Date: Wed, 29 Jun 2005 05:02:41 +0000 (GMT)
From: Lucy Roberts <lucyrobertstv@lycos.co.uk>
Subject: keep it in the family TV teenage

It was cold and that was how Ian would always remember it.

He was standing with his elder brother, Alan, by the grave
of his mother as they lowered the coffin into it. Across
the grave through his tears he could see his Dad.

They were separated by the hole as they had been separated
by distance since his Mum threw his Dad out of the house
following the latest in a series of affairs.

It was cold and the cold seemed to permeate his heart as
he realised that it was his Mum, the rock and centre of
his life who was being laid to rest in the dark damp earth.
How could he go on without his Mum?

That night in bed, when everyone had gone and it was just
Alan and himself in the house, he again felt very cold.

He missed his Mum so so much. How could this happen to him?

He got out of bed and crept along the landing to his mother's
room. Perhaps if he slept in her bed he would feel better.

He slid under the covers, which still had some of her smell
on them. Settling down he felt something against his feet. He
reached down and pulled up her nightdress. It was soft and silky.
He held it next to him as finally he fell asleep.

That's where he was next morning when Alan found him.

"I wondered where you were Ian," he said.

"I just... I just..." Ian tried to explain but simply burst into
tears. It was all too much for a boy of 14.

"I know what you were just doing," Alan said sympathetically.
"I must admit I had something of the same thoughts as you. It's
just as well I didn't do anything about it or we'd have ended up
in bed together." He smiled and the smile brought a small
reaction from Ian.

"I see you've found one of Mum's nighties. Was that a comfort?"
Ian nodded in reply.

"I'll go and make us some breakfast," Alan said.

That day was Saturday so Ian and Alan spent it together trying
to help each other and battle through. Alan, being 22 felt a
responsibility towards his younger brother, but he too felt
keenly the loss of their mother.

That night, before he went to bed, Alan peeped into his mother's
room and saw Ian again asleep in her bed with the nightie
clutched in his hand.

Sunday was very much a repeat of Saturday except that their
father paid a visit.

While they both got on O.K. with him, they hadn't had much to
do with him in the last couple of years for their mother's sake.

He seemed genuinely upset at what had happened.

"I want to help you boys without interfering too much," he said.

It was agreed that he could have a key to the house and that he
could visit when he wanted. Perhaps the closeness they all used
to feel might be restored in time.

So it came to Monday morning and a sense of normality broke in.

Ian got up got ready for school as Alan got himself ready
for work.

"Will you be all right after school until I get home?" Alan asked.

"Yeah I suppose so," Ian replied.

"If there are any problems you could give me a ring or go round
to one of the neighbours."

Ian found the day very hard and very long. At the end of it he
was in no rush to go home after all there would be no mother
to greet him. But home he went and once home he found himself
in his mother's bedroom. He wasn't sure why but the first thing
he did was to pick up the nightie he'd been using as a comforter
for the last few nights.

It felt soft and good in his hands. He rubbed it against his face
and enjoyed its feel.

He was exhausted so he thought he'd have nap. He got undressed
and then, seeing the nightie lying there he put it on. His mind
was telling him it was like having his mother around him. He
lay in the bed wanting to sleep but he soon recognised that he
was enjoying the feel of the nightie on his skin. He let his
hands run up and down his body for a few minutes. To his
surprise his prick stood up erect and hard. He grabbed it
through the nightie and shuddered with how good it felt. It
did indeed feel good as his hand rubbed up and down his prick.
So good in fact that in a matter of a few minutes he was
shooting his cum into the nightie and back onto his stomach.

He lay there for a while, not just to get his breath back, but
trying to work out what was happening. What had he done? Why
had he done it? At that point he had no answers but he was aware
of a couple of things. The first was that he enjoyed the feel
of the nylon on his body and the second was that he'd have to
wash the nightie.

He got up and showered, washed the nightie through and hung it
up to dry.

But now what would he use as a comforter? He went to his mother's
drawers. Eventually he found another nightie. It was pink nylon.
He picked it up and smelt it. He couldn't smell anything of
his mother on it. It couldn't be the same as the other one.
However when he let it slide over his shoulders and down his
body it certainly had the same effect on him.

He looked in another drawer and took out a pair of pink panties
and stepped into them.

By the time he'd got them up to his waist his prick was so hard
it was almost bursting. He had no idea what was going on but
it felt so good.

He lay down on the bed running his fingers lightly up and down
his prick. He knew what was going to happen but he wanted to
prolong the enjoyment. Gently he let his hand run up and down
his throbbing prick. It was already begging for release but
the feel of the nylon on his hand and his prick was wonderful.
He was almost there so he stopped for a moment and ran his
hands up and down his chest feeling the soft sensual material
that was covering his body. He knew he was hooked and that he
would always want to feel such things on his body.

He stood up and went and looked at himself in the mirror. He
liked the look of himself in the nightie even though the front
was tented out with his prick.

He turned his back to the mirror and looked at himself over
his shoulder. If he pulled the nightie tight round his body
he could see the outline of the panties. He gave a little
girly giggle.

But enough of this his prick needed emptying again, and so he
lay back on the bed and with just a few swift rubs of his hand
he released his cum into the panties.

Once again he showered and then changed so that he was ready
and "normal" when Alan got home. There was no way he wanted
his brother to find out this new secret. He'd never be able
to handle it.

That night Ian again slept in the bed that used to be his
mother's. This time the nightie was not clutched in his hand
but draped around his body. He slept soundly for the first time
for ages.

At breakfast he casually ascertained from Alan what time he
expected to be home from work. Ian didn't want any unfortunate surprises.

Ian was like a cat on hot bricks all day just waiting to get
home.

After school he sprinted home and in a flash he was in his
late mother's bedroom with his clothes scattered around him.

In various idle moments during the day he had worked out what
he wanted to do and that was to try on all sorts of clothes
to see how he felt about them.

It didn't take too long before he had a collection of things on
the bed; several bras and panties as well as a couple of slips
and various pairs of stockings.

He put on a pair of white panties. Then he slipped his arms
through the straps of a white bra. It was very difficult to do
it up but at last he managed it. However the cups looked very
empty. His Mum hadn't had huge breasts, but he had none, and
the cups only emphasised that. But the bra did feel good on him.
He picked up a white slip. It had a broad band of lace at the
hem. He let it slide down his body and the hem came to just
above his knees.

Now came the tights. It was hard to get them on and the first
pair he tried he made a hole in. He was glad there was no one
to check on the clothes and see things had been moved or damaged. Finally
he had them on. They were sheer and shiny and as he ran
his fingers up his legs he had a feeling like never before but
when he stood up and felt the light touch of the slip against
his legs it felt even better if that was possible.

The excitement was so great Ian could hardly breathe. He tore
the damage pair of tights in half and used them to pad out his
bra. When he stood in front of the mirror he thought he looked
good apart from the short hair. But at that point he wasn't so
much worried about look as feel.

He walked round the room simply experiencing the sensual feel
of nylon on nylon. He enjoyed looking down at his breasts and
his legs. It was all so wonderful. A whole world of sensuality
had suddenly opened up to him. Blow being a child in a chocolate factory,
he was a TV in a nylon treasure trove.

But already he knew he needed to toss himself off.

This time he freed his prick from its nylon haven and in no time
at all he'd cum but he managed to catch it in a tissue because
he no longer wanted to soil the lovely clothing.

However he found that once he'd come he felt a bit guilty and so
he got out of the clothes and put them all away.

Back in his own room. He tried to do some homework but his
mother's room drew him like a siren.

Looking at his watch he realised he didn't now have time to dress
again but he had to just feel some of the clothes.

This time he took a slightly more dispassionate look through the drawers
and wardrobe in his mother's room.

He looked carefully at her dresses, tops and skirts. He did try
on one of her shoes and found that, while tight, it did just fit.
As he searched he kept an ear open just in case Alan came home.
He spent a few minutes looking at the make-up on the dressing
table. He'd seen his Mum use some of it and he had a general
idea but not a lot and he realised that were he to use some of
this it would eventually run out and then where would he get more?

The top shelf of the wardrobe revealed several jumpers and then
in a plastic bag he hit the jackpot. There was a light brown wig
of shoulder length hair. Immediately he put it on and was amazed
at the difference it made.

He only left it on for a few moments before putting it back and
he was in his own room with his books open when Alan returned.

After supper Ian carried on with his homework. Alan tapped on
the door and came in.

"Just wanted to see how you are," he said as he sat on the bed.

They chatted for a while and it was clear that it wasn't only
Ian who was struggling to come to terms with their mother's death.

"Are you going to sleep in Mum's bed again tonight?" Alan asked.

When Ian said he was Alan said that perhaps one night he could
sleep there instead.

Ian said, "yeah well perhaps sometime" and it was left like that.

That night when he went up to bed Ian decide to wear more than
just the nightie. First he put on the bra, which he padded out,
and panties he had worn earlier and then the nightie. It was
floor length and delicious to wear.

He crawled into bed and while he felt good in part suddenly the
loss of his mother swept over him again and he began to sob into
the pillow.

It was the sound of sobbing that attracted Alan to the room. He
opened the door gently and could both see and hear his younger
brother sobbing his grief out. Alan lifted the edge of the quilt
and slid into bed. If he was surprised that his brother was
wearing a nightie he said nothing but simply held him in his
arms to try and comfort him.

However it had a quite different effect for Alan found himself
getting aroused.

He was conscious not just that Ian was wearing a nightie but
that he clearly had a padded bra underneath. But he said nothing
other than words of comfort and reassurance. As he whispered
these words to Ian he rubbed his back and slowly allowed his
hands to wander down to Ian's bottom and soon realised that
he was wearing panties under the nightie.

Alan was not sure what was going on but he knew Ian was enjoying
what he was wearing and that he, Alan, was getting very excited.

Eventually Ian calmed down and Alan got out of the bed and
returned to his own.

Next morning things were a bit awkward between the two, though
nothing was said about the previous night.

At school Ian wondered if perhaps he should stop wearing his
Mum's clothes for a while but even as he thought about it he
knew he couldn't. It was like a drug, and so, straight after
school he rushed home and was soon dressed in bra, panties,
tights, dress, shoes and the lovely wig.

He couldn't believe how good he felt and, looking in the mirror,
he thought he looked a little like his Mum and not just because
he was wearing her clothes.

He spent time just walking around enjoying the feel of the
clothing but always keeping an eye on the clock to make sure
he was changed back and everything put away before Alan got home,
and especially today as it was Ian's turn to get tea ready.

So, when Alan did get home, tea was ready and Ian was dressed in
his normal clothes.

As they sat eating Alan looked over to Ian and asked,
"How are you feeling today?"

"O.K. I suppose," Ian replied.

"You had a bad time last night."

"Yeah, sometimes it just over takes me," Ian said, "thanks for
helping me out."

"No problem Ian. In fact I enjoyed it. Do you always wear Mum's
nightie and other things?"

There it was out in the open. What was Ian to say?

"Most nights."

"Why?"

"Well," Ian began screwing up all his courage, "to begin with
the nightie smelt of Mum and was a real comfort but now..., well
I just like the feel of the clothes."

"So do you just wear them at night?"

This was the real moment of truth. "No I wear some when I come
home from school."

Ian waited with baited breath to see what would happen now.

"Look I don't mind what you wear. In fact I'd like to see what
you look like when you are dressed up. Do you want to show me?"

Ian hesitated, "you'll only laugh at me."

"I didn't laugh last night did I? So I won't now. If you want
to wear Mum's clothes that's fine with me but at some time I'm
bound to see you and so why not now."

"Well if your sure then I'll go and change," said Ian, but he
sat there waiting for reassurance.

"Go on then," said Alan. "You get changed while I do the washing
up. Come down to the lounge when you are ready."

Ian shot upstairs and in no time was naked and opening his
mother's drawers.

Even though he knew he was going to cover every thing up he wanted
his undies to be nice. He selected a white bra, which had a nice
lace trim round the cup. The cups he padded out with the ripped
tights as usual. He put on some white nylon panties tucking his
prick up underneath, though he wasn't quite sure why. With now
practiced ease he slid the tan tights up his legs.

He went to the wardrobe and pulled out a denim dress. He stepped
into it and buttoned up the top. He found a pair of low heeled
black court shoes, which he slipped on his feet. He put the wig
on and brushed it out. Now he was ready or was he. He looked at
his reflection in the mirror and thought he looked all right. But
then on an impulse he decided to try some make up, again he was
not sure why but he wanted to look good.

He took some eye shadow and carefully put a little on his eyelids.
Then he took out a pink lipstick and used it to outline his lips.
He was pleased with the result and thought it made him look more
feminine.

But now he had to go and face his brother - dressed as a girl!

Carefully and somewhat slowly he made his way downstairs to the
lounge.

After taking a few deep breaths, which only emphasised the fact
that he had breasts, he opened the door and stepped into the room.

"My Ian," said Alan, "you look great. You look just like a girl
and quite a bit like Mum."

Alan got up out of his chair as he spoke and took Ian by the
hand.

"Let me see you properly," he said, leading his brother into the
middle of the room.

Alan sat as Ian turned round letting Alan see him from every
angle.

"It is amazing. You look just like a girl. How do you feel?"

"A little scared but very happy. I love wearing these clothes
and I'm so happy that you don't mind me wearing them."

"Mind, I think it is great," said Alan. "It is just like having
Mum around only different. It will certainly make comforting you
when you are upset easier because it is easier to cuddle you as a
girl than as a boy. Come and sit with me and we'll watch some
telly together."

Ian sat beside Alan and immediately Alan took hold of his hand.
However it wasn't long before Ian was curled up with his head on
Alan's shoulder and Alan's arm round him.

They spent a contented night together like that.

Eventually Ian made his way up to bed and, dressed in a nightie
bra and panties as was now becoming the norm, slipped between
the covers.

It wasn't long before he heard a tap on the door and Alan came in.

He slid under the covers. It was quickly apparent to Ian that
Alan was naked.

Alan wrapped his arms round Ian. They lay there like two spoons
in a drawer.

Alan's hands ran up Ian's chest and Ian felt his brother begin
to caress his breast.

"I like your breasts" Alan whispered in his ear.

Ian could feel Alan's prick getting hard as it rubbed against
his bottom.

Ian reached round and grabbed hold of it.

"Do you want me to help you with this?" he asked.

"Yes please," sighed Alan.

They threw off the bed clothes and Ian lay on his back as Alan
knelt between his legs. He reached out and began to stroke Alan's prick.
It was the first time Ian had held someone else's prick.
But it didn't seem at all odd. Alan's prick was not huge,
probably about 7 inches long and not especially thick. But at
that point it didn't matter. It was real. It was throbbing and
it was hard, very very hard.

Ian slowly ran his hand up and down the velvety soft prick. It
felt so good.

He rubbed as Alan knelt back on his heels and groaned softly
until he shot his cum all over Ian's tummy.

Alan mumbled something got off the bed and went back to his
room.

Ian lay there for a moment not knowing what to do or think.

He dipped a finger in the cum and put it into his mouth and
tasted it. It didn't taste too bad. But he needed to change
the nightie.

Having changed his nightie, Ian got back into bed. It was very
hard to get to sleep. His head was spinning. He wasn't sure what
was happening and where it was leading all he knew was that he
really loved dressing up in his mother's clothes and that he'd
enjoyed masturbating his brother.

When he finally woke up next morning he had a new problem. He
knew that things would be awkward with Alan over breakfast. Yet
he needed to reassure Alan that he was O.K. with what happened
and more he needed assurance that Alan had enjoyed it. So he
decided to risk it and go down to breakfast still in his
nightie with the bra and panties on underneath.

As he walked down the stairs he could hear Alan moving about
in the kitchen.

Ian walked in and as casually as he could said "hi."

"Hi," Alan replied. "I see you haven't got dressed yet."

"No," said Ian, "you said you didn't mind me dressing like
this. I hope that still applies."

As he spoke he walked towards where Alan was sitting. Ian grabbed Alan's
hand and placed it on his bottom. Alan ran his hand over
the nylon that covered Ian's rounded cheeks. "Course it does,"
Alan said. "I enjoyed last night. I was just worried that you
would think I was gross cumming all over you like that."

"Not at all. I loved it. It made me feel good. I even tasted
some of your cum and liked it.....I'd like to taste some more."

It was said. It was out in the open.

"That's great with me," Alan said. "Why don't you be dressed
ready for when I come home tonight."

"Yes and I'll get us a meal ready. I'll be the proper little mother
or wife."

"Girlfriend would be better," said Alan as he gave Ian's pert
bottom a parting squeeze.

Now how can you concentrate on lessons when you are 14, exploring
your sexuality and have a big night coming up? Well Ian found it
impossible. All day he made little lists on bits of paper as to
what he was going to do when he got home in terms of getting
himself and a meal ready. All day different items of clothing
were going round his head being added in and then discarded.

Ian sprinted home after school. He was upstairs, naked and in
his mother's bedroom in no time. The plan was very clear in
his mind. First he got fully dressed, bra, panties, tights,
slip, dress, shoes and wig. Once he felt like a girl he began
to get the meal ready. He loved just being able to move around
the kitchen dressed as a girl and it made him really feel he
was like other women getting a meal for their man.

Once the meal was in the oven cooking Ian ran upstairs and ran
the bath. He put plenty of sweet smelling bath oils in. But first
he took a shower and removed any hair he could find on his legs
and under his arms. Then he had a soak in the bath but not for
too long. There was still much to do.

Ian got out of the bath and dabbed himself dry. Now it was time
to really get ready for Alan. He'd spent a lot of time thinking
about what to wear and alongside that he'd thought about what
he was trying to do. Now as he began to get dressed he knew he
wanted to appear as sexy as possible and to make Alan want him sexually.
As he'd thought about it through the day at school
and gone back over the previous night, the cuddles on the settee
and in bed and the act of rubbing his brother's prick, he
realised that all his emotions and desires were moving him to
want to be the girl who aroused her man and then satisfied him.

So it was that Ian had carefully selected what to wear.

For the first time he took out one of his mother's suspender
belts. It had to be white to match all the other white things
he planned to wear. He clipped the belt behind him and then sat
on the edge of the bed to put on the sheer black stockings he'd
found in the drawer. It wasn't easy but he knew that Alan would
love them and indeed as Ian stood there in just his stockings
on his freshly shaved legs he loved them!! But now was not the
time to spend enjoying what he was wearing. That could come
later. He stepped into a pair of white nylon bikini panties
and then put on a white bra, padded as ever with tights - he
must find something better. The white slip he'd worn the previous
day was going to be too long so he found a white cami top and
white half slip.

He went over to the dressing table and put on some pale green
eye shadow and then, with some difficulty traced some eyeliner
under his eyes and then put mascara on his lashes. He knew it
wasn't perfect when he'd finished but it wasn't too bad. He
added some pink lipstick and when he put the wig on he was
pleased with the result.

Next he found some of his mother's deodorant and sprayed it over
his body. He liked the feminine fragrance. He looked at the clock
and saw he still had some time. From his mother's wardrobe he
chose a black sleeveless dress. This had been his choice because
he knew it was quite short and he wanted Alan to appreciate his
legs. Ian slid the dress over his head and managed to do up the
zip behind him. Now for another new experience. He sat again at
the dressing table and put some red nail varnish on his finger
nails. He was amazed at how they changed the look of his hands
and with his mother's watch and a bracelet on he felt even more feminine.
He slipped on a pair of shoes and he was ready.

Ian went downstairs and laid the table. He even put some wine
glasses on it and a bottle of wine.

Ian heard the front door open and his heart fluttered, just like
any girl's would when her date arrives and that was how he was
now viewing it. This was a date yes with his brother but he was
the girl dressed in panties and the rest and just wanting to be
appreciated by Alan.

Ian composed himself and was ready by the table as Alan came into
the kitchen.

"Wow Ian," he said, "you look great. I can't believe how good
you look."
Ian blushed and smiled. "Sit down," he said, "and I'll serve
the meal."

He walked over to the oven and was conscious of Alan watching
his every move.

They sat and chatted about their respective days over the meal
and shared some wine though it certainly wasn't their normal
practice.

The meal over Alan suggested that they take the rest of the
wine through to the lounge and watch some TV.

Alan sat on the settee and Ian sat next to him.

As they watched Ian snuggled up to Alan who put his arm round
him and let his other hand rest gently on Ian's thigh.

After a while Alan said, "you know with you dressed like this
and cuddled up to me it is hard to think of you as Ian."

"Well don't," Ian replied, "think of me as ..... Lucy. Think of
me as your girl friend."

"Is that how you see yourself is that what you want?" Alan asked.

Ian turned his head to face Alan, "that is exactly what I want.
I want to be Lucy your girl friend."

Alan inclined his head gently forward and his lips met Lucy's and
the two enjoyed a first brief and quite chaste kiss.

"O.K.," whispered Alan, "you are now Lucy my girl friend and I'll
treat you as Lucy but if at any time you are not happy, want to
stop, or to be Ian again, you have to let me know."

"I will," said Lucy, "but for now I just want to enjoy being Lucy
and being your girl friend if you want that."

"Oh I want that," said Alan. "I want that very much."

This time as he kissed her it was with much more passion. His
tongue slid over her pink lips and into her sweet mouth to meet
her tongue. The kiss was delectable and so Lucy came back for more.

As they kissed Alan's hand went up Lucy's leg under her skirt.
Almost every nerve in Lucy's young feminised body was tingling
with the thrill of it.

After a few kisses they turned their attention back to the TV but
Alan kept his hand on Lucy's leg running it up and down.

Lucy lay back against him and felt relaxed in a way in which
she had never done before.

All too soon it was time to do the washing up and for Ian to do
some homework before bed. It would have been all too easy to have
spent all night on the settee together but Alan insisted that
what needed to be done should be done.

"I tell you what," he said, to close the matter, "tomorrow night
I'll take you out on a proper date, we'll go to the cinema."

Lucy could hardly believe her ears. She was going to go out as
a girl with a boy!!! Would she be able to do it? She felt so
excited but very scared.

Alan did the washing up while Lucy, still full dressed and with
her make up repaired did her homework.

Once she had finished she came downstairs.

"Do I get a good night kiss?" she asked.

Alan stood up and took her in his arms and kissed her. As he did
so his hands cupped her pert bottom cheeks and as he pulled her
to him she could feel his prick hard between them.

As she pulled away to go back upstairs, she lightly touched the
bulge in his trousers and said, "if you want some help with that
later on you know where I am."

Lucy went upstairs and carefully took off her make up undressed
and then dressed in her normal night attire of bra, panties and
nightie got into bed and waited hopefully for Alan to arrive.

She wasn't disappointed. He soon arrived and slid into bed with
her. This time they cuddled face to face and continued their
kissing as Alan's hands roamed free over Lucy's body and as
his rampant prick pushed at her.

Lucy's hand round down Alan's hard chest and grabbed his
prick.

"I think I get you aroused Alan," she whispered.

"Yes you do. You look so hot as a girl."

As their tongues intertwined Lucy began to gently rub Alan's
prick up and down. It all seemed so natural and so good.

Lucy rolled onto her back so Alan could again kneel between
her legs and she masturbated him to a climax that was wonderful
for them both.

Once again Lucy was left with a pool of cooling cum on her nightie
but the memory of a wonderful night as Lucy and the excitement of
a real date the next evening.