After Jason and my aunt left to return home I was glad to have some
time to myself to reflect on the weekend. The more I thought of it the
more I realized Jason was right and that I was afraid to face the
truth. The more I found myself immersed in a teenage girl's life the
more interesting and exciting it was becoming. I realized that I rarely
thought of sports anymore and had little interest in playing video
games. I would much rather listen to music, talk to some of my
girlfriends on the phone or read some of my gossip magazines. So what
did all this mean? I wasn't sure. I mean it would be hard for me to
think about doing boy things since I was so completely wrapped up in my
new life. I spent almost all of my time with girls now and had very
little interaction with boys other than running into some guys at the
mall. Oh, and yes I did have some interaction with Jason as well.
Mom was still all excited about my going to the dance and she talked
about it quite a bit. She was really happy that I went and that I even
enjoyed myself more than either of us expected. I know in her eyes she
was realizing that I was fast becoming the daughter she always wanted.
I wanted to tell her about Jason and me but I wasn't sure how to bring
it up or how she would react. And I didn't want to get Jason in trouble
either. Plus somewhere deep inside me I knew that a part of me somehow
enjoyed knowing that a boy found me pretty and sexy. I was very
confused by my feelings. Mom's questions actually stirred up a lot of
these feelings since she wanted to know how I felt at the dance that
night. Did I enjoy dancing with a boy? Did I enjoy the attention? What
would I do if some other boy asked me out? Would I be afraid to go out
on a date?
Some of her questions were hard to answer, some weren't but they all
got me really thinking... I knew that I enjoyed the entire dance. I
enjoyed all the preparation, the clothes shopping, the trip to the
salon and getting dressed that night for the dance. I enjoyed wearing
my pretty dress and high heels. I know I enjoyed the attention from my
girlfriends and I liked the way Jason made me feel that night. He made
me feel special and pretty. I told mom I wasn't sure what I would do if
a boy asked me out. It would be kind of strange going out on a real
date so I wasn't that sure. I guess I would just have to wait and see.
But I knew it was something I would have to face soon since a lot of my
girlfriends were dating more and more boys. And I had to admit that my
dates and experiences with Jason were preparing me for any future
encounters that I would face. I could tell Mom really relished the
thought of me going on a real date with someone new.
"Well I'm sure you will do fine on any future dates, Danielle. You're a
very pretty young lady, plus you're fun and smart. Believe me, a lot of
boys will be asking you out very soon. But don't worry. I'll help you
prepare for that when it happens. I was pretty popular with the boys
when I was a teenager."
Laughing at my mom's comments, I struck a sexy pose. "Yes, I'm the
total package, too. Just like you were, right, mom?"
The only fly in the ointment was my brother's constant teasing and
pestering ways. I think she was afraid that if he were allowed to
continue unfettered, it would make me less happy and content in my
feminine role.
A few days before we were to leave for vacation, Mom told me her plan
for my brother.
"Danielle, you've been really great in putting up with your brother's
constant aggravation. But I've decided he needs to be taught a lesson
and I have the perfect lesson plan. I've decided that the only way I
will sign the release form for him to play in the junior football
league is if he agrees to be a girl on vacation. I figure a week of
being dressed, as a girl will be a lesson that he will not soon forget.
And we'll be away from him so there is little chance of discovery. I
know he will not be nearly as proficient as you so even if someone
knows there won't be any harm done since we'll be a thousand miles from
home."
"Mom, do you really think you can do that to him?" I said with sadness
in my voice. Even though Mikey has been a pain in the butt I felt sorry
for what was about to happen to him.
"I don't know but either way it will teach him a lesson. If he agrees,
he'll get to see what you have to do every day and he'll appreciate all
the effort a lot more. If not, he'll have to give up his precious
football league and you know how crazy he is about sports. It will be a
tough choice but that's too bad. He brought it on himself with all his
smart-alecky antics. And don't you go taking his side and feeling sorry
for him either. I know what a softie you are. It's for his own good and
if he plays his cards right it will only be for a week or so."
"Well he sure has been a pest when it comes to me. I know he deserves
to be taught a lesson but wow, dressing as a girl on vacation seems
pretty harsh."
"Yes it is but its for his own good and he did it to himself so just go
along with me on this even if you feel sorry for him. A week in dresses
won't kill your brother one little bit. Look at all the good it did
you, sweetie. You're the perfect daughter now. I don't have such lofty
expectations for your brother since he's incorrigible but this will
teach him a needed lesson. Besides having one daughter like you is
perfect."
As I said okay, I couldn't help but think how the tables would totally
turn on my bratty brother. Part of me really felt sorry for him since I
could still vividly remember those embarrassing first days of dressing
completely as a girl. I shuttered as I recalled the mortification of
wearing my first pair of panties and having my nails polished a pretty
pink. Boy, was Mikey ever in for it! And even worse he'd have to parade
around like that all week in front of Jason. I wondered if my aunt
would make Jason dress as a girl too but somehow I didn't think he
would allow his mother to do that to him.
I was in my room later that day when Mikey got home. I could hear a lot
of yelling and screaming from downstairs as Mom confronted Mikey about
his punishment.
"You do what you want, young man. But either you dress as a girl for
vacation or you can kiss football season goodbye. I mean business so
don't try my patience. So its either you dress as a girl for the week
and I sign the papers or you dress as a boy and miss football season.
The choice is yours. That's it. No more discussion."
I could hear Mikey charging up the stairs, slamming his bedroom door as
he was still ranting and raving. I knew he was really mad but I knew
like always mom had the upper hand. Mikey had been talking about
football season for months so I know it was the most important thing
for him. I wondered what he would do?
The next few days around the house were pretty tense. Mikey hardly
talked to me at all. I could tell he blamed me for all of his problems.
If I wasn't running around as a girl he would not have teased me. Mom,
however, wouldn't budge despite all his begging and pleading. The
choice was simple and it was his to make...football or dresses.
Since we'd be leaving in a few days mom gave him a deadline of
Wednesday. That way she's have a few days to gather all the things he
would need for vacation if he agreed to his punishment. I had already
started packing my things, including a bikini that mom and I bought
that week. It was strange shopping for a girl's bathing suit. Guys just
pick out a pair of trunks and that's it. As a girl I had to worry about
style, fabric, color, one piece or two, support and coverage issues.
The one we finally settled on was a really cute bikini, pink and light
blue floral print, cut on the full side so it covered my butt nicely
but still showed off enough of my feminine body that I would feel sexy
and confident. The top hooked over my neck for a bit of added security.
My breasts, even though they grew some, were still on the smallish side
so I didn't really need a lot of support. And like most young girls'
breasts, they were cute and perky. As I stood in the dressing room and
looked at myself in the mirror I felt confident that I did indeed look
rather pretty in my bikini. I showed mom and she agreed that it fit me
perfectly.
"Dani, that simply looks divine on you, sweetie. I like the cut, the
style and the color is just perfect for the summer. You look sweet. I'm
sure the boys will like seeing you in that suit too."
"Mom!" I sighed not wanting to face that issue. But I knew at least one
boy for sure would want to see me in my new bikini so mom wasn't too
far off the mark.
The next day, as I was packing I found myself wondering if Jason would
like some of the things I was planning to wear. I found it interesting
that I would even be concerned about Jason's reaction to some of my
planned outfits. But for some reason it was important to me that he
liked the way I looked and dressed.
Mom came into my room that night and told me my brother still was
arguing with her about vacation. "Well your brother is still refusing
to dress as a girl so it looks like he won't be playing football in the
fall."
"Wow. Mikey loves football. He must really be upset if he's willing to
give that up. Maybe I should talk to him? What do you think, mom?"
"Well I guess it won't hurt but he seems pretty adamant and I am too. I
mean business."
So I mustered up the courage and knocked on his door. "Mikey, it's me,
Danielle. Can I come in?"
"Yeah, it's open."
"Hey, I heard you're really going to give up football season rather
than give in to mom. Is that for real?"
"Yeah, it is. I'm not dressing as a girl. No way! One girl in the
family is enough for me."
"I understand that but I know how much you like football and I would
hate to see you miss the whole season for a few days of dressing like a
girl."
"Its not just a few days. It's an entire week and I'm not wearing
stupid dresses for a week no matter what."
"Mom never said you had to wear dresses. She said you had to dress like
a girl and I won't be wearing dresses all week. I'm bringing some
shorts, Capri pants and a few skirts and maybe one or two dresses. I
can try to pick out some things for you that are plain and not all that
girly. I know mom wanted me to look through some of my things from last
year for you to wear. I can just pick out some things that aren't so
bad if you want. And maybe I can talk mom into not making you dress
that way for the entire time. I bet if I asked her nicely, she would
agree to let you wear your boys' clothes on the drive down and back.
Would that help?"
"Yeah, I guess less time dressing would be better but I would still
have to wear girls shorts and Capri pants some of the time. I'm just
not sure it's worth it."
Well, that's up to you but a few days of wearing some different
clothing versus missing an entire season of your favorite sport is
worth thinking about. It would for me at least. I mean dressing as a
girl isn't the worst thing that could happen. Besides you'll be so far
from home no one will ever know anything."
"Well I guess if I had to wear shorts that may not be so bad. I mean
it's not like the getup you wore to the dance with your fancy dress and
high heels. There's no way in hell that I would ever wear pantyhose and
high heels. I don't care what I had to miss. I would never do that.
Never!"
"No problem. Disney World is a very casual place. I don't expect any
girl there will be wearing pantyhose or high heels. I'm certainly not
packing any for me either. So, do you want me to work on mom for you? I
can't promise she'll go along with this but she may."
"Yeah. If I can wear shorts and stuff and only for the time we're at
Disney World I guess I could do that. But why are you being so nice to
me when I've been so mean to you?"
"I don't know. I guess I feel sorry for you and you are my younger
brother so I do have to look out for you even if you are a pain at
times. Maybe all of this girl stuff is making me think more like one
too now. Wish me luck with mom."
Surprisingly mom didn't put up much of a fight. I guess she just wanted
to teach him a little lesson and not create a big issue. "Okay, I'll go
along with that. Your brother only has to dress like a girl while we're
in Disney World and you can pick out his things for him to wear but
he'll have to wear at least one skirt or a dress. He needs to
understand why girls need to be modest and careful and wearing a skirt
or dress will teach him that lesson wisely."
Mikey wasn't entirely happy about the skirt or dress but he did finally
agree to mom's demand. The next day I began to assemble some of the
clothes I'd outgrown for him to wear on vacation. True to my word I
picked out some shorts, a pair of Capri pants and one dress and one
skirt, along with some coordinating tops and socks. Mom also told me to
pack a few of my old bras and panties for him as well. I never
mentioned that he would have to wear girl's underwear but I figured he
knew that anyway. Why rub salt in the wound? Mom also had to buy him a
pair of girl's sandals and sneakers. The day before we left I brought
all the things he would have to pack into his room since I didn't have
room for them in my suitcase.
Naturally he wasn't too upset with the Capri pants and the shorts but
he cringed when he saw the skirt and dress that I chose. There was no
way that a dress or a skirt could ever be thought of as unisex. I could
see his face blush when he saw the pretty panties and bras.
"Mom never said I would have to wear girls underwear too."
"You have to. You can't wear your bulky boys things underneath these
outfits. Besides, mom told me to pack all this stuff for you. You can
go fight with her about it if you want but don't give me a hard time.
I'm doing everything I can to soften the blow for you."
I could tell he wasn't a happy camper but he didn't say another word to
me and I know he didn't confront mom either. I guess he was too
embarrassed to say anything. Poor baby. But to be nice and to make his
transition a bit easier, I switched a few pairs of panties to boy cut
styles I had.
"Boy, I hope football season is worth this. It wouldn't be so bad if it
was just us, but Aunt Alice and Jason will see me too." He lamented to
me as he took the lacy boy cut panties from my hand. "I really don't
want Jason to see me dressed like a girl. That is so damn
embarrassing."
"Yeah, but they've already seen me so that should make it easier for
you. And Jason's really been cool about it with me so I'm pretty sure
he will be okay with you too. Plus you wont have to dress like a girl
the entire trip like I do. And when we get back, you'll be able to be a
boy again right away. Not to mention that you don't have to go to an
all girls school like me. So you don't really have it so bad when you
compare it to me."
"Well, that's true. But it still won't be easy. I could never do all
the things you did. I'd run away from home if mom tried any of that
crap on me. But you'll help me get dressed and stuff when I have to
wear these things, won't you? I'd rather you help me than mom and Aunt
Alice. Otherwise I just won't do it."
"Sure, don't worry. I'll make sure you look nice and that no one will
suspect you're not a girl. We'll have fun. It will be nice to have
another girl on the trip. I know it will be hard but it may not be as
bad as you think."
"Yeah, right. It will practically kill me but giving up football would
be even worse. I know this is going to suck big time. The only good
news is that its only for a few days so hopefully I will make it okay.
I guess I can put up with anything for a few days, even wearing some
dumb girls clothing."
Well, I guess we will find out on the trip, I though with a smile.