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A New Beginning
Part One
I had been dating Terri for close to six months, she was incredible, great
looking, super personality, and she had a wonderful head of hair that she
curled into very sexy hairstyles. It was her hairstyles I was most
interested in, this was due to the fact of my sister always curling her
hair when I was growing up, this was something I loved to watch and for
reasons unknown to me it captivated and gripped me. A few times I had even
snuck into my sisters room found her curlers and after I had washed my
hair I would try to set it in the rollers, I was never very successful,
but it gave me a pleasant feeling to see the waves and curls I could
create over my hair. It was not what I would call a style even but was
more of just a change from its normal fashion of fairly straight hair
which I had.
Anyways getting back to Terri and her curling her hair, I was waiting for
her to get ready one day, I had always made a point of arriving early for
a date so I could sneak a peek while she was styling her hair. Well one
night I was watching her intently through a crack in the door, she turned
suddenly and saw me staring at her. Terri yelled at me and asked me what
the hell I was looking at; I froze and could not move. She then came out
and asked me once more why I was watching her, I lowered my head and told
her it was a long story. My voice cracked as I spoke, Terri could see by
my body language that I was uncomfortable so she asked me to leave and go
sit on the sofa until she came out. I did as she had asked of me and went
to the living room to sit and wait for her, I was thinking now of how I
could get out of the position I was now in.
I did not have much time to come up with any answers as Terri appeared in
about five minutes, she looked determined as she asked me to explain why I
had been watching her earlier.
"Terri," I said, "you better sit down as what I am about to say to you
will knock you for a loop."
She did not say a word as she sat beside me; her hand touched mine as she
said, "Go on."
I had already decided to tell her the truth so I looked at her and told
her, "When I was growing up Terri my sister Sarah always curled her hair
and created incredible styles, it was from watching her that I got the
idea of curling my own hair, I tried it a few times and enjoyed the
feeling it gave me, but I gave up the thought of styling it as I could
never get my hair as nice as my sisters."
Well there it was I told Terri my story of my hair fetish, she was the
first girl I had ever told this to so I was nervous as hell. Now sitting
there I was waiting for her to explode on me or tell me to get lost and
never talk to ever again.
Surprisingly Terri's reaction was one of curiosity and not anger, she
asked me, "So you are trying to tell me you used to curl your hair in
rollers, is that right?"
I told her, "Yes, but I only did it a few times until I realized I could
not make a style out of it."
"So you wanted your hair to look like a girls you are telling correct?"
she asked.
Before I answered her I thought for a moment of what she was asking me,
then I said to her, "No, it was more of like trying to do to my hair what
Sarah did to hers, I did not what it to look like a girls hairstyle I
wanted it to look like my sisters, that was it nothing more."
"Okay," Terri said, "but your sister is a girl and her hairstyle was one
that a girl would have worn back then, so in fact you wanted your hair to
look like a girl's hairstyle."
Before I could answer her she asked me, "So you watched me style my hair,
does this mean you want your hair to look like mine?"
"No," I told her. "I enjoy watching you create a style on your hair, that
part the styling part has always fascinated me, I think that's what I
wanted to do back then, try to create the style."
Terri sat back on the sofa, she looked at me then said, "So all this time
we have being seeing one another you have fantasized about having my
hairstyle on you, is that correct?"
Again I told her, "No," adding, "It was about watching you create the
style, that's what fascinates me, it is the way you can fashion your hair
in so many wonderful ways."
Terri sat quietly for a few moments, I was guessing she was thinking then
she looked me straight in the eye and said, "So Gary if I was to offer to
set your hair in curlers and then style it for you would you agree to
letting me do this?"
Her saying this caught me guard and I had to think fast, I knew I wanted
to say yes to her, but I was afraid and unsure if she was serious or not.
"Well come on tell me yes or no Gary," she said once more.
Her look was stern so I lowered my head and told her, "Yes Terri, I would
love it if you curled my hair then styled it for me."
As the words left my mouth I sunk in the sofa, I felt as if I wanted to
get up and run out, but Terri took my hand and told me, "Well let's see
what kind of girl you will make, let's get started."
With that said I was led to the bathroom told to strip down to my shorts
and to wash my hair, when I finished I was to come out to the kitchen
area, she asked me if I understood, I nodded yes. After that I went into
the bathroom, I removed my shirt and proceeded to wash and rinse my hair,
when this was done I wrapped my hair in a towel and went out to find
Terri. On my return she was waiting in the kitchen, while I had been
washing my hair she had set up a little beauty shop complete with chair,
mirror and a tote bag filled with rollers.
"Sit here," she said pointing to the chair, I sat and Terri removed the
towel, she then combed my hair smooth and got all the tangles out. "Well I
have a good idea for a style for you Gary but it will not be anything I
can do on my hair as yours is much shorter, but I assure you it will be
girlish so just relax and watch me in the mirror."
I watched now as she emptied the tote bags contents, the table was now
covered with many different sized and coloured curlers. From there she
picked up a comb and brought up a section of my hair, her hand reached for
a curler and a second later she was wrapping my hair around it and rolling
it in to my head, a pin was used to secure it in place.
"There Gary, your first curler," she said. Goosebumps appeared over my
arms, Terri saw this and said to me, "Looks like my new soon to be
girlfriend likes this, am I correct Gary, or may I call you Ashley from
now on?"
Her asking me this sent a shiver down my spine, I looked up at her and
told her, "Yes please go on, please curl up my hair and if you want to
call me Ashley it is okay."
"Okay girlfriend," Terri said to me and I watched as she went back to
curling my hair, she worked slowly; I think she knew I was enjoying
watching her roll my hair up into the curlers. "You know Ashley, all those
years you wished for a girls hairstyle and tonight I am going to give you
one, bet you are excited?" Terri asked.
"No," I said back to. "It's not a girls style I wanted, it was to get my
hair to look like my sisters."
Terri stopped what she was doing for a minute then she said to me, "Okay
then you wanted to duplicate your sisters style, but she was a girl,
right."
I nodded my head to her.
"Then you have always wanted a girl's hairstyle, I mean your sister had a
girl's style and you wanted her style so deep down you really wanted a
girls style, right."
Her saying this in this way stopped me in my tracks, I could no longer say
no to her, she was correct I had wanted to have my hair looking like a
girl's so I looked up at Terri and told her, "I never really looked at it
that way, I can see your point so I will have to say I did want a girl's
style for my hair."
Terri smiled at me and kissed my cheek, she then went back to setting my
hair. "You know Ashley if I had just a bit more hair to work with I could
make you look very sexy," Terri said. She went on, "In fact with a bit of
make-up and a little tweezing I could make you look very ladylike."
I did not bother answering her I just continued to watch her set my hair
and Terri had dropped her idea of transforming me into a girl. Now as I
saw the last curler being pinned in place I knew it was now only a matter
of time until I would get to see myself with a feminine hairstyle.
Terri inspected her work and told me she was satisfied, she then left me
sitting there while she went into another room. When she returned she
carried a bonnet style hairdryer; it was put down in front of me. As it
was opened up, set up, and then plugged in, Terri then turned it on, it
made a whirling noise and it began to heat up. She then put the bonnet
over my head and told me I would take close to an hour to dry and if I
wanted she told me she would do my nails. I was not sure why but I did not
argue with her, the warmth from the dryer had me feeling quite relaxed; I
closed my eyes so I could picture the style Terri would be creating. My
thoughts turned back to the days when I would watch my sister Sarah take
out her curlers from her hair and then proceed to form it into a beautiful
comb-out, I liked it when she teased her hair and then smoothed it into a
style, and an updo was always my favorite on her.
My mind was brought quickly back to the present as Terri was telling,
"Ashley your nails are such a mess I will need to work a lot here to fix
them up and have them looking pretty for you."
I looked down at my hands as Terri was placing them into a bowl of warm
soapy water.
"You know," she said, "girls love pretty nails, so I will make yours look
fabulous."
I had yet to voice any concern as I sat with the hairdryer running, I felt
relaxed and just watched as Terri now went to work on my fingers. She
first used a flat metal tool that was rounded at each end, she used this
to press my cuticles up, and after that she picked up a small pair of
cutters and clipped away all the skin she had pressed up. Once all my
fingernails had been scraped and the old skin clipped off Terri brushed a
liquid over each nail, this liquid was cool feeling and she rubbed it
gently around my nails. After this she placed my fingers back into the
soapy water so they could be rinsed.
All of this attention Terri was giving me made me feel even more
comfortable, this though would soon come to an end as I could see Terri
shaking a bottle of nail polish in her one hand. Its colour was red and
Terri placed the bottle down and removed my hands from the water, she then
dried them off.
"It is time now to make your hands look pretty Ashley," Terri said to me,
and with that said she opened the bottle and dabbed the brush near its
top, she then took my one hand and held it firmly as I tried to pull it
away. "Now now Ashley, you be a good girl now and let me paint your nails
pretty for you," Terri said.
I soon realized I had no choice so I let upon my pulling and stared as
Terri brushed the red colour over each nail.
"That's better girlfriend," Terri told me. "I'll do two coats for you and
finish it off with a top coat hardener, that way it will not chip off
easily."
I think my face blushed as I could just watch her paint my nails in the
red shade and as I had when she first began to set my hair I got
goosebumps over my arms.
Terri was not one to miss much and upon seeing this again she told me, "I
guess my little Ashley does like to have her nails painted, now tell me
girlfriend tell me you enjoy seeing your nails looking so pretty."
She was now talking to me as she would talk to a little girl I was
feeling, but the sight of nails now glistening in their red colour had me
telling her, "Yes Terri I do like seeing my nails in red."
Nothing more was said on this subject as Terri was now turning off the
dryer and as the bonnet was removed from my head she began to check to see
if I was dry. "Looks like my little girl is all ready for her very first
hairdo," Terri coed. On hearing this my attention turned to the mirror as
I watch Terri begin to remove the curlers from my hair. One by one she
unraveled my hair from its holder, a wonderful curl was left in place, and
it was exciting to see. It not take Terri very long as the final roller
was unwound, she smiled at me and said, "Well now Ashley, are you ready to
be feminized?"
"Yes," I told her back without thinking.
She giggled and told me, "I knew you wanted to be my girlfriend, lets
start Ashley, now sit still for me and watch."
Terri began to comb away at my hair, she teased it a little, it was
wonderful to watch her work away and my hair was starting to look very
nice.
"Well Ashley," Terri said, "your hair is becoming pretty, don't you think,
tell me you think it is pretty."
I did not have to tell her this she already knew as my stare was giving
away my feelings, my hair was now styled and it looked incredible. Terri
had managed to fluff it up and create curls every where; I touched it as
my hand trembled.
"Terri," I said to her, "it looks great, I can't believe you could do it
so easily."
"Oh Ashley," she replied, "we have just started now lets get to work on
making you beautiful."
I froze when I heard her say this and I had to ask her what she meant.
"Well," she began to say, "you told me yes when I asked if you wanted to
be feminized so that's what I am now going to do."
End of Part One
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Tammi
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