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New Discoveries with Sandy By SONIA [email protected] Please send comments!!! Chapter 1 - Bored! I was 2 weeks into the Summer holidays, it was a hot sunny day, my sister had left for two weeks holiday with her friend yesterday, my parents were at work and didn't get in until 6.00 - and I was bored! I picked up the phone and rang my best friend, Sandy, and invited him over. He arrived on his bike a half hour later and we sat drinking coke trying to think of something to do - we were both bored! Sandy was staring out of the window at the washing line with a distracted look on his face and suddenly blurted out, "Your so lucky having a sister. Having her and her friends around you must give you a 24 hour a day hard-on!" I thought I was a normal 15 year old adolescent but suddenly it dawned on me that thinking of Nancy as anything other than an annoying sister had never occurred to me. Nancy was 18 months older than me and had always bossed me around and so I hadn't ever done a lot with her. When her friends were around we stayed even further apart as they seemed forever to tease me. Sandy went on, "God, look at those sexy panties on the line. Wouldn't I love to jerk off into those!" I was far from immune to the delights of girls. As well as ogling all the sexy girls at school or in town I was not adverse to reading the odd sex magazine and wanking myself silly - but I had never even considered my sister or her friends as 'sex objects' even just in my fantasies. I admitted as much to Sandy who was amazed, especially when I recounted that she sometimes went from her bedroom to the bathroom just in her bra and panties. "Just thinking about that has given me a hard-on," Sandy said and faced me pushing his pelvis forward to show a bulge in his trousers, "Lets go and snoop in her room." Her room was like a forbidden place. I had sneaked in there once to borrow a pencil and she almost killed me. She screamed at me to keep out of her room no matter what. She had said it was bad enough having a pesky little brother without him invading her privacy. From that day on we each kept out of each others rooms unless specifically invited in. My invitations were seldom and then only to bring cokes to her and her friends who seemed to giggle at me for the whole time I was in the room. I told Sandy I wasn't allowed in the room and he scoffed at me saying, "What are you, a wimp. She's not even here. There's no one in the house but us for the next 7 hours." I was terrified by what would happen if Nancy found out that not only had I snooped in her room but so had Sandy. I tried to change the subject and asked, "Have you had a girl friend yet?" Sandy stood there with what he thought to be a worldly look on his face and opened his mouth to brag of his conquests when he suddenly slumped down and muttered, "No." This was a surprise as at school the impression I had was that Sandy had several girls in tow. After Sandy's admission I had to admit that I had not had a girl friend either although I had a major crush on Janet, a girl in our class. I said, "What worries me most is making a fool of myself. I have nearly asked Janet out a couple of times but to admit I had never been with a girl before, never held a girls hand, never held a girl and never kissed a girl. I am sure any girl would recognise how inexperienced I was and I would be the laughing stock of the school when she told everyone of my failures." Sandy agreed entirely with my fears but my ruse of changing the subject failed when he reiterated his suggestion to snoop in Nancy's room. I finally gave in saying, "If you go in there you mustn't touch anything. She'll kill me if she finds out." We got up and headed up stairs. I felt as though alarms would sound and the police swoop on us as I stealthfully opened the door. As I looked into the room Sandy's earlier comments referring to my sister as a sex object made me look at her room in a different light. I noticed that the decoration was feminine with a pink wallpaper, floral curtains and matching duvet. The wall had posters of her latest heart throbs. Her dressing table was covered with an array of makeup but otherwise the room was very tidy with her wardrobe and her chest of drawers closed. The only evidence of her clothes was the dress she had worn to the school end of year ball which was hung on the back of her door. Looking at the dress I saw it as if for the first time and noticed how pretty it was. It was made from cream satin with a scooped neck line and puffed sleeves, a narrow waist and a full skirt which was puffed out by layers of petticoats built into the dress. I thought back to when mum and her had bought it and how Nancy had loved it so much because it was styled as a short version of the old fashioned ball gowns and was so different to most of the modern fashions. My memory of her going off to the dance with her boyfriend in his dinner jacket was suddenly relived in a different view. I no longer thought of her going out that night meaning I had freedom to watch any television channel but I saw her in my memory looking beautiful - and sexy! Chapter 2 - Sandy's Idea My dreamy romantic moment was crushed by Sandy who let out a sigh and said "Look at that dress. Wouldn't you love to have your girlfriend wear that. Can you imagine slipping your hand under that skirt for a grope." Sandy definitely had a way with words! However my hard-on answered the question he had so graphically put. Sandy went on, "Bloody hell my balls are going to burst. I got to have a wank. I've got an idea. Lets put the dress on her bed and get a pair of her panties and put them into the dress and then fold the dress back so we can just see the panties and we can imagine that we have a gorgeous girl lying there ready for us and wank ourselves silly!" I had never wanked in public and had a sudden thought that maybe Sandy and I wanking side by side might not be the correct thing to do but as any adolescent boy knows once your brain has dropped into your balls you have no choice in matters. Before I could protest further Sandy had gone to Nancies chest of drawers and opened the top drawer where she kept her panties. He let out a gasp followed by, "Bloody hell, look at these!" I went over and saw an array of cotton bikini panties at one end of the drawer and at the other about four pairs of lace and satin panties. The top pair were cream satin and were much deeper than her bikini everyday panties and had a 'V' shaped panel of white lace overlaid at the top and more lace around the legs and waist. I had never seen these before and had to admit they looked sexier than any I had ever seen in my sex mags. As I stood staring Sandy took the lead and picked them up as if they were infinitely fragile and held them gently. "Get the dress and lay it on the bed," he ordered. I was past the point of no return and so I obeyed, laying the dress down and arranging as if it was being worn by a girl. Sandy then folded the skirt back and lay the panties inside the skirt so about half of them were visible and then stood back to look. He said, "Imagine that's a real girl. Isn't she sexy. Arn't her panties sexy........" While he went on with his sexy talk he undid his fly and took out his erect penis and started wanking. I thought for a minute and then the urges in my groin took over and I soon had my penis in my hand following suit. Without taking his eyes off the dress, Sandy went across to the chest of drawers and took out a pair of Nancy's cotton panties and held them over the end of his penis and wanked into them. Through gritted teeth he said, "We can wash these and she will never know - can't make a mess on the floor." Sandy suddenly stopped wanking and looked at me with an odd expression. His expression was such that I stopped also and I had a sudden feeling that I wouldn't like what he was going to say next. Chapter 3 - Sandy's Proposal What Sandy said took me by complete surprise, "Neither of us has had a girl friend and could do with some practice, we are both desperate for a wank and sexy though the dress and panties are on the bed they are not a girl." I agreed with that statement but it was the next one that floored me. "Let's one of us dress up in Nancy's clothes and pretend to be a girl so we can see how it is likely to be!" I had not put my penis away when we had paused a minute ago and as I stood there with my mouth open looking at Sandy in a mixture of horror and amazement I noticed my penis become more rigid than ever. In all my life I had never thought of such an option but suddenly my stomach had butterflies and my breathing became laboured. Suddenly all I wanted to do was put on that dress. I dare not let Sandy know my feelings so I protested, "You have got to be kidding!" I stood there hoping he would not let my protest distract him and pursue the suggestion further and what is more that the 'one of us' was me. I noticed Sandy's penis was also rigid and as he talked he stroked it gently. He said, "It was my idea so you dress first and maybe I'll try the dress on afterwards." I should have protested more but I didn't. "I will, but you have to go out of the room while I change," I said. Sandy was so excited that he left immediately, trying to tuck his erect penis away with some difficulty as he went. As the door closed I suddenly had second thoughts. What on earth have I just agreed to do? Then I saw those panties again and knew I had to try them on. I stripped off my clothes and went over and picked them up. The feel of the satin was out of this world. My heart felt as though it would explode as I stepped into them and caressed them up my legs. I had blonde hair colour and this meant that my body hair was very fair and barely visible and I only needed to shave about once a week. I settled the panties around myself and tucked my penis flat against my body to stop it tenting the panties forward in a very unladylike way. Nancy always wore a bra and I went to the chest of drawers and opened the next one down and found the bra to match the panties. This was not easy to put on but eventually I succeeded. I stuffed the bra cups with some socks and then opened her third drawer and to my delight there was a matching short lengthed full slip which I took out and slipped on. The feel of this was undescribable. As I moved around the room it touched my legs and sent shudders through my body. I went to her wardrobe and found a pair of her shoes that seemed to go with the outfit and found they were tight but I could get my feet into them. I had been delaying the moment I put on the dress, heightening my desire to another level. The moment has arrived. I undid the zipper on the back and stepped into it making sure that my slip did not get hooked on the inbuilt petticoats. My arms went into the sleeves and then with a considerable struggle I did the zipper up. The skirt length came to about mid thigh and billowed out around me on the petticoats. "How are you doing," Sandy yelled. "Another ten minutes," I replied, "Go down into the den and put some music on and I will come down when I am ready." I don't know where the idea of 'go down into the den' came from but subconsciously I knew that I did not want Sandy to come into the room, wank, and then my time wearing the dress would be over. I went to the mirror and almost came at the image that confronted me. The dress was beautiful and billowed out from my waist in a very sexy way. The image was marred by my face and hair. My hair was long enough for a girlish style but was too boyishly styled and my face needed makeup. On Nancy's dressing table she had some heated curling tongs and I plugged them in and once they were hot I sat down and curled the front of my hair so it draped down my face in waves. I did a pretty poor job of the back but my hair looked far more ladylike. I opened her drawer and found some makeup and settled for a little blush on my cheeks, some lipstick and a little eye shadow. The effect was amazing and my transformation complete. I stood up, went to the mirror and did a little swirl and thought I might even pass as a girl if no one came too close. I had teased Nancy so many times in the prissy way she walked, swinging her hips, particularly when her boyfriend was around and now I copied her. The dress swirled about my legs as I walked and felt fantastic. I opened the door and in my most ladylike way I went down the stairs to the den. The den was at the back of the house overlooking the garden and as I approached I heard Sandy playing music. I was surprised to hear that it was a ballad and not heavy rock. I opened the door and Sandy turned around and let out a low whistle. "Is that really you? You look gorgeous." What happened next took me by even greater surprise than his idea of me dressing up. Sandy came over to me and very, very gently first took hold of my hand, then touched my dress, touched my bra and felt my 'breast' and then took me in his arms and said into my ear "You are the most beautiful girl I have ever seen." I should have pulled away but I didn't. Instead, following his lead, we started swaying to the music. As we swayed together my mind was in turmoil. What was happening to us? How could I allow myself to be dressed in a dress and panties and be cuddled by my best friend? The record ended and Sandy guided me to the sofa. I sat down as I had seen my mother and sister do, smoothing my skirt before I sat on it. Sandy sat beside me and again caressed my 'breasts' and then I felt his hand drop to my leg and inch just under my skirt. I should have stopped him but I didn't. His hand moved a touch further and still I did not make a move. As if by remote control my arm moved to Sandy's shoulder as his hand went further below my skirt. I held my breath as it continued up my leg and then paused an inch from my panties. "Sandy, I'm so confused," I said quietly, "I should not be feeling like this and I certainly shouldn't be dressed like this." Sandy replied "I will never breath a word about this to another living soul. I did not think my silly suggestion would result in a situation like this. I just can't believe that you are not a girl." With that Sandy put his arm round me, while still leaving his hand high up my thigh and in a moment of mutual understanding we cuddled together. Again an inner instinct took control of me and my hand dropped to Sandy's lap and I felt his rigid erection in his trousers and I started to stroke him. That was the invitation he was waiting for and he moved his hand onto my panties and held my equally rigid penis. As boy and 'girl' we cuddled together and caressed each other until Sandy let out a guttural groan and I felt his penis convulse as he came. I cared not about the mess I would make in Nancy's panties as a split second later I pumped my semen into them. What happened next seemed as natural as anything - Sandy kissed me. Not deep on the lips but lightly on my cheek. We stayed together like that for a long time, neither wanting to break the spell. Sandy left his hand under my skirt resting on my panties making no movement even after my erection returned. I heard the clock chime 4.00 and it jolted me back into life. "I must go and change," I said. "Let me see you undress to your bra and panties here and watch you go upstairs like that as you said you have seen Nancy," Sandy said. Having had Sandy masturbate me while dressed in Nancy's clothes, his latest request was nothing to be concerned about so I stood in front of him and slowly undressed. First I unzipped the dress and stepped out of it standing in my slip and then with my eyes fixed on Sandy I let it drop from my shoulders and stood there in the pretty satin panties and bra. Sandy stood up and came around behind me and cuddled up against me. I could feel his erection rubbing against my bottom and as he pushed against me I pushed back against him. He started grinding himself against me and kissing my neck. His hand gently dropped down across my stomach and rested again on my erect penis and gripping me he used my penis almost like a handle to pull me back against him as he ground himself against me. His movements became more urgent until he again let out a groan as he came for the second time and I almost collapsed with the sensation as I came again in my panties a moment later. Finally we separated and as I bent to pick up the slip and dress I felt Sandy caress my bottom with the lightest of touches and then I went to change. Walking through the hall and upstairs in Nancy's bra and panties felt rather naughty but also very exciting. I went to the bathroom and took off my soggy panties and washed myself and them. I went back to my room and changed back into my normal clothes and put the panties over the radiator to dry. Sandy was in my room when I returned from the bathroom and I lent him some underwear and he went and changed. I returned the dress, slip and bra to Nancy's room and tidied the room so there was no sign of us having been there. I would return the panties later when they were dry and in the meantime I covered them with a tee shirt in case mum came into my room. Chapter 4 - Plans With me changed back into my normal clothes I almost wondered if the events of today really happened. We made some coffee and went back to the den and for a moment I thought Sandy was going to ignore what had happened today. I sat there thinking that my feminine side had been born today and also died never to be mentioned again. Sandy opened his mouth but nothing came out. I smiled at him. In a rush Sandy suddenly said, "Will you dress up for me again. I don't know what happened today but to me it was special and I don't want it to be something we forget." I looked at Sandy and replied, "I don't fully understand what happened but I feel the same as you - it was special. Tomorrow is Friday so we have the day to ourselves if you like." "Could you dress in something pretty and be dressed when I arrive so you can be my girl friend for the day," he said with a look of such intensity that I readily agreed. With that he came over to me, touched my hand, looked embarrassed and then gave my cheek a quick kiss and said good bye and was gone. I went upstairs and ran a bath and soaked in it thinking of today and planning for tomorrow. The next morning I woke early and waited for what seemed like hours before my parents went to work. As my mother left she asked what my plans were for today and I just said Sandy was coming round and we would probably just fool around at home. I waited a half hour after she left and then headed back into Nancy's room. I opened her drawer of panties and selected a pair of black satin panties with simple lace trim around the legs and waist. In the next drawer there was the matching bra and when I picked it up something came with it and fell to the floor. When I saw what fell I nearly came on the spot - a suspender belt! I did not even know she possessed one. The thoughts of all the models in the sex mags in their stockings rushed through my head. From the next drawer I found a short black satin waist slip and added that to the pile. Her next drawer had socks and tights and I rummaged through the drawer and at the back found what I was looking for - a pair of black stockings. I stripped off put on the bra and panties. I remembered that most of the models in the sex mags had the suspenders inside their panties so I did the same and then sat on the bed to try to put on the stockings. I had seen my mother put on tights and so did a similar thing, bunching them up and gliding them up my leg. I fastened them to the suspender clips and went to the mirror to admire myself -WOW! I went across to the dressing table and sat down to do my hair and makeup. Sandy wasn't due for an hour so today I took my time to make a really good job. When I had finished my hair was a cascade of curls and my makeup was quite sultry. I was in the top set for art at school and I treated my makeup as a painting. I went back to the mirror and was amazed at the sexy vixen who was standing there in her bra, panties and stockings. How could my life have changed so much in 24 hours. This time yesterday I was an average 15 year old randy youth and now I was standing there with my hair styled, my face made up, dressed in sexy lingerie waiting for my boyfriend to arrive. My heart skipped a beat when I thought of the meaning of the thought I had just had - 'my boyfriend!' I stepped into the waist slip and went to Nancy's wardrobe to select a skirt. This took no time as I saw a black pleated mini skirt and knew it had to be the one. I stepped into the skirt and eased it to my waist and did up the catch. It was not too short at about mid thigh and checking in the mirror I saw it covered my stocking tops by a good couple of inches so was respectable - but when I bent over!!! Hanging in the cupboard was a maroon satin shirt and I put this on, lifting my skirt to pull the tails down into place as I had seen my mother do. I found a pair of black boots and although they were tight on me they looked fantastic and made the outfit look incredible. To finish, I dug around in Nancy's drawer and found a bracelet and necklace and I added these. Standing back and looking in the mirror I was amazed at what I saw - I was a girl! It wasn't a case of looking close to a girl - I was a girl! Although I worried whether I could wash the smell off I decided I had to have a spray of perfume to finish the transformation. I went into mum's room and sprayed some of her perfume on me. I had ten more minutes before Sandy was due and I went downstairs and wandered around the house enjoying the wonderful feeling of tranquillity I felt dressed as I was. My voice was not very deep and as I wandered around I practised talking with a girls voice. Keeping my voice low I found I could do a reasonable voice albeit rather husky. The clock struck 10.30 and almost to the instant the door bell rang. Sandy was exactly on time. I rushed to the front door and opened it wide - and was confronted by the post man. I almost turned and ran but he simply passed me some letters and asked me to sign for a small parcel. With a shaking hand I signed, using my initial and surname only and he gave me a smile and left. He had seen a pretty girl - not a boy dressed up. Five minutes later the door bell rang again and this time I looked through the spy hole first and saw Sandy standing there. I opened the door and his mouth dropped when he saw me. "I don't believe it! You look out of this world!" he said and shyly came inside. When the door closed he brought a bunch of roses from behind him and offered them to me. As I reached out to take them he leant forward and kissed me on my cheek and then when I did not pull back he hugged me close. "You are so like a girl I need to give you a new name. How about Alison?" We both agreed that we liked the name so Alison was born. That day went by in a blur. Sandy had brought a romantic video and we watched that sitting side by side. We cooked a lunch of egg and chips and ate together chatting about everything and nothing. After an early lunch Sandy suggested going for a walk around the garden. I had not ventured outside yet and it took some persuading but I eventually agreed and we walked hand in hand looking at the shrubs and plants. The feeling of being outside was amazing and as I walked I could feel the stockings pull on the suspenders and I thought of the surprise Sandy would have when he discovered I was wearing stockings. We went back inside and sat on the sofa. Sandy had one arm around me and said quietly, "I know what we are doing is probably not really normal but I cannot change how I feel." To let him know I felt the same I kissed his cheek. His other hand dropped to my leg and he said, "You look so sexy in those black tights!" He caressed my leg gently and then inched under the hem of my skirt and then as he went higher suddenly he let out a yell, "Oh my God, STOCKINGS!" I grinned at him and pulled away from him, stood up in front of him and slowly lifted the hem of my skirt and slip, "Do you like them?" "Do I like them? I love them! Come back to me now." I did as commanded and as I sat down ensuring my skirt was straight he had other ideas and his hand immediately pushed the skirt and slip up to my waist so the stockings were exposed as were my panties - complete with rigid erection! "Alison, can we go up to your room and cuddle on your bed." I had a sudden fear as I thought things were happening too fast. Living in these explicit days I knew only too well about gay sex and although I was sitting there in stockings and sexy panties with a boy beside me I did not think I was gay. Sandy must have felt my fear and leant over to me and held me. He then said quietly in my ear, "I know what you are feeling -I spent the night trying to search my inner feelings to see what was happening. I think what we have here is something special and unique. I think we can have wonderful fun together while still going along with what society thinks of as normal. Sandy stood up and took my hand and led me to my room. He kicked his shoes off and waited for me to take the lead. I unzipped my skirt and let it fall to the floor followed by the slip. Keeping the rest of my clothes on I lay down on the bed. Sandy dropped his trousers and following my lead came to the bed with the rest of his clothes on. He looked into my eyes and kissed me for the first time on my lips. My mouth opened and returned his kiss. As we kissed his hands were all over me, feeling my legs, my bottom through my panties, my bra and my stockings. My shirt seemed to have a will of its own and was soon open. Sandy then pushed my legs together and then rolled on top of me and took his penis from his underpants and guided it between my thighs and started to move it up and down. I clenched my thighs together and gripped his bottom as he pretended to make love to me. Each time he descended onto me, his body touched my erect penis and sent waves of pleasure through me. He kissed me deeply and then went rigid as I felt his hot semen ooze between my legs. As he lay there he slipped his hand in between our bodies and found my penis and slowly caressed it until I came with deep intensity in my panties. We lay together enjoying the closeness and intimacy of the situation. "Alison, darling," Sandy said, "My parents are going away to visit my grand parents tomorrow and I will be on my own for the weekend. Would you like to come over and stay?" My mind was racing as I knew this would raise our relationship to the next level but I also knew what my answer would be. "I'd love to!" "I think I need to clean up a little," I said as Sandy rolled off me. I grabbed some tissues and wiped my legs and wiped up the puddle of semen off the bed and then mopped up the semen from inside my panties. I did not want to change back into my male clothes yet as I loved wearing the sexy lingerie and stockings. Chapter 5 - Shopping "Sandy," I said, "I can't keep borrowing Nancy's clothes or I'll get caught. How about going by bus to the new shopping centre and buying some lingerie and clothes for me to wear. Sandy agreed so we quickly tidied everything away so there was no evidence of our visit to Nancy's room. I wanted to stay dressed as a girl to go shopping as it would be easier to browse lingerie like that rather than 2 boys. I was not sufficiently confident to go out in a skirt in case I'm spotted as a boy in girls clothes so decided to wear my jeans and sweat shirt but leave my hair and makeup. I decided to keep my lingerie on also as I loved the feel of it and so I slipped my jeans and sweatshirt on over my bra and panties and grabbed my wallet and savings book - I would need to draw out some money to buy what I had planned. Glancing in the mirror I saw a preppy young girl looking back at me in casual clothes - I was sure I would pass easily as a girl. As we walked towards the bus stop I felt a flutter as I felt my stockings rub against my jeans. We went to the new shopping centre in the next town so the chance of seeing anyone we knew was remote. I stopped off at the building society and withdrew my savings and then we headed for the shops! We went first to the big department store and into its lingerie department. Sandy stood at the entrance and gazing at the rows of lace and satin he said that he was too embarrassed to go in there. I grabbed his hand against his protest and with my heart beating furiously we went in. I headed to a rack that had pretty pink sexy sets of satin lingerie with black lace trim and asked Sandy what he liked. They had thong panties, mini briefs and full cut panties and also French knickers all from the same material. Nancy's are full cut panties and we both decided that we liked them as they covered my penis better and looked sexy so I selected a pair of them. I had taken the opportunity of checking the sizes of Nancy's lingerie before we left so I knew the size to buy. I selected a padded bra that was full cupped in a 34B size and a matching suspender belt. We deliberated over slips and finally decided on a matching short lengthed full slip. We put our selections in a basket and moved on to another display and selected another set this time in sexy red satin with black lace trim. Next we went to the display of stockings and tights we selected 2 pairs of black stockings and 2 pairs of black tights which joined my lingerie. Sandy had been browsing the stockings and suddenly he added another pair but this time with seams. I was about to pay when Sandy took my hand and headed to nighties. After his initial reticence he took the lead and chose a short baby doll set in white satin with white satin matching panties and then suggested adding a white satin bra to complete the set. I was not really confident of my voice yet so although I stood beside Sandy at the till he paid for our purchases. Stage one of our expedition completed. We went to a low priced fashion chain store and found a fairly short grey pleated skirt with a black satin blouse and also a fairly short flared A line skirt and a black short sleeved soft jumper. Next came shoes and we found a shop with a sale on. It seemed very daring having the assistant try a black low heeled shoe on my stockinged foot and we bought those along with a high heeled pair which I did not dare try on in the shop. I looked at my watch and to my horror saw the time was nearly 5.00 and that meant my parents would be home before I could get in to change. Sandy suggested going into the public toilets at the store and removing my makeup and wetting my hair and then if I took off my bra I would be back to my 'male' appearance. We went to the chemists and bought some makeup removing wipes and a hair brush and at the same bought a set of makeup including lipsticks, blusher, etc. The problem I had was, do I go into the ladies or the gents. After consideration we opted for the gents. Sandy went in ahead of me and checked to see if it was empty and then beckoned me in. I quickly went in and headed for a cubicle and using the wipes removed my makeup. I undid my bra and took it off and then put it in one of the bags and went out into the main area of the toilets. I checked how I looked and apart from the curls in my hair I was back to myself. I ran some water and splashed my hair until it was fairly wet and the curls fell out. I dried it on the roller towel and brushed it back into my normal style. The only thing remaining was the smell of the perfume - it still lingered. Sandy suggested buying some aftershave to disguise the smell and this worked. We set off home and when we reached my home Sandy carried the bags in so that if my parents saw them they would think that the shopping was his and not mine. Mum was in the kitchen and we said hi as we walked past her and headed to my room. Once in my room I asked Sandy what he wanted me to wear tomorrow. I explained that I would have to leave home as myself but I would have on pretty lingerie below. I would then change fully at his house. "Please wear the pink set with the black stockings," Sandy said slightly breathlessly. We sorted through our shopping and I hid the pink set along with the stockings in my cupboard. Sandy then picked up my bags and was about to leave but then came over to me and gave me a quick kiss on the cheek and then he left. I went to the bathroom and ran a bath and then took off my sweatshirt and dropped my trousers and stood there in my panties and stockings and looked at myself in the mirror. I could not believe how good I felt and oddly how 'normal'. I bathed and also washed Nancy's lingerie and then smuggled it back to my room to dry. I changed, told my parents I was going to spend tomorrow and Sunday at Sandy's and then spent a distracted evening with my parents - if they only knew what was going on. Chapter 6 - A Weekend with Sandy I was due at Sandy's at 10.00 and was up early and showered and shaved what little body hair I had. In my room I locked the door and then put on my new panties - they were so sexy and gorgeous. I then put on the bra but did not stuff the cups with anything as I did not want to look obvious. The suspender belt followed and then I opened the stockings and put them on. I could not believe how sexy I felt. I put on my jeans and my baggiest sweatshirt and shoved a few items in my ruck sack and I was ready. I yelled goodbye to mum and before she could look too closely at me I was out the front door and on my way. Sandy lived in a nice house set a little away from the rest in the road. I walked up to the front door and knocked. Sandy opened the door and I went in. "My parents left at 8.00 and we are on our own. Are you wearing your panties?" I said I was and Sandy asked if I would strip off my boys clothes in the hall as he found me in my lingerie so very sexy. I agreed and soon was standing there in my beautiful bra, panties and stockings. "Alison, you are so beautiful," he said and put his arms around me. "You must wait," I said and pushed him away in a friendly way. Sandy said my new clothes were in his room so I headed upstairs with Sandy following behind. I had borrowed Nancy's curling tongs and set to work on my hair. Sandy helped do the back and soon my normally straight hair hung down in curls. As I applied my makeup I could barely believe I had only been dressing for a few days - it seemed so natural sitting in my bra and panties putting on makeup. I put on the grey pleated skirt and satin blouse and then Sandy suggested the high heeled shoes. I put them on and almost fell flat on my face as I tried walking. It took almost and hour of practice before I had perfected walking in heels. Small steps were the secret and the heels forced you to walk with a provocative wiggle which felt sexy and Sandy confirmed looked sexy. "Alison, can we go to the cinema this afternoon?" Sandy said. I thought for a while and then thought why not. My appearance was so different from my male persona that I was sure no one would recognise me so I agreed. Sandy came over to me with such a broad grin my heart missed a beat with the emotion I felt. Chapter 7 - To the Cinema After lunch we set off to walk the half mile into town. As Sandy opened the front door, allowing me to go through first, I felt very nervous. I thought of how I was dressed and what would happen if I was found out and then used my new found confidence in my appearance and my inner image of myself and relaxed. Every step I took I heard the click of my heels on the pavement and the slight tug of my stockings on the suspender belt. I felt great! Sandy held my hand every step of the way and kept looking at me and smiling his loving smile. Just before the cinema he stopped and pulled me to him and looked into my eyes and said "I love you." Inside me my mind again weaved in turmoil but I knew that by chance I had discovered an inner me that may not be conventional but felt right. "I love you too!" We linked arms and headed to the cinema. As we approached my heart stopped as I heard someone call Sandy's name. We turned around and saw Peter from school. "Hi Sandy, who's you gorgeous friend," he said. "Hi Pete, this is Alison, my girlfriend." I just smiled at Peter and nodded hi and then after a few minutes chat we went into the cinema and luckily went to different screens. Sandy insisted on the back row of the cinema and as soon as the lights dimmed for the adverts and trailers he leant across me and kissed me. We kissed furiously and I felt his hand go up under my skirt and caress my leg above my stocking top. In spite of it being Saturday the cinema was quite empty and no one else sat in our row. When the feature film started Sandy watched the film but kept stroking my leg and managed to push my skirt up to expose my stockings and suspenders and part of my pink satin panties. I could not believe how sexy it felt. What I did next took Sandy by total surprise. I had thought a long time last night about where our relationship was heading and decided to do what any loving girl might do if she felt very daring and naughty. I leant across to Sandy and gently touched his erection through his trousers. I then very slowly undid his zipper feeling him tense up as I did so. I then took his penis out from his underpants and gently ran my hand up and down the shaft. "Oh my darling Alison," he sighed and I felt his hand hitch my skirt up so my panty covered bottom was full exposed to his view. He may have thought he was in heaven but what I did next took him to a level never dreamt of. I bent my head to him and opened my mouth and took his penis into it, licking it and gently sucking it, my head bobbing gently up and down. "Chhrrriiiissssttt!!!!" he gasped under his breath. I had wondered what his penis would taste like and found it not unpleasant. As I moved up and down I caressed his balls and base of his penis with my hand and after a few minutes I felt him go very tense and then exploded in my mouth. I had experimented tasting my own cum and knew it had little flavour so was ready for his ejaculation and swallowed it while I continued to suck him until I felt his penis deflate. I licked the last drops from the end and then moved up and was met by Sandy and again we kissed long and hard. I don't think either us followed that film much and when the lights came up I rearranged my skirt before standing up and walking out. Chapter 8 - Sex! As soon as we were outside Sandy took me to the side and again we kissed furiously. "Darling," he said, "what you did in there was amazing. How much further do you want to take this relationship?" This was the question I had agonized over probably since I first put on that pair of panties. I barely paused before saying in a voice choked with emotion, "All the way." Sandy hugged me and said, "Since we started our affair I have browsed the internet and found many sites with people like us. We are not alone. I think we need some things from the chemists." I understood and together we went to one chemist and bought some condoms and then another and bought KY jelly lubricant. We thought buying both together might raise an eyebrow. We headed for Sandy's house again hand in hand. Once inside Sandy asked me if I was really ready to move our relationship on in such a big way and I assured him I was. We went up to his room and I took the lead and undid his trousers and pulled down his underpants. Full of urgency he stripped naked and stood there with his erection jutting forward leaving his intentions fully exposed. I undid my blouse and took it off and then my skirt. I went to pull down my panties and Sandy stopped me and said, "I want to make love to you like that." Sandy guided me to the bed and moved a pillow part way down and gently lay me face down on the pillow. "You are so beautiful," he said as he stood looking at me while rolling the condom onto his penis. He lay down beside me and stroked my back and hair for a long time allowing our excitement to rise. He moved his hand to my bottom and I craved his contact. I let out a groan as I felt my panties being eased down exposing my bottom to his caresses. I then felt a cold sensation on my anus as he applied a little lubricant and he then traced my anus with his finger. I don't know what I was expecting but this was far better than I ever had dreamt. Sensations coursed through my body. Sandy then slipped a finger inside me and I almost came in my panties with the feeling. A second finger followed and they worked into me and although there was some discomfort the feelings were wonderful. I tried to relax and the discomfort eased. Sandy removed his fingers and then I felt his penis push gently at my anus - God it felt big. Sandy pushed gently and I relaxed to let him enter me. It felt as though he would split me in two and I tried to relax further. I felt him reach a point of resistance and then he pushed gently and he was past and he was inside me. "Darling Sandy, you feel so wonderful," I whispered as I felt his penis so deep in me it felt as though it was touching the base of my own penis. I had expected not to feel sexual pleasure but instead to act as a receptacle for Sandy's pleasure but sensations flooded through me with each thrust. My penis was straining against my panties onto the pillow and as Sandy thrust into me I moved back and forth on the pillow which felt exquisite. Sandy's movement became more urgent as he approached his orgasm and I felt his hand slip under me and find my penis - what heaven - as he thrust the last few desperate times into me he squeezed my penis gently and as my orgasm came I pushed back at him. I came in my panties and as he felt my semen wetting through the fabric he came, crying out in pleasure and collapsing onto me. Slowly he shrank from my anus and I rolled over and we kissed again, long and passionately like newlyweds on our wedding night which in some ways we were. Chapter 9 - A Wonderful Evening As we lay together Sandy could not stop himself from stroking my body and kissing me and kept telling me how much he loved me. Finally we decided to get dressed and go down to get some food. Sandy dressed quickly with his eyes barely leaving me and then I suggested he went to start supper while I sort myself out. I stripped off my lingerie and rinsed it out and then had a bath. After that I reapplied my makeup and dressed in my red set of lingerie with the black skirt and jumper and the high heeled shoes and black seamed stockings. I tidied up my hair and put on perfume and then went down to join Sandy. Sandy had lit a fire and as supper cooked we kissed and cuddled together. We ate in front of the fire and drank a bottle of his parents wine and then watched television for a while before turning it off to listen to music. We started kissing and Sandy asked me to take off my skirt. I was more than happy to do so as I loved wearing my sexy lingerie for him and the red satin panties were very sexy with their black lace trim. I also took off my top so I was there in my bra, panties and stockings. I decided to take the initiative and said, "Sandy, darling, make love to me again here in front of the fire." Sandy wasted no time and went up to his room and came down with his condoms and lubricant. While he was gone I put some cushions on the floor and lay on my back with my head on a cushion. When he returned he slowly striped off his clothes and rolled on a condom on his erect penis and liberally applied extra lubricant. I was about to roll over when he stopped me, dropped down on his knees between my legs and then carefully lifted my legs, one on each shoulder. He then pushed my legs forward and this rolled my bottom up to meet him. I pulled the leg of my panties to the side and guided his penis towards my anus. This time he entered me with little difficulty and if anything the sensations through my body were even more mind blowing. Although folding me double was a little uncomfortable he was able to kiss me as he thrust into me and breaking the kiss he then started stroking my penis in my panties in time with his thrusting. Each time I got close to coming he sensed it and let go and then after a few seconds returned to his caresses. Similarly when he was close to coming he stopped and kissed me for a while before continuing. Our love making went on for almost an hour before I cried out saying, "No more, let me come, let me come!" His thrusting then intensified as did his caresses and as he felt me come in my panties he gave a final lunge and came deep inside me. We cuddled together before finally separating and we then lay together enjoying the dying embers of the fire. Finally we went up to bed and I put on my white satin bra, with my baby doll nightie and matching white satin panties and we went to bed together in utter bliss. Epilogue That weekend was 10 years ago. Sandy and I live together as man and wife and have done so since we went to university. While we finished our school education I allowed my hair to grow and wore panties almost all the time. Our relationship grew into something neither of us expected or planned. The day I left for university I dressed fully as a girl and told my parents that I was going to live my life as a girl and as Sandy's wife! Maybe I should have let them know gradually as they threw me out of the house. Now, many years later Mum has accepted my decision as has Nancy and maybe in time so will Dad. I started taking hormone injections after university and now have breasts of my own but do not plan to have surgery. Sandy and I are happy just as we are.