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Mom's Unique Punishment - Part 15
🕑 Added 2020-07-02 09:34:39 +0000 UTC So the next day we set off for vacation. We drove to my aunt's house and
then we all drove down in her SUV. The drive down was long and boring but
the boys played some video games and I watched a few movies on the
portable DVD player. I wasn't sure if Jason knew of mom's plans for Mikey
so I didn't say a word. I didn't want to be the one to let the cat out of
the bag and embarrass my brother. I know he looked up to Jason. And it
wasn't all that long ago that Mikey and Jason were both making fun of me
at my dance recital. I could still hear their snickering and those silly
grins they had on their faces. Now my little brother would find the tables
turned, as Jason and I would be seeing him dressed as a girl. I felt
anxious just waiting for the proverbial axe to fall on my little brother's
head.
That occurred about three quarters into the trip when my mom and Aunt
Alice told Jason of mom's plan. I could see Mikey's face turn bright red
as my mom explained that Mikey would be dressed as a girl during our
entire stay in Disney World as punishment for being such a brat to me for
the past year.
Jason was fairly quiet and didn't say much at all except for an occasional
snicker under his breath. I think he must have sensed how embarrassed my
brother was. All he did manage to say was that he hoped Mikey would look
half as cute as me, or something like that. Now it was my turn to blush
since I was well aware of just how cute Jason thought I was.
We arrived at our hotel late that night and we all just went to bed. The
next morning we had a few more hours to drive, arriving at Disney World
around noon. We checked in and had our bags brought up to our rooms. We
agreed to meet in the lobby in an hour, which would give us some time to
freshen up and to get Mikey changed for his debut as my little sister. Mom
told him he would have to change into his girl's clothing right away even
though he complained and wanted to wait until the next morning. I just
needed to comb my hair and freshen my lipstick so I was all done by the
time my brother unpacked some of his things that he would need.
"Here, go put on these panties in the bathroom and I'll pick out something
for you to wear today. Hurry up, we'll only have about 40 minutes," I said
as I handed him a pair of pastel blue panties in the boy cut style. "Oh,
see. I picked out some blue boy-cut ones for you. Blue is for boys, you
know." I laughed as he took the panties from my outstretched hand.
"Yeah. Real funny, sis." As he walked towards the bathroom I could hear
him mumble, "Blue is for boys. What a joke that is."
I looked through the clothes on the bed and decided he should wear the
light yellow Capri pants with a plain white top. I also picked out a
matching necklace to set it off a bit. Mikey returned sheepishly, looking
totally defeated and sullen in his panties.
"My God, you look like you're going to a funeral. Turn around so I can
help you with your bra. There. That looks about right. Here, put on your
pants. I thought this top would look cute with them. What do you think?"
"I don't know. I don't know anything about clothes, especially girl's
clothes. And who cares how it looks. It's only a stupid shirt. I can't
believe I'm doing this. I feel like a total fag," he said as he stepped
into the pants and then slipped the white top on over his head.
"Well to be honest you don't look all that macho but that would be hard to
do in a cute top and Capri pants. Besides you sure don't want to look like
a boy so you better hope you look cute. Here, sit down so I can try to fix
your hair a little. I brought a few hats for us to share too so that
should help a lot. I think this white one will look good. It matches your
top."
After a few minutes fussing with his clothes and hair he was looking
almost cute except for the scowl on his face.
"Hey, you know, I think this is going to work. I'm just going to put on a
little bit of makeup and I think you will look really good."
"Make up? No way! I'm not wearing any dumb make up."
"Oh just relax and calm down. I'm just going to put a little bit on you.
Stop being such a baby. Do you want everyone to know you're a boy? I don't
think so either so you need some really light lip-gloss and just a little
bit of blush on your cheeks. That's it. It will be almost unnoticeable,
like mine. You can't tell that I have that much makeup on, right? If we
have time later tonight we can polish your fingernails and toenails like
mine."
Despite his complaining he admitted he couldn't really tell I had make up
on so he allowed me to do his cheeks and lips with a very sheer light pink
color. In a few more minutes, he was all done and ready for his debut.
"Okay, all done. Actually you look really, really good. Check yourself out
in the mirror door. So, what do you think?"
"Oh my God. I look like a freak. I can't believe mom is doing this to me.
I will never make it all afternoon in these clothes. I look like a total
fag."
"Listen, you'll do fine. Just stay with me. I'll help you. Here, take this
little purse and let's go."
"Do I really need a purse?" As he said this I could see his hands
searching the pants for pockets. "Christ, these dumb pants don't even have
pockets. This totally sucks."
"No, they don't have pockets so stop complaining. Lots of girl's pants and
skirts don't have pockets. That's why we carry purses so take this bag. I
put a few things in it for you. Tissues, a comb, lip-gloss and a few
dollars that mom gave me for you.
"Oh good. Maybe I'll use the money to run away."
I knew the next ten minutes or so would be horrible for Mikey. It reminded
me of my birthday when my father first saw me dressed. I could still
almost feel my knees shaking as I walked down the stairs wearing my pretty
dress, high heels and those really feminine white pantyhose. I could still
see the look of utter confusion on my father's face as I stood before him
and curtseyed for the first time, just like some silly, little girl. I was
sure Mikey was experiencing some of those same feelings knowing that Jason
and his mom were about to see him entirely dressed like a young pre-teen
girl. But I'm sure my feelings were more intense that first day. I mean I
was dressed much more feminine and it was my dad seeing me, not my cousin.
Plus I had already broken the ice so to speak.
Mom just smiled when we she saw Mikey gawking at himself in the mirror.
"Mikey, you look very sweet. Danielle, you did a great job on your little
sister. Are you girls all ready to go? We're going to be late if we don't
hurry."
I thought Mikey would die when mom called him my little sister but all he
did was moan a little bit. I guess he was in shock.
"Yes, we're all set, mom," I answered for both of us since Mikey was
speechless.
"Don't be nervous. It will be fine. In a little while you'll almost forget
you're dressed like a girl. Just relax. Don't be so stiff and stop looking
all over the place. No one will suspect a thing if you just try to act
normal." I cautioned in a helpful tone as we entered the elevator to go
down to the lobby.
"I'm trying my best. I'm a nervous wreck though. I can't stand these
stupid clothes," Mikey whispered to me in hushed tones.
As soon as the elevator doors opened, I could see Jason and my aunt
standing in the lobby. Jason's big smile, almost a smirk was very
pronounced but at least he wasn't laughing at my brother.
My aunt trying to be nice told us both how sweet we looked. "Oh, you two
look adorable. You both look absolutely darling."
Knowing that Mikey was in no mood to answer, I chimed in, "Thanks, Aunt
Alice."
Evidently it was too much for Jason to stay quiet. "And who is this sweet
little girl? Don't you look just adorable in your pretty yellow pants?
That color is very becoming on you," he said to my very embarrassed
brother who blushed brightly at his remark.
"Yeah, real funny, Jason," he responded in an agitated manner as Jason
just smiled and laughed at his evident discomfort.
And so began, Mikey's first day dressed as a girl. Actually he did very
well considering his inexperience. The only times he was noticeably upset
was on our visits to the ladies room. I could tell he was annoyed whenever
we had to excuse ourselves in front of Jason. I know he hated going in
there to go to the bathroom especially since mom already cautioned him
that he had to sit and pee like a girl. I know that guys feel really
feminine when they have to sit to pee but he had no choice since we didn't
want anyone to suspect he wasn't a girl. We all knew Mikey would have much
preferred going to the men's room with Jason rather than trotting into the
little girls room with me, Mom and Aunt Alice. But I had to admit it was
kind of amusing seeing him standing at the sink with us as we all fixed
our hair and lipstick before rejoining Jason.
On the third day mom decided it was time for Mikey to wear a dress after
wearing shorts one day and Capri pants the first day. I knew he wouldn't
be too happy when he saw me selecting his outfit for the day. To help
soften the impact, I had already dressed myself in a cute summer dress
too. I wore one of my really feminine summer dresses. It was pink, very
short and it had a frilly skirt. And it would look so cute with my nice
white summer sandals and my pretty pedicure that we did the night before.
And for my brother, I chose a longer dress that fell a little below his
knees. I figured he would feel less awkward wearing his dress when he saw
how feminine mine was.
I dressed while he was in the bathroom so I was ready when he came into
the room wearing his bra and panties.
"Wow. You look nice today." His comment really surprised me. Mikey wasn't
one for compliments. Maybe this girl stuff was working.
"Thanks. Its going to be really hot today so I figured dresses would be a
lot cooler for us to wear. They're so much more comfortable than shorts or
pants on a hot day. I have your dress ready too."
"Yeah, great. Thanks. Mom already told me I'd have to wear a dress today
so you don't have to make excuses. Besides I only have a few more days of
this. I'm already past the half way point now," he said with little or no
emotion as he slipped the dress on over his head. I guess he realized it
was just clothes and like he said he was over halfway done with his
punishment. He could see the light at the end of the tunnel so why give
his mother the satisfaction of knowing it was bothering him. I had to give
him credit.
Even Jason's comment to him suggesting that he should wear high heels
tomorrow didn't even elicit much of a reaction from him. So, that day we
went on quite a few rides, including twice on Space Mountain. I ended up
sitting next to Jason during both of those rides and right then and there
I knew he was still very interested in me. It didn't take him very long to
take advantage of both my outfit and the darkness. As soon as we were
safely in the confines of our seat, his hand immediately found its way to
my thighs. And he was pretty high up them too since my dress was so darn
short. Since my mom, brother and aunt were in the car immediately in front
of us I couldn't start yelling or anything. I kind of nudged Jason hard
with my elbow but he just laughed and started sliding his hands further up
my legs and dress.
"I'm glad to see you're still acting just like a real girl. That's so
cute," he whispered as he continued to rub my thigh.
"Jason, cut that out. My mom is right in front of us. They'll see you for
sure," I whispered back.
"Relax. They can't see a thing. It's way too dark in here. Besides I
really missed being close to you like this. And you look so darn cute
today in your dress. I've wanted to kiss you all day," he said softly.
Not wanting to draw any attention to us, I just sat back and waited for
the ride to begin. I hoped he would need both hands on the rail then.
"Okay, one little kiss but don't get carried away," I cautioned quietly
since I sure didn't want anyone to know. And I really didn't want anyone
to suspect what went on between us a few weeks ago. I made doubly sure I
kept my thighs pressed tightly together but I had to admit that his touch
rekindled some of feminine emotions in me. Despite my protests I knew I
enjoyed the attention and I liked the feel of his hand on my thighs. I
realized right then that I really chose this dress for Jason. I tried to
convince myself I did it for Mikey's sake, but deep down I now knew I wore
it to entice Jason. As all these thoughts were pouring through my head,
Jason leaned over and kissed me nicely on the lips. I gently opened my
lips and responded willingly to his mouth. For a very brief second I
almost forgot where I was and who was there with me. The spell was broken
when I heard Mikey say something about the ride starting.
"Dani, let's you and I try to hang out tomorrow by the pool. Let's tell
our mothers we want to chill out and just relax. What do you think?" As I
thought about his offer, he followed with a pleading note, "Please."
Even though I was pretty sure I knew why he wanted to be alone with me
tomorrow, part of me was still very willing. After all that was the reason
I begged mom to buy me my new bikini.
Over the noise of the ride and all the screaming I answered. "Okay. I
guess we can try." I was pretty sure that if we were successful with our
plan, tomorrow's ride would be even more interesting than Space Mountain.
Later that evening after dinner, Jason and I asked our mothers if we could
skip the theme park the next day and hang out by the pool.
"Are you sure you want to do that? It's our last full day here and we
still have a lot to see."
"I know but it would be nice to just relax and hang out. We can still do a
few rides tomorrow night."
After some debate they agreed. Mikey couldn't stand the thought of not
staying with us either. He sure didn't want to be the only kid with mom
and Aunt Alice, especially since he would be wearing another one of his
pretty outfits. .
"Mom, can I stay with Danielle and Jason too? Please mom."
Oh no, I thought. He's going to ruin everything. I then realized how much
I was looking forward to being with Jason.
"No, you can't stay. Dani didn't pack a girls swimsuit for you so you will
have to spend the day with us. Sorry but you know the rules were that you
would have to be dressed the entire time we were here. So, no way, Jose;
rules are rules."
Thank God. Saved by a swimsuit or in this case, a lack of one.
I could tell by Jason's smile that he was relieved too. It looked like we
would have a good part of tomorrow to ourselves.
I didn't sleep very well that night. I guess I was a little nervous about
the next day. Even though I found the thought exciting and enticing, I
also found it scary. I kind of expected that Jason would want me to touch
his thing again especially after what he told me on the Space Mountain
ride. So I knew he expected me to do something during our alone time. But
since I so readily agreed to his plan, I knew part of me really wanted to
do that as well. I wasn't sure how big that part was but I knew it was
there. My nervousness continued the next morning as I helped my brother
dress for the day, his last full day as a girl. For his last day I choose
the frilliest panties I had for him to wear with the cutest matching bra.
He cringed when I handed them to him to put on.
"Shit. I have to wear these? These look like something a three year old
would wear. They even have little teddy bears on them. Don't you have
another pair?"
"Nope," I lied as he headed off to the bathroom to slip on the hated set.
I guess the ruffled panties were a bit much but it was his last day so I
knew this would be my last chance at revenge. Mom also insisted that he
wear the one remaining skirt I had packed for him with a coordinating
summer top. There was no mistaking him for anything but a cute little girl
as he set off for a day of fun. And he would be alone with mom and Aunt
Alice for the day. I'm sure he would not enjoy any part of his last day in
Disney World. I just hoped my last day would be a lot more fun than his.
So right after we all ate breakfast, my brother, mother and aunt all
headed out to the park. After Jason and I said goodbye we headed back to
our rooms to change into our bathing suits. Even though it was still
pretty early, it was a hot day so being by the pool seemed like a good
idea.
After I slipped out of my clothes, I grabbed my bikini and put it on.
After a few minor adjustments, I felt like I was pretty secure and looked
presentable. I really tucked myself extra good that day and examined
myself from every angle. I wanted to make 100% sure that I looked like a
girl from top to bottom. I also had a little wrap that I tied around my
waist for a bit of modesty on the walk down to the pool. I played with my
hair and ended up putting it into a ponytail. I figured it would look
better if I got it wet in the pool. I didn't wear much makeup since I
would be in the pool so I just applied a hint of lip-gloss and my
waterproof mascara. Oh, and I did apply a spray or two of perfume to
increase my feminine allure. As I glanced at myself in the mirror, I
thought I looked pretty.
"Hey, you almost ready in there?" Jason yelled from the adjoining room.
"Yes, I'm all set. I just need to pack a bag to bring with us," I said
knowing that I needed some lotion, my magazine, a hat and some sodas.
"I'll be ready in a jiff."
"I bet you look cute. Did you wear your little bikini for me?"
I could feel my cheeks blushing as he asked me that question. Knowing that
I did indeed wear it for him was rather embarrassing for me.
"You'll just have to wait and see," I said as I started packing my bag, I
knew full well that I was acting more and more just like any other teenage
girl. And there was little doubt that Jason was certainly acting like a
typical teenage boy. And like most teenage boys that meant his hormones
were ruling his life.
"I'll meet you by the pool. I'm going over now."
I was ready in a few minutes. Since he left, I took a bit of extra time
and re-fixed my hair. I didn't like my scrunchie so I changed it to a
color that better matched my bikini. I also took the time to apply some
lotion to my entire body so my skin would feel softer to the touch. I did
one final check in the mirror, slipped on my flip-flops, grabbed my bag
and headed over to the pool area to meet Jason. By the time I got there he
was already in the pool swimming. I didn't realize how good a swimmer he
was. He had a swimmers body too; very lean and muscular.
"Hey, come on it. The water's great."
I walked over to one of the chaise lounge chairs and placed my towel over
it and laid my bag on the side. After I had all my things arranged I
slipped off my flip-flops and started to remove my little cover up. Even
though my back was towards the pool I could feel Jason's eyes on me the
entire time as I slowly undid the tie to my skirt, gingerly dropping it to
my knees and then sexily stepping out of it. At least I hoped I looked
sexy and not dumb. I then carefully folded my skirt and laid it on top of
my bag before turning towards Jason and the pool. And just as I suspected
Jason was eagerly watching my every move.
Somewhat shyly I walked over to the pool. In my boy days I would have just
run and jumped right in but not today. Today I sat down gingerly on the
pool's edge and slowly dipped my legs into the water. I enjoyed the
sensation of seeing my clean-shaven legs and my brightly polished toenails
reflecting in the water. I definitely felt girly at that moment.
"Whoa! Someone sure looks hot today. You look amazing in that bikini,
Dani; really amazing. I knew you'd wear one for me. I just knew it."
"Oh, thanks but I needed a suit anyway, you know so don't get such a big
head. And actually I feel a little nervous wearing it. I've never been out
in public with so little clothing. It's kind of intimidating."
"I'm the one who should be intimidated by being with such a hot chick. I
mean you look really nice. You have great legs and a nice shape. Why don't
you jump in and get wet?"
I didn't really want to get my hair all wet so I told Jason I was fine for
now and that he should go swim some more, which he did. He was a water rat
for sure and he stayed in the water for a long time. I sat on the edge for
a bit and then went over to the chaise to read and work on my tan. And
this would be my first tan with lines from a bikini being very evident.
Now that was really girly.
During the next few hours we hung out, got wet in the pool a bit, talked
and just relaxed. We had a few laughs at Mikey's expense too. We were both
sure he was miserable spending the day with the two mothers. His cute
little dress just added to his misery. I'm sure this would be a lesson he
won't soon forget.
As we lay by poolside, Jason spread some sunscreen over my back and the
back of my legs for me, lingering in a few sensitive spots for a bit
longer than necessary. And we both knew what that meant. I could tell
Jason was getting antsy and I knew exactly what that meant.
"Hey, what do you say we head back to the room and chill out together for
a while? Jason said more as a statement then as a question. Even though I
knew what he had in mind I readily agreed. Despite my nervousness I knew
that I enjoyed his hand on my thigh yesterday and I enjoyed it today when
he applied suntan lotion to my body earlier today. I wasn't sure why but
there was no denying my heightened interest and emotions.
"Sure. I'm ready. I think I had enough sun for the day anyway," I said as
I began packing our things away.
We both entered our adjoining rooms but it only took seconds for Jason to
knock on the door between our rooms.
Coyly I answered. "Who's there?"
"The bogey man, that's who! Open up."
I opened the door and let him in. I was a bit red from all the sun so I
wanted to spread some after sun lotion on my body. I was sitting on the
bed applying it to my legs and torso when Jason sat down next to me.
"Here, let me do your back for you like I did by the pool."
"Oh sure but don't sit on the bed with your wet bathing suit. You get the
sheets and the bed spread soaking wet." I warned him expecting him to
stand up instead of sitting down next to me. However, what I didn't expect
was for him to remove his bathing suit and sit back down totally nude next
to me. I was pretty surprised by that move but I couldn't help but look at
his thing. It was still kind of shrunken from being in the pool so much
but it didn't take it very long to start growing. Almost as soon as he
grabbed the lotion from my hand his rod started to respond and grow
larger. Fortunately, my back was towards him so I only caught a glimpse or
two of it.
When he had finished applying the lotion to my body, he laid me down on
the bed. Well actually he simply pushed me down on the bed and before I
knew it he was lying next to me. He slowly started kissing me on the neck
and on my earlobes. I then felt his hand on my stomach and he moved it up
to my bikini top. Since I was lying flat on my back it was easy for him to
lift my top up and pull it up by my shoulder blades. I was embarrassed to
be lying there with my little boobs totally exposed but I offered no
resistance. I knew I couldn't fight him off even if I wanted to which I
didn't anyway. As I lay there, he started touching my breasts and kissing
them both. Feeling his lips on my breasts made my entire body tingle with
excitement. I loved the sensation as he kissed my nipples. I responded by
taking his now rigid shaft into my hand. Jason tried to put his hand down
my bikini bottom but I asked him to stop. I wasn't quite ready for that
since I was pretty sure that would not help me feel as feminine as I
needed to feel.
His kisses and gentle touch had me very excited. I could feel my tiny
little penis throb in response to his touch and his kisses. Thankfully it
was tucked away very well so that none of this was visible to Jason. I
would have been so embarrassed if he saw me excited like that. I started
to gently massage his shaft in my hands, which were still very soft and
slippery from using my body lotion. He seemed to enjoy this sensation even
more since I guess there was a lot less friction. I didn't feel nearly as
scared or nervous as the first time I touched him so intimately. I was a
bit more confident in my actions since I was able to bring him to climax
once before. And today was even better since I was enjoying his kisses and
his hands massaging my body. Our two bodies were pressed together as we
continued our mutual stroking and kissing. Occasionally Jason would bring
his lips to mine and kiss me deeply, almost taking my breath away. I
responded to his passion by stroking his shaft with more speed and a bit
more tension. I also gently let my fingers rest lightly on his balls,
bringing him even more pleasure.
By this time Jason was fully erect. The effects of the cold water in the
pool had definitely worn off. His organ was large and pulsating in my hand
as I continued stimulatinghim.
"Oh Danielle, that feels great. God, I've missed you so much."
"I've missed you too, Jason." I said as I continued stroking his rock hard
shaft. "I'm glad you like it. I like it too. I like turning you on like
this. And I liked feeling you kiss my breasts like you did. That felt
wonderful. My entire body was tingling from each kiss. Kiss me, Jason."
His kiss was the most intense yet. I could feel the passion in his lips
and tongue as he pressed his lips to my waiting open mouth. I continued to
manipulate his organ, sensing he was close to climaxing.
"Come on, baby, give it to me," I said surprised by my aggression.
Jason responded eagerly. He began to move his pelvis faster in complete
unison with my hand motions. I could feel his impending ejaculation
building to a climax. I wanted to feel his warm love juices all over my
body as I continued stroking him faster and faster. Our breathing was
intense as our bodies pressed together in a passionate embrace. I could
feel his hands on my bottom as we continued our little love dance on the
bed. Jason started to moan louder and with more intensity. I knew he was
very close to ejaculating.
"Oh Dani. I'm coming," he screamed loudly.
"Come on, Jason. I want to feel you. Come on," I yelled with my body
writhing in reaction to his excitement.
And with one final thrust and groan, I could feel his penis contract,
followed by his hot sperm shooting out on my stomach and upper thighs.
Thankfully none of it appeared to hit the bedspread, although I wasn't so
preoccupied with that worry this time. I mean after all it wasn't my mom's
couch.
Jason sighed. I could feel all the tension immediately flow out of his
body as he relaxed. Even though I did not have a sexual release, I felt
surprisingly relaxed and satisfied in the joy of knowing I made Jason
happy by what I just did for him.
We lay there together for a while with my head resting on Jason's chest. I
felt so comfortable there, so safe and protected. I enjoyed the closeness
we had just shared, knowing that his love juices were drying up on my
body. I leaned over occasionally and kissed Jason tenderly as I slowly
drifted off to sleep.
I awakened in a panic about an hour later. I knew my mother and aunt would
be back in a matter of minutes.
"Jason, get up. You have to get out of here and go back to your room. I
need to shower before my mom and brother get back. Hurry up. Get your suit
and go. Hurry. I'll fix the bed. Just go."
I pulled my bikini top back into place and started fixing the bed as Jason
grabbed his suit from the floor and quickly stepped into it.
"Okay, I'm all ready," he said as he took me in his arms and gave me a
final passionate kiss. "Are you sure they'll be back soon? I'd love to
fool around with you again."
"Jason, go now. Please." I practically begged as he opened the door and
left.
I finished straightening the bed and fluffed the pillows before running
into the bathroom. I had to shower, freshen up and get dressed in a matter
of minutes. When I heard a key slipping into the lock, I realized just how
close we cut it. Since I didn't have any of my clothes in the bathroom I
wrapped my towel around me and joined my mother and brother in the room.
Despite my nervousness from almost getting caught with Jason I noticed
immediately that my brother seemed upset.
"Hi mom. Hi Mikey. How was everything?"
Mom answered, "Good. We had a nice time. Mikey even met a friend."
"A friend?" I questioned.
"Well a new friend I guess. When we were waiting in line for one of the
rides, there was a family with a son about your brother's age right behind
us. Well needless to say the young man seemed to think your little
brother was quite the cutie. They were flirting for the entire hour we
were in line. I have to run next store to see Aunt Alice for something.
I'll be right back."
"Get out of here! I can't believe I missed my brother flirting with some
boy," I said to my brother as mom left us alone.
"Oh yeah. Like I was flirting. I was practically hysterical; I was so
nervous I almost peed my pants. Oh no! I mean I almost peed my panties
since I wasn't wearing pants. It was horrible. And even worse it was like
I was totally alone with just mom and Aunt Alice there. I didn't have
anyone there my age to help me or give me some hints on how to deal with
some stupid teenage boy. It was so embarrassing. I'm more boy than he
could ever be and he was flirting with me. And I had to talk to him almost
the entire time we were in line. He even told me I was cuter than all the
girls in his class. I wanted to puke. I don't know how you can stand
having boys look at you like that."
"I'm sorry I wasn't there too. It would have been funny to see but I would
have helped you. Although I'm not sure how much I know about dealing with
boys either." I said knowing that was a lie. I had to laugh at the how
different a day I spent compared to my brother. Here, he was all upset
that some boy thought he was cute while myself; I just touched a boy for
the second time in a month, and even allowed him to kiss and fondle me. So
I did know a thing or two about dealing with boys.
"I just never want to go through that again. I don t know how you deal
with boys and stuff. I felt like I was going to die and mom and Aunt Alice
were absolutely no help; none; zero. I mean the two of them were
practically busting at the seams trying not to laugh at me. What would you
do if some dumb guy wanted to kiss you and feel you up?" Mikey lamented.
"Wow. I bet that was hard for you. To be honest, I'm not sure if I would
have been that much help anyway. I think I would have been surprised too.
I don't know how I would do either. I've never really had to deal with
boys in that way; you know, flirting and stuff. But, I guess you do what
you have to do. I mean everyone thinks I'm a girl so I know I have to act
the part, even if that means doing something gross like flirting with a
boy. And, for me it's not so bad now that I'm used to being a girl. I mean
I know I have to be a girl at least until I graduate from Mount Saint
Mary's so I just have to make the best of it."
As I said those words it really hit me. I guess I always kind of knew that
I was stuck being a girl but perhaps a small part of me always thought
there was a chance for me to return to being a boy. But now all of a
sudden I realized that was just a fairy tale or some silly dream of mine.
There's no way mom will send me to another school now plus even if I could
transfer, all my records say I'm a girl. And even if I could somehow
change my gender on the school records, I couldn't change the fact that
Mount Saint Mary's is an all girls' school. How could I ever expect to go
to a regular high school again? So, I knew right then and there that I was
stuck until graduation. Looking at my brother, I continued speaking.
"I guess I just won't be doing much dating during my high school years.
That way I won't have to deal with all those icky boys." I lied as I
stepped into a pair of my panties and brought them up to my waist under
the towel. As I finished dressing I was kind of amazed that I still had so
many more years before I even finished high school. I couldn't imagine how
feminine I would be by then. I've changed so much already and it's only
been a little over one year since mom forced me to wear my first pair of
panties. What would I be like after four full years of being a girl? The
thought was both interesting and scary at the same time, especially after
some of my recent encounters with Jason.
"Well, I'm glad I won't have to worry about dating boys and stuff like
that. I'd die if I had to go through that crap. I like girls and I want to
date girls. I don't want to be the girl. I could never date a boy like you
did when you went to the dance. I know you went with Jason but that whole
thing was way too weird for me. Thank God, I won't have to do wear any
more girls' clothes or having some creepy guy flirt with me. After
tonight, I'll leave that stuff up to you."
Yes. Tonight was his last night to dress like a girl. Tomorrow Mikey would
be back to being my brother while I still would be immersed in my new
feminine world. Tomorrow I would again be the one wearing panties and a
bra. I would be the one wearing a cute summer dress. Tomorrow, Mikey would
not be the one wearing lipstick, or tying cute little bows in his hair and
looking pretty. Tomorrow Jason would still be looking at me, as an object
of feminine lust while my brother would be back to his normal boy self. My
conversation with my brother really brought a lot of things back into my
mind. I never really thought about the fact that I could never transfer to
another high school as a boy even if I convinced mom to let me. Boys don't
attend all girl schools; only girls do. It was impossible for me to go
back to being a boy. I was stuck being a girl whether I liked it or not.
I felt a little funny the next morning when I saw Mikey back in his boy
clothes. His nail polish was removed, his hair wasn't in a cute style like
he wore yesterday and he wasn't wearing a sundress like the one I had on
that day. He was back in his jeans, tee shirt and ratty sneakers. Although
he only had to dress as a girl for a few days, it was kind of fun seeing
him dressed like me each day. And for the entire time he never made one
wise crack about me dressing and acting like a girl. That was a really
nice change. But today I was still the sister while he was back to being
my brother. In a way I was hoping mom was going to make him dress like a
girl all the time too. But seeing him back in his regular clothes
convinced me that was not likely to happen. I guess one girl in the family
is enough for mom.
