied. Jen watched amused as I took pains with my lips.
"Beautiful color," Jen said. "I'll borrow it some time to encourage
Lauren. Although she doesn't need much to..." Jen stopped mid-sentence
but I knew what she meant.
"With that kind of mouth some man will want to put something in there,"
she said with a big grin. "Some women might like to use it too," she
added. "Will you be ready for that?"
"I honestly don't know," I replied truthfully. "I came close with
Batman."
"Well, Sis, be careful. Don't let yourself be used. Tammy will get
attention so choose carefully."
I took out the earrings and attached them. "You should get your ears
pierced," Jen recommended. "You'll have a better choice of earrings.
Many men wear two studs too so you won't stand out." I added the ring
over my fingerless glove.
"Yes, I'd like that. Many men at the office have two," I replied.
"Perhaps tomorrow,"
Jen laughed. "I could see that coming. Tammy is going to be around all
weekend."
Finally, I pulled on the cheap blonde wig Jen had purchased. I clipped
it to the wig cap and carefully arranged a curl over each ear. I was
ready and stood up. The skirts touched the floor. I would have to be
careful as I walked around in the 2" block heels.
"All done," I said proudly looking at myself in the large mirror behind
the door. I was quite an atypical ugly sister. I thought I had a
glamorous look that was somewhat tarty but went well with my bosom and
dress.
"Not quite," Jen said. She took my eyebrow pencil and drew a small spot
by my mouth. She then sprayed perfume on me at the neck and dabbed some
behind my ears. "Brad will also be there and these clothes might smell
musty from the thrift shop. I'll leave the bottle here for later."
"Sis, I am going to leave here by seven or so. Lauren is taking me out
as it is our three-month anniversary. She says she has a special
evening planned." Jen appeared happy at that thought.
"Oh, what'll I do?" I stated. It was not really a question.
"You can stay here and change and go the club from here. Or you have
plenty of time to go home and get ready for the club. Sorry, I want to
spend the evening with Lauren."
"I understand," I replied. I was happy for her. I would figure out a
way and probably go home and change. I had more options there but I had
brought the club dress, my Tammy wig and makeup here so it wouldn't be
a problem.
"OK. Let me check how Nicky is doing and I'll be right back." Jen said
as she exited to the small passage that led past the entrance to the
kitchen. I continued to admire my new image in the mirror. I had a
large bag with lipstick, compact, some tissues and the Cinderella book.
I pulled the fingerless gloves taut and admired the red nails and ring.
They matched the lipstick color closely.
Jen was back soon. "Little Nicky is waiting for us," she said with a
big smile. "Admiring yourself Ugly Sister? Well, you'll always look
beautiful to me even if you don't look like my younger brother."
I followed Jen out, careful with my steps into a large, well-lit
kitchen. It was modern with a large island hosting a cooking hob and
marble top for casual dining. Four barstools stood at the opposite end
of the hob.
I wasn't paying attention and was soon felt a hug around my knees.
Nicky had launched herself at me as soon as I entered. I had never
experienced such an enthusiastic greeting before and enjoyed the
moment. "Hi, Nicky," I said. "I told you we'd come and here we are." I
bent down despite the restrictive corset and hugged her. I air-kissed
her head not wanting to leave my lip color on her hair. I was secretly
pleased she ran to me first ignoring Jen.
"Hello, Ladies, welcome. I am glad you could make it as is Nicky. You
can see how excited she is. Yesterday's disaster is forgotten and I am
forgiven." Brad hugged Jen and kissed her cheek to cheek and the same
for me. He must have felt my expanded bust but was all smiles.
"Monica, please meet Jen and Tammy who have come here to entertain
little Nicky." Brad pointed to a tall, slim African-American lady with
a large mop of curly hair. She was very slim with a modest bust. She
was very athletic-looking and very attractive. I wish she could have
gotten to know me as Tom. She was dressed in a black polo shirt, black
slacks and a small frilly apron. She was the nanny and cook to look
after Nicky until Brad came home.
"Nicky, let's give the ladies a little drink and a snack and then we
can read the story. Remember, dinner is around 6.30 and then a bath at
7 as usual. Monica has made your favorite spaghetti. Do we agree?"
Brad was looking at Nicky who had returned to me clutching at my long
skirt.
She pouted. "Can I have a second story?" she asked in that little voice
that was hard to refuse.
"I'll read you a story as usual," Brad said. "The ladies may have other
plans but I hope they'll join us for dinner."
"Sorry, Brad, Lauren and I are celebrating our third month anniversary
and are planning on going out. I need to leave by seven." Jen was
looking at Brad who didn't bat an eyelid that Jen was declaring that
she and Lauren were an item.
"No problem, Jen. I understand. Congratulations and hope we didn't
inconvenience you too much." Brad had that typical British charm of a
gentleman. He then looked at me.
"Well, I had plans to have a drink with some girlfriends later but I
can stay for dinner and be with Nicky." How could I explain my plans
for later? Perhaps he would see me as the real Tammy rather than the
Ugly Sister.
"Great. What can I get you ladies to drink?" he asked. "I have almost
everything."
"I have to drive, so one glass of white wine is my limit," Jen said.
"Same for me please," responded too. Driving to the club drunk was a
bad idea.
Brad opened the refrigerator and took out a chilled bottle. He poured
out three glasses. Monica brought two platers one with cheese slices
and the other with crackers. I was glad as I hadn't had lunch and
needed something to absorb the alcohol. We clinked glasses and sipped.
I nibbled on a cracker and some cheese. Despite many layers of gloss, I
could see a smudge mark with faint color on the glass. Fleetingly I
wondered if the lipstick was kiss-proof too.
Nicky had nibbled on a cracker and was now tugging at my skirt. It had
an elastic waist and I was worried it would be yanked down
unintentionally. So I grabbed her hand. "OK, Nicky, let's read you
Cinderella. Where..."
"Let's go into the den," Brad interrupted me. "It's quite comfortable
and better. Nicky, please take Aunty Tammy there."
I was now an Aunty in the English style. I had been there as a teenager
to my English cousins and had been taught to address elders as uncle or
aunty. As Tom, I hadn't even been a real uncle here in the USA. Nicky's
acceptance of my female gender comforted me. She didn't judge me but
had found some bond which I didn't understand yet. Would she have
called me uncle Tom if I was dressed differently? I am not sure I
wanted to find out. I was happy to be called Aunty.
Nicky pulled me along into the den which was adjacent to the kitchen.
It was large with two large leather couches separated by a long coffee
table. Two large comfortable chairs were near the couches and looked
great for fireside reading. A large 55" TV adorned one corner. A fire
burned brightly in the hearth but I noticed it was gas-lit. The
lighting was muted and it looked like a very cozy room to relax in.
I picked the comfortable chair and sat down sweeping the long skirts
under me. My shoes peeped out. Jen took the opposite chair. Brad sat on
the couch. I saw Monica stand in the arched doorway, arms crossed,
observing. I could see she loved little Nicky. Brad trusted her too as
she stayed whenever he needed to be away at night. I put my large purse
down and took out the Cinderella book. I hadn't had a chance to open
the book when Nicky jumped on my lap. The book fell out of my hand as I
clutched Nicky so she wouldn't fall. Jen got up with a big smile and
picked up the book.
"Seems like little Nicky has found a comfortable spot," she said with
humor. I saw Brad grinning, happy that Nicky was perfectly content
leaning on my massive chest. I was glad of the glued-on inserts and the
stuffed bra as I knew it would not cause a lopsided bust.
Jen and I looked at each other and began to read the story. One of my
hands was around Nicky pulling her to me. We ad-libbed and added words.
There was no audience reaction. Just Nicky's contented look and smile
as Jen and I interacted.
Around 6.15 Jen's cell rang. She didn't pick up. A moment later it rang
again. Jen opened her purse, saw the caller ID, and took the call. I
hugged Nicky and she appeared content to sit there. It was a short call
with Jen saying Oh and then OK. She hung up the phone and looked at me,
then Brad.
"Sorry, everybody. That was Lauren. It has begun to snow heavily and
she wants me to get home soon. The forecast is that this will last. I
have to leave now. I am sorry." Jen got up, came to us and hugged
Nicky with a kiss on her head. She hugged me too and told me to call
later. She did the same with Brad and Monica and disappeared quickly.
Monica followed her out.
"I don't want to spoil your evening," Brad started.
"Aunty Tammy will you finish the story?" Little Nicky didn't care about
the weather. She wanted the story finished.
"Nicky, Aunty Tammy doesn't want to be stranded here. She has plans. I
can finish the story for you OK?"
"No, Aunty Tammy promised," she retorted. I thought she was near to
tears.
"Brad, I have no plans till much later. Perhaps the snow will have
stopped by then and I can return home. I'll finish. We're almost at the
end anyway. I want to keep my promise to Nicky." I am not sure what
made me say that but most of that was true. I still hoped I could get
out, change and be at the club by 10. Things didn't start getting hot
till after that anyway. People drifted in and if this storm continued,
attendance would be late or down.
"Brad, I called my brother. He will pick me up in 10 minutes. I don't
want him to get stuck. Everything's laid out in the dining room and the
food is warm in the kitchen." Monica was concerned about getting home.
I didn't have a chance to chat with her or get her number.
"No problem, Monica, we can manage. After all, we have to entertain our
Ugly Sister," Brad replied with a big grin. I didn't think he was being
serious. He just wanted to keep up the appearance as I was still
dressed and acting as that character. Monica left.
"Sorry, Tammy, that was meant as a joke." Brad sounded apologetic.
"I know. But I will gladly help." I smiled widely with my red mouth.
"Great. Nicky, I think we can eat in the kitchen. Take Aunty Tammy
there. I'll bring the plates from the dining room," Brad said standing
up.
Nicky didn't hesitate and jumped from my lap and taking my hand led me
back to the kitchen. I made sure the book was on the chair. She led
me to the barstools and looked at me, asking to be lifted. I sat in one
corner, placing Nicky in the middle, then Brad would sit next to Nicky
directly opposite me. I would be facing him directly. I hoped I looked
good enough that he wouldn't see through me.
Moments later Brad came with the plates and cutlery. He placed the
plates on the table and the cutlery. "Nicky and I eat like this during
the weekend," Brad explained. I saw him test the sauce with a teaspoon.
He then went to the refrigerator and brought out the wine. My glass was
there where I had left it. Brad quickly went back into the den and
brought his glass.
"Would you like to stay with the white or I have a nice red," he
stated.
"I can't drink too much as I need to drive back. The white is fine."
He filled our glasses. He took a plastic bib from the counter that had
a container to catch any droppings and tied it around Nicky. Brad
ladled a small bowl with noodles and added the sauce.
"Nicky, Monica made your favorite pasta. So you need to eat all," Brad
said placing the plate in front of Nicky.
"Aunty Tammy, will you read me another story later?" Nicky asked
looking at me hopefully.
"Nicky, I need to go home and change but I will come back soon. OK?"
"I want you to read me another story tonight," she insisted.
"Nicky, Aunty Tammy was so nice to dress up and read the story to you.
You need to thank her for that. I'll read you two stories tonight, OK?"
"I want Aunty Tammy to read me another story." Her voice was full of
disappointment. I wasn't used to dealing with children. There was
plenty of time for the club.
"OK, Nicky, I will read you that story tonight if you eat all. OK? I
tried to barter with the little girl.
"Two stories?" came Nicky's retort pressing home her advantage.
I looked at her. I did not know what this little girl saw in my
impersonation of a female acting as the Ugly Sister in a Cinderella
story, but I found it hard to resist my one true admirer.
"Nicky, Aunty Tammy said she would read you another story. So enough.
She has been very kind. Now, eat all as you promised before it gets
cold," Brad interrupted.
"I'm sorry, Tammy. She doesn't take to new people and somehow she has
developed a close bond with you. I am glad. I've not seen her jump on
somebody and look so contented. I am so grateful. She has you around
her little finger."
I smiled, pleased at the compliment. I had indeed developed a special
feeling for Nicky. She accepted me for who I was. She didn't and
wouldn't judge. I did not want to deceive her but seeing her mood and
attitude change did something for me. I wasn't used to these feelings.
"Brad, I haven't been near to small kids. But I am glad to be with
Nicky. She is a beautiful little girl and I can see how she changes. I
am glad to help." I saw Nicky quietly spooning her pasta. She was
almost done and I would have to keep my promise. I had time.
"Have you worked with kids?" Brad asked topping up my glass. "You seem
to have a way with them, Nicky at least."
"No. No kids of this age in my family or circle of friends" Jen and I
had moved away after our parents passed and neither was married or had
kids.
"Perhaps you are or were an actress? You play the Ugly Sister well. You
know that in England all the Ugly Sister roles are played by men," Brad
said with a broad smile.
"So you think I should be a male?" I asked provocatively looking Brad
directly in the eye. "I saw some images on YouTube. Those Ugly Sisters
appear to exaggerate the female figure with outrageous costumes and
overdone makeup. I copied a little of that."
"I apologize, I could never imagine you to be like those men in drag.
It seems to be the style of the Pantomime Dame."
"Well, I took a little after them," I stated, looking at my enlarged
bust and fluttering my large eyelashes. Brad noticed and smiled. "My
makeup is quite dramatic not like theirs." I blinked my large lashes
again and Brad got the message.
"Tammy, I am sorry. I meant no offense. I know you have gone through a
lot to get into the role. If I may say, you make a very pretty Ugly
Sister. I am sure you're beautiful as Tammy. Perhaps you can come over
as Tammy one day and read to Nicky." Brad was trying to apologize. I
blushed under the heavy makeup but he couldn't see that. I fluttered my
eyelashes and smiled. Hopefully, that bright red lipstick still had not
worn off.
"Well, the question is whether Nicky will still like me as Tammy," I
said pouting. I mentioned Nicky but was really flirting with Brad which
I was enjoying.
Brad looked at the clock in the kitchen. "Nicky, it's almost seven and
time for your bath."
"Is Aunty Tammy going to read me a story?" she asked.
"Nicky, I see that you ate all as you promised. So, I will keep my
promise and read you another story, OK?"
"Cinderella," she replied flatly.
"Nicky, we have read that story many times. I know it's your favorite.
But how about we read another story? I am sure you have plenty of
books." I saw the look and hastened to add, "If you pick two small
books, you might even get a second story. OK?"
I saw how her face brightened. She was only three but she knew how to
get her way. Or was I just being soft? "OK," she said and stretched her
arms wanting to be carried down.
Brad cleared up our plates and put them in the dishwasher. "Tammy, I'll
take Nicky for a bath. It should be about thirty minutes or so. You can
watch TV or relax. If you go up the stairs and turn left, Nicky's room
is first on the left. The bathroom is directly opposite."
"OK. I might just change," I said thinking of the club.
"Yes. Hold on to Nicky. Let me check the weather outside." Nicky was
still holding my hand. Brad opened a door in the passageway and took
out a large coat. He exited through where Jen and I had entered
earlier.
"So, Nicky, do you know another story we can read?" I asked
She just looked at me and I thought was on the verge of saying
Cinderella. Seeing my look she just shook her head sideways.
I bent down constrained by the corset and said," Nicky, I am sure you
have a lot of books. So let's choose when I come and see you after your
bath, OK?"
I just got a nod. Brad came back in with snow on his head and coat.
"It's still snowing hard. Not sure how long but these things can stop
at any time. I'll check after Nicky is in bed. I'm sorry if your plans
for the evening are spoiled."
"No problem," I said although my hopes were dashed. I was in the mood
to meet my gurl friends and perhaps even make a connection. Oh well,
the forms were glued on and I could try tomorrow evening. "You bathe
Nicky and I'll come up. I'll change and powder my nose in the
meantime." I looked at Nicky. "So go with daddy and I'll see you very
soon." I watched as Nicky raced upstairs with Brad close behind. I went
back to the room where I had changed.
I noticed Jen had taken her things and mine were strewn all over the
bed. I put the carry on the bed and put some of the items back in. The
pantyhose I had removed was on the floor so I put that away. I was
speculating on whether I should change or not. If the snow continued to
fall, I would just go home in my current dress. If it ceased by the
time I had read the stories, there was still time to change and go out.
I decided I would stay dressed as I was. I didn't want to show Brad who
Tammy was just yet. Also, there was a chance that the second story
would be Cinderella again and I didn't want Nicky to see a different
Ugly Sister. Some instinct wanted me to keep Brad guessing.
I used the chance to perform a natural function. I checked my face in
the mirror. I didn't want a five o'clock shadow to hint at my gender.
It was still smooth and the thick layers of foundation and powder
helped. Except for the lipstick, everything looked good. I re-applied
more lipstick and several coats of gloss. I practiced fluttering my
large eyelashes to see how it must have appeared to Brad. Not sure he
noticed. Of course, I had to apply a few more dabs of perfume. It was
almost time.
I went back through the kitchen and climbed the stairs. Nicky's room
was very large. It had a bed with a thick duvet and many stuffed
animals. There two large armchairs and two small stools. The walls were
lined with books and there was a huge poster of Cinderella. Sadly, no
picture of the Ugly Sisters. It was a warm, comfortable and with plenty
of toys, dolls and even a mini toy kitchen. Nicky was a lucky girl in
many ways but lacked some bond to a female. Why she jumped on my lap
and not Jen's was a mystery to me. She was obviously very close to
Brad.
Nicky was dressed in a pajama set with a brightly colored animal print.
She ran to me as if surprised I kept my promise. Brad sat in one
armchair with a big smile.
"So you didn't change," he said with a grin.
"No, I was sure that the second story would be her favorite and wanted
to stay in character," I replied.
"So, Nicky, did you choose a book?" I asked. There were many books in
various sizes. I took her hand and led her to the shelves. I pulled out
some books. Her face didn't change. Finally, I got a little smile at
Jack and the Beanstalk, I pulled it out and walked to the second
armchair. Within seconds Nicky had jumped on my lap. It was an
incredible feeling. With one arm holding her close, I read to her as I
recalled my grandma reading to me. I looked at Brad sporadically and
saw an amused grin on his face. Nicky appeared very comfortable sitting
on my lap snugly. I wondered why Nicky didn't have her mother reading
to her. Seeing Brad, this beautiful little girl and her surroundings I
wondered what could have led her to abandon them. Jack and the
Beanstalk ended.
"So Nicky, I know you want to read Cinderella again. So, it'll be a
quick read and then bed." I could feel she was tired.
"OK," came the soft reply. She was almost asleep. I read a few pages
and put the book down. Brad rose immediately and picked her up. I
hugged her as best I could and kissed her head. I didn't want to leave
lipstick marks. I was very close to Brad. I saw him lay her down gently
and tuck her in. He ensured the baby monitors were working. There was
only a soft nightlight plugged into the wall. We left Nicky asleep.
I walked downstairs carefully not wanting to trip on those long skirts.
"Tammy, please go into the den. Let me check conditions outside," Brad
said heading for the kitchen and his coat. I entered the den and sat
down in the comfortable chair as before. I had lost some interest in
the club as it didn't appear I could get there early enough to connect.
It was around 8.15. My thoughts were interrupted by Brad's return.
"I am sorry, Tammy, it has stopped snowing but there are drifts round
and the roads are not clear yet. I think you need to wait longer. I
don't think your car is a all-wheel drive. So, I would be happy to have
that drink you were planning with your friends. I have a good
selection." Brad had shed his coat and here were still a few drops on
his head. He was wiping them off with a handkerchief.
I looked at him closely. I had not had a private conversation with him
yet. It had been with Jen or with Nicky. Tonight he and I would be
alone and I felt nervous that he would detect my deception. In the
club, I would have loved to have a conversation with a guy like Brad.
There would be many others around if I needed to escape. Here it was
one on one. It would surely tell me how convincing I would be.
"It's time for that drink. What can I get you?" Brad asked.
"Something small, please. I need to drive later." I was wondering how
long I would need to be here, dressed as I was, alone with Brad.
"OK. Let's see if you like this. Please tell me if you don't like it
and we can try something else." Brad offered me a small glass with a
long stem with a dark liquor. "Just take a sip. It's Italian called
Amaretto."
I had never tried any liquors. I tasted a little and liked it. It was
sweetish but not overly so, "It's nice," I volunteered. I have never
drunk anything like this before."
"The Italians do well with food and drink. This is made from the
kernels of fruit like apricots. I will take my post-prandial whisky."
I wasn't sure what he meant but I saw him pour whisky into a thick cut
glass tumbler. He raised his glass to mine. He was over six feet away
so we didn't clink, "Tammy, I want to thank you so much for what you
are doing for Nicky. She has taken to you in a way I have not seen. She
adores you and yet has seen you just as.. in your costume."
I looked at Brad feeling guilty at the deception. The moment I became
Tom, Nicky would be devastated. I couldn't do that to this little girl.
Yet, I had no way to stay as the Ugly Sister or Tammy as much as the
idea appealed. Brad would no doubt also feel cheated and could even
pull Nicky out of Jen's school. I wish I could talk to Jen but she was
having a good time with Lauren and I couldn't disturb her.
Whilst these thoughts raced through my mind, Brad drained his glass. He
took mine without a word and topped it up. I didn't know how strong it
was but felt I could just leave it. Brad topped up his glass to and put
it down on the coffee table.
"I'll be right back," he said and disappeared upstairs. He was back
down minutes later with a book. It turned out to be a photo album. He
placed it on the table by his drink and patted a spot right next to
him. I didn't think there was a risk as I had been with him all
evening. Yet I had never sat that close to him. I wondered if this was
it. I had no choice so I rose, picked up my glass, and sat next to him.
He had opened the album and was staring at the first picture. The light
in the center of the room wasn't great but it was enough to see the
pictures clearly.
Brad pointed to a picture of a stunning redhead holding a small baby,
Nicky. "That is Nicky around 2 months with Lisa, her mother." Brad
paused still staring at the picture. "Lisa and I never married. I met
her at a party and we hit it off. She is in the theatre and has also
appeared in some TV roles." I wasn't sure if he was telling me this or
if these were thoughts going through his mind. He was looking at the
picture, not at me. "Lisa moved in about 9 months later and a year or
so after that Nicky happened. Things were great. My business was taking
off and I was traveling a lot. Lisa's mother was alive then and helped
take care of the baby. Lisa returned to acting some months later." Brad
paused to take a sip of whisky and I just touched my lips to that sweet
liquor.
"My business was exploding and I was hardly at home except at the
weekend. There was talk of a public listing which was going to be quite
successful. Lisa was getting bigger roles and was always busy." Brad
stopped at some pictures for a moment and then moved on.
Brad leafed through the album and I saw Nicky in some very nice
clothes. Lisa was in a few and always fully made up, well dressed and
posing. I didn't see her in any normal situation with Nicky. Nicky was
growing into a beautiful girl. She always had bright-colored outfits
and appeared happy. I didn't see any pictures of Brad's parents but
didn't want to appear inquisitive. He leafed through the album,
stopping at some that obviously brought back memories. He paused at
times to take a sip of his whisky. The pictures became more recent.
"My company went public an year ago and we did very well. The board
decided that America was next and so I flew up and down to New York and
located this company, just a few miles from here, which we purchased.
Since the management in the UK was in place for some time, the board
decided I should move to the US and manage the growth here. I jumped at
the chance as I had plenty of money and hoped that Lisa could be a
full-time mother to little Nicky."
He skipped a few pages and turned to a photo of Nicky with a birthday
cake. There were three lit candles. That must have been a few months
ago if Jen's information was right. "This is Nicky's 3rd birthday. It
was a dual celebration. We had planned to celebrate Nicky's birthday
and also make it a party as we would leave for the US the next day to a
new life." Brad drained his glass and continued. "Cinderella had always
been Nicky's favorite. So, Lisa and one of her actor colleagues did
almost exactly what you and Jen did. Lisa got dresses from the theater
and Justin, her colleague, played the Ugly Sister. Of course, they had
access to everything from the theater. Everybody enjoyed the little
performance."
Brad paused for a moment and I wasn't sure what compelled him to share
so much. I sat still and listened. That may be the reason Nicky formed
a bond with me. It was like a fairytale. I touched Brad's hand to
signal that perhaps that was the reason for Nicky's actions. I soon
found our fingers intertwined as Brad continued looking at the picture.
"The next day we were all set. Lisa told me that she had forgotten a
script and needed to read it on the plane. So she took a cab to the
theater. Nicky and I took the limo to the airport with our baggage. We
checked in and went to the lounge. Lisa still had not appeared. Some of
the staff in the lounge recognized me and were all over Nicky who was
mesmerized with all the goodies on display. We boarded the aircraft as
planned. I knew from personal experience the difficulties of London
traffic and security at Heathrow. We were flying First Class and I knew
there were many flights to New York daily. Lisa would make it on the
next flight and we could wait in the lounge at JFK until she arrived. I
settled Nicky into her seat and was about to switch my phone off when I
saw a message from Lisa." Brad paused for a moment. I could understand
this was tough. "The SMS just said she wouldn't be moving to New York.
Justin and she were going on tour. She would find time to visit Nicky
soon and would call next week."
"Oh, Brad, I'm sorry. I don't understand how she could be away from
Nicky," I said and turned to give him a reassuring hug. We hadn't
spoken in minutes as he told his story. He turned at my voice and I
went to hug him. It turned to a toe-curling kiss where our mouths met
and my arms went around his neck. I am not sure how this came about but
my mind was a blank as I enjoyed his tongue thrusting in my mouth. We
broke for a moment, adjusted our positions and went at it again. It
lasted several minutes. I reluctantly let go and leaned against him.
Neither spoke for some minutes. My mind was frozen and I couldn't think
if he had started the kiss or I. It didn't matter. It seemed we both
needed it and enjoyed it. My mind was returning to normal and going
into a panic. How could I explain my situation to Brad, Nicky and Jen?
It would end in disaster.
Brad stirred, kissed my head softly and rose. "I'll go check on the
weather." He went back into the kitchen area to get his coat.
As blood returned to my brain I was in a greater panic. I had certainly
not intended to kiss Brad but it had felt very natural. I am sure he
felt the same not knowing what was underneath my skirts. That kiss was
so different from Batman's. That had been sexual. This wasn't. It was
similar to the kisses I had shared with my girlfriend Tiffany,
especially intimate lying on the couch watching TV. . I needed to get
out of here and think this out. I looked at my phone. It was almost
10.30 pm. I heard the thump of Brad's shoes.
"I'm sorry Tammy," he said wiping his head. "There's been more snow and
the driveway is not clear. I don't think the plows have been on the
roads either. I think it is safest if you stay here." He looked at me
and I saw alarm.
"I'm sorry..." he began.
"No, Brad, it is I that am sorry. I haven't told you about myself and
you'll hate me," I interrupted changing the subject.
"What are you saying? Are you a murderess? A child molester? Or have a
communicable disease?"
"No, nothing like that."
"Then I don't see the problem. You can share when you are ready. Al I
know is that little Nicky has formed a special affection for you.
Little kids have good instincts. They don't have to be logical. They go
by instinct. Nicky has met many ladies but yet you are the one she
found an instant liking to. That is worth a lot. And, frankly, these
last few minutes have suddenly brought new meaning to me. I would like
to explore further if you would like to." Brad paused. "Anyway, as I
was saying, you can't go home tonight. No discussion. I will not be
responsible for you to drive in this weather."
"But I can't," I protested. "I didn't bring anything...."
"Look, there is no way for you to safely drive home tonight. Just a
sec." Brad bounded up the stairs. He was back in a few minutes whilst
my mind exploded with many thoughts. My evening had not been completely
ruined. That kiss was worth waiting for. More than I could have
expected at the club. Brad had several items in his hands and held
them out. They all had airline logos. "There's a pajama set, a robe and
toiletry kit. That room should be warm but we also have a guest room
upstairs," Brad said handing me the items. He didn't suggest his
bedroom for which I was glad. I wasn't ready for that.
"That room is fine," I replied anxiously. I needed to get away as early
as I can in the morning.
Brad took my arm and moved me toward the kitchen. He stopped and got a
bottle of water and a glass. "If you feel peckish, there is plenty in
the refrigerator."
He took my arm again and walked me to the room. He saw the case on the
bed and the makeup. My Tammy wig lay next to it and my heart lurched.
Would he now discover my identity? Brad didn't pay any attention to
these items and checked the thermostat and then the bathroom. All
appeared in order.
"I'll try and get away early morning," I said to explain my
disappearance.
"I'll try and get up early to clear away any snow. Nicky is up around 7
or 7.30. Breakfast is pancakes with chocolate chips. That is Nicky's
favorite and I am sure she'd love you to be there." He paused. "As
would I. We have no plans except to decorate the tree so you're welcome
to join us."
I didn't reply. I knew I needed to escape. I needed to talk to Jen
desperately. Brad was looking at me in a strange way. "I'll see. I have
things to do," I said softly.
"Tammy, I am sorry about that kiss. I didn't mean to offend you. It
just seemed natural. Both Nicky and I would be devastated if you
thought badly of me. We both want to see you again. I am sorry. Will
you forgive me?"
I looked at Brad and a wicked thought came to mind. I threw caution to
the wind and moved closer to him and thrust out my chest. "Well, if you
want me to forgive you, then you'll need to repeat that kiss like you
really mean it."
Within seconds we were in each other's arms kissing deeply, tongues
dancing. My arms went around his neck as I pressed against him. We
broke for air and I hugged him tightly. "Forgiven," I whispered, "If
you kiss me again." He didn't hesitate.
I moved him to the door. With even the slightest encouragement I would
have dropped to my knees and finished for Brad what I had started with
Batman. But he was a gentleman and I didn't want to push it. I fought
to control myself. Somehow, I suspected this wouldn't end tonight. I
would be facing him and Nicky, not to mention Jen. I was already
confused enough and taking it further tonight would be a disaster. I
was certain he would have jumped at the chance. It was a delicious
thought. I had some decisions and confessions to make before we moved
further. I wanted to explore this more but had no idea how. I needed
Jen's sane and sage advice. I kissed him on the lips and closed the
door.
I leaned against the door and a smile broke out. It seemed that the
Cinderella story could be rewritten. This was one occasion where the
Ugly Sister got the prince!