Date: Wed, 29 Jun 2005 05:02:41 +0000 (GMT) From: Lucy Roberts 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.