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Mother Caught Son In Schoolgirl Uniform - Crossdressing Stories

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Fem Stories
Part one Friday caught I don't know who was more shocked me at finding my mom coming in the through the back door of our home or her at finding me her 16-year-old son sitting in the kitchen doing his homework and wearing a school girl's uniform for the longest time we simply stood there looking at each other and then she spoke okay Gavin we obviously need to speak about this but I'm in a bit of a rush so just stay as You are I'll be as quick as I can and then we can discuss this she
walked into the hallway and picked up her cleaning bag which was full multi-surface sprays and aerosols and all manner of cloths and dusters and other cleaning equipment obviously she had forgotten to take it with her that morning I couldn't speak I was on the verge of tears I had gone from being calm and confident to feeling overwhelmed with guilt fear and shame in about a quarter of a second guilt at Wanting to where girl girl's clothes in the first place fear at what would happen now that I had been discovered and shame at being caught
mom paused at the door taking a last look at me and then she was gone I was just glad that my dad wasn't here to see this he had passed away from cancer when I was 8 years old my memories of him are vague but I remember him as a kind loving man who cared deeply for his family and made sure that they were financially cared For after he was gone then I began to wonder how I had been found out what had caused the discovery of what I thought was my private guilty secret my
mom Angela was a domiciliary care worker she had gone out that morning to see her client Mr Carter who lived a few streets away he was in his '90s with onset Alzheimer's and a pair of dodgy hips but he was fiercely independent insisting on living in his own house the home he had lived in and raised a family in for over 60 years she had left 90 minutes earlier and was not do back for another 2 hours at least though it was a Friday I was off school as it was a teacher training day so
with a few hours to myself I had decide to indulge in my guilty hobby for a little while and do some homework of course I had the following Monday off as it was a bank holiday so there was an opportunity there as well since I had been young I had been crippled with a Fascination for women's clothes it had Started when I was 10 with a swimsuit I don't know how or why but I had found a girl swimsuit at school it had just been laying there on the floor I had picked it up stuffed
it into my bag and had taken it home it had been a further 2 weeks before I Found the courage to actually put it on that first time had been a revelation it had been soft and comfortable the clinging fabric encasing my slender frame and it had felt incredible I had not had access to any Other clothes until I was 13 and was able to go out and shop for myself with the generous allowance I was given in cash from the odd jobs for the other families in the neighborhood I had bought underwear and hosery
from Primark and tops and skirts and dresses from charity shops some fit me and others didn't but I learned my sizes as I had gone on and over the last couple of years I had a massed a bag full of girls clothes which I hid in a large Ru sack In the back of my wardrobe I tried to present a feminine image but with puberty came problems I grew hair on my arms and legs and my chest and muscles filled out the lean short frame that I had I had not gotten the growth spurt I
hoped for but I had risen from 5' 5 in to 5' 7 I was no musclebound bodybuilder but at least I had grown up a bit though I was popular in school my nickname was the runt which tells you all you need to know about me I suppose also with Puberty came the sexual urges the fantasies the masturbation sessions in my bra and panties but these had passed and yet I continued dressing I simply felt calmer more confident and more caring when I was dressed I didn't really understand the issue and though I could have
looked it up on the internet I dare not use the computer for such a search we only had the one machine in the small family room and mom also had access to it if I had left that Particular search history on the PC then my mom would have undoubtedly found it leading to questions I had no answers for for the next hour I sat in the living room with my thoughts raging uncontrollably through my head the upcoming discussion with my mother went through various scenarios in the movie theater in my brain she would make me
throw the clothes away and promise to never wear girls clothes again which was a promise I knew I couldn't keep she Would call all my friends and tell them about my secret to expose me humiliate me shame me she would get angry Scream and Shout at me and then throw me out in into the street dressed as a hairy school girl for all the neighbors to see the one thing I desperately wanted to do was to go up to my room change out of these things get dressed in my proper clothes and pretend that this
had never happened but it was also the one thing that I didn't do something that mom had Said had stopped me stay as you are we can discuss this situation also she had not looked angry or disappointed or shocked just resigned yes that was it resigned after an hour and a quarter I heard the back door open and heard mom call out from the kitchen Gavin could you come here please I Rose my body trembling and I shuffled into the kitchen mom was preparing coffee for us I sat the table mom put the two cups
of coffee down and then she pulled out a Chair opposite me and sat down she did not fold her arms across cross her chest or cross her legs or any of the things that she normally did when she was upset with me she simply sat there with one hand in her lap and the other wrapped around her coffee cup okay Gavin here's the obvious question why are you wearing a girl school uniform no answer me this first where did you even get a school girl's uniform I got the uniform from a charity shop the underwear
came from Primar I mumbled stop mumbling and speak clearly please Mom said with a soft smile on her lips and don't slump in your chair sit up straight I settled back in the chair and sat up I sniffed and then answered her again the uniform came from a charity shop and I bought the underwear from primar a boy buying girls girls clothes that must have been a little embarrassing it was at first I said I remember the first item I had ever bought it had been a leotard from a Chair charity shop I had been
blushing so much that I was certain I was glowing it got easier though when I realized that they didn't care what they were selling and just wanted my money I see said Mom her expression growing both thoughtful and pensive and have you gone outside while dressed up I shook my head emphatically no never mom nodded and seemed to relax a little as for me I was not lying with my hairy arms and legs I would never have passed and would have Easily been spotted as a boy and drag even at night and that would have
led to humiliation and name calling at best I didn't want to even imagine the worst so my original question why are you dressed as girl I glanced down at my clothes my girl clothes I suppose at the moment I was wearing a short sleeved blouse that was tailored for a bust that I didn't really have but a bra and a couple of pairs of rolled up socks sorted that out I was wearing a classic gym skirt that Hung just above the knee and a pair of black tights I was wearing my own trainers with the
outfit and they sort of worked I sighed as I tried to compose my thoughts the usual go to answer if I don't know seemed totally inadequate and while it was the truth I did have sort of an answer I guess I'm just fascinated by the feel of the clothes and the cut of them I like wearing them because I feel different in what way mom asked I feel calmer I feel more confident and I Feel nice right then Mom took a sip of her coffee then she smiled broadly is this why you've been growing your
hair out for over 3 years now I had resisted her repeated demands to get my short brown haircut I wanted a hairstyle that I could tie back in a ponytail so it wouldn't look out of place and yet could be styled in a feminine cut when I wanted it it was now down to my shoulder and when loose it hung in a very feminine style as for facial hair there Was a little peach fuzz I had to shave once a week if that unlike my good friend Max who shaved two maybe three times a week
I reached up to stroke my hair yes it beats wearing a wig my mom actually laughed I'll bet it does okay now for the uncomfortable question are you gay I glanced up at her I opened my mouth to tell her no I wasn't gay but some of my masturbatory fantasies eventually I Shrugged I don't know I don't think so I do like girls but That's okay I think you're a little too young to know which way you swing if I'm honest so do you have any other female clothes yeah I've got a bag full upstairs
and have you ever worn any of my clothes I almost laughed at that Mom was tall and slender but she clearly bigger in stature than I was I shook my head with a slight grin no you're bigger than I am no offense I don't think your clothes would fit me properly mom nodded none taken and I'm glad you haven't been In my wardrobe she took another sip of her coffee and took a deep breath and through her nose and out through her mouth it was a sign that she was thinking okay so let me get
this straight you dress up at home while I'm out or at work and you do it because you like the clothes and because they make you feel calm and confident is that right I nodded mom smiled okay Gavin I know a little bit about this it's known as Transvestism I'm going to be honest with you I'm a little shocked to find you dressed up but I'm not angry I glanced up hope beginning to Blossom in my chest you're not no not even disappointed I relaxed for the first time since the discussion had started mom continued
first off all do you think you're the only boy who dresses up as a girl I nodded I thought I was weird or something well you're not weird about half the male population of the world Has Crow stressed at some point in their lives either for a dare or fancy dress or they've lost a bet or one one and about half of that 50% goes on to do it fulltime well it's a little lower than that but I would guesstimate that one in five men dress up as women for varying reasons and while it's known
as transvestism I prefer the term Crow dressing transvestism makes it sound cold and clinical like a mental illness or something she looked disgusted for a Moment and then brightened up when in fact it's a harmless hobby that has long been removed from any list of mental of psychological disorders unless you don't want to be become a girl do you she actually looked worried at this but I was adamant about it no I don't want to be a girl I just like the clothes okay that would raise serious concerns that I don't particularly want to address
right now but that's another matter if you don't want to be a girl but just want to Dress as a girl then it's fine that surprised me it's fine that I'm dressed as a girl really she nodded in an encouraging fashion really I'm surprised shocked even but I'm not angry and if you want to dress like a girl then that's fine with me she then gazed at me shrewdly stand up walk to the doorway turn around walk back and sit down my puzzlement must have Shone in my face because she smiled trust me I stood
up walked to the doorway then I turned Around walked back to the table and sat back in the seat mom laughed out loud you dress like a girl but you walk like a boy watch me with that she Rose she walked to the doorway gracefully she turned and walked back to the table where she sat down and crossed her legs right over left she smiled at me that's the way a girl walks now you try it I stood up and walked to the doorway like Mom had one foot in front of the other in a
line it added a wiggle to my hips That I hadn't had before I turned spinning on one heel and walked back to the table where I sat down again reaching back to sweep the Hem of my skirt beneath me then like Mo I crossed my legs right over left and placed my hand hands in my lap I looked at mom expectantly her expression did not bode well hm that's better but it's not perfect yet you just need a bit more practice anyway show me your clothes I took her upstairs to my room and dug out
The ru sack emptying it on the bed mom sorted through it praising me for my taste and style I obviously had good fashioned sense we then spent the next few minutes placing my mismatched underwear in my dresser and hanging the meager collection of dresses skirts and tops in my wardrobe she asked me to change out of the uniform and into a pale blue dress that had caught her eye and then meet her back in the kitchen I changed hanging the skirt and blouse in My wardrobe and climbing into the dress it was short above the
knee with a high neckline and Lace full length sleeves I was later to learn that it was a called the pum dress I didn't know that at the time I just liked the color and the lace my mom and I spent the evening watching television and rather than cook she ordered a take away Pizza she also spent the evening giving me tips and advice on how to walk and talk like a girl I seem to doing something right because the Tips which I followed came less often she smiled at me as we sat on the
sofa watching a movie Gavin I can't keep calling Gavin if you're dressing as a girl if you've been born a girl your father and I were going to call you Gabby so that's your girl name if that's okay Gabby I liked it it suited me better than Gavin well in my current clothes at least yes please thank you Mom merely smiled at me you're welcome Gabby at bedtime she lent me a night Gown to sleep in it was a bit big but it was silk and it hung well I slept well but I had some
strength strange dreams that evening I barely remembered what the dreams were about but I remembered a state of contentment part two Saturday proper planning I woke late on Saturday morning unable to remember when I had had such a decent night's sleep grabbing my phone from the beside cabinet I noted the time was just half 10 I got up had a shower to wash the sleep from my head And body and scrubbed myself clean of dirt both real and imagined then I red myself I dressed in male underwear a pair of clean jeans a baggy old
t-shirt and my trainers I went downstairs to find the house empty there was a note on the table from mom gone shopping we'll be back at midday breakfast in the cupboard I made myself a plate of scrambled eggs on toast and a cup of coffee then with no jobs to do or errands to run I went on the PlayStation That gobbled up an hour I heard the front door open and heard my mom come upstairs and head into her bedroom she stayed in there for about 10 to 16 minutes before she knocked on my door
she poked her head around the door ah Gavin come downstairs Will you she left my room and I heard her footsteps Retreat down the stairs and into the living room I turned my PlayStation off and followed I paused at the door wondering if I should get changed but Then with a sigh I headed down the stairs mom was sat in the kitchen she was smiling broadly sit down Gavin I pulled a chair out from the table and sat down right then after I discovered your secret yesterday and after asking you about it and giving you
your fem name I have decided that if you're going to do this you're going to do it properly and that means you do exactly as I say and you don't question me do you understand yes I said I was not sure I understood what I was signing up for but I was sure that Mom knew what she was doing good she stood up follow me she led me back to my room she reached into the Wardrobe and pulled out a short black skirt and a white top get undressed and meet me in the bathroom I
undressed to my underwear and followed her to the bathroom mom was sitting on the toilet with two bottled in her reading one of the labels when I entered she looked up and smiled take you Underwear off get naked I blushed a little at this and don't be shy I used to change your nappies I've seen it before I stripped off my boxer shorts and my socks standing there in just my birthday suit was a little embarrassing especially as my my thing had changed substantially since puberty my mom looked up fixed her Gaze on mine for
which I was grateful right then this is depilatory cream the instructions say to to smear it all over your body apart From your head and wait for 15 minutes use the whole bottle she handed it to me when you're finished with that shower thoroughly and then dry yourself oh and pat yourself dry don't rub or you'll irritate your skin and when you're dry use this she handed me a second bottle it's a moisturizer it'll keep your skin soft and supple then meet me in your bedroom okay I flipped up from the instructions on the first
bottle okay what on Earth was I getting myself into I was a little scared but I was also curious mom left me alone and I started with the depilatory cream it had a noxious chemical smell that irritated my nose a lot and my eyes a little it felt cold and goopy in my hands I spread it over my legs my arms and armpits and then over my chest I even smeared it on my the peach fuzz that was covering my bum with the bottle empty I stood in the shower shivering it began to itch and
there was a mild burning sensation on my Limbs when the 15 minutes passed I turned the shower on and stood under the stream of water I began washing myself for the second time that day it felt weird having a second shower in one day but the surprising thing was that the hair on my body began falling away leaving bare patches on my skin after several minutes I was hairless from the neck down apart from the sparse patch of pubic hair around my penis and testicles I dried myself thoroughly remember to Pat myself dry instead of
rubbing when I was dry I spread the moisturizer over my body it had a floral scent lavender and it felt good on my hairless limbs when I had finished I tidied up the empty bottles went in the bin the moisturizer was placed on the Shelf the towel was folded and placed on the rail at a loss for what to wear I put my underwear back on it was still clean and I wanted to cover up back in my bedroom I found my mom waiting in the chair at my desk Which had three large shopping bags
on it she smiled at me so you're hairless now what's it like I rub my hands over my arms and then my legs noting how smooth and silky they felt it's a little weird but it feels nice good good now I've thrown some of your underwear in the bin she held up her hand to forestall my complaints it was a bit worn out and you really need matching pairs so I brought you some new pairs she reached for one Of the shopping bags that was sat on the desk and tipped it out on the bed
outs spilled a collection of fresh new underwear go on mom said pick something I sorted through the bras and panties selected a matching set in a pale yellow mom nodded approvingly good choice now before you put it on I need you to put this on she held out a flash colored object that looked like a cross between a thong and a torture device it's a gaff she explained the tube at the front Holds your penis back between your legs and pushes your testicles back up into your body now it's nice and tight and will present
a smooth front instead of an unsightly bulge she left the room to give some privacy I took off my boxers and threaded my legs through the leg holes then I pulled the Garment up to my thighs I forced my penis into the tube and felt it being pulled back as I raised the Gaff up around my hips I felt my balls being being squished upwards And my penis straightening out between my legs I pulled the Hem of the Gaff up to my waist and felt it settle everything into place it was a peculiar sensation it
was not the torture device I had thought it was but it wasn't comfortable either it left my groin smooth flat and feminine mom returned after I called out and informed that I had struggled into the Garment how does it feel I flexed my legs and the Gaff pulled on my genitals in an Uncomfortable way but it wasn't too bad not bad I could get used to this good put the underwear on I dawned the panties surprised at how comfortable they felt then I hooked the bra in front of me spun it around my waist and
pulled it up around my chest drawing the straps up over my shoulders I reached for the tights but mom held up a hand wait a minute she picked the second bag off my desk and pulled out a large box which she opened inside were two very Realistic looking breast forms these are C cup silicone breast forms they sit inside the cups of your bra and there's even a special adhesive so we can glue them into place if we want she took one of the forms from the box holding it in in her Palm these will
do better than socks don't you think wow these are great they must have been expensive I said they were very expensive so take good care of them she reached into the book and pulled out a sheet these Instructions tell you how to look after them standing up she slipped one form into the left Cup and the second into the right cup they were a little cold and clammy at first but they warmed up quickly as I stood marveling at the weight and feel of them mom adjusted the bra to accommodate and hold my breasts firmly
and properly right put your tights on now she said sitting back down I had several pair of tights before but there was only the one thick pair left The others must have gone in the bin there were several new pairs however some patterned in some plane I decided on a new pair that had a diamond pattern to them I pulled the package open and removed the tights sitting on my bed I bunched up the left leg placed my left foot in the fabric and pulled it to my knee I repeated this procedure with the right
leg then I stood and eased the remainder at my legs I could not get over how nice it felt my legs which were Smooth and soft now reacted to the feel and touch and fabric in a way that I had never felt before it was Exquisite I pulled the tights up and settled the waist band around my slender waist to rest against my tummy which was fluttering by now with the underwear in place I reached for the skirt mom stopped me again wait a moment she stood and reached into another shopping bag pulling out a
short pink robe put this on and follow me she stroe to the door And I pulled the pink robe on pulling it around my body and tying the belt it was like my regular dressing gown in a way but it was a world apart and others my maale gown was dark blue and was a thick coarse material and hung down to my knees this was robe was thin and silky it felt wonderful against my hairless body my senses reeled from the New Sensations I was experiencing it was also short barely covering my thighs mom was
in her bedroom when I followed her Out and she was stood at her dressing table all of her stuff which was usually arranged over the table had been moved and was Now set out on the left hand side several new items were arranged on the right hand side of the table and the mirror that stood on the table was covered with a long cloth right hair and makeup sit down hair makeup I didn't want to wear makeup did I I remembered my promise to do whatever she asked and ask no questions we were doing it
Properly after all I sat at her dressing table and Mom plugged in a hair dryer dryer then using AA brush she dried my long hair before she became a domiciliary care worker she had been a hairdresser which came in handy for some of her clients men who wanted a short back in sides and women who wanted their hair bleached and styled using the brush and the dryer in a swift practiced motion she dried my hair but also styled it in a feminine style o there's a lot Of split ends here she remarked do you use
conditioner when you wash it I Shrugged I had never considered hair care to be a priority until now no not really well you should however you want it you should take care of it not only that it gives it body and volume I will need to trim it at some point no I said a little too loudly mom stepped back oh relax Gabby I'm not going to cut it all off or give you a crew cut I'll just trim the split ends off and tidy it up a Little besides it encourages growth she stepped forward
again and continued drying my hair when it was dry she continued brushing it letting it hang in a soft style that bounced around my face and shoulders in soft waves with care and conditioning it's going to look absolutely beautiful do you promise me to keep it clean washed and conditioned I promise I said and will you let me trim it I hesitated for a moment yeah Mom beamed With delight excellent she frowned through a thoughtful expression I wonder what you'd look like as Blonde or maybe a red head I turned and smiled at her she
chuckled ooh adventurous but let's learn to walk before we start running right then makeup as you can see I've arranged the dresser so we can both use it all my stuff is on the left so don't use it until you ask and all your stuff is on the right I won't use it unless you give me permission agreed agreed That threw me a bit had I just agreed to sharing makeup with my mom right first step Foundation she then explained what she was doing as she applied a layer of foundation to my face and then
still explaining what she was doing she applied a layer of powder she then worked on my eyes with eyeliner mascara and a shadow she added a little blush to my cheeks just to give me a glow she said she then outlined my lips with a lip pencil and filled the outline with Lipstick she then stood and left the room returning with the top and the skirt right then you can finish dressing I took the skirt it was short and tighted being Licor clung to the body like a second skin it had red piping down the
sides and I thought I looked good in in it the top was a white cold shoulder top this too was tight but it was stretchy I pulled it over my head careful not mess up my hairstyle or my makeup and thinking how strange that was And stretched it down around my torso my new breasts tined the fabric in a prominent but not outrageous way mom had left the room as I had dressed and come back with a shoe box she opened it up to reveal of ankle boots try these on she said I took the
boots marveling at them they were a light gray with zips on the outside and a small 2in heel I sat on the bed placed them on my feet and zip them up I stood up I was dizzy by the additional 2 in added to my height and Shook on them mom grinned at me how do they feel they're a perfect fit I said how did you know my size I'm your mother Gabby I've been buying your clothes since you were born I know your size is off by heart oh right I was steady on the
heels now as long as I didn't move I would be fine take a few steps mom said I stepped forward and the movement felt awkward forced somehow you're still walking like a boy take smaller steps and put one foot in front of the other Walk in a straight line now and don't swing your shoulders swing your hips I did as instructed it was like having to learn to walk all over again but after a few steps I felt I was getting the hang of it and judging by the smile on mom's face she too was
impressed you're getting there girl want to see what you look like okay come over here I walked over to her wardrobe which had mirrored doors both doors were open so I had been unable to to see my reflection while I Had been dressing she closed the doors and I saw my image for the first time oh my God the young girl in the reflection put her hands up to her cheeks a look of amazed surprise on her face she had a long man of dark brown hair that that flowed In Waves around her face she
was wearing a white cold shoulder top a short black skirt that in Diamond patterned tights that clung to her feminine curves she had a light layer of makeup with Smoky full colors around the Eyes a light blush highlighting her cheekbones and a layer of pink lipstick on her lips and the girl in the reflection was me I couldn't believe that I looked so I look like a girl I said I stood in a feminine gesture I cocked my left leg and placed my hands on my hips mom chuckled you're looking good girl I'm feeling good
mom it was early in the evening that Mom dropped what I would later call the bombshell we had spent the afternoon with me Practicing my feminine movements how to sit how to stand how to walk how to talk everything I had learned in my 16 years in the world I had to learn again but from a girl's perspective and I was a quick learner apparently we had just finished a light meal of salad I had to look after my figure now when Mom told me foro the washing up and we retired to the living room
right then Gabby you need more clothes and a few more pairs of shoes more than I could get for you This morning so how do you feel about going shopping tomorrow now Norm I hated going shopping and avoided shops and supermarkets as much as I could preferring to order stuff online when I could I even had an arrangement with mom as long as I asked her and as long I paid her first she would provide her credit card details for these purchases she never let me see them so I didn't know them or needed to
however this time there was a new eagerness yeah I'd like To I can finally afford that new new PlayStation game I've been wanting and if I check the used good stores I can probably find it cheaper that's good because you'll be going dressed as you are now as Gabby emotions rushed through my head so quickly that I couldn't keep track of them all but one emotion registered Above the Rest fear for a variety of Reason fear at being recognized as a boy and Girl's clothing fear at being ridiculed for what I Was Fear at bringing
shame to my my mom I shook my head I can't I just can't I'll be spotted as a boy and get laughed at you'll get laughed at I can't do that to you Mom I can't it was Mom's turn to shake her head Gabby you look extremely passable now you look like a young girl you walk and talk like a young girl and we both know that sooner or later you're going to want to go out dressed like that and if it's going to be sooner then so be it and I'd prefer to be with
you But but I'm a boy dressed as a girl and I wouldn't want to embarrass you like that Gabby my mom was actually laughing now something that annoyed me if I thought for one minute that you were going to embarrass me I wouldn't let you dress in the house let alone take you out so what do you say I didn't say anything for a few moments I didn't know what to say eventually I sorted out my confused thoughts into coherent words I hadn't really thought about going out Dressed as a girl or passing for a
girl I just liked dressing like one but if you think I can do it mom was nodding eagerly okay I'll do it good though the smile remained on her face she seemed to Sag a little as if she was deflating well it's been a busy day today and you've come a long way I'm proud you really you've learned a lot today so let's have a relaxing night in front of the Telly shall we sounds like a good idea what shall we watch Mom sighed Deeply as she considered the evening's entertainment oh choose a DVD only
no Marvel Comics Universe films please that raised my hackles and the argument that followed was heated but only slightly and light-hearted I eventually persuaded her to watch Guardians of the Galaxy VA 2 because I knew my mom had sort of a crash on Kurt Russell she watched it without complaint I think she might even have enjoyed it part three Sunday shopping I was roused from a deep sleep And a comfortable Dream by a hefty knocking at my door I raised myself up and glared at my alarm clock it was just turned 9:00 in the morning
which as far as I was concerned equated to silly o'clock in the morning it was a Sunday after all I pulled pulled the covers up over my head go away I grunted I heard the door open then the covers were ripped off the bed I glared up to see my mom already dressed frowning down at me it broke into an easy smile get up Sleepy head it's time to get up have a shower then put your underwear and robe on come downstairs for breakfast we have a lot to do today she left the room I
looked out my room in the midm morning light and tried to remember what was happening oh yeah I was pretending to be a girl called Gabby and my mom was helping me do it I would have thought it was a bad dream only I hadn't had any bad dreams lately I was dressed in a pale blue night gown that my mom had Brought the previous morning I Rose and for a moment I thought I was still dreaming only I knew I wasn't mom had already selected my outfit for the day a NE length black skirt
dark dark blue blouse and the pale yellow matching bra and panties from yesterday I got undressed and in just my panties I made way onto the bathroom mom's voice floated up from the bottom of the stairs and don't forget to condition your hair I stood under the shower for a moment Still waking up then I washed my body washed my hair and used mum's conditioner on my long Mane of hair when I got out I patted myself dry and went back into my bedroom one towel wrapped around my waist and my long hair and another
towel I stopped by the mirror in the hall for a moment my reflection didn't look right I undid the towel wrapped it higher covering my chest and tied it off that looked better in my bedroom I blew dry my hair and used some Hairspray to set it it was soft and fell in soft waves around my face and shoulders I was pleased with the effect I Dawn my Gaff and yes it was as uncomfortable as I remembered and then I put my pant anties on I dawned the bra but before I pulled it up around
my shoulders I settled my false breasts into the cups I was tempted to read the instructions to see how they felt when they were attached to my chest and hanging like they should have hung there I had the solvent I could have done it but I felt like that was a step too far as if I hadn't taken too many steps already after Dawning my tights I pulled my robe around me and headed down to the kitchen good morning Gabby how are you feeling okay I guess I'm still getting used to I gestured towards my
breasts mom chuckled well get used to them girl I've had to she said placing a boiled eggs and a plate of soldiers in front of me to go with the coffee I had already Poured for myself you've had more practice than me I said that clever remark earned me a smack on the back of my head I was tempted to tell her not to mess up my hair but I I knew how far to push my luck after breakfast I loaded up the dishwasher and set it going then I followed my mom to her bedroom
where she sat me at her dresser now a memory test where is my stuff on the right correct so where is your stuff on the left correct again now where is your Foundation I reached for a tube which since it was labeled Foundation was really easy I held it up is this it I knew I was right due to her wide smile what followed was myself applying my own makeup under instruction from my mom who explained at each step what I was doing and generally correcting my mistakes as I made them but mostly before I
made them by the time the lip gloss went on I was looking good a soft natural look Around my eyes with light blue blending into dark blue over my eyes which popped out due to dark eyeliner that I had applied so carefully I had a champagne blush to highlight my cheek cheekbones and a light red shade on my lips I looked good I looked sophisticated and elegant it was amazing that I could present such a feminine image it had taken us an hour and Mom said that with practice I could apply it in about half
that time maybe less but it would take Time and practice and with the wide variety of colors on offer I could create a look for All Occasions okay go and dress now my mom said I Rose from the dresser and returned to my bedroom I pulled the blouse on first it was a dark blue and felt smooth and silky I later learned it was satin the skirt had appeared to be kneelength when it was on the hanger but when I stepped into it and pulled it up around my waist I realized that it was above
the knee it Wasn't short by any stretch of the imagination but it felt nice and had a flare to it that I liked I examined my image in the mirror in my bedroom and couldn't resist doing a twirl I heard someone laughing and turned to see my mom stood in the doorway how do I look like my daughter a little while later we were driving to a shopping center on the edge of town well away from the local town center and where there was less chance of bumping into anyone we knew Leaving the house for
first time had been the most nerve-wracking thing I had ever done I stood in the hallway wearing a jacket that mom had bought me it was black leather but but it was a feminine style she had given me one of her handbags she had at least five of them in it she had placed my smartphone my cash and a purse which my mom also gave me she also added a hairbrush a compact mirror and mascara my ey Shadow and my lipstick just in case I needed to make Repairs to my look over the day I
had waited in the doorway as mom walked out to the car and started it up then I had put on a pair of dark sunglasses and scuttled out pulling the door shut behind me I had scurried to the open passenger door I dropped my bottom into the seat and then with my knees together I had swung my legs into the car pulled the door shut placed my handbag on my lap and had tried to sink into the seat seat belt please and no hiding mom had Said as she snatched the glasses from my face now
sit up straight and stop slouching I tried to sit up and relax but I was still very nervous I was after all a boy and a shirt and blouse and a layer of makeup pretending to be a girl and I was outside in public in the outside world well I was in a car but you know what I mean however as we left the streets where we lived I found myself nervousness dissipating of course there was still the possibility that Someone who knew my mom would see us and would wonder what she was doing driving
around with a young girl as we left the area I grew more confident and sat up in the seat looking out of out of the window and watching the other cars wondering who they were where they were going and why they were going there as we drew nearer the shopping center mom pulled into the car park and drove close up to the edge of the center she parked 100 ft away from the entrance as she Parked the car and applied the handbrake she turned to me are you ready no I wasn't ready I was scared
to death I wanted time to roll back to Friday lunchtime and change this change it to a time when I was doing this in secret in private for a moment I wished that I had never found that damn swimsuit never tried it on I glanced at the entrance and then back Mom yes Mom beamed letun go then we stepped from her car and mom locked it as we stro towards the Entrance I saw people coming and going they were too wrapped up in their own actions and thoughts to take much notice of us I walked
side by side with my mom as we entered the shopping center I hesitated for a moment there were too many people too many I felt my mom take my hand it instilled a sense of confidence in me I could do this I let go of her hand right where to first I asked Mom smiled at me a warm benevolent smile that flowed into me increasing my Confidence Essentials first then window shopping business before pleasure we spent that first hour getting Essentials more underwear more makeup and three pairs of new shoes two pairs of flats and
a pair of 3-in stocky heels they were white and Mom said I needed a new dress to go with them loaded down with shopping bags and we had not finished shopping yet we returned to the car and placed our bags in the boot of the car before returning to the shopping center We spent the next hour window shopping and admiring the dresses in the windows occasionally going into the shops to try dresses on and see how they fit the first time that Mom suggested I try a dress on I nearly had a fit of hysterics
but Mom calmed me down and I actually went into a changing room and tried it on it was white a hemline that settled just above my knees with lace sleeves and was absolutely adorable I took off my blouse and skirt and I wriggled into The dress managing to zip it up the look of the light on my mother's face showed her approval she commented on how well it hung on me and after checking the price agreed to buy it for me we saw the same dress in black and put it on a wish list I
paid for the dress myself with cash that Mom pressed into my hand I was really nervous approaching the young saleswoman thinking that she knew she would treat me with disdain and disgust and announce to the store that I was a Boy in drag she smiled at me as she took the dress scanned it and then f folding it and placing it in the bag she took my money and gave me my change with swift efficiency and a cheerful smile what she said at the end of the transaction gave me a swell of approval there you
go Miss I hope your boyfriend likes it I walked away with a buzz mom had a final store to visit she steered me towards a Victoria's Secret store and we entered I was immediately embarrassed and flushed Red it was weird being surrounded by all the Lacy feminine underwear you need some pretty matching underwear so look for something you like I think you should go far something with a garter belt and stockings ultimate femininity she grinned and then guided me to a rack of matching underwear one set did indeed catch my eye it was black the
bra had a gold and silver pattern on it the panties had a similar design and the garter belt was plain but the suspender Straps were in Sil silver and three gold bows adorned the front of the belt it was ludicrously expensive but Mom agreed we then chose three pairs of stockings two were plain 15 denier and one pair had a diamond pattern and all three pairs were seamed my mom saved my embarrassment by purchasing them herself while I waited outside but once we were outside she pressed the bag into my hands we decided to get
a coffee and then head home I had relaxed enough now To be more expressive in my movements and gestures and was relaxing into the role this was great it was too good to be true and of course it all came crashing down on us Angela Angela we had reached the fountain by the entrance when the voice interrupted our conversation mom turned and found herself suddenly engulfed in an Embrace mom reacted with surprise and embarrassment for a moment struggling free of the Embrace until she recognized The woman her face breaking into a wide smile she then
returned the Embrace warmly and lovingly Linda hi long time no see how are you her name was Linda Whitley a talish woman dressed in skin tight pale blue jeans a white top and black leather jacket she had been our next door neighbor until 18 months ago when she and her son a lot of year older than me called Allan had left him move in with Linda's boyfriend and Mom had lost contact with her Odd since they had been Inseparable when they were neighbors Linda was a few years younger than my mom but they had so
much in common that they could have been sisters Allan and I had also gotten on fairly well we cycled played video games and walked in the park I looked around for him he wasn't there but someone else was it was a talish young woman who had stood back and was stood with her head down a long man of golden hair hiding her features she was dressed In a pale blue skirt a white blouse with black tights and black high heeled shoes like Linda she was wearing a leather jacket but this was white and biker Style
she appeared to be embarrassed for some reason my God Angela you haven't changed a bit Linda said except around the waist maybe Mom replied Linda laughed nonsense you've lost some weight actually and you're just the same too how are things with her Daniel Linda offered yes that's right Daniel mom Sounded embarrassed we're fine he's just proposed actually she held out her left hand and Mom gasped at the sight of the Ring it had a huge diamond held between two pearls that must have cost a fortune mom said Linda Shrugged he's been saving for ages we're
planning the wedding actually Oh we must catch up with each other here let me give you my number Linda dug into her purse for her phone as Mom glanced at me nervously Linda followed her gaze and caught me looking Up at her giving her a good look at my face I almost immediately turned away looking at the nearby store I felt Linda peering at me Angela is this who I think it is she asked quietly oh my mom suddenly sounded embarrassed a this is my my daughter Gabby your daughter Linda said I turned back to
Linda she was peering at me in a curious fashion then she Shrugged her shoulders with a what the heck expression and smiled at me hello Gabby my how you've grown You're very pretty I blushed thank you Auntie Linda Linda smiled and then turned to the woman at her side who was trying craike to walk away let me introduce you to my daughter the girl looked to be on the verge of making a run for it Linda grabbed the shoulder of the leather jacket and pulled the girl forward this is Helen say hello Helen the woman
looked up I was confused Linda had son called Allan who the hell was wait a minute I thought Helen's eyes Grew wide as we recognized each other Helen looked from me to my mom and grew a little more confident in her appearance hi Auntie Angela she glanced awkwardly at me hi I Gabby I merely glared at Helen until common sense intervened and I managed to slap my mouth shut I opened it again after careful thought as to what I should say hello Helen it's nice to meet you I finally managed Helen looked up at me
a little embarrassed then she straightened Up and Drew her hair back over her right ear it's nice to see you again she said there was an embarrassed silence for a while I don't know the others were thinking but one word was ringing loudly in my head awkward then Auntie Linda brightened up hey I've just had a great idea why don't we split up meaning mom asked well there's a coffee shop just down the way there and there's a McDonald's on the upper tier let's say you and I Angela catch up over a coffee And the
girls can have a cheeseburger and a milkshake and get reacquainted and we meet back here in an hour how's that sound my mom considered it she actually considered it and then she smiled I think that sounds great what do you think girls I thought it sounded totally Bonkers and the look on Helen's face told me that she thought the same she glanced at me and then smiled the change in expression mirroring the change in her thinking I think that's a great idea What do you think Gabby I gritted my teeth and was about to answer
when mom answered for me that's agreed then we'll see you in an hour I was about to argue that I hadn't agreed to it but Helen stepped forward and took me by the arm come on Gabby I think we have lots to talk about in a days and I honestly don't remember the next few minutes Helen led me through the shopping center by hooking her arm in mine and leading me to the upper tier my mind was in an Absolute mess so much had happened in the least few minutes and it had raised dozens no
hundreds of questions questions that I did not really want the answers to whoever said that ignorance was Bliss hit the proverbial nail right on the head we garnered little attention as we entered the McDonald's where Helen ordered then picked up and paid for two Big Macs two medium packs of fries a sprinkled donut for me and a hot apple pie for her we had two large Pepsis Instead of the Milkshakes that Auntie Linda had suggested we made our way out onto a balcony that overlooked the nearby park and the small river that ran through it
we found a table right on the edge of the balcony away from sensitive ears and sat down Helen placed my meal before me and set hers in front of her before setting the tray aside on the next empty table right then Helen said unwrapping her Big Mac let's swap stories who goes first she then took a Big bite of her burger and began chewing air I will I said placing my arm arms on the table I've been dressing up since I was 13 I've always been fascinated by women's clothes and I started buying clothes then
my mom found me on Friday afternoon and since then she's been teaching me how to act like a girl and basically pretend to be a girl when I'm Gabby I feel calmer more confident and just nicer Helen chuckled as she took a sip of her Pepsi so is this you first Time out I nodded as I opened up my Big Mac and began munching on it piking up the scraps of lettuce from the box and eating it Helen nodded in appreciation well you look great and your mannerisms are perfect I think your Mom's done a
good job anyway I've been dressing up for years it started with my mom's clothes and she caught me when I was about 9 Helen paused to take a big chunk of her hamburger and chewed it washing it down with a gulp of Pepsi I was in a Bit of a Daz that was 2 years before I had found the swimsuit and a further 5 years before I started dressing up properly Helen finished off her burger and wiped her mouth with a napkin my mom was angry at first but when she had calmed down she asked
me a load of questions by then she had read up on it and found that it was a perfectly ordinary thing for a young boy to do No Stranger Than stamp collecting or train spotting and then she started buying me My own clothes and taught me makeup skills and how to act like a girl I had finished my burger off by now and was starting on the fries between sips of my drink to know that Alan had been dressing up as Helen while I had known him was a little puzzling you've been doing it that
long I asked Helen nodded then with a frown she dig into her handbag for her phone which was ringing I turned away to give her some privacy hello oh hi no it's Helen I'm out Shopping with my mom she glanced sideways at me I ran into a friend actually an old friend I used to know she's called Gabby Helen listened to her end of the conversation for a few moment and then she smiled no she's a girl like me then her expression turned to one of mock shock no of course not you know I'm not
like that I don't think she is either there was a garbled noise on the smartphone and Helen was suddenly smiling broadly hey that's a great idea I don't know I'll ask her she dropped the phone to her shoulder for a moment are you free tomorrow afternoon she asked air I've got nothing planned I was puzzled now Helen raised the phone to her ear she's free but listen we only met up again today so we need to talk properly to get to know each other again also we've only just founded out about each other Helen listened
for a few more moments and then with a big smile she nodded okay okay I'll call you later Yeah see you soon she chuckled a little I love you too she ended the call and put her phone back into her handbag that was Frankie she placed her hand up the side of her face she's my girlfriend Helen whispered and she knows I asked gesturing to her clothes Helen nodded earnestly oh yeah she's cool about it anyway tell me more about yourself I Shrugged I've told you everything Helen rolled her eyes no you idiot tell me
about you and what's been going on with You I've missed you I suddenly koned on to what she meant Oh you mean since you and your mom left yes doofus honestly we spent the next half hour filling each other and on what had happened in our lives since Linda and Allan had moved in with Daniel Allen's real dad had run off when he had been two so he did not know his dad but Daniel had been good both for his mom and him he had stepped up to become a father figure to Allan and even
knew about Helen who he treated with Equal courtesy he had met Frankie at college and they hit it off pretty quickly she had been nervous telling Frankie real name Franchesca but she preferred Frankie about herself but Frankie had been fine with it and she had embraced Helen eagerly I also told him about my time I had a few friends Max had taken his place as best friend and how I spent my days doing homework revising for my upcoming exams and how well I was doing I was heading for sixth Form and a levels the way
I was going Helen congratulated me and then called me a SWAT but then she admitted that I had always been smarter than her so you're heading to University she asked I don't know yet I don't know if we can afford it I replied can't you get a grant or a loan anything I Shrugged I'd rather not leave University with a heavy loan still hanging around my neck and since I don't know what I want to do yet I wouldn't Know what to focus on I didn't know what I wanted to do either but forget the
future for now let's focus on the present what are you doing tomorrow I sat back I hadn't planned on doing anything really I was hoping I could relax after the last couple of days and come down from the high maybe spend the day dressed as God forbid a boy I Shrugged after a few moments thought I don't know I wasn't planning on doing anything although I do have some Homework that needs doing it's not due till the end of the week so I can possibly good can you come round to my house tomorrow I don't
know where it is I can give you the address but can you come the more I thought about it the more I remembered Allan and the friendship we had I nodded yeah I'd like that okay now I'd like you come as Gabby a mixture of different emotions raced through my head surprise anxiety fear why was guilt in there I did not know Why but I did want to know one thing why Helen smiled well you're not the only boy who dresses like a girl in this town and neither am I when mom was doing her
research she found a local Crow dressers group called get this the sequins what here I asked in an incredulous tone the town we lived in was Northern and provincial it didn't even have a soccer team to know that there was a group who helped people like me was a revelation Helen was nodding vigorously I know it's Crazy right anyway it's a group dedicated to promoting understanding and tolerance and also to provide a safe environment for Crow dressers to get together anyway every bank holiday one member's family provides a space and since it's the beginning of
Summer my mom decided to hold a barbecue at our house because Daniel has this big ARS house with a massive back lawn and it's set back from the road a little so there's plenty of Privacy having finished her Burger Helen put her rubbish into one pile and reached for her apple pie I had long since finished my donut so I put my rubbish with hers I suspect that she was letting the information seep in before she continued anyway there's about 25 people coming most of them are crossdressers like us of various ages who have promised
to attend now the party is due to start at 2:00 but if you could come around for about 1:00 that Gives me a chance to introduce you to Frankie and Daniel what do you say Helen having the apple pie to cool sufficiently to eat without burning her mouth as well as placing the conversational ball in my court looked up I didn't know what to say in the space of 72 hours I had gone from a boy with a guilty secret to a confident young woman of course I was still a boy but I looked like
a young woman I'll admit it my thoughts were a little Fuddled but I had the rest of my life to sort it all out I'll need to settle it with my mom but I'll let you know okay Helen smiled so brightly she was glowing okay oh speaking of moms we better get going we're supposed to meet them 5 minutes ago we cleared our rubbish away and put the remnants of our meal in the bin the tray on top we then left the restaurant and made our way back down to the Fountain neither my mom or
Auntie Linda were there so we sat on a bench I Saw a branch of a popular technology store that sold pre-owned Goods thinking of the game I wanted I suggested to Helen that we go in for a look around and she readily agreed no one paid us any attention as we walked over and went into the store I scanned the shelves for the title I wanted and saw that I could still afford it despite spending some of my money earlier in the day Helen and I stood in line while we waited to be served as
we waited I glanced around and Saw that though a few people were checking us out the looks we attracted were mostly non-descript and non-committed mid and though we were examined and under scrutiny there was no indication that those who looked had any suspicions about us accepting us as what we appear to be or if they did suspect us to be something different to what we appear to be they said nothing I began to suspect that if they did realize we were two boys dressed up as girls they Didn't care as we waited for the sales
assistant a young woman with a heap of tattoos and several piercings to retrieve the disc and manuals for the case we chatted about nonsense and when she came back I gave her the cash she put the game in a bag and handed it over there you go Miss she said with a smile it may have been false it may have been my imagination but I walked out of that store with a big boost of confidence we made out way back to the Fountain where Our parents had finally arrived we spent a further few minutes chatting
exchanging phones numbers and addresses and then we parted Helen and Auntie Linda heading to the local bus exchange and mom and I headed back to the car park and made our way home all the way I felt as if I was floating on air we arrived home at about 4: that afternoon and spent the remainder of the early evening putting my new purchases away and then after A light meal of salad With a juicy pork pie each we retired to the living room mom opened a bottle of wine and handed me a glass I accepted
it gratefully oo thank you I said don't get used to it mom said you're still underage you know but you've earned yourself a glass she sat down on the sofa opposite me and took a sip so you first time dressed as a girl out in public how did it feel I sat back and tried to sort my feeling into some sort of order different words flowed through My mind as I ran the experience through my head I finally came up with two words to describe my day scary and exhilarating my mom frowned how so well
it was scary because I was dressed as a girl but it was exhilarating for exactly the same reason I frowned does that make sense mom thought for a moment then she nodded in a way I can only imagine what a rush it must have been but you handled it extremely well I'm proud of you so can I do this again of course you can But only when I'm with you she suddenly brightened and sat upright in her chair which reminds me Linda told me that Allan as Helen is a member of a transvesite support group
that meets up regularly and tomorrow they are holding a summer barbecue she's invited us oh I had forgotten about that in the rush and to be honest I still did not know what to make of the offer I had spent one day out dressed as a girl oh hell I'd spent the best part of the weekend dressed as A girl I was sort of hoping I could go back back to being dressed as a boy again but a small part wondered what it might be like Mom sensed my hesitation if you want go I'd be
happy to take you it will give me and Linda a chance to catch up Mom said but I don't want to push you of the front door and address again not if you don't want to go but let's face facts if I left you alone in the house on a bank holiday for a few hours how long would it take before you Were dressed up again I considered her answer and I had to admit I'd be in a bra in panties before she was out of the door so as anxious as I was to appear
in public again as a girl okay I would like to go out again and I want to see Howen again and if it means being in the company of other men who Crow dress then so be it Mom rolled her eyes oh don't be so melodramatic it means being in the company of likeminded individuals they won't judge you at all they might even Help you now pick another movie and we'll wind down after an exciting day we argued again over the movie we wanted to watch we eventually settled on Mama Mia I didn't want to
watch it but I settled down to watch it anyway and if I'm honest I actually enjoyed a little mom had promised me one glass of wine but she actually poured me a second part four Monday accepted bank holiday dawned it was a bright hot morning and I lay in bed for A moment staring out through the window at the golden sunlight that streamed in through the window eventually I realized that I was wide awake and that it would be pointless to stay in bed any longer I reached for my phone and saw that the time
just turned 9:00 was my Mom awake I doubted it for some reason unable to sleep I dragged myself out of bed and found myself in a shirt and shorts my regular night outfit I debated with myself for a moment and then dressed in A pair of boxer shorts and clean socks then I shrubbed into a pair of jeans and a t-shirt I looked at my reflection I was surprised by the image that presented itself an androgynous looking figure clearly a boy but with soft feminine features only the lack of hips and a bust showed a
mail I headed down to the kitchen and made myself some toast and a cup of tea I wondered then what I could do I was often at a loss as to what to do on a bank holiday I was Roused from my thoughts which had turned to my bike in a short ride through the park when Mom still in a night gown and her dressing gown came into the kitchen morning Gavin sleep well yeah really well yourself I jumped up to make her a cup of coffee oh I slept like a baby she said anyway
Linda wants us at her house for 1:00 which means we have to leave by half 12 at the latest which means you have start getting ready by 11 at the earliest okay I glanced up at the clock And saw that it was only just turned half 9 I might go out on the bike for a bit if that's okay sure just don't be gone too long I headed into the garage and pulled my road bike down from the hooks on the wall it was an old bike at least 5 years older than I was but
it was wellmaintained and well loved still in the garage I strapped on my helmet and mounted the machine I free wheel down the drive before turning onto the road aware of the traffic and other Vehicles after 15 minutes I reached the park surprised to find it rather empty on a bank holiday but it was still early as I powered along the foot paths and up the hills and down the banks I found myself wondering a pair of feminine Sports leggings and a sports bra could I actually pull that look off by4 1 we were pulling
onto the drive of a big house with a double garage the drive was easily big enough to accommodate several cars so there was plenty of space to Park Linda was waiting for us outside and with a tall man at her side we were a little late but judging by the smiles on their faces they were forgiving we were late not because I had been too long in the park but I decided to wear the fancy underwear with the garter belt and the stocking I would have gone with tights but I wanted to feel the sensations
of wearing stockings to feel pulling on the gter tabs as I walked it felt way better than I expected anyway That took a little longer to put on and of course I wore my white dress with the lace sleeves so of course I also had to wear the 3-in stocky heels they were taller than the ankle boots so I had to get used to them before we set off and of course the traffic slowed us down a lot Linda stepped over as Mom and I climbed out of the car her arms outstretched a big warm
smile on her face The Tall Man hung back Angela so good to see you again she said embracing My mom thank you for having us over what a lovely house you have wait till you see the inside it's huge Linda then turned to me hello Gabby you look fabulous I blushed a reaction that I was becoming accustomed to thank you Helen is getting stuff ready in the back Garden oh by the way she gabbed the hand of the tall man who was standing back a little his hands in his jeans Pockets a bright smile on
his face and pulled him forward this is Daniel Dan this is my Friend Angela and her daughter Gabby Daniel held out his hand Angela it's a pleasure to meet you Linda hasn't stopped talking about you since yesterday I feel as if I knew you already mom took the offered hand and pulled him into her Embrace Daniel it's great meeting you at last but I know next to nothing about you apart from the fact that you have a lovely house Daniel chuckled perks of being a self-employed electrician he confessed my ears pricked Up you're an electrician
Daniel smiled at me you must be Gabby he said he extended his hand I shook it surprised at how gentle his grip was and yes I am an electrician and believe me it's a lucrative little job is that something you want to do I thought about it one of the many job ideas that had drifted through my head over the last couple of years was the possibility of something in construction so maybe electrician air I don't know yet but probably it's hard Work getting a foot in the door but once you're in there you're made
anyway Linda said let's continue this inside before it gets awkward we entered the house and into the hallway which could have contained our whole Living Room Linda showed us into the living room and we sat down with Linda as Dan fussed about in the kitchen making drinks as Mom and Linda chatted I goed at their TV it was fixed to the wall and was absolutely bloody huge I saw Helen enter the room She was dressed in light gray jeggings and a white T-shirt seeing her dressed so casually I felt a little overdressed hey Gabby great
to see you again hi Helen I would have said more but Linda cut me off you're not wearing that this afternoon are you Helen looked aast of course not I'm going to get changed in a bit come on Gabby I'll show you round I was shown the kitchen which looked something out of a cookery show all that was missing Were the cameras I was shown the back Garden though it looked more like a local park than a garden it was that big it even had a pond though no fish I was shown the dining room
laid out with sandwiches pastries and confectionaries ready for upcoming barbecue Helen then led me upstairs where I was shown the bathroom which was huge with a large tub a Walkin shower and even a bday Helen showed my her mail bedroom which was Tastefully decorated and obviously male I was envious of the guitar and amplifier that stood in one corner it was a Gibson style and it looked like a genuine Gibson Helen then showed me her room it was clearly a female's room pastel colors a soft carpet and a large bed with a canopy a large
dressing table with a vast array of makeup was set against one wall and against the other were two large wardrobes which she threw open and were crammed full of clothes she reached for a pale blue dress with Lace sleeves and bodice I'll be wearing this for the barbecue she held it up to her body what do you think it's gorgeous I said oh thank you she said I'm thinking of wearing stockings with it what do you think you should I'm wearing stockings after all really I pulled up the Hem of my dress revealing the Lacy
stocking top and a flash of bare thigh before I dropped it down again Helen nodded appreciatively Frankie loves it when I wear stockings just then the Doorbell rang oh speak of the devil that must be her now Helen headed for the door and I followed her but held back Helen opened the door to show the newcomer it was a tall slender girl she was dressed in a pair of black shiny leggings and a lace blouse which clearly showed her bra she was also wearing a pair of 4-in heel boots her blonde was short but it
was in a feminine style and her makeup was soft and understated they embraced after Greeting each other and and then Helen showed the young girl in Frankie I'd like to introduce to an old friend of mine this is Gabby Frankie's eyes widened in Surprise oh yes I've heard a lot about you since yesterday she took my hands in a gentle hold and looked at me closely you look fantastic very natural I love the dress by the way thank you you look great as well oh thank you I found myself being embraced briefly before Frankie pulled
back her Smile was warm and genuine it turned into a frown when she looked at Helen's outfit you're wearing that this afternoon Helen's expression grew angry as she looked down at her jeggings and t-shirt what's wrong with this top an hour later the barbecue was in full swing Daniel was stood at the barbecue with an apron on cooking Burgers sausages and jacket potatoes music flowed out through from the living room room through the open patio doors almost Drowned out by the Lively chatter of the guests that were assembled either in the living room or in
the garden on chairs and stools some were sat on blankets and the only person dressed in male clothes was Daniel all the rest were actual women and men dressed as women their ages ranged from teenage like Helen and myself through to the oldest member of the group a 67-year-old gentleman who called herself Vanessa and was the founder of the group Vanessa was a Company by her wife a 60-year-old lady called Fiona I was introduced to them first as they were the first to arrive despite her age Vanessa looked a good 16 years younger and was
dressed conservatively in a two-piece business suit in Peach with an off-white blouse Fiona was wearing a similar suit though hers was a light gray matched with a red top I complimented them on their appearance and Vanessa had smiled graciously I'm moisturized and I Exercise rigorously she explained Fiona lent in not to mention all the padding Vanessa went on to explain that she had founded the group in 2010 when she had taken early retirement from her position as CEO of a major company and had finally been given the freedom to dress as often as she had
wanted Fiona explained that she knew about Vanessa as soon as they had started dating in the late 70s back then there had been a massive amount of prejudice against Crosdressers so he had done it in secret but this had been a lonely life with the Millennium attitudes had shifted and Vanessa had come out more often she had started the group after finding several other Crow dressers in the area from a small group of five people it had grown into an organization with about 40 members admission was free provided that members paid their own way on
any social outings that the group arranged by then others had started arriving I was Introduced to so many different people that it was difficult ult to remember them all but the overwhelming response was that I looked very good and looked passable sadly not everyone was passable there was one crossdesser that did not look passable at all for a kickoff she was well over 6 foot and largely overweight she was dressed in a yellow summer dress and because she didn't shave she had a fine covering of dark hair on her arms and legs she just liked
The clothes she said she didn't want to pass she was however very sociable and was accepted by the others there was also one girl there who called herself Penny dressed in a NE length black skirt with a white blouse gray tights and black high heeled shoes she looked extremely natural but she was on her own apparently she was married with a young child her partner did not like this aspect of Penny's personality and refused to let her dress at home Especially with a young toddler running around she was a member of the group because she
needed to dress up and could only do so within the group I felt sad for her in that her partner did not accept her dressing hearing her story made me realize how lucky I was to have my mom who not only accepted this but was helping me there were several couples present who were men dressed in female clothes with their girlfriends who accepted their men dressing as women Two of the couple were dressed in identical outfits and one couple looked more like twins than boyfriend and girlfriend one couple in their early 20s I got to
know very well as our stories were very similar Hannah her real name was Andrew and her girlfriend Kelly had sort monopolized my presence she too was a new member and we were sat on the couch on the living Hannah and Kelly were sat with bottles of beer while I nursed a large glass of Coke I started Dressing when I was very young Hannah told me I had two older sisters and one of them was really into gymnastics and I was fascinated by her leotard s so I tried one and that led to other clothes and
when she found out she helped me out and Hannah's been a part of my life ever since I've known about Hannah for ages Kelly said I was a little freaked out at first but then I realized that Hannah was just an extension of Andrew and a nice one too so what about you Hannah Asked me a swimsuit you said yeah when I was 10 I did start dressing up until I was 13 but my mom's been helping me since she found me on Friday well I think you look fantastic said cie and it's so unfair
that men get teased for dressing up I know Hannah said tell me about it I mean if Kelly got up in the morning put on my underwear a pair of my jeans and a t-shirt or a suit and tie and stepped out through the door no one would bat an eyelid but if I get up and Put on her bra and panties put on a skirt and blouse or a nice dress and a layer of makeup and I step out through the door people start thinking what's wrong with this picture they start calling out names
and making all sorts of false assumptions like I'm gay or weak or something it's not fair that we can't be who we want to be and all we want to be is ourselves as we talked about other things such as movies Hobbies what television programs we Liked and so on I can honestly say that I forgot Hannah was a 24-year-old man called Andrew weird and I don't think that they even considered the fact that I was a 16-year-old boy called Gavin the party went on till the early evening and despite it being early summer it
grew chilly in the garden so the party moved into the house it was a good thing that it was such a big house as I talked to the other members I learned more about this hobby of mine how it was not a Perversion that it was not a fetish that it did not mean that I was gay or even that I wanted to become a girl I also learned from a doctor who had come dressed as a nurse even though it wasn't a fancy dress as such that medical research had shown that men who dealt
with stress by inventing a female persona for themselves and dressed as women were healthier and more compassionate and in general led less stressful lives because they chose to Wore dresses I had not even considered this my mom after catching up with Linda had spoken to the others and also learned more through hearing their personal stories I think my mom learned as much if not more than I did another couple who were present at the party were a brother and sister called Jilly and Tammy respectively aged 16 and 19 also respectively and were wearing matching black
dresses Jilly was a slender girl with a long man of auburn Hair that she wore in a tight bun on the top of her head a style that suited her I was also trying ignore how attractive she actually was she had almond-shaped eyes that were a clear blue blue and if that was not enough she had a smile that could melt an iceberg Tammy's real name was Thomas which in her youth had been shortened to Tommy and led to her being called Tammy she was pretty as well a crop of short brown hair was cut
in a feminine style her eyes were also blue But they were a pale blue with a hint of green I've been dressing up since I was nine Tammy explained I'd been wanting to dress up for ages I don't know why and I still don't know anyway I asked my mother if I could try some girls clothes I've told him since that he could have asked me but he didn't want to embarrass me Jil said not that I would have been embarrassed anyway mom agreed grudgingly admittedly but she borrowed some of Jill's clothes and let me
try them on She later said that if she let me dress up it would be a phase that would pass she threw her hands up to indicate her dress it clearly hasn't she said with a large smile she fine with it now said Jilly she's given up trying to stop him Tammy rolled her eyes no one can stop me or make me stop she thought for a moment I'm not sure why I dress up all I know is that I like dressing up it makes me a better person Jilly was nodding emphatically Tom is a
great big brother But she's also a really great big sister Tammy looked happy tearful but happy happy she embraced her little sister a thanks Jilly Helen who been mingling throughout the party entered the room hey guys hope you enjoyed the party Tammy leapt to her feet and embraced her hey Helen you should really sit with us we're having a great time with Gabby she's great she smiled at me we should go out together sometime Frankie entered the room an idea forming in her mind Judging by the look on her face well we're all working tomorrow
as it's back to normal so how about going shopping at the weekend all five of us Jilly asked Frankie nodded that's a great idea she turned to me that is of course you want to come I'd like to I'll need to check with my mom I said but I'm sure she'll be fine with it Jil beamed with delight it turned out that Tammy was a friend of Helen's from their work at a local call center and had discovered that they Shared the same hobby when they arrived at work in drag for a fancy dress charity
day Helen had come as frenchmaid and Tammy had worn a secondhand wedding dress Tammy had joined the group about 6 months later we fell into discussing our various and varied lives soon all five of us were sat around the dining table still holding the remains of the buffet and chatting like old friends we discussed movies Hobbies our plans for the future all manner of things and of Course we were discussing fashion by 8:30 the party was all but over and people were leaving Angela and Linda were in the kitchen discussing their lives and how they
would stay connected this time around after admiring each other dresses Helen Frankie and Tammy had taken themselves up to Helen's room to show Tammy her range of clothes and I was left in the dining room with Jill discussing my favorite topic Marvel comic Universe films It seemed that Jil had the same interests in me we both science fiction movies especially the MCU movies we both had a PlayStation we both liked reading we even rode bicycles I had my old Street racer and she had a 21 gear mountain bike though only 19 of those gears were
actually working I found myself offering to take a look at it for her I was comfortable in her company and got the impression that she felt the same way I'll admit made it she was an Attractive young woman and I was attracted to her but was it Mutual at4 to 9 mom appeared and said that it was time to go home I said goodbye to Helen and Frankie at the door as we walked to our car Tammy and Jilly were walking to their mom's car who had arrived to pick them up as Tammy was getting
into the car Jilly rushed over to me I'll see you soon Gabby and I hope I get see Gavin sooner she paused for a moment and then kissed me on the cheek I was stunned for A moment unable to speak then my brain rebooted and I was able to respond I look forward to it I'll see you soon Jilly turned and was walking back to her waiting car you got my number right yeah yes I said I'll call you later you'd better Jilly then she gone the car pulling away my mom was gazing at me
me in a shrewd manner her smile wide and pleasant I think you've pulled Gabby I rolled my eyes and sighed in an exasperated fashion oh please Mom I Hardly know her still I was thinking that possibly jell might have been interested in me I was so wrapped up trying to think things through that when mom offered to buy pizza for tea I agreed it took me a while before it sank in that I was in the takeaway with the money alone mom had stayed in the car I think I managed the task without arousing suspicion
back at home I got changed out of the white dress the lingerie and wiped the makeup from my Face I dressed in a fresh pair of boxers and socks with a pair of dark blue jeans and a t-shirt I was about to leave my room when the phone rang I felt a swell of Joy when I saw the caller ID hey Jil you okay I'm fine just checking that you got home okay oh yeah we made it we're just about to sit down and watch a movie good that's good and speaking of movies I was
thinking about two for one cinema tickets on Wednesday we could go to the cinema in town on Wednesday evening They're still showing that science fiction film we talked about do you want to go hell yeah do you want me to come as Gabby or Gavin as Gavin of course I think Gabby is cute and all but I want to get to know Gavin I sort off she paused and I waited fearful of what she might say next you know what forget it I don't even like you and I prefer it if we were just friends
I'm sorry I bothered you goodbye okay I'm going to say it she eventually continued I fancy You and I'd like to meet you as a boy we're already good friends I'm hoping we can get closer okay I said my confidence rising and making me add I fancy you too and if you like me as Gabby you'll love me as Gavin her laughter was heartwarming I hope so we made arrangements to meet up at the cinema I decided to get my one and only suit cleaned and pressed I had already made a good impression and I
wanted to continue making good Impressions I turned my Phone off and headed downstairs mom was already in the kitchen said cting out the pizzas on plates and sorting out the accompanying fries and drinks hey you're Gavin again yeah I don't want to be a girl all the time and as I've spent the weekend dressed as girl I'd like to be for a boy for a while Mom nodded in understanding fashion okay no problem who were you talking to Jilly she invited me out to the cinema on Wednesday mom smiled brightly ooh has my Boy got
himself a date possibly so are you going as Gabby or no she wants to meet me as Gavin that's great that's wonderful my little boy is growing up into a confident young woman I almost choked on my drink I had just taken a sip of coke and it went down the wrong way as I tried to laugh and swallow at the same time Mom watched with a smile on her face as I composed myself there's just one thing I looked up from the pizza that was cooling on my lap oh if You're going out on
your first date young man you're going to do it properly
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