Date: Wed, 6 Apr 2011 16:43:35 +0100 (BST)
From: Just Peekin <justpeekin@ymail.com>
Subject: Andy to Amy - Part 1

This is a story of a boy called Andy and his first steps into the world of cross
dressing with the assistance of his neighbour/best friend/girl friend Nikki.
Quite a lot of it is autobiographical, but not quite as much as I would like!  I
hope you enjoy it.  This first episode is a scene setter and has no sex in it.
Well, not much.

If reading this sort of stuff grosses you out, don't read it.  If this sort of
stuff is illegal where you live, don't read it.  If you want to post it
somewhere else then fine, but it is my copyright and please be kind enough to
credit me for my work.  Feel free to drop me a line at justpeekin@ymail.com if
you have any comments or suggestions.

Story codes:  CD TV bg voy nosex

Title: Andy to Amy, Part 1

"Why are you staring at my knickers?"

I jerked upright.  God, I really had been staring at her knickers - not the ones
she was wearing, sadly, but a pair on the floor, presumably yesterday's pair.
They were white little girl knickers with little pink flowers on them and a tiny
satin bow on the front - unremarkable in every way other than they were right
there in front of me and, as she had noticed, I couldn't tear my eyes away from
them.

'She' was Nikki and 'I' was, and still am, Andy.  At least most of the time.
Sometimes I am Amy, but we'll get to that.  The day in question was an early
summer morning and I was sitting on the floor at the end of her bed.  She was
sitting opposite me, and we were playing some card game or other as kids used to
do back then before there was TV on during the day.  I can't recall what the
card game was, as it was an awfully long time ago but I do recall that I was 12
and Nikki was 11 and we were sort of girlfriend and boyfriend.  I say 'sort of'
because all we did was kiss occasionally and sometimes hold hands. This was the
1970s, after all!  We were both very naive about sex, although we knew the
mechanics from Biology lessons at the school we both went to.  In truth, we were
each other's best friends and had been so since I had moved to the area with my
parents when I was around 6.  We had played doctor a few times when we were
little, and she had more recently read some porno mags with me that I had found
in a bag under a bush in the woods that we used to play in, but that was as far
as our sexual experimentation had ever got.  We certainly never `did' anything
or even talked about sex.

Not that I was completely naive, you understand.  I had discovered masturbation
at about the age of 9, and when I say 'discovered' I mean that someone had shown
me, but that's a story for a different day!  But once the path to ecstasy had
been revealed to me I never looked back.  I was playing with my little cock
absolutely every chance I got.  On a quiet day, it was just once in the morning
and once in the evening, but generally it was at least 3 or 4 times and often
many more than that.  I was, and in fact pretty much still am, an orgasm addict
and just loved playing with myself.  My orgasms were dry, of course, and in fact
remained that way until I was about 14, or maybe a little younger.  I often
worried if this delayed development was due to me `pulling my pud' so much,
because all the other boys came gallons.  Or at least that's what they said back
then!  Anyway, back to the day in question.

I was busted!  "I, err, look, erm, sorry.  Didn't mean to," I mumbled.

In truth it was because they fascinated me.  Not just her knickers, but all her
clothes.  I envied her - in fact I envied all girls.  They had much nicer
clothes to wear, much greater variety and everything was so much softer than the
thicker, more robust and utilitarian clothes - including underwear - that I and
the rest of the male half of the population had to make do with.  It just wasn't
fair!

"Well, don't, it's weird." she said, scooping up the crumpled cotton vision of
perfection and throwing them on the desk chair across the room.  "It's not like
I go around staring at your underwear."

"You can if you want," I replied quickly.  Now what on earth had possessed me to
say something like that?  I didn't want to show my pants to Nikki, and I am sure
that she would have been grossed out by seeing them.  They were just a pair of
light blue briefs with red piping on them - not in the least attractive!
Anyway, it would be embarrassing, and like any normal 12 year old boy my
embarrassment threshold was set extremely low.

"OK."  I hadn't expected that response!

"Don't be silly, I don't have any to show you.  They're all at home!"

"Yes you do.  You're wearing some."  Yeah, that wasn't going to happen!  I was
wearing them so she would see me in my pants, and that had to be bad, right?  I
mean, seeing me in a pair of tight speedos which left nothing to the imagination
whilst playing around her pool (I was SO jealous!) was one thing, but this was
my underwear we were talking about!  I couldn't let a girl see me in my
underwear!

"No way," I replied, reddening.

"You have to now 'cause you said I could and I caught you looking at mine.
Anyway I double dare you and no rebounds!"  That was it.  The double dare.  The
ultimate order.  Some of the daft things I did over the years because I had been
double dared...

How bad could it be, I wondered to myself.  I just show her the waist band of my
pants and it's all over and maybe she'll forget that she caught me staring at
yesterday's knickers on the bedroom floor.

"OK," I said, and put my cards face down on the floor.  I turned to one side,
bringing my knee up so that I could stretch out my upper leg and felt for the
waistband of my shorts.  Slipping my hand under them, I found the elastic of the
blue briefs that I was wearing and pulled the side of them up so that the
material was clearly visible above my shorts.  "There.  See?  Not very
exciting!"

"no, you have to do it properly," she said.  "You have to stand up and show me
the whole of your pants and turn around so I can see them all."

What?  Was she seriously suggesting that I should stand in front of her in my
pants with my shorts down?  "No way!"  I replied.

"You have to because you saw all of my knickers so I get to see all of yours."

"Yeah but you weren't wearing them at the time!"

"Well, you should have thought of that before you started to stare at them.
Anyway you have to because I double dared you and you have to do what I say
until the dare is done and so you have to drop your shorts and stay that way for
5 minutes."  There was no escaping her logic, or her interpretation of the rules
of the double dare, but 5 minutes?  Not exactly reasonable!

"One minute."

"Four."

"Two."

"Two and a half," she said as she picked her watch up from the desk.

"OK, two and a half, but you can't ever tell anyone about this, OK?"

"Deal.  Now drop your shorts."

Grimly I stood up and prepared to take my punishment like a man.  My hands went
to the button on the front of my shorts and I unsnapped it.  Then I grasped the
zip with my hand and pulled it down.  I took a deep breath and then with a
sudden motion I pushed my shorts down my thighs and let go.  They fell to the
ground.  Instinctively my hands went to cover the family jewels, such as they
were.

"Take your hands away.  The time doesn't start until you take your hands away."
 OK, now she was becoming unreasonable, but it was the only way to get the clock
to start running, so I did as she asked, dropping my hands to my sides.

A pretty silly figure I must have looked.  A skinny 12 year old standing in this
girl's room in a t-shirt that was too short to cover anything, a pair of blue
briefs which were about as sexy as a stick, and a pair of denim shorts sitting
atop his otherwise bare feet.

"OK, now turn around," she ordered.

I turned about, having to kick the shorts loose as they threatened to tangle my
feet, and faced the wall, allowing her a view of my cotton clad bum.  To be
honest I remember being relieved at this change of aspect; at least my bits were
now facing the other way!

"All the way, silly," she ordered, and so I completed the turn, once again
facing Nikki.

"Nice," she said, her eyes glued to my crotch as mine had been to her discarded
knickers only a few minutes before.

"Huh," I snorted.  "Hardly.  Boy's clothes are never nice, and boys' pants are
just dull.  Girls' pants are nicer."

"What makes you say that?"

"You get nicer material that's soft and light and we get big thick heavy cotton
like this."  Her eyes shifted back to her knickers, sitting on the chair where
she had thrown them.

"Yeah, I see what you mean," she mused.

"And your other clothes too are nicer.  All we get is trousers and stuff.

"You like dresses?" she asked.

"Yeah, they're pretty," I replied.  Now I meant that they were pretty to look
at, but that's not what she thought I meant.  No -- honest I did!

"I think you would look good in a dress," she said.  "You hair's quite long for
a boy."

"What??  No, that's not what I meant at all.  I meant that girls look nice in
them and can wear lots of different things, but boys are stuck with just the
same few things and the material is not as soft."

Nikki picked up her knickers from the chair and rubbed the soft cotton of the
rear panel between her fingers.  I swallowed heavily as I watched, trying not to
think of the fact that, the previous day, that same material had been covering
her bum.  Then, so suddenly that I could do nothing to avoid it, her hand darted
out and she touched the thicker heavy cotton of my briefs at my hip.  I felt her
fingers open the leg hole a little as she compared the two garments.

"Yeah, you're right.  It is much thicker.  Why is that?" she asked.

"Dunno," I replied.  Even if I had known I would have been unable to answer as
my attention was now firmly focussed on my left hip where the backs of her first
two fingers were brushing my skin as she concluded her comparison of the two
garments.  Unfortunately for me the unexpected stimulation of having someone
touch me for the first time was having the entirely predictable effect and I
could feel my little cock, which must have been a whole 3 inches long at the
time, begin to swell.  (Of course it's absolutely HUGE now - I wish!)

As any man will tell you, all boys go through puberty with a perpetual hard on,
or so it seems at the time.  They will also tell you that there is absolutely
nothing that you can do to persuade it to go away until it wants to.  Well,
nothing except masturbate of course, but that is hardly practical in double
French, neither was it an option here.  Given that I couldn't persuade the thing
not to poke out, I took the only course left open to me and swiftly turned my
back on Nikki causing her fingers to be pulled from by briefs which caused them
to snap back against my leg.  As I turned I looked down and sure enough the
front of my briefs had started to tent as the little bugger woke up.

"What are you doing," asked Nikki.

"Nothing," I replied, like a typical adolescent.

"It doesn't count if you are facing away.  You have another one minute and
thirty seconds before you can put your shorts back on so you have to turn around
again."
"I can't," I replied.

"Why not?"

"I just can't, OK?"

"Sure you can, you are just being silly.  You were doing really well too.  Turn
back and finish your penalty."

"No I can't," I said, my voice sounding a little desperate.

"God, Andy.  You want to stand there all afternoon?  I've seen it all now anyway
so what's the sudden the...  Oh."  Her voice tailed away.  "Is it your thingy?"

"No!"

"We did sex in biology and Mrs Jervis said that boys' thingies sometimes get
hard so they can have sex.  Is yours hard?"

"Alright, if you must know, yes it is, OK?  Can I put my shorts back on now
please?" I begged.

"No.  You owe me another one minute and thirty seconds and you have to go
through with it."  She could be really mean sometimes.  "Turn back around."

"No, Nikki, I really can't `cause it's not funny."

"I wasn't laughing.  Turn around.  I want to see."

"Please don't make me," I begged again.

"Come on Andy.  Turn.  You have to `cause it's a double dare."  The irrefutable
proof of the double dare again!

"Oh all right then.  But you're not to touch me again."

"OK."

"Promise?"

"I promise," she replied.

Slowly I turned back towards her, my hands once again in front of my crotch.

"Move your hands," she said, her voice quieter now.  It was more of a request
than an order, her voice rising at the end of the sentence.  After a moment or
two of hesitation I did as she asked.

As I write this I have an image in  my mind of that bedroom and the two of us
there as clear as if it had happened yesterday.  I was standing next to the foot
of her bed, facing her.  She was sitting cross legged on the floor in a pink
strappy top and matching shorts, holding yesterday's knickers in her hand.  I
was wearing a green and red hooped t-shirt which was a bit too small and which
left a gap of flesh above my blue and red briefs.  Apart from that I was naked.
Of course Nikki had seen much more of me when we had been swimming than she was
seeing now, but there was something more naked about her seeing me in briefs
rather than in speedos.  The other difference was that the front of my briefs
was poking out very obviously as a result of the erection that they were
containing, an erection which felt as though it was made of solid steel.

Nikki just stared at it, absolutely transfixed.

"Oh my God," she whispered, her eyes riveted to the front of my briefs.

"Do you have to stare like that?" I demanded, although if the situation had been
revered I'm damned sure I would have been staring too.  I rolled my eyes to
emphasise the inappropriateness of her staring and, as I did so, I felt her hand
close around my small package through my briefs.  I folded over faster than a
pen knife!

"You said you wouldn't touch!" I accused.

"I had my fingers crossed," she replied.  Of course -- that invalidated all
promises.  How could I have missed that one!  "I want to see."

"What??  No way.  Look, I've done way too much to pay back for staring at your
knickers so what say we let me put my shorts back on now, huh?"

"I want to see," she repeated.  I could feel my cock now throbbing within the
tight confines of the briefs and I was desperately horny.  What I wanted more
than anything was a bit of privacy so that I could have a wank, but that didn't
look likely!  I was so horny that exposing myself to my oldest and closest
friend began to seem like a pretty appealing option.  Clearly I had begun to
think with my little head instead of my big one!

"What's in it for me?" I asked.

"How about I let you put some of my clothes on?"

Now that was not the answer that I expected.  What I wanted was the good old `if
you show me yours, I'll show you mine' but clearly Nikki had another agenda.  It
says something about the state of my arousal that, rather than reject such a
ludicrous situation out of hand, I began to think about it.  Nikki and I were
about the same size height wise and about the same build as she had nothing in
the chest department.  So that meant that her clothes would fit me.  My mouth
was suddenly dry.

"OK," I croaked.  "But just looking.  No touching."

"OK."

"Promise?"

"I promise," she replied.

"Show me your hands and promise again."

She held her slim hands out.  "I promise."  Her fingers were uncrossed.

I licked my lips and swallowed.  My hands went to the sides of my briefs as I
considered whether or not this was really a good idea.  All logic and reasoning
failed me and I hooked my thumbs into the sides of my briefs and pushed them
down.  As the waist band went past my crotch my little cock slapped up against
my stomach.  I pushed a little further and the briefs fell to the floor.  I
raised one foot to step out of them and they tossed them on top of my shorts
with the other foot.  Finally, and I have no idea why as it wasn't part of the
deal, I pulled my t-shirt over my head and added it to the pile.  So there I
stood, standing in front of my kneeling best friend as naked as the day I was
born and sporting an erection that felt as though it was going to burst.

Nikki looked up at me and smiled.


*****************

I hope you enjoyed part one of this story.  If you have any comments or
suggestions then please drop me a line at justpeekin@ymail.com

Mark