School Daze

by Bobbie Taylor

 

This is the third instalment of School Daze and follows the events immediately after my adventures masquerading as a schoolgirl in Part 1 and wearing one of Emma's dresses in Part 2.

I didn't see a lot of Emma following my adventures en femme because most of her spare time was being taken up with rehearsals for the up and coming ballet show. I did see her every afternoon of course as we walked home from our respective schools together. She only mentioned my dressing up adventures once during that period and that was only to reassure me that it was a secret that she wouldn't divulge to anyone.

Mum also never mentioned it but I did suspect that it was still on her mind. I, on the other hand, just couldn't get it all out of my thoughts. I kept on telling myself that I was a boy and boys just don't go around dressing up like girls let alone enjoying the experience. Secretly though I had to admit that I had enjoyed it and felt ashamed for feeling that way. I decided to try to forget the whole episode but whenever I thought that I had succeeded something would bring it all flooding back. A good example was during one evening when I picked up one of mum's magazines. There was a whole section on girl's fashions and I began to study the pictures and wondering what it would be like to wear some of the creations. I was so engrossed that I didn't hear mum coming up from behind and looking over my shoulder. I almost jumped out of my skin when she spoke.

"There are some nice outfits there, aren't there", she said giving me one of those quizzical looks. However she said nothing else and just left me there feeling rather foolish.

The one thing that I was really looking forward to was having Emma to stay at our house for a whole weekend. The ballet show she was appearing in had a performance every night from Monday to Friday. Emma's mum was going to see it on the Thursday but she then had to travel overseas to meet up with her husband. Mum and I were going on the Friday and would be going to the celebration party to be held on stage after the finale and speeches. I wasn't at all bothered about going to see the ballet but the thought of seeing Emma in her ballet dress excited me. The best thing of all was that Emma would be coming home with us afterwards and would be staying at our house until the Monday morning.

The Friday of the ballet show finally arrived and mum picked both of us up from school. This was to save Emma lugging her suitcase containing everything she would need for the weekend all the way to our house.

"It's very good of you to let me stay while mummy's away", said Emma when we were all in the car heading for home. "While I'm staying with you please let me know if I can help you with anything".

"It's a pleasure to have you", replied mum, "and your offer of help is gratefully received. I think we're probably going to need it during the next day or so".

That remark puzzled me because I couldn't see why we would need Emma's help on anything that was going to happen during the weekend. However, at that moment, the car stopped outside our house and I helped Emma with her case and showed her to the spare bedroom.

Mum, knowing that Emma had to get to the ballet show venue early so that she could get ready on time, had already prepared a meal for us. We quickly devoured it and when we had finished mum suggested to Emma that she would take her in the car while I cleared away the remnants of our meal.

"Once you've finished clearing away I suggest that you get a bath", said mum looking at me. "That way I can use the bathroom as soon as I get back. We won't have that much time to get ourselves ready before it's time for the show. Also please don't get dressed once you're clean, just put your dressing gown on and wait for me to sort out the clothes you'll wear tonight".

That wasn't an unusual request because my idea of dressing smartly and hers differed widely. On many occasions she had left me to get ready to go out somewhere special only to demand that I go and change into something more appropriate. That normally resulted in an argument, which I invariably lost and mum would then go into my room, to select an outfit for me to wear. It's not that I was particularly scruffy or untidy but I could never see the point of getting all dressed up in things that were not comfortable. After all I had to put up with wearing a collar and tie every day for school so why did she always insist that I wear things like that when we went out somewhere together? I watched the car disappear while cleared the table and then went off to get my bath. All the time I kept trying to picture Emma in her ballet outfit, I couldn't wait to see her performing.

Suitably scrubbed clean I pulled on my underpants, slipped on my dressing gown and went to my room to await mum's return. In an effort to pre-empt her I lifted my best suit out from the wardrobe and put it on the bed. I assumed that she would insist that I accompany her to the show dressed in my best attire so I thought that getting my suit out ready would save any disagreements. A few minutes later I heard the car pull up outside and when mum came into the house she called my name.

"Bobby, are you in your room? Have you had you bath?"

When I called down to answer her I heard her coming upstairs and she then came into my room. She looked at my suit lying on the bed and then turned to me.

"I don't think that you'll be wearing that tonight, I've bought you a very special outfit which I think you'll prefer. Wait here and I'll go and get it".

She bustled out of the room leaving me wondering what was going on. If I needed any new clothes we would normally go to the shops together, it was unheard of for her to buy me things without me being with her. I couldn't understand it however when she returned she was laden down with an assortment of bags and packages.

"Right my pet, I decided that you needed to try wearing something different tonight especially as Emma's coming to stay with us. Now tell me what you think of this?"

She picked up the biggest of the bags she had brought in and pulled something white and blue from it. When she held it up for me to see I was totally dumfounded because the item she was holding was a dress. At that moment my mind went into a turmoil of mixed thoughts and emotions. Mum had actually been out and bought me a dress and she was obviously expecting me to wear it when I accompanied her to the ballet show. I didn't quite know how to respond or what to say to her but I felt myself getting oddly excited at the prospect.

"You mean you want me to wear a dress when we go out. I can't do it, people will laugh at me, and boys don't wear dresses…"

"Now there's no need to worry about that because when I've finished with you no one will know that you're no a girl".

"But why? Why do you want me to go out dressed up like a girl?" I suddenly felt myself begin to tremble with anticipation as I looked at the dress she was holding up in more detail. It was predominantly white and decorated with tiny blue flowers. It had a short full skirt that billowed out from the bodice and it was liberally trimmed with white lace around the neck and cuffs of the puffed sleeves.

Seeing an involuntary feint smile creep up on my lips she smiled back, "I think that I chose correct because I think that you like it. Now I'm not going to pressure you so if you really don't want to go out in it then you can wear your suit. However if you do decide to wear the dress then we'd better get a move on because time is getting short".

"But mum, I thought that you were bit upset when you caught me wearing Emma's dress. So why have you bought me one of my own?"

"As I explained to you at the time I was more puzzled than upset but I realised that you had a real need to explore your feminine side. That's why I insisted that you keep Emma's dress on when I took you both out. I thought that it would give you the chance to get it out of your system but I've noticed during the past few days that you still have a need to explore some more. You obviously can't keep on borrowing Emma's clothes so I decided to buy you a few outfits of your own".

That remark surprised me, "you mean that you've bought me more girl's clothes, I mean as well as the dress? When am I going to wear them?"

"Well I thought that as we have Emma's company you could wear them for the whole weekend if you want to. I'm sure that Emma won't mind, on the contrary, I think she quite enjoys seeing you pretending to be a girl. Now, have you decided if you want to wear this tonight or not?"

"Ok, I'll wear it", I replied, trying not to sound too excited. That scenario was stirring up all manner of emotions in me. I was beginning to get impatient because I so wanted to wear the dress and the difference that time was that it was MY dress.

During the few minutes that followed I experienced things that had never happened to me before. There were to be no 'little girl' socks as I felt the delicious sensation of stockings and a suspender belt. Then there was a small size bra, the cups of which mum filled with some tissues, "to give me some shape so that the dress would fit better"; I knew that Emma had begun wearing one so I said nothing. The silky lace edged knickers were soon covered by full petticoat and the moment that mum slipped the dress over my head I was almost ready to faint with all the thoughts that were spinning through my mind. Mum fussed about arranging the skirt over the net petticoats and then had me slip a pair of white shoes with one-inch heels onto my feet. She then stood back to examine me.

"Well everything fits perfectly", she said. "How does it feel?"

"It feel funny, but nice", I replied, " but people will still know that I'm a boy wearing a dress".

"I haven't finished with you yet", said mum instructing me to sit down on the stool next to my dressing table.

She began to apply far more make up than I had experienced before with all manner of creams and lotions being applied to my face. Then when she was apparently satisfied she turned to yet another one of the bags she had brought in with her. From the bag she lifted out a yellow cylindrical box.

"Now for the final touch", she said as she opened the package and lifted out something that looked like some sort of furry animal. She shook it out and then I realised what she was holding was actually a wig. "Now there won't be any confusion about you being a girl. Don't worry about wearing it because after a few minutes you'll forget that you've got it on".

She pulled the wig down onto my and made a few adjustments with a comb before turning me round to face the mirror. To say that I was amazed would be an understatement, the wig was styled in a pageboy bob and that, together with the make up, changed my looks completely. I was no longer a boy but an attractive girl and the feelings I was getting inside almost made me want to cry. I stood up to get a better look at myself and the whole new me was then visible. The skirt of the dress fell a few inches above my knees and the effect of the stockings and shoes made my legs appear very long and shapely. I just stood there transfixed at my reflection not knowing what to say or feel.

"Like what you see?" asked mum.

I didn't know how to reply so I just said, "I think so, and I look different". This was in an attempt to disguise my true feelings of excitement. Mum however, knew from the look on my newly made up face, that I wasn't telling her everything.

"Well it's time for me to get myself ready so I suggest that you go downstairs and wait for me".

With that I left her to do as she asked. As I walked to sensations that I had been feeling increased dramatically. The shoes with their little heels felt odd and made a clicking noise on the landing floor. However I soon got the hang of walking in them. My skirt and net petticoat made a feint rustling noise as I walked and this began to heighten the sensations even more. However it was the delightful feeling that my petticoat brushing against my stocking clad legs that beginning to increase mixed up emotions to fever pitch. I kept looking down at my newly acquired budding breasts remembering that Emma was beginning to develop such things. They weren't very pronounced but nevertheless they were there and I felt oddly proud of them.

Somehow I made it downstairs but I couldn't just sit down and wait for mum. I found that I just had to take advantage of every mirror to study myself from every angle. I was so excited and enthralled and began to wonder if dressing like that was the reason that girls so loved going out on special occasions. Boys never had the chance to experience such things and somehow it didn't seem fair that we never had the opportunity to feel the way that I did at that moment. For the first time I didn't care that I was a boy and I shouldn't be enjoying the experience of looking like a girl I just wanted the experience to go on forever. However my reverie was cut short by mum who had silently walked into the room.

"Well, little girl, it's time to stop posing in the mirror because it's time that we got going".

Hearing mum refer to me, as a 'little girl' made me feel oddly warm inside and not at all shocked at the term. However, with me dressed as I was at that moment, how could she address me as anything else? I mean I didn't look even remotely like a little boy, did I?

She handed me a small handbag and suggested that I use it to carry anything that I thought that I might need with me. We then went outside to the car, the clicking of my heels on the concrete driveway sounded a bit alien to me. The cool evening air on my nylon clad legs felt so very different from anything I had experienced before, especially as the same cool air began to drift up my skirt to the bare flesh above my stocking tops. After mum gave me some pointers regarding sitting and getting in and out of a car wearing that sort of skirt we set off to see the show.

On our arrival I found that I was not in the least bit nervous about people seeing me in my dress. On the contrary I felt that I wanted people to look at me in all my finery and I must admit that I made every effort to pose to any onlookers as we took our seats, which were quite close to the stage. Before the performance started I examined the program to find out when Emma would be performing and if there was anything else of note that I wanted to be particularly aware of. I saw that Maria, the girl that I had met at Emma's school was also performing two routines.

The performance began with a large group of dancers performing various dances and steps in separate small groups. Although I knew very little about ballet I found that I became more and more enthralled as each following routine appeared on stage. Emma's first solo spot was not due until just before the half time interval but I found myself studying every dancer as and when they appeared. When Maria appeared dancing a duet with another girl I found I difficult to recognise her. She looked completely different from when I saw her last and both girls looked delightful in their pale blue tutus.

Finally it was Emma's turn and when the music began and the spotlight picked her out from the otherwise dark stage I was almost overcome with all manner of emotions. Her hair, crowned with a silver tiara, was swept back from her face in true ballerina fashion. Her face seemed to glow emphasised by her make up and she looked absolutely radiant in her white sequined tutu. The whole scene made me yearn to just be up there with her and I was disappointed when her routine came to an end. The curtain closing and the house lights coming on announced the first half interval and it was then that I realised that I had completely forgotten all about my appearance. All I wanted was to see Emma dancing her second spot when mum's voice broke my train of thought.

"You really enjoyed that, didn't you?" she said smiling.

"Yes, I suppose I did, why do you ask?"

"Because every time I glanced at you your eyes seemed to be glued to the dancers on stage. Emma looked very pretty didn't she?"

I nodded and looked down at my dress remembering that I looked like a girl.

"If you'd like I'll enquire about getting you enrolled in the ballet school because they only seem to have one boy". I cast my mind back and recalled seeing the same boy performing in several different routines. "Would you like me to do that?" I thought that she was joking but I wasn't sure so I struggled to answer her.

"No… I mean I'm not sure".

"Well there's no harm in asking, then when we know what's involved you can make up your mind".

I was rescued from further discussions on joining the ballet school by the lights dimming to herald to start of the second half of the performance. As the performance went on I was again transfixed to each act, especially when it was Emma's turn again, and I was disappointed when the final curtain fell. However almost as soon as it fell, it rose again with all the members of the cast still on stage. A lectern appeared and some local dignitary gave a small speech thanking all the performers and the school for donating all the proceeds to a local charity. A tall thin woman who turned out to be the head of the ballet school replaced him and she again thanked everybody for all the effort they had put in to make the show successful. Then, as the lights went on, a partition at the side of the room opened to reveal some tables filled with refreshments. The audience began to move towards the tables at the same time that the cast began to troop off the front of the stage to meet up with their respective friends and families.

"Come on, let's go and find Emma", said mum and we began to make our way slowly through the crowd.

We could see her at the far end but to reach her took a little time, as I followed mum we had to push through members of the cast, who were still in costume, and people who had come to meet them.

Finally mum reached Emma who smiled and said, "Hello Mrs Taylor, I spotted you a couple of times from the stage but I couldn't see Bobby. Did he decide no to come after all?"

"Of course he came", said mum, "he's right here".

I moved out from behind mum and looked at Emma, close to she looked even more delectable in her white sparkly tutu, she looked at me with surprise in her eyes when she saw my outfit. She was obviously at a loss for words so I decided to speak first.

"You look lovely and you danced wonderfully".

"Why thank you", she replied breaking into that delightful smile and dropped into a low curtsy.

Mum obviously realised that Emma and I needed time to talk together so after a few more pleasantries she excused herself on the pretext of going to speak to someone she had seen who she knew.

"You look lovely as well", said Emma, "but why the dress? It's fabulous but I didn't expect to see you wearing something like that tonight, so what happened?"

I quickly explained some of the things that had happened when mum came back from taking Emma to get ready for the show. However I missed out telling her about my own feelings and reactions.

"Well I must admit you do look pretty and your dress in wonderful. I hardly recognised you, the wig really makes you look like a real girl. How do you feel getting dressed up and going out like that?"

"Well it's nice that nobody can see that I'm not a real girl but I'm not sure that I should be enjoying it though".

"Oh, why not?" said Emma examining my outfit closely.

"Well I am a boy after all, so I don't think that I should be expected to like such things".

"Nonsense, why shouldn't you enjoy it? I could never understand why boys can't experience wearing pretty things if they want to. After all I can wear trousers and nobody thinks that there's anything odd about me when I do".

We were interrupted by a familiar voice; it was Maria who, like Emma, was looking delightful still wearing her tutu. I complimented on her appearance and her dancing as she looked at me with a slightly puzzled expression on her face.

"Oh I'm sorry, I didn't recognise you at first, it's Bobbie isn't it. I love your dress, have you had any more thoughts about coming along to ballet classes?"

I replied that I hadn't then the two ballerinas had a short discussion about the way they thought that the show had gone and complimented each others performances.

"By the way, have you seen the dressing rooms?" said Maria, everyone is trying to get changed at the same time and they are absolutely packed. I've decided that I'm just going to collect my things and go home as I am, otherwise I'll be here for ages".

"That's a good idea, we'll be going back by car so it won't matter if we are still in costume", said Emma. "Bobbie, do you think it will be alright with your mum?"

"I can't see why not".

"Well, if you go and check with her we'll go and collect our things. Meet us outside the dressing rooms, they're just down the corridor through that door".

The two girls still looking delectable in their tutus disappeared through the aforementioned door and I went to tell mum what was happening. Then after arranging to meet mum at the car I went off to find Emma and Maria. The corridor that Emma had spoken about was packed with performers and others all trying to get into the dressing rooms. Some girls had given up the attempt and, after retrieving their belongings, began to change right there in front of me. I tried to avert my eyes while all this was going on because they didn't know that I was a boy so they had no inhibitions about undressing while I was there. Emma however soon came to my rescue and giggled when she saw my predicament.

"I'm sorry you got so embarrassed, I knew that some of them would use the corridor to change but you see while you're dressed like that I keep forgetting that you're really a boy".

With that we went outside together to find mum and the car. Again the sensation of the cool air against my stocking clad legs began to enthral me and I so wanted things like that to continue. Then I began to wonder and worry again about what was happening to me.

On the drive home I sat next to Emma on the back seat and I could see that it was difficult for her to sit comfortably because of the stiff spreading skirt of her tutu. However she smiled approvingly when I 'expertly' clambered in beside her and managed by skirt and petticoats in the correct manner. The good thing about Emma not changing before we left was that I had more chance to see her dressed as a ballerina, which was a wonderful bonus.

When we arrived back at the house mum said that she would make us some supper and went off to the kitchen while I sat next to Emma on the sofa. As in the car she had to perch as she sat and she explained that tutus were made for dancing not for sitting. Then mum called me to come and get our hot drinks while she finished getting us something to eat. I noticed Emma studying at me closely as I walked back into the lounge carrying our drinks, which I placed onto the coffee table.

"What's wrong?" I asked.

"I don't mean to be personal", she said, "but are you wearing stockings or tights?"

"Stockings", I replied feeling my face begin to colour as I sat down beside her again.

"Your mum really did go to town when she got you ready, didn't she? I've noticed that you're even wearing a bra". She smiled at my obvious embarrassment and kissed me on the cheek. "Can I ask you something?"

"Of course, what is it?"

"Will I be seeing Bobby with a 'y' or an 'ie' tomorrow morning?"

I didn't know how to answer that because even I didn't know what the morning would bring. What I did know however was that something deep inside wanted me to go on being Bobbie and not Bobby. I felt my face colouring up even more and I desperately tried to change the subject. So I looked down at her perched on the sofa in her tutu.

"It must be difficult wearing a tutu when you're not dancing", I said.

"Oh it's not so bad, maybe I should get you to try it sometime, I know that you'll look absolutely fabulous in one. You didn't answer my question though, I know that you can't use that dress for normal wear but if you want to appear as the female Bobbie tomorrow you can always borrow something of mine".

I didn't know if she was joking or not but she gave nothing away by her expression. My face was burning by this time and it must have showed though my make up because as Emma looked closely at me she began to giggle about my embarrassment. She then said that she was sorry about embarrassing me then, as she looked deeply into my eyes, she threw her arms around me to give me a long and lingering kiss on the lips. As she drew me closer to me our skirts began to merge into a single mass a frills and lace and I felt myself begin to get very aroused. It was just as well that the kiss ended when it did because mum chose that moment to come in carrying our supper. She looked at us and began laughing.

"You both have smudged lipstick, if I didn't know better I would have thought that you've been kissing". It was Emma's turn to blush while mum continued laughing to herself as she helped both of us repair the damage with the aid of some tissues.

All too soon it was time for bed, mum offered to help Emma get out of her tutu and told me to go up to my room and to wait for her. Once she had finished with Emma she came in and helped me out of my dress and petticoat. I suffered all sorts of mixed feelings as mum carefully hung my (my?) dress from a hook on my bedroom door. Then after removing my wig she began to use some cream to wipe away most of my make up and once she had finished she told me to go and have a good wash to get rid of any more traces. Once suitably cleansed and wearing only my bra and knickers I went back to my room and was surprised to find mum still there. She indicated that she wanted me to sit beside her on the bed.

"Well my precious, have you enjoyed yourself this evening?" she asked.

"Yes it was really good".

"Really? Despite going out dressed like a girl?"

I wondered where this was leading, "yes, it felt funny at first but after a while I began to enjoy it". I didn't mean to say that last bit but it just came out.

"Well if ever you feel that you want to dress up again you know that I'll help you all I can".

"But mum, I'm a boy and I'm all confused. Boys shouldn't like wearing dresses and girlish things but I seem to enjoy doing things like that. Please tell me that I'm not weird or something". I felt the beginning of a tear forming in my eye. "I don't know why but I feel that I want to dress like that again".

"Oh pet, of course you're not weird", she said putting her arm around me. "I explained it all to you before and if you want to wear pretty things you can do so whenever you want to. The only thing is that you must be very careful because not everyone is as understanding as Emma. I wouldn't want you to be put into the situation where you get hurt so just tell me whenever you feel the need and I'll do all I can to help. Now come on, get into your pyjamas because it's getting late and you never know what adventures that may await you tomorrow".

With that she left me to remove my girlish underwear and after putting on my pyjamas I snuggled down into bed. Somehow I couldn't get my mind around reading my book as I normally did so after a last wistful look at my dress hanging on the back of the door I turned out my bedside lamp and tried to sleep. Sleep however, didn't come immediately because I kept on visualising all the things that had happened during that evening.

I must have dozed off however because I remember waking with a start, I was aware of somebody being in my room hidden by the darkness. I was just about to speak out when I heard a whisper come out from the blackness.

"Bobby, are you asleep?" it was Emma's voice.

"No, why?"

"I couldn't get to sleep because I really needed to talk to you, do you mind?"

"No of course I don't mind, what's bothering you? I don't like to think that you're upset or something".

"I'm not upset but I really want to talk", she whispered, "but before I do can I ask a big favour?"

"Of course you can, what is it?"

I heard her moving closer to the bed, "can I get in with you? I'm only wearing my nightie and I'm rather cold".

"Of course, come on I'll move over to make room".

I felt the soft material of her nightdress brush against me as she slipped under my duvet. "That's better, I was beginning to shiver".

"Well, what's bothering you so much?"

"It's silly really", she said moving closer to me, "I just kept thinking about all that's happened lately. You see when I persuaded you to wear my school uniform and then my dress I didn't really think that you'd be brave enough to do it. However you did and I really admired you for it. Then when I saw you tonight wearing your dress and everything I almost wanted to cry".

"Why? Did it upset you to see your boyfriend looking like a girl?"

"No, I wasn't upset, it's just that seeing you like that looking so pretty I just wanted to hug you. You see I somehow like seeing you dressed like that, I suppose it's like having a boyfriend and a girlfriend all wrapped into one. You really are brave to do it because there can't be many other boys who would".

"I don't think I'm brave, I just feel that I want to experience different things. I was worried that you might think that I was a bit weird and you'd be put off".

"I'd never think that you are weird", she said, "You're the best and bravest boyfriend who ever lived". Then she whispered into my ear, "Can I ask you to do something for me? I honestly won't mind if you say no".

"Go ahead, ask away, I'm sure I won't say no to whatever it is"

She cuddled up closer before she spoke again, "can I stay here with you for a while? It's so nice being so close to you".

I was rather taken aback by that but there was nothing in the world that I wanted more than for her to stay close to me. "Of course you can, I'd love you to stay".

"Oh Bobby, thank you so much, you're such a special person. We'll have to be careful because if we fall asleep I'm not sure your mother would approve if she found us in the morning".

"I can sort that problem out", I said, "I'll set the alarm clock to go off well before mum will be awake just in case".

"Perfect", she whispered, "would you mind if I took my nightie off?"

Without waiting for my answer I felt her slip the garment over her head and almost without thinking about what I was doing I slipped out of my pyjamas. Then I experienced the exquisite sensation of cuddling up to Emma without either of us wearing any clothes. Her reaction was to give me a very lingering kiss while hugging me very tightly.

"Bobby, please don't go any further than fondling, I know I can trust you but I don't want us to get carried away".

I assured her that we wouldn't go any further than we had been before and we then experienced some intimate fondling the like of which I had never before experienced. We both came to a climax and afterwards we both fell asleep hugging each other tightly.

The alarm clock awoke us in the early hours and reluctantly we both donned our nightwear before Emma crept back to her own room. However there was to be no more sleep for me, my mind was so full of wonderful things that I just lay there thinking. Then as the dawn began to light my eyes were drawn to the shape of my dress still hanging there. I began to fantasise about when I would have the opportunity to wear it again. All I knew was that I didn't want to have to wait too long…

 

To be continued…

  

  

  

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