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Grad Night Party
by Miss Deborah (debijo@cybergal.com)

***

As a graduation present, two teenage couples get the use 
of a mountain cabin, which put it to good use. Everybody 
loses their virginity that weekend. (MF-teens, youths, 
cpls, 1st, rom)

***

One: The Setting

It was a very warm and humid night near the end of June. 

Bill Kennedy who was the best friend that I had in the 
world and I had just graduated from high school, as had 
our really cute girl friends. They were no less than 
Karen Selsby who was Bill's girl friend, and Chrissy 
Myers who was my girl, a girl to whom I was devoted by 
the way. 

We, that is all four of us were still all in our late 
teens. It'd been a grueling time, but we had managed to 
get out of the high school in tact and with our pig skin 
diplomas. And we were about to embark on the rest of our 
lives.

Bill had lived next door to me for as long as I can 
remember. We had always been the best of friends. We had 
grown up confiding in each other about everything, and I 
do mean everything. I do not think that there is one 
thing that we have not ever talked about at some point 
in time.

Let me describe us to you, okay? It will help you to 
picture what was happening.

Firstly Bill is a lean and lanky very sinewy kind of 
guy. He stands erect at about 5' 10". He has thick sandy 
brown hair that seems to be impossible for him to keep 
under control, especially when he lets it get long as it 
is now. He also has these penetrating light blue eyes 
that always seems to be smiling with some hidden secret 
understanding about life that no one else understands. 
If you don't know him well, his gaze can sometimes 
really put you off.

Karen, his chick is a real cute little doll. Literally, 
she looks like a little doll. She is 5' 3 1/2" tall, 
with this thick gorgeous mane of blond hair that she 
combs straight down. Her hair goes half way down her 
back too. Her pixie like face melts guy's hearts. Her 
blue eyes have a wide eyed expression of wonderment at 
everything. She looks absolutely innocent, and she is so 
cute that it is hard not to smile when one sees her. 

Chrissy, my main squeeze, is about the same as Karen, 
excepting that she is two inches taller. She is no 
slouch in the looks department either, let me assure 
you. Her hair is dark brown, and she has these really 
deep dark brown eyes that just melt me whenever I look 
into them. They are the kind of eyes that express 
everything. Her skin is an almost white and perfect 
colour. Chrissy is actually an inch and a half taller 
than me. That bothers me a little, but she just laughs 
it off, telling me that all it means is that I better do 
what she tells me, or she will beat me up, since she is 
so much bigger than I am.

As for me, I am almost 5' 4". I am shy a quarter inch of 
5' 4". I have a very clear complexion, and shoulder 
length thick blond hair. Chrissy is always teasing me in 
private times about how cute I am. She tells me that I 
look more like her best girl friend than I do like her 
boy friend. She also tells me that this is why she likes 
me so much, because I do not threaten her the way most 
guys my age intimidate her. She likes for me to keep my 
hair long, as I do for her, because she says it makes me 
look cute like a girl, and she loves that.

So, now you got the picture?

Now, to get on with the story. 

We have managed to have gotten our parent's permission 
for the four of us to stay for two days at Bill's 
parent's cottage. It is a lovely spot. The cabin is 
built on a very steep incline that is festooned with 
large outcroppings of rocks and these huge stately 
looking pine trees. The smell of the air around the 
cabin is wonderful too, because of so many pines. 

The cabin also has a very large front porch on it. And 
some of the pine trees that were in the front of the 
cabin have been removed, so that we have a very private 
locale, but it has a clear view all the way down to the 
deep river that flows by the cabin. His parents had also 
built a boat dock in front of the cabin. From the porch 
we can look down at a beautiful sight, but from the 
river the house is almost hidden.

So then, here we all are. 

The girls had sort of been promising us that for the 
first time, they would be willing put out for us, as a 
kind of graduation present. By that, I mean that they 
have indicated that if we were able to get the cabin, 
that they might be willing to have sex with us. We were 
probably the only couples in the school who have not 
made out with each other, but our relationship is so 
strong with each other that this was never a major 
concern to us. 

But Bill and I were pretty ecstatic about the 
possibility, and we could hardly wait to see if the 
girls meant it.

It is about four in the afternoon. We arrived around 
one, got all our gear stowed away, and we were all out 
on the front porch, barbecuing some hamburgers. It was 
Bill and I who were doing the cooking, while the girls 
were making us a tossed salad. 

Admittedly, we were all pretty looped too, though we 
were not drunk, just feeling awfully good. It was the 
kind of feeling good where you have not had enough to 
drink to make you sick, but you know, where you laugh at 
every little thing that happens? We were all excited. We 
all felt the sexual tension in the air too, and it was 
really nice.

Well, that is how we were that lovely afternoon. Just 
some innocent kids out to enjoy some fun together before 
the rigors of regular took over our circumstances.

The warm scented air seemed to just sort of envelope the 
four of us. The ambiance of close friendship, with the 
electricity of possible sexual intrigues later on, 
enhanced our young ardor for life. 

At long last, everything was ready for the eating. We 
sat at the picnic table out on the porch, and we had 
fresh beers.

It was a really close time for us. It was tinged by a 
slight sadness because we knew that it might very well 
be the last time that we would be able to be together 
like this. In three days, we were all starting our 
summer jobs, and hence the beginning of the parting or 
our ways.

So we relished the moment.


Two: The Next Step

Our relaxed state was almost self perpetuating, as we 
ate. Bill and I sat on one side of the table, while 
Karen and Chrissy sat on the other side. We felt young 
and foolish. It was a blissful time.

Bill casually had remarked something about how the two 
girls looked so cute sitting beside each other. Chrissy, 
who was probably the bravest and most brash, if not 
outright domineering of us all, turned to look over at 
Karen. I was kind of surprised to see that she had a 
look of lust in her eye. Pretended or otherwise, it was 
there. 

Then, to our amazed delight, she leaned over and kissed 
Karen on the lips. 

"That is how cute that I think you are," she commented, 
as she picked up her beer, and drained the glass.

"Wow," commented Bill. "You have no idea of how hot that 
looked."

"Sure I do. That is why I did it," replied Chrissy with 
a mischievous grin turning up the corners of her mouth. 
Karen is always hot.

"Uhhh... You ever thought about making it with a girl 
before?" queried Bill. I turned to stare at him in 
amazement. I could not believe that he had asked the 
girls such a question.

'Not really." Chrissy looked at me, winked, then turned 
her attentions back to Bill. "I just wanted to get you 
cranked. I know how to drive you crazy, don't I?" She 
chuckled at him.

Then, much to all of our amazements, Karen added, in a 
soft voice.

"Well... You really are a very pretty girl after all, 
Chrissy."

We were all amazed. Chrissy looked at her closely. "You 
mean that you would think about doing it with me?"

"Well... Yeah, I guess... Maybe? I don't know? If the 
conditions were right and all, I could do it I suppose."

"Wow... I would love to see you to making out with each 
other."

Chrissy turned and smiled at him. "We will, if you 
will..."

"Wha... Wait a minute," I added. "What are you saying 
Chrissy? This is nuts."

"What I am saying is this. If Karen is willing, I would 
make it with her, if you two guys made it with each 
other."

"No way, Chrissy. I ain't a fag," I tried to assure her. 
But, even as I was doing so, I was disturbed about 
something. I was actually having a stirring going on in 
my shorts. This bothered me almost as much as the idea 
of watching my girl make it with another girl did.

"Maybe you're not really a fag, but I'd be willing to 
bet that if I put you in a pretty dress, that you'd be 
almost as pretty as Karen is. In fact, I'll even bet you 
that you are small and dainty enough that her clothes 
would fit you too."

"Oh Wow! What a mind blower!" chimed in Bill as he 
looked at me. "You are right Chrissy. I never thought 
about it before, but he is really cute, sort of like a 
girl, you know? You are right. I bet that if he was 
dressed as a girl, that he would be kind of foxy too. 
Heck, I could sort of go for that, I guess, if he was 
dressed like a girl, I mean."

"I know," she chimed at me, with a mischievous and 
teasing glint in her eyes. "In fact sweetheart, you 
could put on Karen's clothes, and she could put on 
yours. You are both the same size. That way when I kiss 
her, I'd feel like I would be making out with a guy in a 
way. And Bill kisses you, he will be making out with a 
chick, in a way."

"Hey, I could like that, I think. What do you think, 
Karen?" I could not believe that Bill was actually 
saying that he was liking this crazy idea? What was 
going on in his mind? I had never even dreamed that he 
might have some gay feelings before.

It was stupid. I was amazed at the stupidity of it. And, 
much to my chagrin, as I looked at the pretty little 
doll that was seated across the table from me, the idea 
of wearing her clothes really got me even harder. I got 
so hard it was hurting me. I blushed in my shame of 
these inner desires. The ideas were so perverted. What 
was wrong with me. Was I turning as queer as Bill seemed 
to be turning?

Karen looked over at me. She lowered her beautiful 
lashes and she smiled and blushed in that delightful 
feminine way that she has of doing so. "Robby, if you 
will lend me your clothes, I will lend you mine..."

I sat there, the blood draining from my face. I could 
hardly believe what I was hearing. Karen was as much as 
telling the rest of us that she wanted to make it with 
another girl. But, so was Chrissy. Karen was telling us 
that she was gay? Was Chrissy saying that too? Maybe, 
just maybe that was why they had not had sex with us 
before this? This whole stupid idea was almost too much 
for me. 

I felt really light headed, like I was not in real time 
or something.

Karen was sitting there wearing a very light pink 
coloured silky looking dressy blouse that had a white 
peter pan collar trimmed in delicate pink lace on it. 
Here sleeves were cute and puffy, with white lace trim 
on them at about midpoint of her upper arms. She was 
also wearing a pink beaded neck lace that hung almost to 
her breasts. She was such a cute girl. 

She was also, I suddenly realized a very, very feminine 
girl too. I could not help but to see the faint trace of 
her white lace bra through the delicate material of her 
blouse. I could not see it because she was seated across 
the table from me, but I remembered that she was also 
wearing a thin white pleated skirt and pink running 
shoes. I also recalled, with a blush, that I had noted 
with rather lascivious interest that I had been able to 
see the faint pinkness of her panties through her skirt 
too, because the material was so thin. On her, it looked 
sexy. On me?

The strange idea of me actually wearing those pretty and 
very feminine clothes, and finding that I was wondering 
what it would feel like to wear something that belonged 
to such an obviously feminine young woman, made my cock 
rock hard to the point of bursting.

"You... Karen? Get real, will you? You can't be serious? 
Think about what you are saying?" I was incredulous.

"Hey, if you want to get all yourself all dressed up 
like a really pretty little girl, I promise you that you 
will have a good time, honey... I promise you that I 
will treat you like a real girl should get herself 
treated." Bill grinned at me wolfishly. Before I could 
do anything to stop it, he leaned over and kissed me on 
the lips, the way that Chrissy had kissed Karen just 
moments before.

I blushed and looked at over at Karen. I felt a strange 
kinship to the pretty girl now. I blushed. I'd shared a 
feminine thing with her. I could tell that she knew what 
I was feeling at that moment too. She was smiling. "Now 
you know what if feels like, eh sister?"

"Look at her, I think she liked it," chimed in Chrissy, 
as she reached under the table, and discovered that I 
had a hard on. I was floored. She was going to think 
that I had a hard on because Bill had kissed me, instead 
of because of the idea of wearing Karen's clothing. I 
realized as well, that it really did not matter why I 
had the hard on. Either reason was a pretty queer one, 
if you are honest about it.

What was the difference between having a hard on because 
a guy kissed me, or having a hard on because of the 
chance to wear Karen's pretty clothes? Either way, it 
looked like it was because I was a fairy, right?

No matter how you cut it, I was looking like a fairy. It 
was all right for Karen to wear my clothes, after all it 
is pretty common for high school girls to wear guy's 
clothes. But it is definitely not the norm for high 
school guys to wear a high school girl's clothes now, is 
it now?


Three: The Changelings

I sat there and looked at Chrissy and at then at Bill 
and then back at Chrissy. I was astounded. Bill wanted 
to make it with me, if I would put on Karen's pretty 
clothes. Chrissy wanted to make it with Karen, if Karen 
put on my boy clothes.

I looked at Chrissy. I was confused and embarrassed. 

"You... You really for want for me to put on Karen's 
clothes, and make out like I was a girl, with Bill, 
while you make out like a girl with Karen, while she 
pretends to be your boyfriend?"

"Hey, you only go around once. I say let us give it a 
try. If we don't like it, we can always go back to being 
our old selves, right?"

"But, if I do this, what are you going to think of me 
after seeing me in Karen's clothes, after you seeing me 
being kissed by Bill like I was a girl?" I was almost 
whining. I did not want to, but I was.

"I will think of you what I think of you now. You are 
too cute to be a real guy, and you are so gentle that I 
can trust for you never to go all macho and masculine on 
me, and try to rape me or something. Besides that, I 
would really like for you to know how it feels to be on 
the receiving end of things. It might make you more 
sensitive to me and to my needs, eh?"

I looked over at Karen. She smiled at me, and she 
blushed.

"You really want to switch clothes and sexes with me? 
You really want to put on my clothes, and make out with 
another chick?"

"Hey, it is like Chrissy says, you only go around once, 
and who knows if we would ever get the chance to try 
doing this again?"

I looked sideways at Bill. He was eyeing me like a 
ravenous wolf. There was no point in asking him what he 
thought. All he wanted to do was get his rocks off and 
he did not care if it was a guy or a girl, as long as 
she looked like a girl when she was doing it for him.

I felt overwhelmed. I shrugged. "What the hell? If that 
is what you guys really want, let's do it?"

There was a loud cheer from the table, and a loud 
clanking of our beer glasses. Then Karen and I got up 
and went into the bed room that she was going to share 
that night with Bill.

I was so self conscious as I looked over at her. She was 
a living doll, and the idea that I might actually soon 
be in those pretty clothes, really turned my crank. But 
I also realized that it would not because I would be a 
guy wearing her clothes. It would be because I would get 
the chance to feel like such a pretty girl might feel in 
such pretty clothes.

We smiled and we were very awkward with each other at 
first. We had both brought fresh beers into the room 
with us, and we sipped at it for a moment. The she 
smiled at me.

"Well, I guess that if you are going to put on my 
clothes, I have to get out of them first, don't I?"

I watched, mesmerized as she began to unbutton her 
blouse. I knew she expected me to do the same. 

I slowly and almost fearfully unbuttoned my shirt, and 
tossed it onto the bed. I tried not to think about what 
I was doing, as I undressed. Soon, I was standing there 
in only my under wear.

I looked over at Karen. She was taking her panties off, 
and she was nude. She walked over to me, and handed me 
the panties. "Here are your panties, girly." Then she 
giggled in such a cute way, a way that indicated that we 
were sharing something that no one else could share. 

I could not help but to smile, step out of my under wear 
and hand them to her, as I received her panties. "And 
here are your y front gotchies, young sir."

I watched her as she bent over and pulled my under wear 
on, up her legs. I held her panties up to try and 
determine what was the front of the pair. The front 
said, in embroidered letters, "Billy's Girl". I blushed. 
She giggled again as she became aware of what I was 
doing, and what I must have seen on the front of the 
panties.

"I bought those specially for him, to tease him. I knew 
that he would like to see his girl proclaiming that she 
belonged to him, in such a personal and intimate way. 
Well, I guess that it is going to be you who is Billy's 
girl tonight, eh sweetie?"

I blushed. I was aware the she was watching me as I bent 
over and put my feet through the lace trimmed 
elasticized leg holes. When I pulled them up, the 
delicate softness was a real surprise. Karen noted the 
look on my face. "Now you know why we girls love to wear 
our pretty panties, instead of these big goober things 
that you guys wear under your clothes, eh? How can you 
stand to wear things like this under your clothes? I can 
see by the erection that you have, that you really like 
wearing my panties?" She giggled in a way that let me 
know that I was sharing something very intimate with 
her.

"Yeah. I guess you got that right? I never thought of it 
before, but getting into your pants is really turning me 
on?" We laughed at the double entendre. 

"You like the feel of wearing my panties, don't you?" It 
was not a question. It was an observation.

None the less, I blushed profusely. "Yes, yes I do. They 
are very sexy. You are very sexy, and feminine. I can't 
help it. The idea that you were wearing them really 
turns me on. It... I hope you do not think that I am 
weird or something, but they make me feel kind of like a 
girl too?"

"I can see that." She giggled delightfully as she 
pointed at the big bulge that was tenting the front of 
the panties. The soft pink silk, that had just so 
recently been touching her intimate feminine parts felt 
so soft and sexy, it was driving me nuts. I had never 
felt so sensuous before. They were still warm from her 
too. 

"I never thought that I would ever see an erection in 
the front of my panties though." We burst into a fit of 
giggles over that comment. I was feeling very strangely 
as though I was somehow sharing her girl feelings with 
her. I was amazed that she was not hating me for putting 
on her clothes. 

Next, Karen helped me get into her delicate lace bra 
that she had been wearing. She decided to stuff the cups 
with two pairs of panties in each one. The stuffing gave 
me pert little breasts, about the same size as the ones 
that she had of her chest.

She had not been wearing nylons as it was too hot out, 
but she had been wearing these little nylon sockettes. 
All they did really, was to cover the part of the foot 
that would be inside of the pink sneakers. I put them 
on, and pulled on the sneakers and laced them up. I was 
amazed that her sneakers fit me. They felt so light and 
delicate compared to what I was used to wearing. 

I could hardly believe that girls could actually run and 
jump around in delicate little shoes like this, but they 
did.

Karen, though I had not known it before we came into 
this room, and there was no good reason why I should 
have known it really, had been wearing a pink slip, the 
same colour as the panties and bra that I had on. I 
could hardly believe it, as she showed me how to work my 
arms up on the inside of the silky garment, raise it up 
over my head, and then look up into a scene that only 
girls ever saw, girls and guys like me, I guessed. I let 
the delicate softness come down over my head, and it 
felt like I was being enveloped in femininity. I 
realized that it must have been the short slip that I 
had seen, and had thought that they were her panties, 
when I had noted the faint pinkness through her skirt 
earlier in the day.

The emotion that I was having must have registered on my 
face. I felt as though I had somehow become intimately 
connected with the pretty girl, and that through the 
wearing of her clothes, that I could somehow feel what 
she felt like when she wore them. It astounded me. I 
felt like I was a pretty and feminine girl. I had never 
felt anything that felt so nice and sweet before. I was 
astounded. I knew that I loved the way feeling like a 
feminine girl felt like to me.

"You... You really like wearing my girl's clothes. I can 
tell. I bet that this is not the last time that you are 
going to wear girl's clothes. I-I... kind of like that 
about you, Robby. I like it a lot. Seeing you wearing my 
clothes really turns me on. If you want to, sometimes, 
you can come over to my place and I will get you dressed 
up really pretty?"

What could I say? I could not deny that I was really 
cranked by the feelings that wearing her clothes was 
giving me. The evidence that I liked wearing her clothes 
was making a tent in the front of my panties and slip. 
Geeze, I thought to myself, I had never ever thought 
that I would ever think in terms of a pair of panties 
being my panties. 

But I felt so humiliated to think that I would actually 
like wearing Karen's clothes, and like wearing them so 
much, that she knew how much I liked it. The idea of 
having this pretty girl dress me up in one of her really 
pretty party dresses nearly drove me around the bend. I 
felt my cock twitching in the soft silk of the front of 
her panties. And I could almost feel the proximity of 
her sweet feminine vagina and its contact with the 
gusset of the panties that I was wearing.

I had a bit of trouble with buttoning the blouse, as I 
was used to buttoning it on the other side. Of course, 
Karen I could see, was having as much trouble putting my 
shirt on too. We grinned at each other, at our shared 
new experiences, that no one else would share with us. I 
loved this girl in a way that I had never felt for her 
before. I was sharing something with her that she only 
shared with her best friends, namely the borrowing of 
her clothes. And even they, I'm willing to bet, never 
got to wear her panties and bra.

Then it was time to step into the skirt. For the first 
time in my life, I pulled a skirt up my legs, and 
buttoned it at the back. There was also a small zipper 
there too. I loved the way the wide waist band felt 
around my waist. It was just a tad too tight for me, but 
then again, I was not supposed to have a girl's 
measurements around the waist, was I? I was amazed that 
the dainty girl's skirt did fit me at all.

I went over to stand in front of the mirror. I was 
astounded. I had never believed Chrissy before, nor 
anyone else before for that matter, who had told me that 
I looked a lot like a girl. But as I stood there and I 
was looking at myself while I was wearing Karen's 
clothes, I became quite convinced though. Yes, even 
without any makeup on, I looked like a real girl. 

As I stood there, realizing that I really did look like 
a girl, a very warm feeling, a sense of sharing some 
kind of deep femininity with Karen, came over me. It was 
a lovely emotion. I would rather not have felt it, but 
when I did feel it, it was really lovely. I felt 
strangely as though for the first time in my life, I was 
a complete person. Up till then, though I had not really 
been aware of it till that moment, I had not felt like a 
complete person in some way. There always seemed to be 
something missing. Now I knew what it was. It was the 
girl inside of me that had been unknown before. I felt a 
flush of peace and joy, as I thought for the first time 
ever, that I was a 'she'.

I felt like a girl's personality was being released deep 
on the inside of me. I also knew with a certainty that I 
had hardly ever felt before, that this was not the last 
time that I was going to see myself wearing girl's 
clothes. 

The feminine clothing just made me feel too nice, not to 
wear them again. I felt dainty, and I felt pretty. I 
felt feminine too. I loved those feelings. 

Karen had me sit at the vanity, and she showed me how to 
put on her makeup. It did not seem to be that difficult, 
as I soon learned that I seemed to have a latent talent 
for colours, at least as far as makeup went. The most 
frustrating thing was the mascara. I had to put it on 
three times before it looked natural. Then she showed me 
a couple of different ways of doing my hair that were 
simple enough that even I could do them. What we decided 
on was a ponytail that rode high on the back of my head. 
I felt strangely as though I had become free, when I saw 
myself with a pretty girlish face and knowing that I was 
wearing delicate feminine clothing. It was intoxicating. 
I loved it.

I sat there as she spritzed on some of her perfume. She 
put it on my neck, behind my ears, a dollop on my 
breastbone, and a bit on the backs of my knees and the 
insides of my wrists. She told me that it was Billy's 
favourite perfume. She grinned as she told me that he 
always got really turned on when he smelled it on her. I 
blushed as I thought of my best friend smelling it on 
me, and getting a boner for me because of it. But, the 
idea that a guy might see me as a girl, and get a boner 
for me, did not upset me. It should have, but it didn't.

Her words, her last statement, crashed me back into 
reality. But I also had to face the reality that I was 
looking at a pretty girl in the mirror, wearing the same 
clothing that the little doll Karen had been wearing 
less than half an hour earlier. She did not pierce my 
ears thankfully, but she did put her gold necklace and 
bracelet on me. My fingers were a bit bigger than hers, 
but she did make me put on the ring that Bill had given 
her when they had decided to go steady. 

I looked at her, and she started to giggle at my 
expression. "Hey girl, every girl that I know of wants 
to wear her boy friend's ring. Join the club. He is your 
boy friend now girl." Her lovely infectious attitude 
made me laugh. She was right, I guess. He was my boy 
friend tonight. And, I realized, that also meant that I 
was his girl friend too.

I felt so very strange having this boy's brand on my 
finger in this way. My fingernails were not really as 
long as hers, but she did file them and applied her nail 
polish to them. I sat patiently then, and they dried as 
Karen removed her own nail polish, to make herself look 
more like a boy should look.

At last, after she had removed her makeup, we stood side 
by side, looking in the mirror. No matter what she wore, 
she was a cute girl. Now I too realized that the same 
might also be said of me. I felt so pretty, and I 
certainly did not feel like I was a boy wearing girl's 
clothes. 

I felt like a girl who happened to have a cock in her 
panties. I felt feminine. I burst out laughing as I 
wondered what Karen's mom would say if she could see her 
little girl now. Karen thought that it was pretty funny 
too. We nearly split a gut laughing about it.

Karen and I held hands, and we walked back out to the 
porch. On the way out though, we picked up four fresh 
beers.


Four: Moment Of Truth

The reality hit home as I stepped out onto the porch and 
felt the hot sun light below my knees, and I felt the 
slight afternoon breeze begin to tug playfully at my 
skirt hem. I loved the way the pleated skirt made the 
slip caress my thighs as I walked. I also liked the 
feminine whisper that my slip made with each step. 

I felt very strange indeed, as I walked out into the 
bright sunlight. The early summer breezes played with 
the hem of my skirt. I felt the sun burning on my legs. 
I was very aware of my perfume in the pine scented air.

"Hey, here she comes, Miss America..." Bill sang in his 
off keyed way. His warm smile though just made me giggle 
at him. I did not feel like an inferior little fairy to 
him. I felt like he really liked me as a girl, when I 
saw the glint in his eyes, when he spied what I looked 
like in his girl friend's clothes.

I did not want to, but my cock started to throb against 
the soft silk of my panties. I wondered if I was making 
him hard. I had never felt so emotionally charged 
before, not so full of sexual tension. 

I had a myriad of emotions. One, I felt totally 
emasculated as I saw the speculative way that Chrissy 
was eyeing me. I knew that she would never ever again 
see me as a regular normal boy. I felt humiliation 
standing in front of Bill, dressed up in hie girl 
friend's pretty clothes. I felt exhilarated because I 
felt like a pretty and feminine girl. I had never been 
so sexually excited in my life. And, I felt charged 
because Bill was definitely looking at me as a man looks 
at an attractive girl. He wanted me as his girl. 

I watched in amazement as the cute little girlish new 
boy Karen, walked over to where Chrissy was sitting, and 
enfolded Chrissy in her arms, and kissed her deeply, in 
her rather good imitation of how I kissed Chrissy.

Billy looked over at me, and held his arms wide, as he 
turned in his seat. I knew how it was that Karen did it, 
and I blushed, feeling so very weak kneed, as I imitated 
her. I walked over to him, and I stood between his legs, 
then seated myself on his left thigh, just as Karen had 
liked to sit with him. I felt utterly girlish, and it 
was so nice.

I felt so weak, and excited as I felt his arms go around 
my waist, and he pulled me tightly against his chest, 
and he planted a kiss on my lips. At first the kiss was 
kind of light and teasing, but it progressed to a 
demanding possessive kiss, pressing hard against my 
lips, and then his tongue pushed into my mouth.

I was dressed like a girl, and a guy, my best friend, 
was kissing me like I was his girl friend, in whose 
clothes I was attired. I did not know what to do. I 
recalled how Karen would react, and I did what I'd seen 
her do before. I put my arms up around his neck, and I 
closed my eyes, and I started to gently suck on his 
tongue. Putting my arms up around his neck made me feel 
like I was submitting to his desires, and I liked the 
way it made me feel like I was accepting his lordship so 
to speak, over me.

I felt his cock growing on my right thigh, and it amazed 
me. He knew I was a guy, so how could he be getting hard 
for me? This was my life long best buddy. 

But then, I knew that I was not a boy to him anymore, 
but I was getting kissed like this while I was wearing 
these clothes. It was making me harder than I had ever 
been before. I felt so hard, that it was starting to 
hurt. I had a strange craving in me, a wanting for him 
to touch me there, through my silk panties.

Billy kissed me like that for about fifteen minutes. 
Then he turned to look at Karen.

"Well guy, let's let these chicks clean up, and we'll go 
down to the dock, okay?"

"Right on, man..." she did an imitation of my voice. She 
was pretty good at it too.

Then they did leave. When they were out of ear shot, 
Chrissy looked at me and she had a look of real 
amazement on her face. "Man, I can hardly believe how 
pretty you are. You make a gorgeous chick, Debi."

"Debi?"

"Yeah, that is what Bill and I decided to call his new 
girl friend. You look like one of my cousins and her 
name is Debi. My new boy friend is called Derek."

"Ummm, Miss Debi? Sounds okay to me, I guess?"

"You are just so cute in that outfit Debi. If I was a 
guy, man I'd be all over you. You is one foxy lady, 
Debi."

"Thanks? I guess? I don't know if that is a compliment 
or what?"

"Let me put it these way sweet cheeks. If you and I got 
married and I knew that you could look like that, you 
would most definitely be the wife. You are just too cute 
not to be the wife. After seeing you like this, I can 
never think of you as a boy again."

"Me the wife?"

"Yeah. I would make you wear pretty and sexy clothes all 
the time and I'd take care of you and all you'd have to 
do is stay at home and make me a really nice place to 
come home to after a hard day's work." She grinned. "Of 
course, you'd have to lay on your back when I wanted 
some too," she guffawed lewdly.

The whole idea seemed so ludicrous that I burst out 
laughing, only too late realizing that my laughter was 
melodic and high sounding, like a girl's. Chrissy 
laughed at the look of confusion that crossed my face.

"Well, there aren't very many guys that can say that 
they know what the other side of the bed feels like. You 
might be a better boy friend after all of this, you 
know?"

"Maybe."

"Yeah, at least you are going to know what it feels like 
the way an average guy like Billy treats a girl."

"Chrissy?"

"Yeah?"

"Are you... Are you really going to have sex with 
Karen?"

"Debi, for today, and maybe tomorrow, Derek is my boy 
friend. I am going to do the same things with him that I 
would have done with you. And by the way, that means 
that you will have to do the same things with Billy that 
Karen would have done with him."

"What if he...?"

"What if he what?"

"Well, I know how he is. He is always talking about how 
much he wants her to... To suck him off?"

"Hey girl, if the shoe fits, you wear it. If that is 
what he wants when he gets you into his bed tonight, 
then that is what you do for him. You are his girl 
friend tonight, remember?"

"Chrissy, suppose that I do actually do those kinds of 
things for him?

What are you going to think of me?"

She stepped close to me and kissed me deeply. Then she 
stepped back and looked deeply into my eyes. "Gawd 
you're so pretty honey. It is hard to remember that you 
are not a real girl... Well, what will I think of you? I 
don't know. Only time will tell that. But I will be glad 
that you know how a girl feels about things, so I am 
sure that you will treat me better for your experience? 
I hope so any ways?"

We finished cleaning up in silence. We sat for another 
beer, and we watched the guys down on the dock, skipping 
stones. They looked like and acted like a couple of 
regular guys. Karen had her hair pulled up under a cap, 
and she really looked like a guy. She'd used an athletic 
bandage to wrap around her chest to make her look flat, 
and it had worked as well as the panties in my bra had 
made me look feminine.

We giggled and joked a lot. Chrissy was treating me like 
a girl. She talked to me about Derek the way she would 
talk about any guy that turned her on, as though I 
shared her feelings about guys. I knew that in her mind, 
I had crossed over some kind of a line. I had stopped 
being a regular guy in her mind. I was now the girl that 
I looked like I was.

After a few more minutes, we decided to start making 
sandwiches for some snacks for later on. 

By the time the sandwiches were done and wrapped and in 
the refrigerator, the guys came back. Derek with a very 
assured masculine swagger, at least as much of a swagger 
that a pretty girl can muster, came in and made a big 
pretense about wrapping his arms around Chrissy and 
kissing her deeply. Chrissy looked at me, smiled, and 
gave herself over to being deeply kissed. I did not know 
if I should be jealous or what.

I did not have time to consider though. Bill grabbed me 
in a similar fashion, and I soon found myself with his 
tongue buried deep in my mouth, and his hands moving all 
over my pantied and beskirted bum cheeks. He was just 
so... so mannish with me. I didn't want to, but I liked 
being treated that way. 

I felt guilty because I was a guy and I was not supposed 
to enjoy the feel of the pretty girl's clothes that I 
was wearing, and I was not supposed to like being kissed 
and felt up, by a guy. But I did. I did not just like 
it, I adored the way that it made me feel. Every second 
of it made me feel more and more girlish. I also 
strangely, was beginning to feel normal being treated 
like a girl.

But it was so very nice to feel the clothes, and to feel 
what it was like to be the pursued rather than the 
pursuer. I liked it. I liked it a lot. I liked looking 
pretty, and the way he was treating me made me feel even 
more pretty. I really liked that. I did not want to, but 
I did.

Could I do more of what a girl does? I began to think 
that if I could so easily be swayed into abandoning my 
boy hood in order to receive girl hood that I could do 
it. And add to that the fact that if I could like being 
felt up and kissed like a real chick gets herself felt 
up and kissed, then I was probably fairy enough to go 
all the way, and do all the things that the real girls 
do. Being a girl was great.

Before I really understood what was happening, I found 
myself being led into the bed room that I had been in 
earlier with Karen. I also noted that Derek was leading 
Chrissy into the bed room that I was supposed to share 
with her for the night.

Bill took me over and had me lay down on the bed. I 
looked up at him. I was so scared. He smiled down at me, 
and then he did what I would never have dreamed would 
ever happen to me. The boy lay down on top of me. He 
weight crushed me into the mattress, and his lips began 
to explore my face. I could not stop myself. I wrapped 
my arms around his shoulders, and I moaned. I was so 
excited. I loved the way his weight was grinding the 
intimate girl material of my panties into my little 
boyhood. It was so erotic.

Billy kissed me like that for a very long time. He was 
moving his pelvis, grinding the girl material of my 
panties into the only few inches of boy that remained to 
me. He was making me so hot. I wanted him to make me 
cum.

We stopped kissing like that after a while. I lay there 
looking up at him. I asked him if he really wanted to go 
through with this.

He smiled, ground his hips into me, and told me that it 
was more than evident to him, that I really wanted to be 
his girl for him. I could not deny it. He would have 
known that I was lying to him, by virtue of the hard on 
that I had, and because of the way I had been moaning 
when he kissed me.

I asked him what would happen next. He told me that he 
and Derek had decided to go into town for a while, to 
shoot some pool, and that they wanted us girls to go 
with them. But, he and Derek had admitted that they 
needed to get themselves some relief first.

I asked what he meant, but I knew what he meant.

He grinned and asked me if I would give him a hand job.

I was astounded when actually faced with the reality of 
doing what a girl does with a boy, but I figured that 
maybe since I had liked being kissed so much by him, 
that maybe giving him a hand job would not be so bad. I 
blushed as I told him that if that was what he wanted, 
then I would see if I could do it for him.

He rolled off me onto his back. He reached over for some 
tissue paper, and told me to unbutton his shirt. I 
decided that if I was going to do what a girl does, then 
maybe I should do it the way I had fantasized that 
Chrissy would have done it to me. I got up on my knees, 
and I straddled his waist. The freedom to do this, 
afforded by the skirt I was wearing was something that I 
had never thought about before. When I lowered myself, 
it was right down onto his cock. I could hardly believe 
what a brazen a hussy this new girl in me was turning 
out to be. I felt like I was acting like a hot chick.

Then I leaned forward and I unbuttoned his shirt. I 
could not stop myself from also placing my palms on his 
chest, and rubbing it the way Chrissy did to me some 
times. He moaned. He liked that. I knew that he would 
like it.

Then I moved myself back down his body, so that I was 
sitting on his knees. Hardly daring to really believe 
that I was doing it, I watched my pink tipped fingers as 
I opened his belt, lowered his zipper, then started to 
tug his pants down a few inches. His cock was straining 
at the front of his jockey shorts, the same kind of 
jockey shorts that his girl friend was wearing at this 
very moment.

Once I also lowered his jockey shorts, his big ugly cock 
twitched in front of me. I could hardly believe that I 
had made him so hard for me. He was reacting to me the 
same way that he reacts to the girl in whose clothing I 
was clad. I felt kind of flattered that as a girl, I 
could turn his crank like that for him.

Then, for the first time in my life, I put my hands on a 
guy's cock. I knew all about how to jack off a cock, 
after all I had previous experience with an erect cock. 
I started to do to him, what I usually did to myself. I 
was so horny as I watched myself do it to him. He lay 
there for a long time, then without notice, he reached 
down and grabbed my cock through the front of my skirt.

I was astounded. A guy was holding me there, and it made 
me nearly scream in pleasure. He made me feel so small 
and so weak. He roughly grasped at me, and he twisted 
the intimate material of my panties into me. I could not 
resist. I moaned, and I began to ejaculate into his 
hand. He made me give him everything that I had. It was 
the most glorious sensation that I had ever had.

I was elated. I felt every inch a girl. I was acutely 
aware of how every feminine stitch that I was wearing, 
felt on my supercharged skin. I had never felt so alive 
in my life. I was acutely aware that I was a girl and I 
was having sex with a boy.

Bill held me like that till I started to go soft in his 
hand, and returned to a sense of reality.

"Did you like that, Debi?"

"Ohhh! That was the nicest thing that I every felt, 
Billy."

"You really like being a girl. I can see that. You... 
Uhhh... Can I look at your panties?"

I felt so exposed as I raised my skirt and slip. I knew 
that he was going to see silky panties, all soaked with 
the cum that he had drawn out of me. Not only that, I 
was humiliated knowing that he was also going to see 
that my panties said, "Billy's Girl". When he saw it, he 
smiled. He told me that I really was Billy's Girl.

Then he told me that I could put my skirt down. "You 
want to do what Karen does to me?"

"What is that?" I said it in a hushed voice. I knew what 
it was. 

"I want you to suck me down there, Debi."

"I-I... ain't a sissy cock sucker, Billy."

"I know that honey, but you are a really sweet girl, and 
I know that doing what girls do really turns you on. 
That is just one more girl thing to do. If you can't 
suck it, will you at least kiss it?"

"Kiss it?"

"Yeah honey. Kiss it."

"I-I... guess I could kiss it?"

I leaned forward till his cock was right in front of my 
face. I could smell his sweat. I liked the smell of him. 
He was still holding me through the front of my skirt.

I pursed my lips, and I touched his cock head. He moaned 
and pushed up his pelvis, making his cock slide on my 
cheeks and lips. It should have revolted me, but it 
didn't. I felt flattered that I had turned him on so 
much.

"Oh honey, that feels so nice. Kiss me some more."

I kissed it again and again and again. Soon I was 
sliding my lips all up and down the sides of it, and 
spending a lot of time with my pursed lips on the head 
of it. I was leaving pink traces of my lip stick all 
over it. I could hardly believe that I was dressed as a 
girl, and kissing a guy's cock for him.

"Debi, honey?"

"Ummm?"

"Open your mouth sweetie."

I do not know why, but it just seemed like the next 
logical thing to do. I found myself parting my lips, and 
I felt his cock head begin to slide over my ultra 
sensitive lips, and his cock actually entered into my 
mouth.

"Oh, you feel so sweet Debi. I'll do anything for you 
honey?"

In a moment, his cock was filling my mouth and bulging 
out my cheeks. I could hardly believe that I was there, 
dressed up in his girl friend's clothes, and I was 
actually sucking his cock. This was it, I knew. I was 
now a full-fledged fairy cock sucker. When I look in the 
mirror again, I will be looking at a fairy cock sucker. 
Every time one of my friends calls me a cock sucker, I 
am going to know that it is not just a joke, it is true. 
But, it felt so nice to be a girl, that I did not care 
if that was what they would call me from now on.

I felt him moving inside of my mouth, then he seemed to 
swell even bigger, and he moaned, bucked up and he let 
go of his ejaculate. I felt the hot stream of his cum 
pound in a short sharp burst at the top of my mouth. I 
was too stunned to even realize that I was making my 
best friend cum in my mouth, while I was wearing his 
girl friend's clothes.

I felt so humiliated, and yet I was flattered that as a 
girl, I could make him act like this. It was so lovely.

I swallowed his cum as he graced my mouth with a refill. 
He jerked and spasmed and cried out in his ecstasy, and 
he filled my mouth again. Did I like his cum? Yes I did. 
I liked the way the thick stuff felt on my tongue. I 
liked the salty sweetness of it. Mostly though, I liked 
knowing that I was doing what any other girl does.

I knew that I was completely a fairy now. How could a 
guy get any more of being a fairy, than by wearing 
girl's clothes and sucking off his best friend? Did 
being a fairy bother me?

I felt guilty about it. But mostly, I just loved the way 
that it felt to be the girl with a guy. I did not care 
if they called me a fairy. This pleasure of being a girl 
was worth any humiliation that I might have. I wanted to 
be a girl all the time, and be with a guy like this.

When I felt his cock getting soft, I raised my head. I 
smiled at him, and I wondered if he could see the cum 
that I felt dribbling on my chin. I wondered what I must 
look like to him.

"Man, Debi... You are a fantastic cock sucker. I've had 
some blow jobs before, but you do it better than any 
other girl ever has. You are really something honey."

"Thank you? I guess that was a compliment?"

"It sure was sweet cheeks. It sure was. I... Uhhh... I 
guess that you got to change your clothes? I'll wait for 
you out on the porch, but hurry, because the pool room 
closes early in mid weeks."

I stripped my clothing off, and went to Karen's suit 
case. I could hardly believe that I was doing it, but I 
did it. She had this yellow sleeveless sundress with a 
wide elastic waist, a full skirt, and a large ruffle 
trimmed in white lace for a collar. I also found some 
yellow lingerie. I decided to put those on.

It took me a few minutes with all of the unfamiliar 
clothing, but I soon had it all on, and had done my own 
makeup without help, in a reasonable way. I was kind of 
proud of how good I looked. I was not disillusioned 
either, as when I went out onto the porch, both Billy 
and Derek let out with some wolf whistles.

I was pleased.

END

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This story was written as an adult fantasy. The author
does not condone the described behavior in real life.

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Kristen's collection - Directory 70