Jason has been living with me since his parents had to move when his fathers company relocated. Jason has just turned 19 and was half way through his first year at Uni and to keep the upheaval to a minimum his parents approached me asking would it be OK if he lived with me until his first year of schooling ended and he would then move to a Uni closer to them. I wasn't over keen on the idea but the money they were offering to rent the room from me would come in handy so I agreed.

What with my work and Jason being at Uni or holed up in his room studying out paths didn't cross that much and apart from the occasional chat about how he was fairing at Uni or what groceries he wanted me to get we didn't have much to talk about and that was fine by me. Unlike like a lot of teenagers he kept the music down and was respectful enough not to invite hordes of kids round when I was at work, which was a relief as I worked some pretty long hours.

I was relieved to get out of work early that Friday afternoon and was looking forward to getting home grabbing a beer and relaxing in the yard. Well you can imagine I was pretty pisssed when on walking up my drive I could hear music coming from the house. I opened the front door and it was obvious Jason had also had the bright idea of taking it easy that afternoon, I decided he was welcome but he would have to turn that music down or preferably off. I didn't want to spoil the kids fun but he could play his darn music any other day I wasn't about so headed upstairs to have a word with him. I remembered I would also have a word with him about the small amounts of money that was going missing every now and again, at first I thought it was my imagination but after a began counting any money I left laying around my suspicions were proved right.

Jason's bedroom door was slightly ajar so I popped my head around it to have a word with him. I stood there transfixed as a slim blond haired girl was dancing with her back to me in front of the full length mirror wearing a fishnet cat suit and a pair of killer heels. My first thought was the lucky bastard had brought back a girlfriend home and was planning an afternoon of fun and who could blame him she had great legs and a butt to die for. Well that was my afternoon of relaxation ruined but after giving her one more look over I turned to tip toe away but "she" must have heard me and to my embarrassment she turned and faced me. Well my embarrassment grew when after a few seconds of both of us standing there open mouthed in shock I automatically looked down at her crotch and got more then I bargained for, my eyes then returned to "her" face and the hot blonde I had been admiring was actually Jason in a wig.

He dropped his hands in front of his crotch (I should have down the same as the boner I had was straining against my jeans) and still in shock he said ' please.,, please don't tell my mum'. My initial reply was 'what the fuck are you doing I can't believe it, how long has this be going on?' As he stood there staring at the floor my eyes glanced over at the bed and from the amount of lingerie laid out it was obvious that this was not a one off and Jason had been dressing up for sometime. But the lingerie was not the only thing to catch my eye on the pillow was a thickly veined realistic rubber cock! I stood over to the bed and stupidly shouted WHAT THE FUCK IS THAT? AN TURN OFF THAT FUCKING MUSIC', he scurried over to the stereo and shut it off while trying to cover his crotch and his butt at the same time.Whilst he stood there pleading with me not to tell anyone I slowly looked him over and realised I still had a hard-on and this whole sorry episode could actually turn out to my advantage, I hadn't had a girl about the place since splitting with my ex girlfriend the year before and it was time for me to enjoy myself.Now sobbing lightly he replied' I'm so sorry..please don't tell my parents they will kill me'. 'mmm yeah they will and they will also die of embarrassment if I take you to the police and report you for stealing and when it comes out exactly what you wanted the money for, it's no doubt the sort of thing that would make the local press' I replied. As he stood there in front of me still clad in his cat suit I realised for the first time that he had applied some light make up and apart from the smudges round his eye from the crying he looked quite attractive as a girl. Don't get me wrong if Jason had come on to me as a boy I would have booted him straight out and told his mum and actually felt quite ill.

I turned to him and snapped 'get down stairs' he hesitated as if to change out of what he was wearing but before he had the chance I added 'as you are'. In the living room I sat down with jason still pleading for me not to tell anyone and 'asked 'well what am going to do about you firstly dressing up like a girl and secondly stealing mony from me to buy underwear because thats what you've been doing isn't it?After slowly looking him up and down (and letting him know that was what I was doing) I barked 'well go and get me a beer while I decide what I' going to do with you'. Almost with a sigh of relief he answered 'yes..anything you want' and tottered off on his heels to the kitchen. He come back with a cold beer and just as he approached me offering the beer I ordered 'and a glass I don't drink from tins' placing the beer in front of me he replied 'I'm sorry' and if my imagination was not deceiving me walked a bit slower and with more of a sensual walk as if to show me exactly what was on offer.

After pouring my beer he stood in front of me and by now had stopped covering himself and I realised why I had had a permanent hard-on since first catching him, now I'm not gay and had never had a gay experience but in heels he was just under 6ft, perfect pale white skin and nice shapely legs with a butt that most girls would die for and even when he was hard his cock couldn't have been bigger than 4inches and he looked fucking hot.I had decided exactly how I was going to play it, I said ' well you like stealing my money and dressing up as a girl you will now live as a girl...FULL TIME 24/7 whilst you're under my roof, you've go a two week probation period and if you don't meet the grade mummy, daddy and the local police are going to find out all about your little secret. He nodded and with a quite feminine voice replied 'ohhh yes I'll do anything you want' Laughing I said I know you will, the only time you'll be allowed to wear mans clothes is when you go to Uni but even then you will wear lingerie underneath your clothes..UNDERSTAND? I was now enjoying myself and ordered ' put your arms above your head..BITCH' without a word he did what was told 'is that hair I can see'. 'Yes he replied 'I've never actually shaved'. Noting he had some hair round his crotch as well I ordered 'get my shaving cream, we're going to spend the rest of the day turning you into a real girl..and if you don't like it you know where the door is don't you? Whether it was that his fantasy was coming true or he was just happy that his secret was safe he answered 'yes Mark I promise I'm going to be a good girl'. When he returned from the bathroom clutching shaving cream and razor I enquired 'anyway what's your girl name?' he gave a little girly giggle and replied 'Mandy'. I laughed and sneered 'Mandy?' what sort of shit name is that' your name from now on is simply SHE, as that is what you now are, a SHE and from now on you will address me as SIR..understand?’ Now like a dumb blonde she replied 'yes'... YES WHAT?’ I barked, realising the mistake she added 'yes sir'. I sneered 'that's better now strip of that cat suit and lay on the table with you arms above your head and you legs open and leave those fucking heels on'.

After I had covered SHE in foam I laughed and said 'well I bet you didn't imagine you would end up like this when you woke up this morning, and the good thing is I've got the rest of the today and the whole weekend to enjoy myself'. SHE just gave a little feminine giggle and I went to work slowly working the razor over her (now I had named and claimed her I considered her to be a 100% a her) and occasionally rinsing the razor in a bowl of warm water. Once SHE was completely shaved I order her to lay on her front and did the same again and when her ass was the last area to be shaved told her to get on her knees and put a hand on each ass cheek and spread them, she did all this without out saying a word but I could tell she was enjoying it as her little "clit" was permanently hard.
once I had worked the foam into her ass and removed the last of her body hair I slapped her on the ass and said now go and shower and change into a one of those outfits my money brought and this time get a bit more make-up on, I love a slutty looking girl. SHE climbed off the table and run her hands over herself and moaned 'Mmmm I've always wanted to be smooth, thank you sir'. I smiled and informed her ' when you come down dressed and showered you will act, walk, talk and behave like a feminine girl, don't forget you've got 2 weeks to impress me.

I spent the 30 minutes SHE took preparing herself to think about exactly how much fun it was going to be having a young bitch around the house to cook, clean, iron and do basically everything I didn't want to. I knew by now she was going to be my property for at least the end of the school year and the fact her parents were paying for her lodging made it even sweeter. SHE strolled into the room and I'm pretty sure she must have known she had made a good impression because I could only sit gawping as she paraded in front of me in a tight sheer black top (with princess written across the front in red glitter) a tight PVC mini skirt, sheer hold-up stockings (I later found out the outfit was topped off with a small lacy G-string) and a pair of black shiny high heeled ankle boots. 'Am I slutty enough for you sir?' she whispered in a girly voice, whilst rubbing my hand over her PVC clad butt I said 'yes, you just make sure you keep it up and at the end of you two weeks probation I'm going to take you as my girlfriend' still with my hand groping her butt I asked 'apart from that rubber cock you bought with my money have you ever had a real cock' SHE blushed and replied 'no...I've only ever dressed in private'. Well I was happy to hear that but couldn't believe for the last couple of months I had had this stunning creature under my roof and no doubt in a bed just down the hall from mime dressed in hot underwear fucking herself silly with a sex toy.

TO BE CONTINUED.....

 

:wall: I need MORE.....

 

Good base to the story. Need more though.....nuch more

 

you have gotta continue this story, i want to hear about how u broke SHE in a your girlfriend and if SHE takes hormone pills and starts the transformation from boy to she-girl aka Shemale. Its a good platform to start a long transformation and story line.

 

Training SHE

After ordering SHE to parade up and down in front of me and model an outfit for a man for the first time I asked her how long have she had been dresing up like a girl and why, turning red with embarrasment she replied ' I've been wearing my mums underwear since I was 13.... and I have always dreamt about older men and being taken by them'. Facing her I put my arms around her and with my hands on her pert butt pulled her close to me and informed her 'good news you are now nothing more than a mans plaything and believe me I'm going to work you HARD bitch' and then I pressed my mouth against her soft red lips and run the tip of my tongue over them then pushed it deep into her mouth while squeezing her butt roughly. After 3-4 mins of rougly tonguing her open mouth I pulled away and laughed 'I think you'll remember your first kiss for quite some time, now get in that fucking kitchen and get me some dinner while I take a shower'. SHE was obviously a quick learner and showing encouraging signs of being obediant because without saying word she turned and headed for the kitchen

After a shower where I just about managed not to shoot my load as I stroked my cock thinking about my new bitch I headed downstairs in my bath robe and sat back in my armchair. With my cock still rock hard I shouted 'SHE, GET IN HERE'. The clicking of SHEs high heels got louder and she tentively pushed the door open to be be greeted by me, recling in my chair, bath robe wide open and throbbing hard on in my hand. 'WELL, GET OVER HERE NOW', SHE nervously walked over and standing in front of me whined 'sir... please be understanding I've never done anything like this before'. Looking at her with contempt I scowled 'Well when I've finsished training you you're going to be a blow job queen so get down on your knees and start eating cock, unless you want me to throw you out on the street, and no you won't be changing out of them clothes before I do it either' I sneered.'I'm sure it will not be too long before you end up getting picked up by another man, imagine your poor mums reaction when i tell her not only where you a thief who likes dressing up as a girl but you have also run away with a man' Well with that reminder of exactly who was in charge of our new relationship SHE got on her knees and slowing inched her face towards my hard on and hesitantly began running her tongue over me. 'oh yeah, get your tongue all over it' I encouraged and holding my balls in one hand said 'don't forget these bitch and then start sucking'. SHE was still only using her tongue obviously scared to finally take a cock in her mouth, so to show her how cock should be sucked I pulled back my foreskin placed my hand on the back of her head and roughly pushed my cock against her glossy red lips until they opened and i pushed hard into her wet moaning mouth. 'Watch your teeth bitch' I moaned as I pushed down harder on the back of her head until SHE's slim body started bucking and then the noise of her gagging filled the air. 'Oh yeah whore that's the sound a man wants to hear' I moaned, lifting my ass of the chair to get the maximum length down her gagging throat I began pumping .Still holding her head down down hard I thrust my cock ball deep until I cum, well after having a hard on for most of the day you can imagine how much I cum, half of it went down SHE's throat the rest was over her face and the rest on my cock and stomach.

Looking down at SHE with smeared lipstick and cum over her face I ordered 'now clean up the rest of my cum and then get back in the kitchen and get my fucking dinner'. Still moaning SHE obediantlly licked my cock and stomach and was blushing when as she went to stand up I yanked up her skirt and laughed at her little cock and the wet patch on the crotch of her G-string 'you dirty bitch, you've come in your knickers and with the size of that it's lucky you're now a girl because it's too small to be of any use to a woman' . I growled 'now get on your hands and knees and crawl to the kitchen and SHE now being totally eager to please did just that and boy whilst watching that tight ass strain against her PVC mini skirt as she crawled away my cock was already hard again. As she reached the door ' I called after her 'SHE, 4 out of 10 for your first blow job, you'd better show some improvement and QUICKLY and do something about that smeared make-up, you look like a tramp'. As she crawled out of the door I got my writing pad, time for some house rules to be laid down.....

 

SUPER, can not waite til "YOU", add MORE!!!!!!!!!!!!!!!!!!!!!!

 

3rd installment coming soon, if anyone is interested that is......

 

VERY!! interested!!!

 

3rd please!

i cant wait for the next part!! Very lucky "lady!"

 

great story, keep going.......

 

Excellent, keep going can't waite til you post MORE!!!!!!!!!!!!!!!!!!!!!!

 

VERY!! interested!!!

 

SHE starts her new job

Strolling into the kitchen 10 mins later I was greeted by the welcome sight of SHE, with reappllied make-up busily preparing my dinner 'Mmmm smells good bitch' I said as I attached a sheet of paper to the refrigerator door. 'She, come here and read the new house rules' I snapped. SHE sauntered over and began reading, slapping her as hard as I could on her pert PVC clad ass I ordered 'OUT LOUD YOU DUMB BITCH'. SHE gulped and began reading: 'New house rules for SHE: ' 1. you will wear lingerie/slutty outfits at all times 2. you will apply make and wig on waking up or entering the house 3. you will talk, walk and behave like a girl at all times', as SHE read I unzipped her skirt and yanked it down exposing her freshily shaved ass and with my hand on her butt she stuttered '4 no body hair allowed, spot checks will take place..5.on leaving the house you will wear lingerie under your clothes ...Oh sir SHE whined 'what if anyone finds out?' 'I don't give a
fuck, that's your problem whore now finish reading' I snapped, SHE continued '6. you will ensure your ass smells of perfume at all times whilst in the house, again spot checks will take place 7. you will do all the cooking, washing,cleaning and any other girls work that's required 8. the words no, stop and can't are now removed from your vocabulary and not allowed under any circumstances. 9. any breaking of the above rules will result in severe punishment'.

Gripping her ass hard I asked 'you got a problem with any of the new house rules slut'/ looking at the floor obvoiusly now felling totally humilated SHE whispered 'no...sir'. 'Well stop standing around like a uselss bitch and serve my dinner' I ordered. SHE bent as if to pull up her skirt 'LEAVE THAT OFF' I barked. Watching SHE at the cooker in just heels, sheer stockings, little crop top and a g-string nestled between the cheeks of her smooth pale white ass I couldn't believe my luck at now owning my own obediant house maid/ slave. 'SHE, remember my ex-girlfried? I enquired SHE gave a nod and replied 'yes sir, she was very pretty'. 'Well she had to go because she didn't like rules, difference between her and you though was she could say no I laughed, she also had a problem with me being highly sexed and wanting to fuck on demand..not something I'm going to have to worry about with you though is it' I added. On finshng the last mouthful of one of the best home cooked meals I had had for sometime I congratulate my new slave 'Now that was fine, keep that up and at the end of your two weeks probation period I won't be telling your parents that you've been stealing my money to buy girly underwear' Pleased with her first piece of praise SHE gushed' Sir I promise I'll cook and clean every day but please don't tell anyone about me'. 'Well at the moment I can't guarntee that but if you work hard and show me how eager to please you are I'll be able to give you a better idea of what I'm going to be doing with you in two weeks' I responded whislt leering at her.

After SHE had tidied away the dinner table I settled down in front of the TV with SHE sitting on the edge of her seat next to me. I switched on the the evening news and after a few minutes SHE obviously feeling more comfotable in her new role gave her opinion on one of the news items. 'Don't you worry your head about things like that,leave it to men to worry about, you are now just an air-headed bimbo, you just worry about making yourself look pretty and serving me' I mocked. 'Now go and get me another beer and open yourself a bottle of the wine from the fridge, that's your new drink I don't like my girl to drink beer, it's for men' I laughed. SHE was red faced and showing signs of realising what lay ahead of her if she was allowed to stay under my roof but it didn't concern me, she had better get used to it because this was just the start of her new life and after I had broken her I planned on turning her into my very own personal fuck slave.SHE returned with our drinks and I patted the sofa and as I pressed the DVD remote control said 'come and sit down one of your training films is about to start'. SHE did as she was told and we started to watch a hardcore porno movie from my collection 'see that's how cock should be sucked, watch it carefully and learn, watch the blonde (who was a particularly filthy bitch) that's how you should behave around me' I instructed. As we moved onto the next film SHE had got through the bottle of wine and slurred 'ssshe waz very shexy, shhe doos anything' taking one of her hands and placing it on my raging hard-on and taking her other hand I pushed it into the front of her g-string said 'don't worry when I've finished with you you'll make her look like a prude, now lets see if you learnt how to handle a hard cock'. there's nothing like watching a good porn film with your hands behind your head whilst a young bitch strokes your cock..

SHE took a sip of the neat whisky I had poured her and muttered 'its burnss my throat' 'Gulp it down in one I said pouring her another glass. Well after a few whiskies SHE was on the edge of passing out and as I thought it's about time I took her to bed to show her what being my girl was all about I had a bright idea and grabbed my camera from the draw, well a bit more blackmail material wouldn't hurt my plans for SHE. Parting her legs I stepped back and whilst clicking way SHE drunkenly obeyed my orders of 'gimme me a dirty smile..open your mouth like you're about to suck a cock...put your hand in your panties..pull down the front of your panties and show me your little 'clit'.. open your eyes and give me a sexy look... that's it on all fours and stick that butt in the air'. Well after taking 50 odd pictures (some better than others) I realised my cock was as hard as it had been in the previous 6 months and it was time for bed. Grabbing SHE by the arm I pulled her up and slung her over my shoulder and carried her upstairs, standing in front of the full length mirror in my bedroom with SHE drapped over my shoulder and I ran my hands up her stocking clad legs and after slapping her butt threw her onto the bed.

TO BE CONTINUED...if, of course anyones interested.

 

Nice read:excited: