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The Landlord (c) 2012 by Elaine Disclaimer: This work is a piece of fiction and should be read as such. It doesn't reflect the situation that should be practiced when someone is faced with a change of gender and any deficiencies presented here rather than in the correct process should be considered. This story concept is based on one I read a while ago and this is a substantial rewrite which I hope will not cause any offence. Chapter 1 - Moving out After my bitter divorce I soon realised that I would have to rent an apartment near to my old house if I was still going to keep in touch with my two young girls. After the acrimonious settlement with my ex- wife had been reached, I also realised that I just couldn't afford to buy another house and that renting an apartment was the only option. It was agreed that she would keep our two daughters at our old house and my thought was that if I was close enough I would get them to stay with me for a few nights a week. That was my big hope as I loved both my daughters dearly. So I was really happy when I found advertised in the evening newspaper a two bedroom ground floor apartment a few blocks away from my old house. If I could take up the lease it would mean that I would at least see my kids regularly. Jeff Smith, the landlord was very fast and arranged a viewing a few hours after I'd called him expressing an interest in the place. From the advert description, the apartment seemed to fit the bill perfectly. There was room in the spare bedroom for two single beds for the girls and there was plenty of storage in the master bedroom for all my alter ego's belongings. Although my passion for cross dressing had cost me my marriage, I really didn't see any reason to stop now and perhaps living alone most of the time I would be able to indulge in my passion more than ever before without any fear of being caught. Again that was my hope. Jeff seemed a nice guy as he insisted on first names as he showed me around. Jeff showed me a folder that held the safety certificates for the gas and electricity appliances and inspection records so it was an easy decision to say that I was really interested in renting particularly as the rent was just within my budget. After checking the inventory of every item included in the apartment he asked me to read the rental agreement. It went to several pages in length and I skimmed through them quickly before handing it back to him. I didn't see anything wrong with it and would have happily signed it. The only stumbling block was that he wanted one month's rent in advance and the refundable deposit would be three months rent. "Oh I'm sorry I really can't afford the three months deposit," I told him putting my cheque book back into my jacket pocket. "What with the divorce lawyer's fees and other expenses I just don't have that kind of money." "Ah yes I can appreciate that Nick," he said understanding the situation. "It's just that the last tenant did a moonlight flit out a few weeks ago taking most of my furniture and inventory items with them so I lost out big time." "Sadly I can only afford one month's deposit and the rent but nothing more," I said honestly and bitterly disappointed. Even that double payment was going to clean me out until I got paid in a few weeks. I could see him thinking about it and then he conceded, "Well how about we say that subject to some good references from your lawyer and another from your employer, the only other requirement would be your agreement to some random checks on the place to waive the three months deposit," he replied. From that I got the feeling he was really keen that I rent the place so I readily agreed. "I think I can get those references by tomorrow night," I replied taking out my cheque book again and writing him a cheque for double the rent to show I was keen too. "Since I can't move in today I'll bring this and the references back here tomorrow at the same time." "That's excellent," he replied smiling broadly and then he showed me outside. "See you tomorrow then," I shouted and ran back home to face my still obnoxious ex-wife and her loathsome mother who had moved in a few weeks earlier. At least I could tell her that I would be moving out within 48 hours or so. Hopefully she would give me some respite from her tongue until then. "Oh here 'she' is now," she said berating me again to her mother as I walked into the kitchen. "If it isn't the queer!" "Please don't call me that in the house in front of the kids," I asked politely. "I treat you with respect and I would hope to have the same back from you." "Did you manage to find a place?" she asked roughly ignoring my plea. "I would like you out of here as soon as possible." "Yes I have actually," I replied happily. "I get the keys tomorrow and it's not too far away. It has a spare room and so I should be able to have Elspeth and Emma stay with me overnight whenever they want." "I don't think that's going to be possible now," she said smugly pulling out another legal letter to show me. "What do you mean?" I asked as she handed me the sealed lawyer's letter. As I read it my world dropped in half. The letter stated that because of my crossdressing proclivities and the possible corruption of my kids I wasn't going to be allowed to have them stay over with me until they were old enough to decide that they wanted to do it. "This latest court judgement against you says that they can't stay with you." She added turning the dagger deeper into my wounded heart. "So they won't be until they are old enough to decide that they want to do it themselves." Tears streamed down my face at the sad news so I turned and went into the living room where they were playing and sat down on the sofa dejectedly. "What a bitch!" I thought. "I can't believe that she would deny me even that." I had heard of women who faced with divorce became vindictive bitches and I hardly expected her to fall into the same category after 10 years of marriage but it seemed to be true. Since Elspeth was 9 and Emma 6 it would be a few years before they could decide for themselves that they wanted to stay over with their papa as they often called me. So I went to sleep as usual in the spare room after packing as much of my stuff into boxes as I could. I would have to make a few trips with my belongings before finally leaving the old house that I had restored and had hoped to spend the rest of my life in. The next morning the girls were off to school and I kissed them both goodbye before heading out to work and my lawyer's office for those important references. My lawyer briefly hand wrote a letter for me and popped it into an envelope while I had to wait for 30 minutes for HR to get their act together to give me their letter. So it was with mixed feelings that I met up with Jeff at the apartment later that evening to give him my cheque and the two letters of reference. That satisfied him enough to give me the keys there and then. Before he left though he repeated that he would like to check the condition of the flat during the first six months just to make sure that all was all right. I readily agreed to that thinking that he meant that he would give me some notice of a visit. I couldn't have been more wrong. So locking up my new apartment, I went back to the house and picked up the first load of boxes in my old car. It was going to be a long night making the trip backwards and forwards and I decided I would get all my feminine clothing and shoes moved first. So after a bite to eat at a takeaway, I decided to get moving and managed to get a lot in the car with each seat folded down apart from the driver's seat. After 7 trips I was done so I left a note on the kitchen table of my contact details not that I expected that my ex-wife would make contact all that much. I left a note and card to the girls telling them that I loved them both very much and that they were free to come and visit whenever they wanted. Not that my ex would see that happened very often either. Chapter 2 - Moving in So it was that I finally got done with the move at around 10 that night and surveyed all the boxes that I had put into the spare room. There were around 40 boxes of things which wasn't that much to show for my life so far. DVDs, CDs, books, clothes, photographs, and of course my femme clothing collection. I decided to hang up all my girl clothes in my bedroom wardrobe first so put up the clothing on hangers that were already inside the wardrobe. When I ran out of hangers I realised that I would need to buy some and kicked myself that I hadn't taken more from my old place. I put all my girly stuff on the left hand side and my boy stuff on the right. I put my make-up and wigs on the dressing table and shoes (mainly heels) inside the wardrobe on the floor. It was around midnight when I realised that I had better get ready for bed and then noticed that the bed needed to be made up. I grabbed the polythene bag that contained my sheet, duvet and pillows from my old bed and quickly made it up. That done I went and looked at the kitchen and realised that I didn't have a thing to eat. So I just poured a cold glass of water and decided that I would get some food on the way home from work. I slept fitfully but finally woke up to the sound of my alarm at around 7am as usual. I decided that since I was free to do what I liked clothing wise, I would put on a pair of sheer pantyhose and a nice pair of support panties under my pants and shirt. I loved the feel of the pantyhose under my pants and found a pair of thin stretch women's black socks to put on before putting on my black polished brogues. With still nothing to eat, I just brushed my teeth and drank some more water before heading out to the office to earn some money. I would grab a sandwich on the way. Work was routine as usual and with the divorce finally over, I could really concentrate on work and only had to put other things such as getting dressed up in my apartment later out of my mind for a little while. It felt strange to head away from my old house towards the apartment but I did remember to get some food and drinks before getting back home around 6:30pm after an unexciting day at work. On the way home I realised that I was going to miss taking my kids to the swimming pool that night and I hoped that they would miss it too. So I made myself a pork salad for dinner as I decided that I could lose a few pounds. Then I continued to unpack my belongings including a small flat screen television, which to be honest, was very small, compared to the large one I'd left behind. When I was satisfied that I was finished unpacking, I eagerly decided to try on some of my female clothing and to experiment with my make-up. Before too long I was fully dressed with my face made up and was enjoying the feelings of the nylons, heels and the tight skirt I wore. This it seemed was the only consolation I had for living alone and decided that I might as well relax and enjoy it. In time I hoped that I would be able to pass well enough as a woman to venture outside. So I decided that after this first night that I would be en femme all the time that I was in my apartment and would change the moment I got home from work. I also realised that I would be able to go to the TG friendly bar across town at the weekends and thought that I could also go out at night dressed without being read too easily. I was only 5 foot 9 in height and around 150 pounds so I knew that passing for me was a lot easier if I wore the right wig and clothing. So for a few weeks I had a new exciting routine and even saw my little girls a few times which delighted me when one day it suddenly all changed. I was suffering from a really bad head cold and decided that I couldn't face the office with it. I'm sure that the rest of my work mates also wouldn't like to catch what I had as I sniffled and sneezed constantly. So I got fully dressed up as Nikki and then set about cleaning my apartment until it shown. I got out the old vacuum cleaner that Jeff had left and decided to vacuum the carpets until they were spotless. It was one of those old bag vacuum cleaners and it made a lot of noise. It made so much noise that I really didn't hear Jeff the landlord entering the apartment using his key. I moved the machine into the hall only to bump into him and immediately froze with shock. There was I dressed and made up in my tallest heels in charge of the vacuum. I was wearing a swishy polka dot fifties style dress complete with petticoats vacuuming my apartment and his jaw dropped in astonishment as he stared at me before changing into a wide grin. I must admit that despite the fright I'd had, I did have the thought to get away so ran on tip toes courtesy of my 4" heels towards my bedroom as fast as I could. I leant against the door as I closed it behind me visibly shaking with fear and fright. He shouted after me to stop over the sounds of the still running vacuum cleaner but I was determined to get changed into my boy clothes as quickly as possible. I was still shaking and couldn't calm down that I'd been discovered. I worried that he would use that as an excuse to throw me out of the apartment. So when I finally peered into the hallway nervously around 10 minutes later I was really hoping that he had just let himself out. As I walked into the lounge I was shocked to find that he was standing patiently waiting for me to reappear. I had roughly removed all my make-up and changed into a pair of jeans and a shirt over my hairless body. Over my feet I had put on some warm fur slippers to cover my still painted toe nails. I was about to say I was sorry for what had just happened but he spoke first. "Don't worry we all have our little secrets. I guess I just found out yours," he laughed and then added, "You looked very nice and attractive too I must say." I could see that he was trying to break the ice but I didn't have the courage to reply. "You made a very lovely housewife in that outfit you had on. You should have left it on as you really looked the part. I really don't mind. I just came round to check that the flat was ok," he explained. "Thanks," I said still feeling a bit flustered. I was trying to calm down from this major upset and my face was probably beetroot red with embarrassment and shock. It was the first time I'd been caught in my girl clothes since my wife caught me nearly a year earlier and I instantly recalled what negative vibes had happened after that. I really didn't want to lose my flat having just found it. "I really do like the look you'd created. It's very feminine and ladylike. I just wish my ex-wife had dressed more like that," he said trying to make me feel a bit more at ease. It didn't work. "Oh so you are divorced too?" I asked gaining a little of my composure to sit down gently on the sofa. I invited him to sit down too. There didn't seem to be much point in asking him to leave and he didn't seem to be in much rush to go. "Yes it's been three years now since we split up," he admitted. "I really prefer being single now though and she seems to be much happier now too. I am always on the lookout for a new girlfriend but currently I am unattached." Then he asked, "Was your crossdressing the reason you got divorced?" I hesitated in giving him an immediate reply not wanting to divulge too many secrets to him. He saw me hesitate and then said. "It's ok. I've had several friends who were crossdressers so I understand a little about what it's about." "Yes it so happens that was the reason my marriage failed," I replied honestly as my face felt like it was turning red again with embarrassment much like it had done when I'd told my lawyer at the beginning of my divorce. "Nothing I did could put the marriage back on track again and it became hopeless so in a way I'm happy to be single too." "I bet she was probably jealous of how you looked as a girl," he replied laughing. "From what I saw you did make a good looking girl." "Thanks but she was very pretty," I replied. "Like any woman she was just a bit spiteful and angry when she caught me dressed in some of her clothes. I can hardly blame her. I confessed my feelings about my gender confusion and that just made matters even worse. The marriage steadily fell apart after that." "Looking at you, you're not too tall and you're quite thin so I think that some of my ex-wife's clothes would probably fit you," he then said surprising me again. "When she left, she didn't take all her things with her. She just ran off and married a rich banker friend of ours and probably has a new wardrobe of designer clothes. You know how much women like to shop so I doubt that she will come back for them now." "Oh really?" I asked also wishing he would just leave as it seemed that matters were taking an even more awkward twist. Here he was actually encouraging me to dress up again and in his ex wife's clothes too. This felt strange after all the arguments and intolerance I'd had with my ex-wife that led me to throw everything I had, out into the waste bin. "To think I actually spent a small fortune on her but she would rarely wear the clothes and shoes I bought her," he went on. "She left a lot of clothing that she never wore and some are still in their original boxes and bags. You probably know the kind of thing I mean as you probably like to wear sexy clothing." "Such as?" I asked regretting the question instantly. "Oh designer label basques, seamed sheer nylons, pencil skirts and blouses and of course some elegantly tall stiletto heels that she rarely wore. That and much more are all still in her wardrobe at my place." "So why don't you just get rid of them? It's not like they would fit you." "Well they were worth a lot of money, so I didn't have the heart to just throw them out," he replied seriously but then lightheartedly suggested. "Perhaps though if you are interested you could take what you like?" I had to admit I was quite intrigued at the thought of wearing some of his ex-wife's clothing and shoes. Particularly as he had said that it was all designer label stuff and so very expensive and high class. I certainly couldn't look a gift horse in the mouth I decided. "Well it's very nice of you to offer," I replied but added slightly scared of the prospect of him having a hold over me, "Perhaps you could just drop off a few bags or items here when you are passing by?" "Oh I have a much better idea. Why don't we drive to my house now to see for yourself?" he asked and before I could reply he added. "If you see anything you like you could just try it on. I could bring you back here in a couple of hours after you've rummaged through everything." "Were you offering to sell her clothes to me?" I asked still unsure of his motives. "If so I don't really have that much money at the moment. What with child support and the rent due in a few weeks." "Oh no you can take away what you like," he replied and then he tried to reassure me by adding. "All free to a good home as they say." I hesitated and then reluctantly shook my head no, "No. I still don't think so." "Oh why ever not?" he asked deflated. "I will have to throw her stuff out eventually so it seems such a waste when you could have the use of it instead." "Well I haven't really dressed up in front of other people before," I replied. In truth I hadn't and hadn't really summoned the strength to go out dressed even to the TG friendly bar. Until this point all my dressing had been done in private. I wasn't sure that I could pass in public despite my feelings that it would be good fun to try. "Oh please don't worry about it. Don't look on me as other people but as a friend who can help you out. By what you have told me about your divorce, you've been through a torrid time lately. Besides from what I could see earlier you really did look quite attractive," he said obviously trying to flatter me. "So what do you say? What can it hurt?"" "Thanks," I replied looking at the wall instead of at him. "I'm glad you think so but I don't think I'm ready to go out and dress in front of anyone yet. It really freaked me out when I saw you in the hallway." "Ah but you moved so quickly and expertly in those high heels so I thought you must have had some practice. I suppose all it takes is a little confidence to make the move outside," he said flattering me again and making it sound entirely possible. "Yes I've always been able to walk easily in spike heels but passing as a real girl in broad daylight is quite another story," I replied honestly. "To be honest it scares me to death to try it." "Maybe in time it won't," he said smiling trying to put me at ease. In truth I was still petrified and deeply embarrassed that he'd caught me dressed earlier. Then he went back to the invitation again. "Look what can it hurt to come by tonight and see what's at my house? You can take away what you like and I promise you don't need to wear it front of me. Besides it's not like I will wear that stuff. It won't fit for a start." I had noticed that he was a lot taller than me and was probably around 6 foot 3 tall and weighed over 200 pounds. He was a really quite a big guy unlike myself. "That's true," I laughed nervously. After I mulled it over a little more I finally thought it couldn't hurt to go out to his house dressed as I was but I would see how determined he was first. "Come on then, let's go," he said standing up. "Go get your coat and we can take a look at what's there." He said goading me to move. "Right now?" I asked and then added. "I can't I have some things to do here first." I was pretending to frustrate him and was still wondering about his primary motive for all this generosity and my dressing. "Whatever it is, it can wait surely?" he asked me seriously. He took out his car keys and I could see that he drove a Mercedes. "It's a good executive car with comfortable heated leather seats. After you've picked what you like I promise I'll bring you straight back here." "Promise?" I asked. "Yes of course," he said. "OK, what have I got to lose?" I shrugged and stood up. Little did I know. "Let me get a jacket and put some shoes on." "Can you wear some girl's shoes?" he asked as I walked into my bedroom. "A pair with a high heel?" "No," I shouted back. "I do have some flat heeled ladies knee boots though." So I went and put on my new girl boots. Got my usual coat and scarf and then we walked out to his car. We chatted about lots of things on the way to his house but it mainly centred around my dressing and how long I'd been doing it. "Let's see the first time was when I was around 6 or 7 when I tried on some of my sister's clothes. Later when I was in my teens she left a lot of clothes in my bedroom wardrobe that fitted me so I would often study in my bedroom dressed in her stuff." "You didn't get caught?" he asked looking at me as he drove over a busy junction. "No I just said I was often studying for an exam or an essay or something and didn't want to be disturbed," I replied. "I would change to get something to eat and I would often just dive under the bedclothes if anyone came up stairs and pretend to be asleep if they looked in." "Are your parents living nearby where you live now?" "No sadly they both passed away within a few weeks of each other just before the divorce action started," I replied. "Both my parents are dead too," he said. "So I know how that feels." "Thanks," I said and I relaxed a bit more into the comfortable seat as we approached his house. From what I could see in the fading daylight, he was likely to be very wealthy as we drove through the automatic gates and into the grounds towards this large stone built mansion. "What a place!" I exclaimed as I saw the large house appear in front of me. "This place is like a palace not a house." "Yes it's pretty big," he admitted. "In fact it's so darn big that I only live in the west wing now." He pointed up in the direction of the bedrooms. "Your ex-wife must have been mad to leave a place like this," I said astonished at the size of the house. "Oh she actually found someone with more money and as they say money talks," he replied parking the car near to the front doorway and the curving steps. "We are better apart but somehow we remained friends despite the divorce." He didn't really say why they had divorced or why she had left him to go with someone wealthier. That seemed a bit faceless to me. He led me inside into the large vestibule and hallway and then I followed him up the sweeping staircase to the bedrooms. Then he led me into the bedroom she'd used and then finally he opened up the lavish walk-in wardrobes. There on the racks were countless dresses, skirts and pants. On racks there were countless pairs of heels and boots all with tall spike heels. It was a crossdresser's paradise or a dream come true. "Help yourself please," he said generously seeing my incredulous expression. "Take what you like and try them on." "I can't take all of this," I said realising that I had no space in my tiny bedroom for so many items. "Why ever not?" he replied. "My flat just isn't big enough unfortunately," I told him. "You have two rooms though." "Yes I do but I hope to have my daughters stay with me in my spare room," I explained. "It would look odd if their dad had some ladies clothes in their wardrobe don't you think?" "Yes I suppose that might confuse them," he admitted. "Well you could always come here and try things on. I really don't mind." Then he said generously. "You can take what you like now and try on the rest later. It's your call." "That's really very kind of you," I said still wondering what if any his real motivations were. I'd learnt that most guys don't do something generous without reward or favour in return. I was suspicious but then I was very happy with his offer at all of the clothing. "It's no problem. I'm just happy that it's going to be used," he replied. "Yes. It would be a terrible shame to just throw it all out." "Why don't you try on a dress or a skirt or see if the shoes fit at least? It can't hurt now can it? I've already seen you dressed tonight." "Yes i suppose if you put it like that. Can you give me a little privacy to get changed though?" I asked still feeling anxious with him and his enthusiastic presence. "Sure come on down to the living room when you get changed and I'll mix you a nice drink," he said and he gallantly walked towards the bedroom door. "What would you like?" "A gin and tonic would be just fine," I replied as he closed the door giving me carte blanche to choose what I wanted. My heart was beating hard as I stared at the closed panel door and then at the closet with this treasure of beautiful and expensive clothes, and shoes. I was really keen to try on everything and opened a few boxes of shoes amazed at the height of the heels and the fact that some had never been worn. I slipped off my boots and socks and eased my foot into a pair of the tallest pumps and found that they almost fitted me. They were tight around the toes but otherwise I could walk in them. I thought I might be able to stretch them a little so they would fit better. I walked around the room and found that they actually pinched my toes badly so that was a pity. My feet were on fire when I took them off and then took off my other clothes. Then I slipped on a black teddy and panty set I found in her lingerie drawer. I followed that up with a brand new pair of stay-up black stockings and then finally a black cocktail sparkly dress. I looked for and found a pair of black peep toe pumps that went with the dress and put them on too. I was so excited I was starting to tent the dress and searched around for a black panty girdle to wear. I tucked myself inside when I pulled up the panty girdle and then looking in the mirror, I just couldn't believe how well it all fitted and how aroused I was inside my panties. I double combed my hair and gave it some body before spraying her hairspray onto it. I added a touch of lipstick and some mascara I threw away as it was all dry inside the tube. I clipped on some dangly earrings and a found a bracelet and an old gold watch. This was too good to be true and just what did I have to lose by wearing this stuff? I was soon to find out. Chapter 3 - Dressing So dressed as I was and scared as I was, I slowly went down the staircase carefully holding onto the handrail for assurance in my heels. I could hear them clicking on the tiled floor in the hallway as I walked towards what I assumed was the living room. I gently opened the door and peered in nervously wondering what he would think of my choice of outfit and the fact I wasn't wearing my wig. "Ah there you are," he said turning to greet me with my drink. "Very good fit if I may say so. If you want it then it's all yours." "Thanks, that's very generous of you," I replied happily and shyly taking the drink from him. Our hands briefly touched. His was warm while mine was cold and shivery like the rest of me. "I found some old make-up but I threw away the mascara as it had all dried up but the lip colour is good still." I puckered my lips to show him but he was looking down at my feet as I balanced easily on my fine tall pointed heels. "Do the shoes fit ok?" he asked pointing down at the tight shoes that showed off my painted toenails that I had squeezed into. "They look a little tight." "Yes they are a little bit tight but I can manage with them for a little while." "Oh that's a shame that they don't fit so good. There must be at least 20 or 30 expensive new pairs of shoes upstairs. My ex wife wasn't really a heel fanatic so she rarely wore them." "That's unusual. Most women are into them I think," I replied. "I noticed there were some heeled sandals that should fit better but these pumps are a little tight while I'm standing here. Can I change?" "Of course you can change," he said. I quickly retraced my steps feeling the pressure on the balls of my feet and decided to take the shoes off before I was half way up the stairs. I carried them to the bedroom and put them back where I'd found them before taking a pair of thin strappy sandals with a half inch sole and 4" heels. They were a bit fiddly to do up but I found them a lot more comfortable to wear than the previous pair. I was able to walk a bit easier as a consequence and was able to walk quickly back downstairs again without the pain. "Please sit and drink your G&T," he offered holding up my drink again. However he then guided me to a really plush red leather sofa. I tucked the skirt of the dress under me and then sat down as gracefully as I could. He handed me back my glass as soon as I was seated with my legs crossed. The swish of my nylon covered legs certainly wasn't lost on me or him it seemed. "You know you walk just like a girl in those shoes," he said sitting down on the sofa arm beside me. "You swing your hips so easily and you put the heel down first which means you are a natural walker in heels." "Thanks, I have walked in them a lot before and I studied how to walk properly in them a long time ago," I replied. "I've never walked in them very far though as I've never ventured outside in them before." "Then your soft voice makes you talk just like a woman," He then said. "I think with some longer styled hair, some good well applied make-up and something natural stuffed inside your bra and you would really look quite the part. It's uncanny how well you look right now," he declared. "Thanks for the compliments," I said feeling a bit more relaxed at him seeing me and the warming effects of the drink were helping. "I really haven't dressed all that much to be honest. Being married and with two young kids I had to play the male role nearly all time." "Yes of course," he replied. "But even so as I say with a little bit of help here and there you really could pass off as quite an attractive lady. One I wouldn't mind taking out to dinner if I may say so." I blushed at that last comment. "Oh I would be petrified of being outside dressed like this," I responded and then using my hands to cover myself. "To be honest I'm really not all that comfortable to anyone seeing me like this." "Yes I can see how that it was a huge shock seeing me standing in your hallway earlier," he smiled. "I do so hope we can be friends in future though rather than just tenant and landlord." He sounded quite sincere. I hoped that he would be. "I don't see why not," I declared and sipped the last of my drink. It tasted good and the log fire in the grate was beginning to warm my lightly covered legs. A bit like Cinderella I looked at the clock on the mantelpiece as it struck ten and was shocked to see the time. "I hate to say it but I really have to get home. I have work tomorrow and it's getting quite late now." "Oh yes! So it is," he declared looking at his own watch. "I'll quickly go and get your clothes from upstairs and run you home. Is there anything else you want me to bring with me that you can use?" "Yes I put a few outfits and shoes on the bed if you wouldn't mind," I replied as he walked towards the living room door. It suddenly dawned on me that he wanted me to travel back home dressed as I was and that made me have a panic attack at the thought. When he returned I asked him for my clothes and boots but he said that he'd put them in a large holdall and explained, "We can save a little time if you don't change back now." "I don't think I can go outside dressed like this," I said anxiously indicating my dress. "It's pitch black outside and really no one will see you," he said. "No one will notice. Trust me." Despite that I walked to get my clothes from the hallway when he held up a warm looking ladies coat with fur trimming for me to wear on the way home. It also had a luxurious fur collar with a soft lining. "Here try this on for size," he almost ordered. I dutifully turned so he could help me put it on. I turned back towards him and he even started to do up the buttons. The sleeves only came to the middle of my forearms but it was a good fit apart from my flat chest area. He handed me some long black kid leather gloves and I could see that he wanted me to put them on. With the gloves on, he surprised me by taking hold of my hand to lead me out into the hallway where I found three big bags of clothes waiting by the doorway. Again I could hear my heels clicking on the tiled floor as we walked outside. It was quite a cool breezy night and I could feel the shivers in my legs as we walked back towards his plush car. As he gallantly opened the door for me he went back to retrieve the holdalls. It was only when I sitting in the car that I realised that since I didn't have my male clothes I couldn't get at my wallet or my apartment keys. "Sorry I don't have my apartment keys," I said just as he returned back to the car with the first of what looked like three heavy bags. "Oh yes you do," he replied handing me something. "I put everything from your pockets into this small clutch bag which you can use. Here." Astonished I opened it to find a small amount of make-up including a brand new tube of red lipstick, a sealed unused mascara applicator, all my money and my bank cards all inside a female purse. There was no sign of my old wallet and then finally I found my apartment keys. "Oh thanks and where are my old clothes?" I asked wondering how he had done that so quickly or had actually thought to do it. "They are all in this black holdall," he said pointing over his shoulder towards the back seat as he sat down in the driver's seat. "Thanks," I said trying to relax as much as I could. "Thanks for the purse but why all the make-up?" I asked taking out the lipstick which I could see was a ruby red shade made by Chanel. "Coramandel," I read on the bottom of the tube out loud. "Oh a small present from me, please try it on," he said rather more like an order than a request. He reached over and pulled down the vanity mirror which then lit up so I could see what I was doing. I undid the wrapping and unwound the tube to reveal lip colour. Somewhat reluctantly I applied some of the rich red creamy colour to my now pale lips and then blotted with a tissue he had thoughtfully given to me after I'd finished. "Now your mascara?" he asked patiently as I put the lipstick tube back into my clutch bag. Again reluctantly I dutifully put some mascara skilfully onto my lashes. I had done this often before and it was easy not to smudge or put on too much. He then handed me a small pot of foundation cream which I smoothed into my face and neck. "Happier now?" I asked after I'd finished. I thought I was all done but then he gave me some Chanel No 5 perfume to use which I put on my wrists and neck. The perfume filled the car. "Can we go now?" I asked. "Of course," he said starting the engine. "That make-up really transforms your face, so much better than before. How do you feel about it?" he asked. "I've always felt quite happy wearing make-up," I replied. "I hope that you don't think I'm a freak." I felt convinced that he thought I was. Then when he didn't reply straight away my second thought was that he really liked me this way for some weird reason I couldn't understand. Maybe he was a crossdresser himself. "No why should I think that?" he asked. "You are the way you are and to be honest I find being with you quite exciting." "Exciting?" I queried. "Why so?" "Well I... What I meant was I think that if it was done correctly no one seeing you would ever know you were really a man," he said trying to explain. "You are very close to looking like a real girl right now but with a little more work you could be completely natural." "Well thanks for that," I said unsure why that should be exciting to him. "It would be very exciting being with you like that say if we went out at a restaurant or a theatre event together," he explained reading my mind. "Is that what you would really like?" I asked. "To take me out dressed up so no one would know I was a guy?" "Yes I like the idea," he said. "Does that excite you too? Being completely passable as a woman?" "It is exciting no question but I am really scared at the thought of being caught," I replied. "I don't think I pass that well that anyone who saw me wouldn't know I was a man in a dress." "How could you be caught out?" he asked. "You could look and act in an utterly convincing feminine manner with a little help." So we talked like that all the way home. He was anxious for me to explore this more while I was struggling to agree with him that it would be easy or possible. I was extremely grateful that the car had those heated seats and a good heating system as it seemed a lot colder outside. On the way back I realised that I was going to face a walk from his car to my apartment block front door and from there into my apartment. I could still see people walking around despite the late hour as we approached my street. "I don't mind admitting I'm as scared as hell that my neighbours don't spot me like this," I said as he lit a cigarette and started smoking. He lowered the window and blew the smoke outside. "I don't see why you should be scared," he said handing me a head scarf that I could use to cover my sprayed bouffant hair. "Put that over your hair and we'll make a dash for it!" So I dutifully folded the decorative silk square corner to corner and tied the ends under my chin. I also put up the coat fur collar and when he released the door lock I opened the door myself rather than wait for him to come round to do it. "I hope that you enjoyed yourself tonight," he said as we walked quickly to the front doorway. If people couldn't see me they certainly could hear me courtesy of the loud spike heels I now wore. If anything I really liked the fact that instead of a woman walking beside me making the noise on the road with the heels it was me who was doing so. "Yes I did thanks," I said as I came to my senses and drew out my keys from my deep coat pocket to open the main door. "Good perhaps we can do it again sometime," he said softly but it wasn't a question. "I'd like to encourage you to go a bit further if you are agreeable." I quickly opened up the main door and I walked to my apartment door while he went back to get the holdalls and a few other things from his car. I let myself into my apartment and left the door open so he could enter easily. "How much further did you have in mind?" I asked when he came inside my apartment with the last bag and closed the door behind him. "Oh a full makeover and a really nice long haired hairpiece or wig would help," he said. "Perhaps we could have some good fun going out for dinner or something with you dressed up to the nines?" "We'll see," I replied wondering what would happen after the dinner. "That's a really big step for me at the moment. This simple walk back to my apartment dressed like this has scared me to death." I then shivered at the thought that someone may have seen me dressed en femme. How would I explain that? "I better go back but I'll be in touch," he said not wishing to stay around any longer. He suddenly grabbed me by the waist as I undid the buttons on my coat. Then he kissed me softly and gently on the red lips. "Thanks," I said when he stopped the kiss. I put my hands up to my lips as if to remove the taste of him. "What was that for?" "Because I really like you and I wanted you to know it," He said softly. "See you soon and have lots of fun with the clothes, make-up and shoes." With that we walked back to my apartment door so i could let him out and he left with a cheery grin on his face. "Ciao," I said as he walked back down the hall to the front door. I lifted all the bags up from the hallway and carried them into my bedroom. They were quite bulky but were not very heavy. I was really curious to see what else he had packed into them. There were around 5 pairs of sandals with thick platform soles in different colours but similar to what I was wearing so that meant that these would be more comfortable than the tight fitting pumps I'd worn earlier. That made me decide to take off the pair I was wearing first so I sat down on the bed to undo the buckles on the straps. I continued exploring the holdall and found that there were a couple of nice evening dresses, some slim tight pencil skirts, blouses, lots of underwear and several unused packets of stay up stockings. There was the coat I was still half wearing and despite his promise to put my own boy clothes in a bag, my jeans and cotton shirt were nowhere to be seen and it seemed been replaced with an embroidered pair of boot cut stretch ladies jeans and a feminine looking sparkly wide belt and a cream silk blouse. There were even some bras and camisoles. Looking at some of the price tags on the items I realised that the whole lot was worth probably over 2 or 3 thousand. That was a very nice present I told myself and wondered who it would hurt if he wanted to help me improve my look and style with all this material to work with. As I started to undress, I thought perhaps I should be less uptight and appreciate his help more in the future. I also realised that it would be easier to go out and about with his support rather do it alone. If we could be good friends, then who knows he might even be amenable to reducing my rent a little. I put all the lovely clothes away, carefully removed the make-up making sure that all traces of the mascara was gone and then slept soundly despite the strained arches of my aching feet. Two days later when I got home from work I found that he had obviously let himself into the apartment again but this time he dropped off half a dozen pairs of designer style high heeled pumps on my bed a half size larger than before and I realised that these were all newly bought. From the style of the shoe and the red trademark soles these had cost him a lot of money. I was astonished at his generosity and then also found a couple of gift boxes of make-up and nail polish. There was also a small note on the back of his business card. "Please accept these as a present for your patience with me the other night. You made me very happy. Do you mind if I call you Nikki instead of Nick when you are dressed? Best wishes Jeff PS Hope the nail polish looks good on your toes." I pulled out a beautiful matt pair of black pumps and rushed to try them on and I couldn't believe just how well they fit my feet. "Oh my God," I said out loud as I walked around my apartment with ease in them, "this guy is madder than me!" I put everything away before making my supper. While I watched television I gave myself a pedicure and painted my toenails with two new coats of glossy red polish. There was a note in the box saying that he would get more when this box was finished. With 5 bottles of expensive polish it was hard to resist wearing them. I was incredibly excited by this turn of events and after relieving myself got on with tidying up my new belongings. Chapter 4 - Changes begin So with what I thought was so little to lose and such a lot to gain, I started to dress up more for Jeff than for myself. Of course I got pleasure from it too. I mean what crossdresser doesn't enjoy crossdressing? If I needed something he would just go out and buy it for me. He paid for some better shoulder length black real hair wigs and some better jewellery that I said I needed. It was lovely to find these little presents waiting for me on my bed when I got home from my dreary office job. They certainly brightened my day and I often rushed home to see if he had bought me something else. After much goading from Jeff for a few months, he convinced me enough to go out together to fancy restaurants or to the theatre. The only concession I made was that to avoid any problems near my apartment that it would be better if I got changed into Nikki at his house. So I would drive in as a boy and be driven out of the gates as a girl in his big car. It became really exciting for both of us and I lost my terrified feelings being outside dressed as Nikki as Jeff was always there to ensure that no one picked on me or made me feel uncomfortable. He would always compliment me on how I looked and my style but often he would suggest little improvements like getting my ears pierced again or growing my nails a little longer or wearing more girlish rings on my fingers. "Oh I don't think I should do that," I replied when he went on about getting my ears pierced again over dinner one night. One piercing in each ear I had already but two piercings were unusual for a man. "Why ever not Nikki?" he asked. "Many men have pierced ears and some have both done." "OK I guess that's true," I said remembering that someone at work who always wore gold stud earrings in his ears. "You really don't have to worry," he said. "Besides after it's done you can wear a lot of the expensive earrings my ex wife left behind." "Yes some of that stuff is really exquisite," I said softly so no one could overhear me. I struggled a little with the food realising that I would have my ears pierced again so I could wear more than one pierced earring in a day or so. The next day was a Saturday and so as agreed he picked me up at my apartment. I could see he didn't like seeing me dressed as a man but he did take me to the local mall to get my earlobes pierced. After we left the shop with me sporting two gold studs in each earlobe I realised that this was a big change that would be noticed at work. I was told to keep the new studs in for a week to let them heal and to use some antiseptic on them regularly to avoid any infections. "You may as well get your nails done too for tonight while you are here," he said suddenly as we walked past a nail bar. Before I could argue he walked in and arranged an appointment for me there and then. "Can that be done now?" he asked the girl who looked at me curiously. "I'll be back in around 10 minutes or so." "Yes we are very quiet this morning," she replied taking his ten dollar tip. "I'll just take you over to the nail bar now." He then walked out of the shop leaving me alone in the shop. I felt my anxiety levels heighten and thought maybe he was testing me in some weird way. He seemed to do that a lot these days. As I reluctantly sat down beside a nail bar table, I was surprised to see a young man sit down opposite me and he then asked what I would like done. "Well I don't want nail extensions or anything long please," I said and then added by way of an excuse for being in the shop. "Please just tidy up my nails a little and put on some clear polish or hardener. My nails seem to be very brittle these days." Starting with my right hand, he prepared the top surface of my nails, and then he applied a clear gel material over them and gently brushed it smooth. Then he had me put my hand under a UV lamp for a few minutes. He gently wiped all the nails with a nail polish remover and then buffed them to a fine shine before putting on a couple of coats of a clear hardening polish. As he moved onto my left hand I looked at my right closely. The nail bed was a lot thicker than before and it was obvious to anyone who looked that they didn't look natural on a man. I decided that I would have to get a nail file and remove them all later. It seemed that little by little Jeff was steering me towards a life of femininity and I figured that if I wasn't careful that he would do as much as he could to diminish my masculinity even more. With my nails done he came back a few minutes later than he said he would and apologised to me. He paid the bill and as we walked outside he gave me another present. "I thought you could use something nice for your ears," he said almost spoiling the surprise. I opened the package to find a two pairs of earrings in sterling silver. One pair was long and dangly and the other were 2" diameter hoops and certainly expensive. "They are gorgeous," I said eagerly giving him a warm hug of thanks. "You are really very good to me. Thank you." "They will look even better in your ears," he said happily that his present had caught me by surprise. "It's a pity I can't wear them now," I said. "The woman said that I have to keep these studs in for a week or more and clean the holes with antiseptic." "It's ok you can wear them next weekend when we go to that new club I told you about," he said. "New club?" I asked not remembering. "You know the one that my friends have just started," he said. "Oh I don't recall that," I said. "I must have been asleep when you told me." Jeff took me home so I could meet up with my daughters later that afternoon. After a quick kiss and hug on the steps of the apartment front doorway, I rushed to get showered and changed for my parental duties. Before he left he got me to promise that I would look after my newly pierced earlobes. As I did up the belt on my pants I seriously wanted to remove the studs from my ears but then thought that perhaps the area around the piercing would be inflamed and red, so that the piercing holes would still be noticeable to the kids. As I went to the vanity mirror, I checked for any residual traces of make-up and was rewarded with the sight of four shiny gold studs staring back at me. I was going to have to remove them before I met my girls I decided. I wiped all my face and removed a small amount of foundation and eye shadow that I'd missed the night before. As I walked outside to meet the girls at the local play park, I was happy in the knowledge that I was meeting my financial commitments towards them and that the apartment rent was paid on time. Jeff was treating me to expensive dinners and to lots of presents. As I went to see my daughters I felt that life was pretty good and then suddenly it all went pear shaped. My girls thought that my earrings looked nice and the oldest said that she would ask her Mum if she could get hers done. I hoped that my ex wouldn't take that as a bad sign. Chapter 5 - Redundancy Out of the blue a few days later my company announced that because of the loss of a big order that they would have to make 25% of the company staff redundant. Of course there were the usual processes to go through but sure enough I was one of the unlucky 300 who was selected for compulsory redundancy. I would get a severance cheque for the few years of service I had with them but that was only going to cover a couple of months rent at most. I was out of a job. I signed on at the local jobcentre but with the recession jobs in the area where very few in number and most were stacking shelves in the local supermarkets with wages way below what I was used to. I certainly couldn't afford to pay my apartment rent on the money they would offer me never mind pay maintenance or have food to eat. I was really quite worried that I wasn't going to support myself and my two lovely kids unless I moved away to find another job. The company offered to find me a job with their subsidiary company but it was over 4 or 5 hours drive away and certainly wouldn't allow me to see my daughters regularly as I'd been doing. I expected Jeff to share my unhappiness about my news but if anything he seemed delighted. "There's really no need to move away," Jeff had said when I told him my sad news on the phone later that first day. "Nikki you've seen how big my house is. Why don't you come and stay here and look after it for me. I'm often away on business so it would put my mind at ease if there was someone living in the house?" "Look after your house?" I queried that rather than the fact that he always called me Nikki now and never Nick. "Yes I've seen inside your apartment a few times when you were at work and it's always spotlessly clean. You could have made someone a great wife if you weren't a man," he said laughing at his own joke. I was embarrassed at that comment but yes I did take a great deal of pride in how my place looked. "I don't think so I could stay at your place Jeff," I said not willing to go through with his idea. I had the feeling that I would just let myself in for yet more feminization if I stayed with him. "It's probably better I get another job in manufacturing even if it means having to go to another part of the country. That job offer the company has found me is pretty good despite being a long way away." "Ok maybe that's true but you will be in another part of the country on your own with no friends and you wouldn't see your kids or me as often as you do now," he pointed out to me. "You would probably not be able to be Nikki either living away in some bed and breakfast until you got your own place." "So why don't you come here and stay? At least give it a try and who knows you might still find something locally instead of so far away. We've always got on well together and I do get a little lonely here when you leave to go back to your apartment," he said making it quite clear what he wanted. So it was after a little further struggle convincing me of the advantages of the move to his house, I reluctantly moved into his house taking up residence in what was his former wife's bedroom and moving all her old clothes I'd been given back into the wardrobes where they had come from. Only now the entire collection was all mine. I looked at the racks of skirts and dresses and then at the shoes he had bought me including some knee length spike heeled boots that he liked me to wear when I was wearing those stretch jeans. That night as we sat and watched television on the living room sofa with me dressed up in a tight skirt and blouse, we talked about what I should do to fill my time now I was unemployed. "It makes sense to me that you earn your keep here somehow and the only way I can think of was that you act as my unpaid housekeeper. " "Housekeeper?" I asked. "Hear me out. In return for you staying here rent free and have an allowance to buy food and other things that were needed," he said. "You would look after the place, keeping it clean and tidy and making sure that the contract gardener does his job correctly." "I don't have experience of being a housekeeper," I replied. "Well you know how to cook don't you? You know how to keep a place clean and keep the place tidy so in return for staying here I would be get something back from you," he said suddenly serious. "There is only just one condition," he then added as he turned to face me. "What might that be?" I asked as if I didn't know what was coming. I honestly didn't think he would ask for it. "Well since the work I expect you to do is really suited to a woman, that you should look and act like a woman while you do it," he said smiling and I smiled nervously back at him. Now I could see why he was so keen for me to stay with him. He would get his way and have me wearing heels and dresses all the time until I could get another job. He seemed more obsessed with my crossdressing than me. I turned my head and could feel my dangly earrings hitting the side of my neck. I looked at my nails that were bright pink and could taste the lipstick on my lips. I was already dressed as a girl so it didn't seem to be a big condition. "You know you are quite devious," I said smiling. "Yes I'll be Nikki when I cook and clean if it makes you happy." "It makes me very happy," he said raising a glass of wine in celebration. A few weeks later when I returned to Jeff's house after seeing my two growing girls as usual, I was surprised to see what were now all my female clothes had been neatly re-arranged in the wardrobes. There was certainly a still growing collection as Jeff would buy more and more feminine things for me to wear. I even got used to wearing some tight corsets he bought me to give me a more hour glass figure. Then I was always wearing really tall high heels with platform soles around the house. I wore them from first thing in the morning till I went to bed. Then it struck me that many of my male clothes and shoes seemed to be missing from my wardrobe. I couldn't understand why so many of my shirts were not in the wardrobe any more one week and the next some of my slacks and chinos were gone. When I spoke to him about it, he just said that I was imagining things and that he would get me some new clothes if it was a problem. He did though admit to having thrown out all my boxer shorts and male underwear with the excuse that I didn't need them any more as I had several drawers of lacy panties to wear. My best two piece interview suit and a few pairs of slacks were in the wardrobe and just one pair of brogue shoes remained while I found a few shirts that I had tucked away in a drawer. I hid one my last male pairs of jeans and a T shirt in the bottom of my panty drawer just in case they went missing too. A month or so after I'd moved in with Jeff, one of my girls had been sick with the McDonald's I'd bought her. The poor girl had thrown up over me which meant that the jeans and sweater I was wearing had to go into the wash. I found my stretch jeans, a blouse and some heels and then went to the laundry room and threw them into a deep cycle wash. Poor Emma I thought as I selected the wash programme as she had looked quite sick when I took her home to my ex-wife. I went back up to my bedroom, got my ipad and searched again for local jobs and found none available. I was really hoping that something would turn up but at least I could stay here even if Jeff was a bit weird with his continued obsession over the increasingly feminine me. At least other than a few deep tongue invasion kisses he hadn't made any real improper advances towards me and we remained on good terms. He had slept in the Master bedroom and I could sleep alone in my girly bedroom that I would lock on the inside. I vowed that if I found another job that suited my experience I would up sticks and move to make sure I got it. Unfortunately there was nothing in the area or even within a hundred miles. Jeff had never had any friends visit since I had moved in so I could see why he was so lonely. When we went outside together we got on so well. I would dress up as he wanted me to look when we went to a restaurant but often he would sense my discomfort and we would eat dinner together at home with me in my tight pencil skirt, my now much longer hair combed and brushed up and long elegant earrings in place in my pierced lobes. My own nails were also by now quite long and shapely after my use of the nail hardener had failed, However Jeff had taken me back to get the UV gel but this time with extensions applied. His excuse was that since I didn't have to go to work I should at least have my nails looking much better as they made my hands seem more elegant. When I met the kids I had to keep my gloves on to hide for even without polish they looked extremely feminine. Chapter 6 - Liza arrives Often Jeff and I would sit together in the living room and watch a movie or just television. He would often put his arm around me and hold me closer perhaps forgetting where and who he was with. After one romantic movie he switched off the television and turned towards me. "Nikki I think you look absolutely amazing tonight," he said smiling at me. "I love your tight skirt, your high heels and those sheer stockings over your hairless legs are really sexy. I like the way you've expertly applied your make-up and your hairstyle is really soft and feminine now. You are having an amazing effect on me and I think it's time for you to decide what you would like to do." "What do you mean decide what I would like to do?" I asked. "I thought that we had been enough for you and me." "Well I really would like you to consider staying on here with me and forget about getting a job somewhere else," he explained. "Instead I you should really work on improving your look as Nikki even more." "Why isn't what we've done until now enough?" I asked flashing my whitened teeth courtesy of the cosmetic dental work he had recently paid for. I had complained about the idea but then when he agreed to get my other bad teeth crowned and capped and he was paying for it all, it made sense to just go and get them done. I hadn't fully realised what this would involve but that's another story. "I would be really devastated if you left here now," he said with water welling up in his eyes. "I really enjoy having you here with me. Seeing you around dressed up in such feminine styles is wonderful for me." "I know you like me this," I replied. "However you know I can't stop looking for another job Jeff but there doesn't appear to be any going in manufacturing in this area," I replied, "So yes staying here with you is probably my best option for now." "See you say 'for now'," he replied. "That says to me that you would leave here and I doubt I could handle that very easily." "I'm sorry but yes that would be the best option for me," I replied. "Although I like it here and being able to dress up all the time, I do still need to support my kids and I don't have any money left. All my savings are gone." "There really is no need to go though," he said. "I mean I have enough wealth to keep us both in luxury and you seem to enjoy being Nikki so much. I would say that because you really don't complain too much about being Nikki." "Well it seems a small price to pay for letting me stay here," I said anxiously wondering where this was all heading. "To be honest if I had a choice I would probably spend more time as Nick than as Nikki. It seems that you like me as Nikki more than I do now. I miss going out and doing the guy things I used to do." "I can't deny that I find you dressed up and looking as you do now very exciting," he admitted. "I thought you did too?" "I do and I don't," I exclaimed. "When I see that