Note: This story was dynamically reformatted for online reading convenience.
 
 This is the 8th chapter of what set out to be a 4 chapter story.  It just
seems that Jack has a lot to tell!  In this latest instalment we continue
to learn what Jack had written in the exercise book that Sally had found in
their flat, and the consequences that this had for him.  I hope you enjoy
it, I hope you vote at least 5 stars, and I hope you leave a comment!
   ************************
   Jack's resolve not to interfere with his neighbour's clothes had lasted
nearly a whole 6 days.  The following Monday - the next time he had pet
duty - was the first time that his newly turned leaf was really put to the
test, and he failed dismally.
   Jack had done the rounds of the neighbour family's pets as usual and
then gone to clean out the cats' litter tray which was kept in the utility
room between the washing machine and the drier.  Immediately he walked into
the room his eyes were drawn to a pair of knickers on the floor next to the
washer.  Obviously they had fallen on the floor when the machine, which had
finished its cycle but was still full, had been loaded.  There was nothing
particularly special about them.  Just a pair of plain black bikini style
cotton knickers with a delicate scalloped finish on the edges.  Jack had
stood for perhaps 10 seconds looking at them, his heart hammering in his
chest.  Then, as his resolve collapsed as suddenly as it collapsed
completely, he had taken the three steps over to them, bent and scooped
them up from the floor.  Examining them, he had found that they were a
little crumpled as might be expected from a day's wear, and that in the
crotch of the garment on the black cotton gusset there was a white stain
perhaps half an inch wide and nearly an inch long.  There were also a
couple of curly light brown pubic hairs.
   Jack had hesitated for a moment and then raised the lightly soiled
garment to his nose, inhaling deeply.  Years later he had recorded in the
exercise book how he had lost all the conviction that he had built up over
the previous six days, and how he had been disappointed at his lack of will
power.  He also realised that he had no idea to which sister the little
cotton garment with its stray hairs and its beautiful stain had belonged,
and neither did he care.  But Clare had brown hair.  Perhaps they belonged
to her.  Now Jack was once again lost.  He had taken the knickers in his
hand and rushed upstairs to the elder sister's room, stripped naked and
quickly slipped the knickers on.  This time it had not led to immediate
premature ejaculation, but he was extremely excited and, with his painfully
erect cock straining against the restraint of the cotton garment, he was
not far from being tipped over the edge.
   In an effort to calm himself down Jack had returned to the closet to
look at the clothes.  There before him in the closet was a school uniform -
navy blue pleated skirt, white blouse and navy blue blazer.  Each on a
separate hanger.  Jack knew that he had to try the garments on and to hell
with the rights and wrongs or with the consequences.  They would probably
fit - he was pretty skinny for an 18 year old boy and Clare was certainly
above average in the chunky stakes, although by no means fat.
   With shaking hands he took the white blouse from the closet and slipped
it from his hangar.  Nervously he fed his arms into the sleeves and began
to button it up, not without some difficulty as for him the buttons were on
the wrong side.  Having finished with the buttons he smoothed the cotton
against his skin, feeling his nipples swell.  He reached for the skirt. 
This was hung from its hangar by two nylon loops, and Jack carefully lifted
it down.  He held it in front of him and gingerly stepped into the skirt,
pulling it slowly up his legs.  He settled it around his hips, pulled the
zip up and fastened the clasp.  Next he reached for the blazer, took it
from its hangar and slipped it on.  Finally he had crossed once again to
the chest of drawers and taken a pair of knee length navy socks from the
third drawer up and pulled them on gently.  The costume was complete.
   Jack had spent the next 15 blissful minutes watching himself in the
mirror, turning this way and that and admiring not only how it looked, but
revelling in how it felt from the lightly stained black knickers to the
soft cotton blouse, but particularly the way the hem of the pleated navy
skirt swirled around his legs as he turned.  Finally, conscious that he
couldn't spend too long in the house without raising suspicion, he stood
before the mirror and slowly raised the skirt up to reveal the black cotton
knickers which were failing entirely to contain his straining erection. 
Keeping the skirt up with one hand he released his cock from the knickers
with the other and began to stroke it gently.  He watched in the mirror as
his hand slid up and down the rock hard shaft, alternately revealing and
hiding his glans with his foreskin.  For perhaps as long as 30 seconds he
drank the sight in - watching his hand stroke his shaft and admiring the
way it was framed between the half pulled down knickers and the raised up
skirt.  And then, with a stifled groan, Jack came.  He felt his balls
tighten, his arse clench and the familiar sensation explode from the base
of his spine and he watched in the mirror as four or five spurts of thick
white creamy cum issued from his cock and splattered on the floor in front
of him.  He was very careful to ensure that none of it splashed on the
clothing.
   Now fully satisfied, he had stripped naked once again and hung the
school uniform back on its hangars in the closet.  Then he gone quickly
went into the bathroom, found a cloth, dampened it under the tap, and
returned to the bedroom to clean up the evidence of his masturbation.  He
replaced the cloth in the bathroom and had returned to Clare's bedroom,
quickly dressing there in his regular boy clothes, feeling a little sad as
he did so.
   Jack had then gone downstairs, made sure that everything was in order,
and then went into the utility room.  His plan had been to put the black
cotton knickers with the delicate pussy stain back on the floor where he
had found them, but at the last moment, and on a complete whim, he had
popped them in his pocket and let himself out.
   ********************
   Later that evening when he was lying in bed, Jack had gone over in his
mind the events of the day.  He knew that what he had done was wrong.  He
knew that it was a betrayal of the trust that the neighbours had placed in
him when they allowed him access to their house to look after their pets.
Above all he knew that it just wasn't `normal' - that no other kid in his
class would sneak around putting on women's clothes and masturbating as he
had done.  What would people think if he were to be caught?  What would his
parents say?  Above all, think of the merciless piss taking that he would
get at school if it came to be known that he dressed up as a school girl
and played with his dick!
   Why did he do it?  For sure there was the beauty of women's clothing and
its incredible variety, but as he mulled it over he came to realise that it
was really about the sensations of the different materials against his
skin. He also knew that, no matter how much he wanted to stop what he was
doing, he was hooked.  There was no going back - he couldn't `unfeel' the
sensation of the skirt against his legs or the way that the soft material
of the knickers cupped his cock and balls and held the cheeks of his arse
in its gentle grip.
   Lying alone in his bedroom with just the light of the moon shining in
though the curtains that Jack had yet to close, his eyes were drawn to his
jeans which were on the floor where he had dropped them when he took them
off, his underwear still inside them.  For perhaps as long as a minute,
Jack lay in bed looking at his trousers, because he knew what the left hand
pocket contained.  It contained a pair of Clare's knickers.  Black bikini
style.  With scalloping around the edges.  And delicate little white pussy
stain in the crotch.  And more than anything in the world he wanted to put
them on.
   Slowly he pushed back the duvet and turned himself around so that he was
sitting on the edge of his bed.  As he rose from the bed he glanced quickly
at the door, confirming that it was closed.  After a few seconds he put his
hands to the sides of his light blue cotton pyjama trousers and, hooking
his thumbs under the elastic waistband, he pushed them down past his hips
and allowed them to pool around his feet leaving him standing in his room
in just an old black t-shirt that was a little too short for him.
   Jacks hand went to his penis hanging limp against his scrotum and
nestling in it forest of dark hairs and he gave it a squeeze.  He noted
that it was not quite asleep - he was definitely becoming aroused just at
the thought of the black knickers that were in his trouser pocket, only two
steps away.  He took those two steps and bent down to retrieve the
knickers. As he stepped into them he looked down and saw the white stain in
the crotch highlighted in the moonlight.  He pulled them up his legs.  As
the knickers settled around his buttocks and genitals Jack had felt his
cock start to stir and swell.  He had climbed back into bed and lain in the
moonlight, gently stroking the knickers and feeling how they clung to his
frame.  How they cupped his balls and caressed the shaft of his penis
which, now fully erect, peeked over the top.
   As Jack lay in bed enjoying the sensations he had run his hands over the
material and over the lump of his cock, stimulating it just with his
fingernails through the black cotton.  His mind started to wander.  At
first he had imagined what it must be like to wear such a variety of
clothes as Clare had - pretty dresses and nice skirts, blouses in a variety
of designs.  He had tried to picture how he would look in some of her
things.  He thought about her underwear and slips, about a nightie that he
had found and about her tights and stockings.  As he drifted closer to
sleep his mind wandered further.  He started to imagine what it must be
like to be a girl.  What it must be like to dress and act like a girl, to
wear makeup and to go through those experiences that only girls go through.
To have breasts.  Finally his mind started to speculate on what it must be
like to be a girl during sex.  Nervously virginal though he was, he
wondered what it must be like to be penetrated - to have something foreign
pushed into your body.  In fact to have a cavity between your legs at all
instead of a cock.  He wondered what it must be like to touch a cock as a
foreign object, rather than as something that hung between your legs all
the time.  Finally, as he drifted off to sleep in the black knickers and a
t-shirt, he wondered what it would be like to suck a cock.  And to have a
guy ejaculate in your mouth.
   These thoughts and fantasies became as regular a part of Jack's life as
Clare's black cotton knickers had.  Despite the risks of getting caught, he
would regularly wear Clare's knickers in bed and would spend the time
before he went to sleep stroking himself through the thin cotton and
fantasising about being a girl.  Not about being a boy in girl's clothes,
but actually being a girl.  At her house he would steal half an hour in her
clothes under the pretence of pet care two or three times a week and spend
that precious time dressed in whatever caught his eye and looking at
himself in the mirror.  Sometimes it was her school uniform, other times a
pretty dress or a skirt and blouse.  He would accompany the outer clothes
with knickers taken from the drawer and sometimes with a pair of tights. 
While looking in the full length mirror in Clare's room or walking around
their house or standing in her room masturbating with his skirt around his
waist he would wonder longingly what it would really be like.  But he knew
he would never find out.
   ***************************
   When Jack left for university a few months later he thought that the
change of scenery would do him good, and that he would be able to break the
hold that this fascination had for him.  All had gone well - he had left
the precious black knickers at home and had avoided wearing girl's clothes
entirely for most of his first year, but mainly, he admitted to himself,
through a complete lack of opportunity.  But for all his good intentions he
would still lie in bed at night and masturbate and find himself thinking
about wearing lovely underwear in a wide variety of styles, colours and
fabrics.
   When the request to take part in the psychology study came along, Jack
saw it as an opportunity for release.  He communicated all of these
thoughts, feelings and desires to the little exercise book that Sally now
held in her perfect small soft hand.  He had been graphic - each instance
that he could recall had been faithfully recorded.  And he had been
detailed - every nuance of each outfit that he could remember wearing was
written down.  And he had been honest.  His burning curiosity about what it
would be like to be a girl was covered in every aspect and in every detail
to the extent that by the end he had been quite started at the sheer volume
that he had written down.
   Needless to say, Jack had not given the book back at the end of the
study period.  Rather, he had got hold of another one, filled it in with
rather more vanilla content and then handed that back instead!  The
original one he had hidden away very carefully where no-one would ever find
it.  Or so he had thought.  And yet here it was in Sally's hand.
   Lucy took up the story again, sitting in the armchair with Mark sitting
quietly in a second chair beside her and Sally standing with the exercise
book in her hand on the other side.  They made an incongruous sight.  Lucy
was, at first glance, fully dressed but Jack knew that under the blue and
white cocktail dress she was wearing there were no knickers - those were
lying at his feet on the floor.  As he glanced down at them Jack could
clearly see the white stain of Mark's cum and her own juices drying on the
cotton material.  To her right, Mark was sitting quietly in a red silk baby
doll nightie and matching knickers with black lace trim.  To her left stood
Sally, her black lace topped stockings and black lace suspender belt
framing her bare and smoothly shaved pubis and somehow making her appear
more naked than had she been entirely without clothes.
   "The poor thing was in such a state when she found it," she smiled. 
"Only the day before she had told me that she was absolutely smitten with
you and had been telling me about some of the sexual antics that the two of
you had been getting up to.  I loved hearing about them!" Jack swallowed,
wondering if anything in his life was now a secret, or if Lucy and Mark
knew not only what he and Lucy had been getting up to, but also the content
of the exercise book.  "Next thing I know she's in this very room crying
her eyes out because she had found this and didn't know what to make of
it!"
   "That's true, sweetie," Sally said.  "I was pretty confused to start
with, but I think I'm OK now." As she spoke Lucy ran her hand up the inside
of Sally's thigh, gently stroking the stocking clad leg.  A smile like that
of a Cheshire cat spread over Sally's beautiful face as she did.
   "I really didn't know what to think.  I mean it all seems so silly now,
but I was terrified you were either gay or transgenendered and I was either
some sort of smokescreen girlfriend to appease your mum or some sort of
experiment to see if you could stick being a bloke!  I was terrified that I
was going to lose you!  Talk about screwed up, eh?" Lucy's hand stoked
higher and as Jack watched he saw Lucy's fingers gently caress Sally's damp
and engorged inner lips.  Sally's eyes closed and she shifted to move her
legs a little further apart.  Lucy took over the story once again.
   "Well, we read the book together - boy was it detailed!  I didn't think
it was as much of a big deal as Sally had thought, but then it wasn't my
boyfriend that had just confessed to wanting to be fucked like a girl! 
Anyway, it didn't matter what I thought and Sally was really messed up
about it, so the only thing that I could think of to do was to tell her all
about my darling Mark and his panty wearing alter ego!  To be honest she
had a few problems believing me at first.  I mean, if you had to imagine
some bloke that wears girls' knickers and likes to be fucked in the bum
with a big red strap on cock, you probably wouldn't think of him first!" By
now Lucy was gently running her fingers backwards and forwards along the
length of Sally's pussy.  Jack could see that she was avoiding the other
girl's clitoris, making a broader circle around it as her finger reached
the top of Sally's beautiful naked shaved slit.  Sally's head was now back
and her eyes closed and Jack looked on as she again spread her stance a
little wider to allow her friend better access.
   "Well, to be honest I was having quite a tough time persuading her that
Mark was into it too, and that it was no biggie and that probably lots of
boys think like that, so I had to prove it.  I showed her Mark's feminine
clothes, his knickers and a nice silk teddy that I got him for Christmas
last year.  He loves that teddy, although he tends to make a real mess in
it every time he wears it!" As she spoke she stretched out her hand to her
boyfriend sitting in the next chair and gently started to rub his
not-quite-asleep cock through the smooth material of the red silk knickers
that he was wearing.  As Jack watched, Mark's cock twitched and started to
swell inside its red silk prison.
   "I showed her the strap on too, which caused huge mirth all around, I
can tell you!  In fact our little innocent Sally, with her sheltered
upbringing and prudish mind, giggled like a little girl when she saw it.  I
mean, that was good because she was starting to cheer up and get the whole
thing in perspective, which was after all the name of the game."
   Lucy slid a few inches down in the chair that she was sitting on,
allowing her arms to reach an extra inch or two.  Jack could see her
fingernails running very gently up and down the quickly swelling outline of
Mark's cock, while her left continued its gentle stroking of Sally's inner
lips.  Jack could clearly see a damp patch on the red silk material of
Mark's knickers, and the tips of Lucy's fingers were clearly covered in
Sally's wetness.
   "It was quite funny," Lucy went on, never pausing in the rhythm that she
had adopted on her boyfriend's cock and on Sally's pussy.  "She insisted on
trying on the strap on.  We were both giggling so hard that it took us ages
to get it on but finally we managed it.  I took a picture that I've got
somewhere - Sally upstairs in just a regular pair of jeans and a t-shirt
but with a big red knob sticking out in front of her!  Quite the picture,
as you can imagine!" Lucy's index finger gently passed over the exposed tip
of Sally's clitoris, making the girl jump a little and suck in a breath. 
On the other side, Mark's cock was now fully erect and it's uncut angry
looking tip was poking out from beneath the red silk and satin of the
knickers.  Lucy's hand continued to stroke Mark's shaft gently though the
shiny material.
   "She was convinced it wouldn't work and so I ended up having to prove it
to her.  She ended up fucking me with it over the end of the bed.  Didn't
you, sweetheart?  Mind you, I wasn't exactly putting up much of a fight! 
In fact I couldn't get my knickers down fast enough.  I was really horny
and had already fucked Mark once that morning and masturbated at lunchtime.
I guess my period must have been due - always does it to me!" she laughed.
"But this little minx gave me a right good seeing to, much to my surprise!"
Lucy's fingers slipped over Sally's clitoris again, causing her once more
to jump a little.  Then, as Jack watched spellbound from the couch, Sally
spread her beautiful legs yet wider until they were now a little more than
shoulder width apart.  Lucy slipped first one finger and then a second deep
into his girlfriend's wet vagina.
   "Yes, it was quite a scene.  There I was face down kneeling at the end
of the bed with my skirt up around my back and my knickers off and with
Sally - still fully clothed - kneeling on the floor behind me and thrusting
that huge red fake cock in and out of me.  God, it was hot." As she spoke,
Jack could see that, in addition to the two fingers that Lucy had slid into
Sally's vagina, her thumb was now making slow circles on Sally's clitoris.
She slid the two fingers in and out of Sally's aroused pussy to the same
rhythm.  Her other hand continued to rub her boyfriend's cock through the
silk knickers.  Jack, sitting on the couch opposite, felt his cock begin to
swell in the sheer black knickers that he was wearing.
   "It was so hot," Lucy went on.  "I mean it wasn't the first time that we
had `got together' so to speak.  We've been friends with benefits for a
long time.  But it this was new.  And she was so into it!  I must have cum
half a dozen times before she collapsed.  And she came too, Jack.  She came
in her knickers just like you've done.  They were really wet afterwards. 
And she really gave me such a pounding - I was sore for ages afterwards and
I had to get Mark to kiss my poor bruised pussy better when he got home."
As Lucy spoke she continued her steady masturbation of her friend and her
boyfriend.  Sally's head was now back and her eyes closed and there was a
red flush starting to spread across the skin of her small but perfectly
shaped breasts.  Jack knew from long experience that it wouldn't be long
until Lucy brought Sally to orgasm and his cock swelled still more at the
thought.
   Suddenly Lucy took her hand away from Mark's silk clad crotch and turned
towards Sally.  She leaned forward and sucked one of Sally's coral pink
nipples into her mouth while thrusting her two fingers a little deeper into
Sally's vagina and rubbing her thumb a little harder across the tip of
Sally's clitoris.  Sally's mouth fell open and her body started to shake,
beginning with her pelvis and spreading to her chest and then her head and
legs.  Clearly now oblivious to her surroundings, an incoherent moan
escaped her mouth and she clasped her arms around her friend's head,
seeming to try to feed more of her breast into Lucy's mouth.
   For several seconds the orgasm visibly ripped through Sally's tight
body. Her eyes were clamped shut, her head shuddered and a long incoherent
staccato moan escaped her mouth.  Then the strength left her body and she
became entirely limp.  Only Lucy's arms - one around her waist and the
other at her crotch - kept Sally from falling to the ground.  Gently Lucy
lowered her into a chair and only then did she remove her fingers from
Sally's vagina.  Jack clearly saw that they were soaked with Sally's
juices, and Lucy looked him right in the eye as she lifted her fingers to
her mouth and sucked them dry, savouring the flavour as she did so.
   "Lovely," she said.  Turning to Sally she said "Did you enjoy that
sweetheart?"
   Sally laughed weakly, her strength not yet returned.  "You know I did,"
she said, stretching up to kiss her friend.  Then she turned to Jack, her
eyes running over his body.  They took in the hair and the makeup, the
black lace bra with its inserts giving Jack an entirely convincing set of
breasts.  They took in the black lace suspender belt, the front still
stained with some of Jack's semen.  They took in the black stockings and
they took in the lace trimmed sheer black knickers, the front of which was
tented out by Jack's erect cock.
   "Phew!" exclaimed Sally, still somewhat shaken by her recent orgasm. 
"That was great.  Anyway, back to the point.  After a while Lucy managed to
convince me that the world had not in fact ended, and there was no reason
to assume that you were either gay or transsexual or anything or that you
were seeing someone else - like another boy for example.  Not that there's
anything wrong with that, of course, but I didn't want to lose you!  In
fact, Lucy pointed out that me and her were not entirely heterosexual and
we were what you might call `friends with benefits', and that I had no
intention of leaving you for her," she laughed.  Jack wondered just how
long this `friends with benefits' relationship had been going on.  He was
definitely going to explore that issue when he had the time.
   "So we sat down and tried to figure out what to do about it," Sally went
on.  "We thought that the best way to deal with it was to allow you to find
out what it was like to be a girl but to be honest we were a bit stumped as
to how to go about it.  I mean, just how do you achieve that?"
   "That's when we hit on the notion of letting you dress up so you could
find out what it was like.  But the in the book you had said that you
thought it was wrong and that you mustn't do it.  So we hit upon the notion
of sort of forcing you to do it," said Lucy.
   Sally rose from her chair, apparently now recovered from her recent
orgasm.  She crossed the room and sat next to Jack, putting her hand on his
stocking clad thigh.  "I mean, that way you would get to feel the feelings
but it would be someone else's fault for making you do it, so no guilt
trip!" she said.  "Mind you, you didn't exactly put up much of a fight!"
she laughed.
   "So we arranged for the pretend party, at which of course there would
only be the four of us, and I took you shopping.  So you got the shopping
experience, and then you were exposed to some of the other bits that makes
being a girl so much fun.  Someone came on to you and took advantage of you
sexually, which in the right circumstances can be a real rush!  I really
must drop that sales assistant a thank you card sometime!  Then you were
made to cum in your pants.  When I was first dating I was made to cum in
mine loads of times!  I was forever coming home with really wet knickers.
And then of course you got to go home with your knickers full of cum, which
you have done to me loads of times!"
   Her hand slid up his stocking and across the area of exposed flesh to
his knickers where Sally rested her fingers on the shaft of Jack's hard
cock.
   "So this wasn't about the pictures at all?" asked Jack.
   "No, that was just a coincidence.  Although I was pissed that you had
shown them to someone after you said you wouldn't, but at least it was just
Mark you showed.  It was really about you being able to explore without
feeling bad.  And it wasn't a bad plan, although I say so myself." Sally
squeezed Jack's cock through the material of his knickers.
   "There was all the preparation.  The shaving and the makeup and the
hair. All part of being a girl.  And the dressing up, of course.  And the
lovely underwear.  Then the walking in high heels, which you did really
well at!  And even being leched at by that old fart in the off licence -
all part of the territory for us girls I'm afraid!  And finally, to cap it
all, you got to lose your virginity and what makes it even better is that I
was the one to take it from you!  I was so pleased about that I could
scream!" As she spoke Sally began to gently masturbate Jack's cock through
the sheer knickers.
   The she planted a kiss on his cheek.  "So now there's just one more
thing to do, sweetheart," said Sally, smiling over at him, the flush of her
recent orgasm still on her face and neck.  "It's time for you to suck your
first cock."
  
The Invitation - Ch8