Date: Mon, 21 Oct 2002 20:24:18 GMT+1
From: Lucy Roberts <lucyrobertstv@lycos.co.uk>
Subject: TV teen - lost and found (TV; M/M)

If you like this story please let me know.

	It was a warm Saturday in early in the school summer holidays, Ian
was shopping -- not unusual for a fifteen year old boy. But Ian was now in
New Look, a girl's shop, having already been in Etam, Miss Selfridge and
various other shops for women. He had finally found what he wanted, a short
denim skirt to go with the baby blue top he had bought earlier. They might
sound unusual purchases for a teenage boy but Ian was different. He's a
transvestite and loved to dress as a girl and now he was spending some
money he had saved on some new clothes. Having made his purchase he went
into the big department store next door and up to the third floor and the
toilets.  There in a cubicle he stripped off his shirt and trousers, shoes
and socks. For a moment he stood in his panties and tights. Then he took a
bra out of a bag and put it on along with the top and skirt. Satisfied that
both top and skirt fitted he got changed back and exited the store.  He
felt good and couldn't wait to get home and spend some time wearing his new
purchases. A voice behind him jolted him out of his reverie. Ian turned
round to see a boy he recognised from school. His name was Jack and he was
a couple of years older than Ian. "So does the skirt fit?" he asked. Ian's
mouth dropped open. "I don't know what you mean," he said.  "Yes you
do. The denim skirt you bought in New Look does it fit?" Ian didn't know
what to say. His mind was racing but seemed to be disengaged from his
mouth. "I've been watching you," Jack continued. "I saw you buy the top so
I thought I'd follow. I saw you get the skirt and I knew it was for you and
followed you into the toilets. I knew what you were doing there. But look
there's no worry. I only noticed you because I often go round the women's
shops to see if are any men buying women's clothes and then I try and
imagine them wearing them. I like the idea of men in women's clothes. So
let me ask again did the skirt fit?" Ian sheepishly nodded. "So why don't
you let me see what you look like in them? We can go back into the big
store and you can grab a pair of jeans and go into a changing room and put
on your top and skirt and then I can come and have a look." Ian realised he
had no other option. So he did as Jack suggested. Once inside the changing
room he again put on the bra, top and skirt. Then Jack joined him. "You
look very nice," Jack said. "Now give me a twirl." Ian did as asked and
Jack stopped him and tucked the label of the top inside. As he did so his
fingers touched Ian's skin and sent a tingle down his back and a resultant
twitch in his panties. "Yes you look very nice indeed," said Jack. "The
skirt fits very well and shows off your bottom." With that Jack gave Ian's
bottom a squeeze, which really caused Ian problems down below. Jack
suggested that Ian get changed back and that they go and have a drink. Over
a drink Jack quizzed Ian about his dressing and Ian began slowly to open up
and told him about how he had started by simply wearing panties taken from
his sister. "It just developed and I always kept and eye out for when my
sister Jo or my Mum were throwing things out and I'd sort through and keep
some things. So much of what Jo threw out was simply too small for her but
as she's four years older than me they tend to be fine. Though it is always
nice to buy some new stuff. So anyway now I have quite a store of clothes
and, especially now Jo is at University, I find plenty of time in my own
room to dress." "And clearly you look very good. Is that why you have your
hair so long?" Ian was really beginning to open up now. He had never been
able to talk about this before and it was great to have the chance. "Yes, I
keep my hair long and then can style it in quite a feminine style."  Jack
had so many questions and Ian was now feeling quite comfortable with him
that he suggested the two of them went to Ian's house. As they walked Ian
answered more questions. Yes he did dress fully as a girl, with make up but
no he hadn't yet been out dressed and no one had seen him dressed before
today. Yes he did use a girl's name, Lucy but until now only he knew
it. One big question went unasked and so unanswered did Lucy like boys or
girls. When they got to Ian's house no one was in. "My Mum's at work and
won't be back yet and my sister is staying with a friend from University,"
he said. "So could you get dressed now and let me see you properly?" Jack
asked. Ian really wanted to get into his new clothes and as Jack had
already seen him he didn't see any reason not to. "Give me a few minutes
and while I'm getting ready you can make some drinks." Ian shot off into
his bedroom and stripped off. He pulled out the locked trunk in which he
kept all his stuff. He knew that his Mum wondered what was in the trunk but
she would never ask. He pulled on a clean pair of pink panties and a white
bra, into which he placed some foam breast pads.  Then he sprayed himself
with deodorant and wondered why, because he didn't often do that. He pulled
a pair of tights up his legs and then sat down and put a light touch of
make up on, just a little eye shadow, mascara, blusher and lipstick.
Reaching into the shopping bags he pulled out his purchases and put them on
carefully avoiding his make up. A pair of blue shoes and some jewelry
completed his outfit. It then took him a few minutes to style his hair and
finally Lucy was there. She felt good and thought she looked good but still
there was panic and her heart was racing. Never before had anyone seen her
like this. For a moment she felt frozen and almost unable to open the
bedroom door and go out. Yet she really wanted to. She didn't want to stay
hidden away forever. So with some real trepidation she opened the door and
walked downstairs to the kitchen. She should not have worried. Jack was
clearly impressed. His comments about how good she looked were obviously
genuine. "I could pass you in the street and not give you a second look,
well I would give you a second look but only because you look so pretty. In
fact Lucy you look gorgeous." Lucy could have kissed him. He was looking at
her as Lucy and he thought she looked gorgeous. Lucy couldn't have been
happier. What a fortunate thing it was that Jack had been watching her
earlier in the day. The two of them spent the rest of the afternoon
chatting away. Lucy kept her eye on the clock and well before her Mum came
home she went us showered and changed and so when her Mum did arrive she
saw two boys talking. "Hi Mum," Ian said, "this is Jack. We met in town and
he came home and we've been talking all afternoon. Could he possibly stay
for tea?" Ian's Mum was always worried about Ian being a loner and so was
happy to see he had a friend with him and to make tea for the two of
them. That night Ian as lay in his bed stroking the soft nylon of his
nightie he thought of Jack. What was it all about? He'd enjoyed being able
to dress and be seen by Jack but what about when Jack had touched him in
the changing rooms? Yes he had to admit he enjoyed that too. Over the next
couple of weeks Ian and Jack met up every so often. Always at Ian's house
so he could be Lucy. It was during one of their meetings that Jack
mentioned the idea of camping. "Last year after my exams I went away with a
few friends to this campsite and I thought that perhaps you and I could go
and you could have a few days as Lucy." Ian was immediately both excited
and yet fearful. He would love to do it but it would mean being outside,
being seen by others as Lucy. Could he do that? By now he knew Jack well
enough to say exactly what he felt. "Look," said Jack, "I've told you over
and again that you look fine and no one will know that you are not a
girl. But look why not give it a small test. I can come round in the car
this afternoon and pick you up and we can go for a drive and then a short
walk to see how you feel." Ian knew he had to do it. Just as he had to come
downstairs and see Jack as Lucy, he knew he wanted to step out into the
world as Lucy and this seemed the time. So he agreed. Over lunch, while
Jack went home to get his Mum's car, Ian made his preparations. He put on
some white panties, tan tights and a white bra.  Over the top he wore a
white top and a black skirt. His make up was quite light, just mascara, a
touch of eye shadow and some lipstick. Ready in his flat black shoes and
with his handbag he felt every part a girl and yet Lucy's stomach was
churning. Finally Jack arrived. Now Lucy had to walk down her own front
path to the road as a girl. But she made it into the car without being
seen. Jack, as ever complimented her on how she looked. Lucy settled back
into the car seat. For a while she was safe -few could really see her and
yet deep down she wanted people to see her.  She wanted to be seen and
accepted as a girl. Jack drove for about thirty minutes to get them right
away from their own area. Then he pulled up in a street. "Right," he said,
"this street is about five minutes walk from the shopping centre. At any
time as we walk there you can turn us around if you are worried. But I
think the walk there will give you the confidence to walk round the shops."
Lucy took a few deep breaths and got out of the car. As they walked they
chatted. Lucy kept her eyes ahead looking for people, though she knew she
couldn't avoid them. There was no ay Jack would cross the road to avoid
passing people. They passed a woman walking the other way and Lucy kept her
eyes on the ground. Nothing happened nor was there with several other
people who passed. By the time they got to the shops Lucy was beginning to
relax a bit and think that this might be O.K. Jack steered her into
"Next". "Just take a few minutes to look round," he said. "It is what girls
do!" Lucy did as he suggested.  She picked a few things off the rails and
put then back. When she picked a white skirt off the rail Jack said, "that
looks nice. Why don't you try it on." Lucy began to protest but Jack
insisted. "Look just relax no one can spot what you really are. Go and try
it on and then come out to show me." So Lucy walked towards the changing
rooms. The girl assistant gave her no more than a cursory glance. It was
O.K. In the cubicle she slipped out of one skirt and stood for a moment
looking at herself in the mirror in just her panties and tights. Then she
stepped into the white skirt. It fitted well. She came out to show Jack who
was pleased with how it looked. "You need another top to go with it," Jack
said. The girl assistant heard what he said and chipped in, "there's a pink
top that goes well with it. Would you like me to get one." Lucy mumbled
"yes, size 12 please." The girl came back with the top. "There you are
Miss. I'm sure it will look good on you." Lucy was in a daze as she tried
on the top. The girl thought she was a girl and the top did look good, a
fact which was endorsed by Jack when he saw it. As they drove home later
Jack asked "So now are you convinced that you can pass as Lucy?" "Yes it
was amazing and I have the skirt and top to remind me of it." "So are Jack
and Lucy going camping?" So it was that a few days later Jack came round to
pick Lucy up. Once her Mum had gone to work Ian had changed to Lucy.  She
was, not surprisingly wearing her new pink top and white skirt and
underneath white bra and panties. She had some white socks on and white
trainers with a pink stripe. Her bag was packed with most of her girly
things and just a few of Ian's. When they arrived at the camp site Lucy
helped Jack put the tent up. It made her aware how hard it can be doing
things in a skirt and was sure that Jack was looking up her skirt.
Eventually they had the tent up and they went for a walk round the site.
Lucy found that Jack was holding her hand. She had no objections, in fact
it seemed quite nice. They walked past the swimming pool. "I hope you've
brought your costume," Jack said. "I have brought one but I'm sure I can
get away with that," Lucy replied. "Let's go and find out," suggested
Jack. Back at the tent Lucy changed into a one piece navy blue swimming
costume that had once been his sisters. By careful arrangement down below
he looked O.K. and the foam breast pads stayed in place. When Jack saw her
he thought she looked great. Lucy put a top and skirt on to walk to the
pool. They spent a couple of hours there either swimming or sitting on the
pool side and Lucy began to get used to the idea of being seen in just her
costume. Back at the tent she grabbed her wash bag and clothes and went and
had a shower, in the ladies side of course. She was glad that she could
both shower and dress in the cubicle. That evening, wearing her favourite
baby blue top and short denim skirt Lucy went with Jack to the camp social
club. They had a couple of drinks and chatted aimiably. Jack noticed that
there was a dance happening the next night and suggested that they could go
to it. Lucy readily agreed. Walking home Jack put his arm round Lucy and
she found herself snuggling into him, for all the world like boy and girl
friend. When they got back to their tent Jack waited outside while Lucy
undressed got into her short pink nightie and into her sleeping bag. Then
Jack came in and simply ripped off his clothes and slid naked into his
bag. Lucy lay awake for some time wondering if she wouldn't prefer to be in
with Jack. The next day was a beautiful day and Jack suggested that they
take a trip to a near by town and then onto a beach. Lucy put on a white
bra and panties and some shorts and a white top. They enjoyed the ride to
the town and did a bit of shopping. Jack encouraged Lucy to go into a
department store and buy some undies. So, with Jack very much egging her
on, she bought a set in cream of bra, panties and suspender belt and some
sheer black stockings to go with them. She knew she had a nice red dress
she could wear to the disco tonight and now had some really sexy undies to
go with it. When they got to the beach they found it quite full but by
walking a short distance managed to get away from most of the crowds while
still having a few people around. Lucy had changed into her swimming
costume in a toilet so was ready to hit the sea. She and Jack ran hand in
hand into the surf collapsing into the foaming waves. They spent some time
swimming and playing. At one point Jack even picked her up and dropped her
into a wave. As she struggled to get to her feet she found herself pulled
up by Jack and in his arms his face close to hers. As if by magnetism they
both leaned forward and their lips met. Lucy would never forget the tingle
that went down her spine at that moment. They walked back up the beach with
their arms round each other. As Lucy sat on the mats hugging her knees and
her towel round her she was amazed. Here she was as a girl wearing just a
thin swimming costume on a beach full of people and she has just been
kissed by a boy in full view of everyone? And she felt wonderful. Neither
of them commented on the kiss during the rest of the afternoon. They
sunbathed, swam and played on the beach until time to go back to the tent
and get ready for the evening. Once again Lucy showered in the cubicles but
this time she changed in the tent before going back to the washrooms to do
her make up. She felt a little odd but no one really noticed her. When she
got back to the tent Jack's jaw nearly hit the ground sheer. "Lucy you look
gorgeous," he said. "I'm not sure we should go to the disco because other
guys might try to steal you away from me." "Don't be daft," she said. "I'm
here with you and dancing only with you." And she did. They danced a lot
and Lucy was delighted when eventually the speed slowed down and Jack
pulled her close. Soon she had her head on his shoulder his big arms round
her and his hands, well they were wandering a bit. After a while she lifted
up her head and Jack, reading the signals right, kissed her gently on her
lips. When she began to respond he became a bit more passionate and his
tongue forced its way into her mouth. Lucy could feel his prick beginning
to rise. She felt very naughty at causing this reaction in Jack. At the end
of the dance Jack led her off the floor and out of the building. Just
outside there were some seats. Jack pulled two together and into a corner
where they would be ut of sight. He put his arm round her and began kissing
her. His other hand rested on her leg and began stroking the sheer
nylons. Lucy's heart was pounding, her tummy was doing flip flops and her
legs felt like jelly. Jack's hand slowly made its way up her leg to the
stocking tops and then her thigh. She let out a little sigh of
pleasure. "Perhaps we should go back to the tent," Jack suggested and Lucy
certainly had no objections. Once in the tent Jack slid the zipper on
Lucy's dress down and slid the dress off her shoulders, letting it slide
down her slim body to the floor. Lucy stood there in just her delicate
cream lingerie and Jack stood there with his mouth open. "Oh crumbs," he
spluttered, "you look amazing. I can't believe it." He stepped forward and
took Lucy in his arms and kissed her full on as his hands held her cheeks
through the delicate nylon of her panties. She could feel just how excited
he was from the size of the bulge in his trousers. As they kissed Lucy
undid Jack's trousers and reached inside and held his prick. It seemed huge
and was so hard in her hand. She began to rub it gently as they kissed and
it seemed to grow even longer and harder. Lucy was almost wetting herself
with the thought that she had got this boy so worked up. But now what
should she do? She knew only too well what she should do but could she?
And she knew the answer to that for every part of her girlie nature was
urging her on to take the next and obvious step. She pulled slightly away
from Jack and knelt down. She looked at the monster in her hand. It looked
huge and her hand with its bright pink nails looked so tiny. She looked up
at Jack and then with a slight smile kissed the head of his prick. Then she
let herself lose on it as she sucked and licked it a ll over. It felt so
good and she felt so sexy and feminine knelt before this boy with his prick
down her throat. And was Jack enjoying it! He began to move his hips
pushing his prick in and out of her willing mouth. He had been so turned on
before they even got back to the tent that it took very little of Lucy's
ministrations to provide her with her first taste of cum. She swallowed it
down licked off his prick and then knelt there looking at him with a smile
like a cat that got the cream "Perhaps we could get into bed," suggested
Jack as he stripped off his clothes. He unzipped both his and Lucy's
sleeping bags so they could lie on one and be covered by the other and he
slipped under the cover and lay there expectantly. At least from the size
of the bulge under the cover Lucy presumed he was expectant. "I need to get
ready first," said Lucy. She looked straight at Jack as she slowly
unclipped the suspenders from one of her stockings and slid the wisp of
nylon down her leg and then repeated the process with the other. She
reached behind her and undid the suspender belt and pulled it off. Then she
found her short pink nightie and slid it over her head. Finally she too
slid under the cover to be enveloped in Jack's arms. Their kissing was
passionate and urgent. Before coming to the camp Lucy had wondered how she
could possibly kiss a boy but now she wondered how she was ever going to
manage to stop and w hat she wanted Jack to do with his prick was certainly
feminine! As they kissed she reached down between them and held his
precious manhood in her hand rubbing it gently. Jack's hands were all over
her body and as he touched and kissed her she gave out little mews of
passion. She was so excited and so wanted that prick inside her but Jack
didn't seem to make any move. To give him the signal she turned over with
her back to him.  His arms went round her and he began to rub her breasts
as his prick slid between her cheeks. He began to push in and out rubbing
his prick on the soft material of her delicate cream panties. Lucy was
almost screaming with ecstasy and desire. When would he take her? When
would she become a woman? She pushed back with her hips and her groans
became a little louder finally she could stand it no more, "take me Jack,"
she whispered.  "Put it inside me and make love to me please." Jack
responded immediately. He reached into his bag and found some cream he
could used as a lubrication. He slid a creamed finger into Lucy's tight
hole and almost made her cum. She writhed around on his finger pushing
against it not wanting it to leave and yet longing for the greater promise
of his prick. Eventually Jack edged forward so his prick was at the
entrance to her cunt. "Are you sure Lucy?" he asked. "Oh I'm more than
sure," she replied, "I want you inside me more than I have ever wanted
anything."  Jack pushed forward and his prick forced its way into her. She
gave a gasp and bit her lip as the pain shot through her vagina. Now she
wasn't so sure she did want this. But Jack sensed her pain and waited a
moment or two before gently edging further in and then out. "Are you O.K.?"
he whispered. "Yes I'll be fine. Just go slowly and gently." Jack did just
that and allowed more and more of his prick to invade her soft sweet
body. But he could soon tell by the little groans of pleasure that the pain
had eased and when suddenly Lucy said "Oh yes fuck me Jack," he knew she
was really enjoying it and he began to move with more vigour and faster
strokes. Lucy's cunt was lovely and tight and the pressure on Jack's prick
was immense but so was the feeling in Lucy as his prick filled and emptied
her. At one point while holding him still inside Lucy moved over onto her
knees and was rewarded for the action with Jack being able to drive his
prick even deeper inside her. She wanted to s cream but in a tent it was
not advisable. Jack began to pant and she could tell he was getting close
and she urged him on. "Come on Jack fill me. Shoot your cum into me." And
Jack did exactly that. He shot and shot again. Stream after stream of hot
cum right up inside Lucy's tight cunt. Lucy collapsed onto her tummy with
Jack on top of her and still inside her. She felt so good, so sexy and so
feminine. It was light when she woke up the next day. She put a robe round
her and went over to the showers. Once she was showered she went back to
the tent and got dressed, a pair of pink panties, matching pink bra and
over them a white top with her denim skirt. She was making some breakfast
when Jack awoke. As he put his head out of the tent she gave him a big
kiss. "Last night was wonderful darling," she said, "and I can't wait for
some more."