Michael put the car on the handbrake and turned off the engine Friday night it had been a tough week at school and he was looking forward to the weekend he got out of the he got out of the car locked it and walked down the driveway to the house Michael was single and was staying with Jenny he didn't know if she'd ever been married but she lived alone so she had a place to live so she had room for a lodger she was about the same age as Michael and he found her very attractive although
in the year that he lived in her house he had never never approached her she seemed too cold and distant when they talked about relationships and friends as soon as he closed the front door behind him Jenny called out to him from the kitchen Michael could you come over Michael could you come over here for a minute Michael went into the kitchen where she was busyly preparing dinner for the them both you got a package I opened by mistake she said it was from the same club as me and I naturally thought it was for
me Michael felt himself getting hot he undid his tie and collar and said nothing didn't say anything I was surprised at the contents she continued is that dress for your sister or someone else she emphasized the last words Michael just didn't know what to answer she had guessed quite correctly but the clothes were meant for him what a fool he had been to send them here he should have taken them to the post office and picked them up what say Jenny had saved in the trouble it's for you isn't it I think that you're a
transdestite am I right he nodded oh shit he thought now she's going to tell everyone and that's all that'll be the end of my job I guess you'll want me to move out too she probably thinks I'm a queer he imagined the headlines in the local paper Masterl wants to be a Miss I think it's a very pretty dress and I think it would suit you Michael was dumbfounded had he not misheard why don't you go and try it on she continued Dinner's almost ready dinner is almost ready and you can wear it up to
this point Michael had not uttered a word and now he was even more confused by the words you mean you don't mind he stammered finally of course not silly now go and get dressed do you put on makeup when you get dressed only if I'm going to a TV club or a meeting where I can change clothes it takes it takes me quite a while to put on makeup then don't bother just put on your dress and whatever else you've got on and come downstairs I promise I won't laugh well not very much at any
rate not very much Michael took his package and went up to his room his thoughts was still bubbling his most closely guarded secret was now known to to someone else someone he would never tell in a month of Sundays he walked into his room and closed the door behind him she wanted him to go downstairs in a dress but without wave or makeup could he do that his thoughts went back to that Saturday afternoon when he was a boy he had succeeded then so why not do it now yes he would show her what he
looked like in a dress he walked over to the closet pulled out a large suitcase and opened it his inside lay all of his women's clothes he didn't have a lot of them but but what he did have was a very good quality he quickly selected a bra a corset and a pair of French panties having stripped down to his panties he had never worn men's underwear he slipped the corset around his waist and tightened it putting on a bra with artificial breasts and then the panties on top of the panties he liked to stay
in the shadows when he was getting dressed he found a pair of tan coloured stockings and carefully pulled them on carefully pulled them over his shaven legs securing them at the top with suspenders from out of his corset he ordered a new petticoat for the dress he carefully unwrapped it and ship it out it needed to be ironed but for now it would but it would do for now it was a white cotton petticoat very full and with a deep lace trim at the hem he stepped into it and pulled it up to his waist
yes it would show under the dress the dress was in the form of a shirt with a sash of a pale blue color blue with a small floral pattern all over it he fell in love with it as soon as he saw it in the catalogue as soon as he saw it in the catalogue and knew he had to have one he unfolded it and put it on over his head the sleeves were short and the front buttoned in the front there was a belt of the same material with a small buckle buckle he put
the skirt on over the petticoat buttoned the buttons and then the belt it fit perfectly he quickly found a pair of white sandals and then thought about his hair they weren't short so he combed it into a feminine style are you dressed yet came a call from downstairs dinners is ready coming he replied throwing one last glance in the mirror he opened the door and headed down the stairs Jenny was in the kitchen and he braced himself for the the teasing laugh that was to come she stepped into the room it looks very nice she
said almost carelessly spin it in my hands Michael felt almost overwhelmed by her reaction but quickly recovered and twirled in place in doing so the dress lifted revealing his underwear my god you're serious about this aren't you lift it up and let me see what you're wearing he lifted the hem of the dress revealing his underwear pantaloons and suspenders wow I had no idea you had clothes like that but I think they look on you better than it does on me now let's go to dinner and we'll talk about it as they sat down at
the table she handed Michael an apron put it on to keep your dress clean you don't want to ruin it the first time you put it on he did as he was told and tied the apron around the around his waist once again his thoughts went back to his childhood everything seemed to be happening all over again at dinner they discussed Michael's need to dress up what clubs he belonged to and where he went to Michael for his part was intrigued by how how she guessed he was a TV host I'm sure it wasn't just
the dress oh no there were a few clues the plucked eyebrows hairless arms and legs a pair of panties on the back of the radiator and the smell of very feminine perfume I knew that there were never any women in your room so I just put two and two together during dinner Michael found himself wondering how Jenny had such a wealth of knowledge about transvestism she seemed to know all rule the answers he asked her but all she said was that she had she'd read about it in women's magazines after dinner Michael changed back into
men's clothes and they sat in the living room drinking coffee why don't you get dressed for me properly tomorrow Jenny asked you know make up wig the whole thing I need to I need to go shopping this afternoon so you can do it then Michael felt his stomach cramp had she really invited him to dress up as a woman a woman okay he added nonchalantly tomorrow afternoon but first I but first I need a new makeup that's alright we can do that in the morning and I'll also buy you a new set of underwear she
paused I think that sounds like fun don't you we'll see what tomorrow brings Michael muttered he tried not to show his excitement but inside he was standing still they spent the rest of the evening talking and watching TV on the website About 11:30 Michael announced that he was going to bed Jenny agreed that she would go as well as they stood on the landing she turned to him and asked are you wearing a nightgown to bed no he laughed I was always afraid you might go into the room wait here a minute she said and
disappeared into her room when she returned she brought two dresses which she thrust into Michael's hands put these on if you like they should fit you then she kissed him on the cheek wished him goodnight and closed the door behind her Michael entered his room in a trance like state he was in love there was no doubt about that there was no doubt about that he looked at what she had given him a nightgown of white Satan of white Satan and a full length robe that was tight with a knotted sash it was white too
the Chinese floral pattern he felt himself getting aroused and not only at the thought of wearing a nightgown to bed but also at the thought of wearing a nightgown in bed but also because they were Jennys and her body was in them he quickly freed himself from his man's clothes and put on a gleaming white nightgown savoring the sensual feel of the cool Satan on his skin and of his skin looking in the mirror he saw a large bump that testified to his arousal how he wished Jenny could handle it too but maybe in the
future he put on his robe and went into the bathroom enjoying the feel of a material rubbing against his legs eventually Michael fell asleep dreaming of the day ahead and what might follow and of what might follow in the morning he woke up with an unfamiliar feeling he realized that his nightgown had twisted around him he got out of bed and straightened up today is the day he thought I've got to put myself in the right frame of mind not a sound came from a house so he put on his robe and went downstairs to
make a cup of tea robe and went downstairs to make a cup of tea knocking on Jenny's door in response he got a sleepy come in he entered and placed the mug on on the bedside table Jenny lifted herself up she was completely naked Michael could only stand there and stare at her firm round breasts what's the matter haven't you ever seen boobs I see you're wearing the clothes I gave you do they fit you Michael could only nod he mumbled something about getting dressed and hurried away back in his room he sat down on
his bed and contemplating the scene that had just played out had Jenny deliberately defiant toward him if so what should he do next Michael had never had much of a relationship with women mainly because he was afraid they would find out about his clothes afraid they find out about his cross dressing but now it was something different Jenny knew about him and seemed to be encouraging him him he showered and began to dress slowly French pantaloons with a matching camisole a plain white blouse that might have passed for a shirt a shirt a pair of
women's corded pants and a man's neck sweater he usually wore such clothes on weekends it made him feel that that he was dressing like a woman though it was not noticeable to the rest of the world and it was not visible to the the world he wondered if Jenny had noticed it in the past she certainly hadn't she certainly never said anything he was eating his toast when she appeared dressed in a very similar manner are you ready to go shopping she inquired I think so Michael replied they got into his car and headed for
the nearest town centre it was only five miles and didn't take long as soon as they parked Jenny set off pulling Michael along with her come on take your time the stores the stores will be full before we even get there she headed towards a small rather expensive lingerie store without hesitation she opened the door and stepped inside Michael held back a bit feeling more than but eventually followed her into the store it was small but with a large assortment of quality lingerie there was only one middle aged woman working behind the counter I'm looking
for a matching set of lingerie Jenny began French panties bra and slip is this for you the assistant inquired no 4 she paused and looked at Michael for a friend it's a a gift the saleswoman looked at Michael and smiled and what size is your friend she asked putting heavy emphasis on the word girl friends size 16 to 18 what bra size does she take Michael he tried to look disinterested oh I think about a 40B the assistant laid several sets on the counter what color did you what color did you choose Jenny looked at
Michael who shrugged and said I think she liked turquoise or yellow I like the turquoise Jenny added take this one please the woman wrapped it up and took Jenny's credit card if it doesn't fit her please don't be afraid to change it okay she smiled at Michael handing Jenny the package handing the package to Jenny on the way out of the store he leaned against the wall she knew didn't she knew they were for me oh I don't know maybe she guessed but it doesn't make any difference does it she doesn't know you anyway you've
got some very beautiful lingerie that you can wear this afternoon now what else do you need some makeup I usually buy it at boots they bought everything he needed without too much embarrassment and and went to the cafe for a cup of coffee how long do you need to get ready Jenny asked about three hours if I do it right okay we'll go home now and then I'll disappear until 4:00 Michael drove them home Jenny got in the car and drove off Michael stood at the gate with the packages under his arm he looked at
the clock it was only 12:15 plenty of time to get ready he took out his key and went into the house he forced himself to eat lunch even though he was too excited to eat first what to wear he went upstairs and got out all his women's clothes there wasn't much choice he had a beautiful cream blouse which he decided to wear with a knee length floral skirt and a rust coloured a rust coloured sweater he always felt comfortable and confident when he wore this outfit especially with brown lace up boots shoes after laying out
all of his clothes on the bed he unzipped his new underwear and stood for a moment stroking the spa thing turquoise satin he couldn't wait to put it on he ran a bath and let himself use some of Jenny's bath oils oils he'd never dare to do that before in case she smelled perfume this time it didn't matter lie in the fragrant lava he took a razor and removed all the hair from his body except for a small area except for a small area around his crotch he washed his hair even though he was going
to wear a wig he was just immersing himself in his feminine role after drying himself off he ran his hands over his body it was so smooth and it was wonderful he applied copious amounts of talcum powder Jenny again and went to get dressed taking the new bra in his hands he ran his hands through the straps and reached around the in the back to fasten the hooks it fit perfectly inserting his false inserted his false breast and adjusted the straps so they hung properly then he put on a pair of of tight panties to
make sure everything was in place he buckled the core set around his waist and tightened the laces giving himself a very pronounced waist and wide feminine hips stepping into French pantaloons he felt goosebumps run all over his body as he pulled them on the Satan felt cold against his smooth skin he pulled them on until the waistband until the belt was snug around his waist taking he lowered it over his head again savoring the the feel of the material against his skin he adjusted the top on his chest and walked over to the mirror the
underwear was wonderful it really did fit he lifted the hem of the panties to reveal the deep lace edge of the of the panties he was almost asleep