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Tuesday, September 11, 2018

Young 'Lady' Gina's homeschooling


I was still called George when i moved in with my slightly excentric aunt Celia almost two years ago, after my mother had a serious nervous breakdown due to my lecherous oger of a father leaving us. For some reason aunty, after walking in on me wearing her prettiest undies and high heels, had taken up encouraging (and accomodating) my little transvestite affectation to the full. Aunty sorta found it a delightfull and classy foible and decided that she was from now on going to refer to me as Georgina and that i was going to be her 'special project'. I was a stroke of luck, an exotic delicacy she could proudly present to her exclusive circle of 'strange' friends. Aunty was a beautiful and well preserved woman in her early fifties. She was definitely slightly depraved and had a seriously mischievous nature but she always hid these assets behind her delightfull and totally irresistable charm. I was provided with the prettiest lingerie, stockings and dresses. There were beautiful wigs and the most exquisite of highheeled shoes. Everything a glamorous young society miss could possibly desire and more. On top of that, aunty spent hours and hours instructing me how to walk, talk and in all aspects behave like the ultra feminine debutante she wanted me to portray. I would elegantly mince around her apartment in the highest of heels untill it became second nature. In the end, when my calve muscles had adjusted to them it actually became a chore 'not' to wear them. Aunty had by now completely taken over my life but for someome like me, who had already been attracted to the delights on offer, the rewards were just too big and there was no way i could possibly fight the temptation, even if i had wanted to. And although her tone of voice always sounded almost sugary sweet, there was often a slight undertone of wickedness in it and when i didn't react to her demands fast enough she didn't hesitate to use her elegant little riding crop on my stockinged legs or my silk encased girly bum. For my further education i was made to read excerpts from romantic novels, girly- and fashion magazines and was made to watch romantic moviescenes. Of course i was to do so from the vieuwpoint of a romantic young miss, and one afternoon a week a ladyfriend of aunty gave me speech therapy where i was to read out loud from said publications in my sweetest feminine voice.
 i was made to read  girly- and fashion magazines
and one afternoon a week a ladyfriend of aunty
gave me speech therapy where i was to read out
loud from said publications in my sweetest
feminine voice
My dressing was not just restricted to girls clothes, it was only the most feminine apparel that would do, only silks, satins and taffetta were allowed and i would never be seen without full make-up and glamorous false lashes. I always wore fully fashioned nylons, the prettiest of silk undies, beautifully decorated corsets, lacy bra's and when apropriate for the dress or skirt, ellaborate petticoats or slips. Having my smooth body caressed and at the same time permanently restricted by these sensual materials made my head spin and made me feel like i was living in a strange but beautifull dream.

And then there were the romance and dating lessons for which i was dressed particularly sexy and glamorous, just as if i was a real lady going on a romantic date with a gentleman.
For my tutoring in the romantic arts aunty had an expensive replica of a classic Pierre Imans mannequin of an older gentleman, dressed in an expensive conservative suit and tie, sitting on the sofa beside me. She told me he was called Herbert and was now my 'boyfriend'. She told me she had a few little improvements made to it so he'd be more lifelike and 'anatomically  correct' as aunty explained with a slightly mischievous look on her face. I had actually already noticed that Herbert appeared to have a quite substantial manly bulge in his trousers and i didn't think that's standard for mannequins like these.
For my tutoring in the romantic arts aunty had
an expensive replica of a classic Pierre Imans
mannequin of an older gentleman, dressed in an
expensive conservative suit and tie
Under aunty's supervision i was taught how to flirt with my handsome masculine boyfriend, resulting in being made to act out a serious making out scene which involved me sitting on his lap arms around his neck and passionately kissing him. That's when i found out that aunty had some more improvements added to Herberts functionality as the more passionate my embraces seemed, his manly bulge started to softly vibrate and my fantasy suitor actually produced a heavy breathing sound and gave of soft manly throath sounds.
I very soon started to enjoy the pretend kissing sessions whilst sitting on his lap, feeling his manlyness come to live under me. In my little warped wanton mind he'd put his manly hand on my silky smooth stockinged legs, and i would eventually accidentally touch him 'there' and have an innocent little feel. I would wriggle my little girly bum about and teased him mercilessly, all of it resulting in a gradually intensifying of the vibrating in my boyfriend's manly regions.
At first i thougt i would hate having to master flirting techniques like batting my eye lashes, pouting just so and even to how I should lick my lips or feign feebleness or fragillity to attract male attention but i was really getting into the role now and getting very exciting by it. Aunty would be making loads of pictures to show me how to act and to be as convincing as i possibly could in my role. She'd instructed me how to coquettishly adjust a strand of hair, to cross my stockinged legs in a certain way or to timidly adjust his tie, she was very thorough when it came to these details. And to keep the fantasy alive she kept telling me how Herbert fancied me and how i was falling desperately in love with him in her sweetest
I very soon started to enjoy
the pretend kissing sessions
whilst sitting on his lap
voice. When i finally got to see aunty's pictures, the scene was that of a beautiful young miss in a pretty partydress, passionately making out with a distinguished older man. Through the lighting and the camera angles, my brilliant aunt made it so that there was almost no telling that 'my' Herbert wasn't real and seeing myself like this was both confusing and so very very exciting...... A few of the best pictures were neatly framed and now decorated my ultra feminine bedroom as a reminder of my desired romantic orientation. It worked of course, when i lay in my bed, dressed in one of my ultra sexy satin nighties, i kept imagining myself as the girl in the pictures with the difference that in my fantasy the gentleman in the picture wasn't Herbert but a real man. That mere thought at first scared me but in the end it had little hormonally challenged me relieve myself multiple times into one of my pretty silk hankies like aunty had taught me....... 
Aunty had obviously forseen the effect her machinations were having on me and decided to take it a step further so one evening i was told that i should learn to dress up a bit special for the more intimate romantic moments a young lady may encounter. Aunty had obviously done some shopping for the occasion as there were a number of bags from the chiquest lingerie shop in town on the bed in her room. First, after my bath, i was fully made up and a beautifully styled blonde wig was added. Of course i was already wearing a set of glamorous salon nails.The cutest black satin and lace french knickers matched the 'Kiss Me Deadly' waistcincher/suspenderbelt perfectly and a pair of black fully fashioned nylons were now encasing my smooth legs. Next was the frilliest and flounciest transparent babydoll nighty i've ever seen. It had a matching floorlength robe and fluffy bedroom mules to go with it. Looking in the mirror almost made me buckle at the knees, for looking back at me was an absolute dream of overtly sexualized femininity. I could easily have featured in a Frederick's of Hollywood lingerie catalogue. When aunty hugged me she whispered:"i bet you'd love to show yourself off to some handsome man now,darling." "Yes aunty",i meekly replied. "Let's make some pretty pictures then" she then said whilst ushering me to my own bedroom. She had obviously planned everything as she had the whole photography thing professsionally set up with lighting and everything and to my surprise, there in my bed was Herbert dressed in classic striped gentlemans pijamas in burgundy satin. I now he isn't real of course but he looked soooooo handsome and the promiss of the undoubtedly sexy pictures to come from this little scenario made aunty's game rather exciting. When aunty had taken her place behind the camera, i was instructed to seductively slip out of my robe and sit down on the edge of the bed before slipping between the lush satin sheets with my boyfriend. Meanwhile the camera was clicking away. For the next shots i was to position myself in his arms for a first kiss and a closer body contact when i again felt his manhood softly starting to vibrate againsy my own girlish little penis. Aunty had also added a few new sounds to Herberts repertoire as a low manly voice softly moaned things things like "oh, yes baby", "darling" and "i love you"at my touches. She took pictures from several angles and moved us around where needed to achieve the most erotic and realistic images. Meanwile i was having the time of my life, rubbing my boyclit against Herberts large vibrating manhood and virtually squirming in my imaginary boyfriends arms  whilst once again pretending he was a real man.
My hand had almost accidentally moved to his crotch, and I threw my other arm around his neck and kissed his lips  I didn't care that his eyes stayed open or he didn't respond, I was totally lost in the fantasy of being close to a mature manly man and now both my arms were around his neck drawing myself even closer to  him. 
My right hand was moving over his crotch again, touching his hard manhood, stroking it lightly through the material of his pijamabottoms which resulted in a moan and another husky"yes darling". For the next shot, my 'lover' was to lie on top of me and the realistic weight of the doll really made me feel as if this 'man' was physically in controll of the delicate little lady i was becoming. I was once again in extacy but it got even better as aunty explained that Herbert was actually so anatomically correct that i would be able to let my lover enter my boipussy. So, after lowerin' his pj bottom, a cushion under my girly bum  and some lubrication aunty helped us get in the right position to let his very realistic vibrating 8 inch enter me. Of course my darling was moaning again and telling me that he loved me. I had of coursed practiced with the dildo my aunt had provided so initially he went  in without much problems but the full 8 inch was still a new challenge. There was however another feature aunty had not informed me about for after a while of quiet gentle vibrations i actually felt a kind of thumping action going on as if my fantasy lover was actually starting to actively fuck me....It drove me crazy and by now i was so randy that i was now loudly responding to my boyfriends programmed moans and utterings of affection with similar statements of my own.  My legs encircled his and my hands were holding on to his hard bum enthousiastically welcoming the whole 8 inch of his manhood into my now so wanton pussy. With me now totally in rapture, aunty's camera was clicking away shot after shot of her totally adorable 'niece' and her suitor. At a certain point my body was actually shaking with anticipation as i almost passed out in a prolonged  almost female orgasm like i had never experieced before. I must still have laid there for  almost 20 minutes basking in the afterglow of the experience after aunty had shut down Herberts active functions and gently relieved him of his manly duties by getting him off and out of me. I don't think it really counts as being deflowered but it kinda felt that way to me. I haven't really given myself to a man but i've surrendered myself to the concept of giving myself to a man if you see what i mean. I really couldn't wait for the photo's..........
Aunty knew how to play a game as next day,  fifty yellow roses were delivered with a card from Herbert thanking me for the night........
The following days passed in a virtual daze and i was especially enthousiast and motivated to become the perfect glamorous little lady that aunty had coerced me to become. Even more so when after a few days aunty showed me the final printed pictures of my night of passion. They were even better than the earlier ones and a permanent reminder of my obvious talents as an extremely sexy young seductress.
So when later that week i once again found myself dressed up to the hilt in an expensive taffetta  evening gown and in the highest stilletto's i had ever worn, i knew  something special was coming. So when aunty had led me into the lounge where i had expected Herbert, i noticed something was different. My delightfully immoral Aunty had a mischievous smile on her face and whispered in her most amenable tone of voice: "Now little lady, i want you to meet my good friend Harold who volunteered to stand in for Herbert today. I had shown him some of your romantic pictures as he had helped me out with Herberts wardrobe and as a result he insisted on helping us out today. I think you two are going to become very good friends so go sit with him and give him a sweet little kiss". As soon as i did Harold immediately posessively slipped his arm around my corsetted waist and whispered "pleased to meet you, darling".  Harold looked quite a bit like Herbert, maybe slightly older and wearing the same type of suit and tie. He was definitely a real man of flesh and blood though. When he spoke i got convinced he had also been the source of Herberts voice recordings. It was very familiar and after my earlier experiences with that voice slightly unnerving. I was already starting to get very excited at today's lesson. As this was supposedly my exam i already knew what was expected of me and of course i'd enthousiastically participate in said scenario. Seducing this masculine older gentleman and making him fall in love with me would, for the time being, be my only goal in life................The poor man never had a chance,  i'm a very very good student....so when aunty had left us alone to get 'acquainted' and Harold's arm was still around my waist, i took the initiative and i daringly put my hand on his thigh and whilst fluttering my eyelashes i timidly looked up at him. He obviously got my cue and a tender kiss was the result, followed by a much more ardent one where his muscular tongue slipped into my mouth, which totally overwhelmed me. The feeling of surrender when i let this older man's tongue invade me was immense. I virtually threw my arms around his neck to make this sensual mouthcontact continue whilst pressing my slender silk-encased body tantalizingly against my suitor's strong masculine frame. So when aunty returned half an hour later she found us lovebirds still enthousiastically making out while i was seated on his lap rubbing my silky bum against his hard throbbing manhood and his hand was under my taffetta skirt and petticoats, lovingly caressing my smooth nylon encased thighs.....


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2 comments:

  1. Zaskia, how wonderful that you have returned with such an exciting and sexy story. How lucky Gina is to have such devoted teacher. Lucy xxx

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    Replies
    1. How good to see a face from the past on here. Have been a fan since the "world of transvestism" days. We spoke(online)before but that must have been over 10 years ago...... Thanks for your comment. xxx

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