0 comments/ 35199 views/ 2 favorites The Night That Changed My Life By: Anyport Let's get one thing straight right from the start, I am absolutely devoted to Tina. In fact, if you'd asked me three months ago where I would most like to be in the future, I wouldn't have hesitated in answering, 'With Tina hopefully living together'. I would not, however, have included the fact that I would be.... But maybe I'd better start at the beginning. I'd been to a party the night before, a buck's party actually. The reason Tina wasn't with me was, she'd been to the female equivalent with the future bride. Anyway, as was normal on these occasions, all the fella's got thoroughly pissed. Unfortunately I woke up next day in a strange woman's bed wearing nothing but my socks and a frown from the hangover. Thankfully I was alone but my nocturnal companion had left me a note that read, 'Just popped out, back in a while.' See you soon Angelica. I had no idea who Angelica was, nor did I particularly wish to find out, I grabbed my things and dressed as I ran out of the door. It took a while to figure out exactly where I was, but eventually I found my way to a tube station where I caught a train to Tina's place. I would have preferred to go home but I'd promised her I'd take her shopping and since I'd managed to sleep the whole morning away, I had about half an hour before our 11 o'clock meeting. I had to run all the way to her place from the station as it was pouring rain. She greeted me with a smile, which turned to a frown as she studied the wet clothes she'd seen me wearing the night before when we parted company. She leaned forward to kiss me and at that precise moment there was a flash of lightning followed almost immediately by a clap of thunder. Looking back it might well have been some divine power warning me of impending doom, I wish now I'd heeded the warning. "Well we certainly can't go shopping in this." Tina stated. "Get out of those wet things, I'll get you a towel. By the way, where have you been all morning?" Alarm bells rang as I considered my reply. I had the feeling Tina knew something I didn't so I had to be very careful what I replied since she was not only incredibly possessive, but extremely devious and vindictive. "We went to a club and then wound up at a party, I got pissed and fell asleep and didn't wake up until half an hour ago." I tried to sound casual as I recounted what almost happened the previous night. She tossed me a clean towel as she responded with, "I called Sue earlier, she said Tom had arrived home about 2.30am how come you didn't leave with him?" "To be honest, I don't even remember if Tom came to the party, you know how it is, you get a skinful and everything becomes a bit of a blur." "Were there any girls at the party?" Tina asked casually. I'd been expecting this one, "There might have been, I couldn't honestly say, but anyway, it wouldn't have mattered, I mean, well, you know me, I'm useless when I've had a drink, so even if there had been women, I know I couldn't have acted on it." Tina seemed satisfied if slightly wary. She sat beside me and toweled my hair dry then helped me out of my wet things. She pulled my shoes off and grabbed my socks, what happened next, and my response to it will go down as the biggest turning point in my life. "What's this Billy?" She asked casually as she pulled the socks from both my feet. "What's what hon...?" I stared at my feet and my face turned the same bright red as the polish on my toenails. "If you weren't with a woman last night, how do you explain this?" she demanded. "It's...I mean, I did it for you, I thought you might like it." "Don't be ridiculous, why would I like that?" "Well I thought... you know... you might like to..." I really had no idea what to say, as I struggled to think of something, the expression on Tina's face changed from anger to one of curiosity. "You mean you want to experiment, is that it?" She actually smiled and reached up to kiss me on the cheek. "Silly, you didn't need to do this, you could have just asked." Now I was confused, what the hell was she talking about, but then, she'd thrown me a lifeline and I grabbed it. "I wasn't sure how you'd react, after all... but forget it, it was just a silly idea, I'm glad you aren't annoyed at least." "Annoyed, why would I be annoyed?" she smiled at me sweetly. "If you want to experiment with your feminine side, that's fine with me. I was only reading about it in one of those women's magazines the other week. They said it took a lot of courage for a man to admit he even had a feminine side and when they did, their partners should encourage them, which is exactly what I intend to do." She kissed me passionately then took my hand and led me to the bedroom. At least that's where I thought we were going, but we took a detour along the way and ended up at the bathroom door. Tina kissed me again and pushed me in. "You go and take a nice hot shower, I'll be in soon to help you with your other... toiletries." She smiled and headed toward the bedroom. I'd almost finished my shower when Tina arrived. As I washed the last of the soap away, she turned off the shower and began soaping my legs all over again, this time using her own perfumed soap. 'What the hell', I thought, it doesn't smell too bad and I can always wash again later. Her next move caught me by surprise. She produced a safety razor from somewhere and began shaving my leg. "Hey, wait a minute." I objected. Pushing away my hand Tina continued her shaving as she said. "Don't be silly, it's only hair, no one will know, and believe me, it will make a big difference to the way you feel. After all, if you're going to do something you may as well do it properly." By the time she'd finished her little speech, she was already half way through shaving my right leg. I knew that, short of telling her the truth, there was little I could do to stop her, so, while I wasn't exactly thrilled at the prospect of having my legs - or any other part of my body for that matter - shaved, I accepted my fate. I put it down to my own stupidity for lying in the first place. Before too much longer she'd shaved almost every hair from my body, she'd even tidied and trimmed my crotch. Stepping back to check her work, she seemed satisfied and turned the shower on to rinse the soap away. Then suddenly she turned off the hot water and I yelped as the cold hit my body. "It closes the pores," she grinned. "Now towel yourself off and use plenty of this." She handed me some talcum powder. "When you're finished join me in the bedroom." I really had little choice but to do as she suggested. When I arrived in the bedroom, I was greeted with a great deal of enthusiasm. Tina kissed me passionately and said, "You have no idea how pleased I am that you decided to let me in on your fantasies. I had no idea you wanted to dress up as a woman but I have to admit, the idea really turns me on. Now sit down here and we'll get started." She sat me on the edge of the bed and walked over to the dressing table to pick up a few things including her make up case. I wanted to protest her claims about me having fantasies about dressing as a woman, but I'd never seen her more excited. I decided it would be better to keep quiet and let her enjoy herself. When it was over I'd tell her I hadn't enjoyed it and would prefer to go back to the way things were. Right now I would have to make the best of the situation. "The first thing we need to work on is your face." Tina smiled. Then came 15 minutes of creams and pencils and eyes shadows and god knows what else before she declared me finished. I wanted to go over to the mirror to look, but she wouldn't allow me to move. "Maybe when you're completely finished," she stated, "But until then, keep still." She turned her attention to my hair next. I've always been proud of my thick blonde hair, it's shoulder length and similar in style to Fabio, at least it was until Tina decided to re-style it. She brushed it into two ponytails, one at each side of my head above my ears. These she held in place with elastic bands before tying red ribbons to them. I had no idea how I looked, but I was fairly sure it would be ridiculous. Tina assured me the contrast between my overly slutty make up and the little girl hair style was most effective, but she still refused to let me look. "Now for your clothes, I'm afraid none of my things will fit you, apart from these of course." She picked out some underwear from the drawer and proceeded to put them on me. First came a pink satin bra, it was very tight even after Tina had adjusted it. She stuffed the cups with tissues to give me some shape. Next came a pink suspender belt followed by black stockings. In all the time I'd known her, Tina had never worn stockings or suspenders so I was really curious about where she'd found them and why she hadn't ever worn them for me. But I decided now might not be the right time to ask her, not while she was having so much fun. I was also quite concerned by the fact that I was enjoying the feeling as she slid the stockings up my legs and attached them to the suspenders. Finally a pair of matching pink satin panties were pulled up my legs. As she pulled them into place I was embarrassed to see that I had a very impressive erection. Tina on the other hand, seemed thrilled and more than a little turned on. She stepped back to admire her work and smiled. "You look great, but we must do something about those finger nails." I had to admit my bitten nails didn't look too good, but Tina soon fixed that. Opening her case she picked out a pack of false nails and began applying glue to them. "It's lucky you have such small hands, these nails should be perfect." She began sticking them in place. I tried to protest but she ignored me and soon had the first hand finished and was applying the nails to the other hand. In no time I had ten beautiful long fingernails which after briefly shaping them to her satisfaction, Tina decided to paint deep red the same as my toes. Five minutes later I was declared finished and she stepped back to admire her work. I tried to get up but she pushed me over onto the bed and began kissing me. The feeling of her lips sliding across mine was quite exciting and I relaxed and lay back on the bed. She stripped her clothes off quickly and straddled my body before continuing the onslaught of kisses. Suddenly she stopped and sat up, looking me in the eyes she said, "Since I've accepted your fantasy, would you mind if I live out mine as well?" I just wanted to screw her at that moment and would have agreed to anything to speed up the process of getting inside her. But Tina was in no hurry; she opened the cupboard of the bedside table and produced several lengths of soft rope. Seeing my shocked expression she grinned, "I've been wanting to do this for months, I've just never had the courage to ask before." She quickly wound the rope around my left wrist and tied a knot, and then she secured my arm to the corner of the bed. She repeated the process with my right arm and both legs leaving me spread-eagled and helpless on her bed. After that she was like a wild animal. I would never have believed my Tina capable of the passion and aggression she showed. She pulled the panties as far as they would go down my legs, then she straddled me and immediately impaled herself on my rock hard erection. She began riding me frantically at the same time pushing her hands inside my bra and twisting my nipples viciously between her fingers and thumbs. "You like that don't you?" She demanded breathlessly, "Admit it, you love being a girl and being helpless." By now I was as turned on as she was, I was very close to coming and would agree to anything she said at that moment. "Admit it," She demanded twisting my nipples hard. "Yes, yes, yes." I replied, though I had no idea what I was replying to. "You like being a girl don't you?" "Yes, yes." "I'll bet you wish I was fucking you instead of the other way round don't you?" "Yes...Ohhh yes yes yes yeeeessss." I shot my load into her with such force I felt as though my insides were going with it. As I came down, I was pleased to see Tina had also achieved orgasm, and judging from the way her back was arched and the expression on her face as she straightened up, it was every bit a powerful as mine. She collapsed forward and lay on my, still helpless, body for a while. I must have dozed off because the next thing I recall was the sight of Tina's shapely bare behind as she walked out of the room. Soon after I heard the shower running and then nothing until she was sitting on the bed beside me. I was surprised to see she was fully dressed and she had something in her hand. "I'm going out to the shops after all." "Okay," I agreed and absentmindedly tried to pull myself up. "Untie me and I'll be with you in a few minutes." Tina grinned and kissed me. "I don't think so." She replied, "I like you just the way you are, and besides I've set up a nice video for you to watch, enjoy yourself I'll be back soon." She placed the remote to the video in my hand and after making sure I could operate it, kissed me on the cheek and walked out. "You can't leave me like this," I called to her disappearing back. "Can't I, just watch me," She waved as she walked out and added, "Enjoy the movie." I tried calling one more time, but once I heard the front door slam I knew it was a waste of breath. I twisted my hand to start the movie, hoping it was something I'd like; I knew Tina's tastes were not always the same as mine. For the first couple of minutes I hardly knew what I was watching, I'd never seen myself on telly before so I didn't recognise myself immediately. Once I did, the colour started to drain from my face as the full impact of what I was watching hit me. I looked around for the camera locating it on the dressing table. It was lying on it's side open, the tape inside being the one on the video now. I stared in horror as I watched a naked man submit to being transformed into a woman. Even as the full impact of what I was watching hit me, I couldn't help but be turned on when it came to the sex. By the time it was over I had a raging hard on again and my vision alternated between the, now blank, screen as the video rewound and my cock sticking up defiantly. By the time Tina returned I'd watched the video three times, it was no less horrifying or stimulating with each viewing. As luck would have it, I'd just rewound it when I heard the door open; I dropped the control and pretended to be asleep. Tina walked into the bedroom her arms loaded with parcels. "I expected to find you watching the television." She grinned. "Oh that," I replied sleepily, "I watched it earlier." "It must have had one hell of an impact on you or I just disturbed you in a dirty dream." I frowned and she nodded in the direction of my, still hard, prick. "Something has you all excited anyway." She sat on the bed and stroked my erection idly. "So, how was the movie, did you enjoy it?" "It was okay." I tried to sound nonchalant. "Really, I expected it to be quite erotic, I was hoping to show it at the next slide night, you know, when Tom and Sue come back from their honeymoon with all the photo's. I blushed from head to toe, "You wouldn't Tina, please don't." "Ahh, so it's a little more interesting than you were letting on is it?" She walked over and took the video out of the player. "I think maybe I'd better put this in a safe place, we wouldn't want anything to happen to it, would we?" Without another word she walked out of the room. I heard the front door open and close and wondered where she could be going this time. About 15 minutes later she returned. "I just nipped out to get a copy, the guy at the video shop does them for a couple of quid." Seeing the look of horror on my face, she grinned, "Don't worry, he doesn't actually have to watch the video, it's all done at fast forward speed. Anyway, I've put the other one away somewhere safe, later on we can watch this one together, but first of all, I have something I need to discuss with you." She sat beside me again; "I've been doing some thinking while I was out. I really enjoyed that little session we had, and judging from your reaction I think you did as well." I opened my mouth to speak but she covered it with her hand and continued. "Wait 'til I've finished. As I said, I enjoyed myself and I want it to continue, so from now on I'm going to take charge..." "Mmmm." "Shush," She snapped. "I've decided you're going to wear girls' clothes all the time from now on, in fact, you're going to become a girl..." "Mmmm." "I won't warn you again, be quiet. As I was saying, you're going to become a girl or to be more precise, my own little slave girl." Seeing the fear in my eyes Tina laughed, "No, you aren't going to lose your cock, I enjoy it too much for that. You'll just be dressing as a girl all the time, I've already bought you some new outfits, well actually, they're from the second hand clothes shop, but they're as good as new. And since you'll be dressing as a girl, I think I'd better give you a girl's name. Let's see...Oh I know Petal, yes that's perfect, Petal it is then." "In return for your co-operation, I won't let this video fall into the wrong hands, like your local pub for instance. Then, after exactly three months, if you co-operate fully, I'll return both videos to you to do with what you wish. There is one other thing, whenever you don't co-operate, time will be added to the three months, I'll make up a list of sentences from hours for milder crimes, too days for the really serious ones. The beauty is, I decide what is and isn't a crime, and you accept it. Now you can speak if you wish, but be warned your time has already started so if you upset me, you'll have time added on." She took her hand away, but I simply stared open mouthed as I tried to take in what had just been said. "Nothing to say? Good, then let's finish getting you dressed...Petal. Oh yes, I do like that name!" As Tina untied me, I tried to think of some way out of the predicament I was now in. After what she'd said and the video she had, I was left with little option but to co-operate and my mind spun with ideas as I tried to find a way out. I stood meekly as she produced a pink corset from one of the packages. "I was very lucky to find this, It'll be perfect on you." Without waiting for my response she passed the corset round my body and began lacing it up. By the time she'd finished she'd pulled my already slim frame in by about four inches. I spoke for the first time, "Please Tina, not so tight, I can hardly breathe." Without even pausing in her task, Tina said, "That's six hours for whining." It took me a few seconds to comprehend what she meant at which point I exclaimed, "Six hours, but that's not fair." "That's another six for arguing, I told you, I make all the rules, now would you care to go for a full day?" Furious though I was at what I perceived to be an injustice, I kept silent rather than add to my sentence. "I thought you might see it my way, now, let's see how that looks." She'd removed the suspender and attached my stockings to the corset, which, being tight, particularly around the chest, had given me a small but noticeable cleavage. Tina was so impressed she decided I didn't need the tissues to add shape. The next article of clothing was a black skirt. It was quite tight and just a little short, the hem coming half way up my thigh. But Tina seemed disappointed and said she would have to shorten it later on. After pulling a white satin blouse - also far too tight - over my arms and squeezing my feet into a pair of black leather shoes with two inch heels, she decided I would do for now. "I'm going into the lounge room for a while, I want you to clean up in here, and be sure to make the bed properly, don't just throw the covers over." As she walked out she added, "Oh yes, you can make me a cup of coffee first, and before you argue I should point out, I'm going to make up the list of punishments so it might be wise to keep me happy." She turned and smiled as she left, "If you get my drift." She added. The Night That Changed My Life It was very rare to find me in this part of town. Last time I came up here I very nearly ended up in a rather violent altercation with some drunk twenty-something year olds over the way I was dressed. Yet this part of town was the part that intrigued me more than the rest. The main club and two or three of the smaller clubs were totally different to those from where I was a habitual regular. I had been told about them from a few mates when we were out one night, steaming drunk, and generally goofing about. Yet it was that night when I also felt something different, something the like of which I had never felt before. Some of the things my mates were saying at first sounded fucking disgusting, but, as the night wore on I found myself getting more and more turned on. Obviously there was no way I was going to let on to that lot what I was planning to do, when they called and asked if I was going out with them that night I just said I was ill. If they ever found out the truth then I could kiss my friendship with them goodbye. They weren't the most understanding bunch. Just single lads out for a good time people's feelings didn't matter to them. I had planned this night all week, not sure if I would go through with it but I knew if I didn't do it soon then I never would. I made sure I looked my best both physically and sartorially, hell I had even been to a tanning salon twice that week and that was something I had never done before. I was wearing tight jeans and a short sleeved shirt and shoes. I had even dumped the trainers for this night and I never went anywhere, other than work, unless I was wearing trainers. I turned the corner and found one of the pubs that we had been talking about directly in front of me. Taking a deep breath I strolled over to the door and walked in. The pub was no different inside to many of the other pubs that I usually frequented which instantly made me feel more relaxed. Walking over to the bar I noticed the first signs that this pub was indeed very different to those that I was used to. Yes there was a varied mix of both men and women only the couples were not what I was accustomed to. The rumours were all true; my friends hadn't been lying just to wind me up. I had, for the first time in my life, entered into a gay and lesbian bar. I hadn't got a clue why I decided to come here but after only twenty minutes of being there I was glad that I had. Watching the people in the bar was an interesting experience for someone who had never been here before. Although it felt weird, and uncomfortable, watching same sex couples kissing, dancing and holding each other to begin with, I soon felt totally relaxed. Not everyone was in a couple there were a couple of larger groups and a few people on their own but I assumed that everyone here was either gay or lesbian, but I could have been wrong, even I hadn't thought that I was before. I had never even kissed another male, let alone had sex with one, or even thought about it before that last night my friends brought the subject of these places up. I had known that places like this existed but I had always avoided them like the plague, some sort of macho bullshit I suppose. I had spent the best part of an hour just leaning against the bar, and had a couple of pints and some shorts, when I was about to go and check out the other pubs. I picked up my glass, drained the last of the beer, and was about to walk away when the barman came up to me with yet another drink, this time a double. "I never asked for another drink mate." I told him. "I know you didn't but someone has paid for it for you." He replied. "Who would do that I ain't ever been here before I don't know anyone." I was puzzled. "They told me not to tell you." "It ain't been fucking spiked has it?" I asked suspiciously. "No sir I just drew it from the optics myself just as the person asked me to." The barman answered. "Well okay thanks and thank whoever bought it as well." Looking around to see if I could see who the barman went to I picked up the glass and in one swift move knocked it back. Now my curiosity was aroused and I knew there was no way I could leave the pub until I found out just who had got me that drink. I stood at the bar waiting, even hoping, that whoever it had been would come over and introduce themselves but no-one did. I called the barman back over and ordered another pint. "While you are at it get whoever got me that drink whatever they want." I told him. The barman pulled my pint and I watched him carefully to see what drink he produced for my mysterious drink buyer, and was surprised to see him draw another pint. This time, as the barman went to give the other drink out, I moved along the bar to finally get an answer. To say I was shocked when I saw who he gave the pint to would have been an understatement the recipient of the drink I bought was a man of about twenty-five. All of a sudden I felt right out of my depth but knew I couldn't just walk out without saying something. Looking around I saw that a small table in the corner had become available so I went to sit at it, all the time keeping my eye on the other man. The man seemed to be very popular, there were a few people around him laughing and joking, and also found him to be very attractive. That surprised me as I had never even thought any man was attractive. He was wearing black jeans and a white shirt. From my viewpoint he looked clean shaven and had medium length brown hair and for some reason I couldn't take my eyes off him. I must have been staring a fraction of a second too long because I saw him mouth something to the people around him and then he started making his way over to my table. "Alright mate can I join you?" He asked. "Yeah sure sit down and thanks for the drink." I replied unsure what to say. "Hey you're welcome thanks for mine I ain't seen you in here before what's your name" He continued. "John and no you won't have seen me it's my first time, what's your name?" "I'm Dave pleased to meet you." We sat chatting about general stuff for the next half hour, just like two mates who had known each other for years, when Dave let his head drop a little. "Is everything okay?" I asked him. "Yes it's just that I want to ask you something and after all you have said I don't know if I should." "You might as well ask we are getting on alright ain't we." "True enough okay would you come back to mine with me?" Now it was my turn to let my head drop a little. Coming to this pub I had never imagined that I would get propositioned like that and now I was unsure how to react. Half of me wanted to say no and run like an Olympic sprinter out of the pub but the other half realised that I had come here for a reason. Besides there were the strange feelings I had been getting since me and my mates were laughing and joking about it and I needed to know if there was a reason for them. "Guess it's my turn to ask are you okay you've gone dead quiet?" "I-I'm okay it's just that I never expected to come here and get asked that not on my first visit." "Hey I understand if you don't want to that's not why I got you the drink." Dave continued. "Can I ask you why did you buy me that drink and be honest with me?" "I wasn't the only guy in here who saw you come in and we all agreed that you were gorgeous and wondered why we had never seen you before." Dave said. "Is that the only reason?" "No and this may shock you but I decided there and then that if there was any chance I wanted to take you home and suck and fuck with you all night." "I am shocked but at the same time if I am honest if I don't come with you I may regret it for the rest of my life so I suppose we best go but..." "But what you can tell me I won't be offended." "I ain't just a bet between regulars as to who can be the first to fuck the new guy am I?" I asked. "No way John you will find that in this pub we aren't like that at all." "In that case I suggest we finish our drinks and then go." I told him surprised at my eagerness to get out of here and try something new. Once we had finished our drinks Dave and I left the pub, him eager for a night of hot sex and me both nervous and curious at the same time. As we walked Dave told me all about the gay pubs around where we had met and the pros and cons of each one. By the time he had finished I was relieved that I had chosen to go in the pub that I had and not just because of this man who I was going home with and, if all went right, I would experience my first gay sexual encounter with but because the other two pubs sounded a bit rougher and not so welcoming to new faces. "It won't be long till we get there John." Dave told me. "Okay but I will be honest I am nervous and slightly scared." I responded. "It's not a problem if you can't go through with anything I won't take offence." Dave reassured me. As we left the town doubts were still eating away at the back of my mind but they weren't as bad as they first had been, in fact I was becoming more eager to do this. It took us another walking until we arrived at Dave's and I was mildly surprised to see that he owned his own three bedroom property on a quiet cul-de-sac. I scanned the surrounding area and thought to myself what a nice place it must have been to live, not like the rough estate where I did. I lived on a council estate that was more known for fighting and drinking than any other area of the town with my parents. Although I worked I had never dared to move into a place of my own and besides it was cheaper to live at home. I did want to get a place but I also wanted to make sure it wasn't a flat on my estate. "Are you coming in or just going to stand there?" Dave asked me with a grin. "Yeah sorry I was just looking at the place it looks nice here." I replied. "It is and I don't get any trouble because I am gay." "I would on my estate I really want to get out of there one day soon." "All you need to do is work hard and it will come to you that's all I did." We entered the house and, once the door shut, I realised that there was no going back now. Dave walked over to me and put his hand on mine. At first I twitched but soon relaxed and let him hold mine and lead me into the front room. I sat down and watched Dave as he shut the curtains. His body didn't look to be anything special yet there was something about him that made me think my first time was going to be very good. Dave turned and came to sit with me on the sofa. "Are you sure you know what you are doing?" He asked me. "I haven't got a clue what I'm doing but I hope that you will show me." "I didn't mean it like that." Dave said before he saw the look on my face. Taking what I said as some sort of signal Dave leaned over and started to kiss me. Unsure whether I was doing it right I responded the only way I knew how. Opening my mouth I gingerly started flicking my tongue into Dave's mouth which caused him to respond the same way. The feeling of kissing another man didn't seem that much different to any of the women I had kissed in the past. Dave put one of his hands on the back of my neck and his kissing started to get more urgent. All I could do was follow his lead and do the same as he was, yet there was also the stiffening of my cock in my jeans that I had to contend with as well. I wondered what Dave would think of my cock, it was seven inches long when fully erect, and I just hoped it was good enough for him. I didn't need to worry because Dave slowly let his hand work its way down to the bulge in my trousers. As Dave's hand reached my cock I was surprised to hear him gasp. "That feels like a good cock I am going to enjoy that one." He told me as he carried on massaging me through my jeans. "You don't know how relieved I am to hear you say that I was afraid I would be a letdown." Dave stopped kissing me and slowly paid attention to my zip, undoing it, before reaching his hand into my boxer shorts and grasping my cock. At his touch I closed my eyes, not believing that I was letting another man touch my cock, but also enjoying it more than I thought was possible. Helping him I undid the button on my jeans, lifted my ass a little and eased my jeans down to my knees. Dave released my cock from my boxers. "You have a gorgeous cock John." He told me. Slowly he wanked me never taking his eyes of my cock as he did so and then he lowered his head, licking up and down the shaft before opening his mouth and swallowing my whole cock. The sensations running through my body were like nothing I had ever felt before and I began to wish that I had done his a lot earlier in my life. "Suck me hard Dave don't fucking stop." Dave's head started bobbing up and down faster and I didn't know how much more of his sucking I could take before exploding in his mouth. I needn't have worried because Dave slowed again before letting my cock drop from his mouth. He looked at me with longing in his eyes and I knew what he wanted me to do. As quickly as I could I relieved Dave of his jeans and boxer shorts and taking his cock in my hand I lowered my head like he had done. I opened my mouth and for the first time in my life I took a cock in my mouth, gagging at first as I took it too far too fast. "Take your time John." Dave told me his voice soft and encouraging. So I gripped his cock with my right hand and gently lowered my head again. This time, with my hand holding the base of his cock I managed to start sucking without gagging. Dave placed his hand on the back of my head and slowly guided the speed that he wanted me to suck him. My head was soon bobbing up and down at a good rhythm and by the sound of Dave he seemed to be enjoying my attentions as well. "Will you do something for me John please?" Dave asked me. "What's that?" I asked without letting his cock out of my mouth. "Shove your finger up my ass for me." Not sure how I should go about that, I had never even touché my own ass, I asked him to guide my fingers. Dave reached for my hand and ran it over his balls slowly parting his legs. My hand ran down in between the gap he had made and, more out of luck than anything, my finger slid effortlessly into his ass causing Dave to let out a little yelp. "Fuck me that feels fucking brilliant." Dave said breathlessly. Faster I sucked and faster I fingered his ass Dave almost screaming in ecstasy. I was amazed at how much I was enjoying this and began to wish that he would cum in my mouth and let me taste him fully. How the fuck was I going to ever have sex as good as this again I didn't know but what I did know was that there was no way I would ever go back to women, not after tonight. "Stop John please I want to fuck you hard in the ass right now." Dave said. Doing as Dave asked I let his cock fall from my mouth after first giving it a couple more sucks. Dave moved himself behind me and holding my ass he slowly inserted his cock deep into my ass. I screamed out with a mixture of pleasure and pain as he started pumping at me from behind. I couldn't understand why it had taken having a laugh with my mates to make me come and find the real me but in a way I was glad I had that last night out with my mates. "Fuck me Dave fuck me and cum all over me." I screamed out. "Are you enjoying this?" He asked his balls slapping against my ass. "Fuck yes keep going I want it all." Dave gripped my hair and pulled my head back. Pounding harder against me I gripped my own cock and furiously began wanking hoping I could cum at the same time as Dave, and I knew he wasn't going to be long. Dave pulled back, slightly harder than I would have liked, and screamed out. "Oh god I am fucking going to cum." "Fuck yes so am I." Dave pulled his cock out and with only a couple of quick jerks cum shot from the end of his cock across my back. The feel of his cum caused me to wank faster. I knelt up and Dave reached around me his cock wet against my ass and gripped my cock. Dave carried on wanking me as I reached my hands up to feel his face. "Dave that felt so good I guess that means I am gay." I told him. "You may not be it may just be a one off." He replied wanking me really fast. "No way I ain't ever felt like that while having sex." It was then that Dave squeezed my cock and with a couple more pulls I couldn't hold back any longer and my cum erupted with a force that surprised me. I had never cum so hard before and that was the exact moment that I knew my life had changed forever. The Night That Changed My Life Although the heels weren't very high, I still had difficulty walking on them, but I teetered, as best I could, after her and headed for the kitchen to make her coffee. I added some biscuits and took the tray into her. As I placed it on the table, I tried to see what she was writing, but it was upside down and I didn't want to annoy her by looking over her shoulder. I went into the bedroom and began cleaning. It's not a thing I've had much practice at and I really didn't know where to start. I placed all her make-up in the case and folded what I knew to be clean clothes, before putting them in her drawers. I made the bed to what I hoped was an acceptable standard, and then I decided to unpack the parcels she'd dropped on the floor. There were several dresses, a couple of blouses and sweaters, three pairs of shoes, one of which had heels that had to be five inches long, two suspender belts, one black lace the other white, and another corset. This one was black and looked if anything, more rigid than the one I was wearing. There were also six new packs of stockings in assorted colours, including a pair of fishnet. I'd always thought fishnet stockings were an urban myth, since I'd never actually seen anyone wearing them. As I studied the packet I didn't hear Tina enter the room. "Not bad, now all you have to do is vacuum and this rooms finished." She saw the packet in my hands. "You like those do you? Maybe you can model them for me tonight after dinner." She walked back into the lounge room and called, "By the way, I've finished the first edition of the punishment list, maybe you'd like to hear it." Then added, "After you've made me another cup of coffee." I delivered the coffee and then sat opposite her as she picked up sheet of paper on which she'd listed, what would be to all intents and purposes, my bible for the next few months. "You understand of course, this is only a rough guide, I'm sure there'll be many more to add as we go through the next few days, but anyway here we go. I've decided the punishments will be in six hourly lots, I'll call each of these one demerit and obviously for every four demerits I add one day to your, errmm, sentence. So, where I've put between, it depends on how, where I've put between, it depends on how serious the offence is, I'm sure you'll soon work it out." She handed me the list and I looked it over. It read; DisobedienceBetween 1 and 10 demerits. ArguingBetween 1 and 5 demerits WhiningBetween 1 and 5 demerits UntidinessBetween 1 and 5 demerits Rudeness 4 demerits Failure to satisfy me in bed 10 demerits Poor work1 demerit for every fault I wanted to question almost all the items listed, but when I looked up at Tina I knew from her expression it might be wise to keep silent. She took the paper from me and said, "That's as far as I've got so far, I was going to add something for being late, but then, since I've decided you're moving in here, that doesn't apply does it. As I said, I'll no doubt be adding to the list as we go, but that should cover most problems, for a while at least. I don't suppose you have any you'd like to add?" Still stunned by what I'd just read, I doubt I could have spoken even if I had anything to say. "I thought not." Tina grinned, "Now, off you go and clean up the bathroom, then you can start cooking dinner." The first few days were nothing short of a nightmare. Tina called in sick for me on Monday and Tuesday and while she was away at work, I had to clean the house from top to bottom. On Wednesday I was permitted to go to work, but she warned me to be back by 5 o'clock exactly. For every 15 minutes late, or part thereof I earned 1 demerit. Unfortunately for me, The boss made me catch up on some work I'd missed and I was an hour and a half late on Wednesday and one and a quarter hours late on Thursday. This added to all my other 'little indiscrepancies' as Tina phrased them, meant that by the time one week was up, instead of the ninety days I'd started with, I now had to serve ninety seven days and six hours. When Tina finished what became, the Saturday afternoon ritual of counting my punishments, I felt like breaking down and crying, but I was certain Tina would find some way to add to my punishment for that, so I kept my mouth shut. I spent the whole of that weekend putting on and taking off my make-up. Each time I finished my face, I reported to Tina for inspection. She very generously allowed me to make mistakes the first five times without punishment. But after that I received 1 demerit for every time I failed to meet her standards. By the end of the day I'd accumulated five points and my face was sore from removing make-up. Eventually though, I managed to apply it to her satisfaction. It felt like I'd won the lottery when she finally nodded her approval. And though I received a few demerits for my make-up over the next few weeks, in general I was able to do my face to her satisfaction from then on. By the end of the second week I'd managed to get the total down to ninety-four days and twelve hours and stupidly, I felt good about that and quite proud of myself. I soon settled into a routine, mostly dictated by Tina's needs, and my days were pretty much planned out. 6.00 a.m. shower, shave, - my whole body. 6.30 a.m. prepare Tina's breakfast. 7.00 a.m. deliver Tina's breakfast then run her bath. 7.15 a.m. iron the clothes Tina and I would wear that day. 7.30 a.m. dry Tina and help her to dress. 8.00 a.m. get dressed myself, including female underwear. 8.15 a.m. leave for work. Lunch time, shop for groceries for dinner, plus anything else Tina might need. 5.00 p.m. arrive home and begin cooking dinner. 5.30 p.m. shower and change into whatever outfit Tina had laid out for me. 6.00 p.m. welcome Tina home with a cup of coffee. 6.30 p.m. serve dinner. 7.30 p.m. wash dishes and clean kitchen. 8.15 p.m. relax. This usually comprised of doing nails, Tina's and mine or washing her feet, she really enjoyed that. Or else modelling outfits for her, another humiliation she enjoyed. If she was in a bad mood, she'd make me lie on the floor, and then she'd sit on my face, forcing me to eat her pussy or lick her arse, while she watched television. 10.00 - 10.30 p.m. bed. This was another routine which involved removing make-up, hers and mine, dressing in whatever she decided, then satisfying her sexually, either with my tongue or fucking. These days she was always on top and I was often tied to the bed. The only variations on this routine, were when we went out somewhere. So far, none of our friends had visited us since my service began, and I was dreading the day that happened. It was bad enough when we went to see them. I was permitted to wear my normal male clothing on the outside, but all my underwear, including a corset sometimes, were female. I was allowed the small concession of wearing short socks over my stockings, though I had to be careful not to let my trouser legs ride up over the top of them. When Tom and Sue came back from their honeymoon we went round to dinner and the inevitable stack of photographs. There was one horrifying moment when Sue asked when we were going to take the plunge, to which Tina replied, "When I can find a wedding dress that suits my little Petal here." She patted me on the knee. I froze expecting her to reveal my secret, but she just smiled and added, "He's so fussy about what I wear these days, would you believe he even irons my clothes for me every morning." Sue gasped, "You hear that Tom? Why don't you do that for me?" Tom laughed, "I don't need to, we're an old married couple now and it's your job to look after me, Isn't that right Billy?" I looked down at Tina's hand tightened on my knee and pretended not to hear him. That night when we arrived home, Tina made me put on full make-up including a long red wig. The black corset, which she pulled in extra tight. I also wore the fishnet stockings and five-inch shoes the black skirt, which she had now shortened so it was level with my stocking tops, and a black, see though blouse. After forcing me to parade around the house for half an hour or so, she made me attempt a sexy striptease down to my corset, shoes and stockings. Then she ordered me into the bedroom where she tied me to the bed. Then without ceremony she mounted me and screwed me frantically, all the time twisting and pinching my nipples, yelling abuse at me and forcing me to repeat what she called me and agree with her. She soon had a powerful orgasm after which she rolled off me and went to sleep. Leaving me tied to the bed and totally frustrated, as, unfortunately was often the case these days. That was another of her rules, I was only allowed to cum with her express permission and any breach of that rule was ten demerits. By the end of the first four weeks, I'd actually succeeded in reducing my term to below ninety days. Eighty-four and a half to be precise, I was feeling quite proud of myself but Tina soon changed that when she said, "By the way, I'm having a friend over for dinner, so be sure you make enough." She dropped this bombshell as she was walking out of the house, so I had no time to react, which from my point of view was probably a good thing since I'm sure I'd have gained several demerits for what I was thinking. I prepared a casserole for dinner, and made sure everything was clean and tidy before taking a shower and heading for the bedroom to dress. Tina hadn't left any clothes out so I picked my pink suspender with matching panties and bra, then a sweater and jeans over the top. I was just pulling my socks on when Tina came in the room. "What the hell do you think you're doing?" She demanded. "Getting dressed, why what do you mean?" I asked innocently. "Get out of those clothes now, I've just spent the last two hours searching for just the right outfit for you, and you decide you're going to wear a pair of jeans." "For starters I want you to put a lot of make-up on, you know, the slutty look. You can wear the red wig, the black corset, I'll tighten it for you, the fishnet stockings and black satin knickers and the high heels - she meant the 5"- then you can iron these and put them on." She handed me a bag and walked out of the room. I wasn't really surprised when I tipped out the contents and found a black satin dress, white apron and white cap. She threatened for a while now that she was going to make me dress as her maid, and it looked like tonight was the night. I wanted to tell her she could shove her dress up her arse. I wanted to say there was no way I was wearing a maid's uniform, especially in front of one of her friends. I wanted to walk out of there and never return, but instead, I stood quietly while Tina pulled the corset in as tightly as she could. Then I slipped meekly into the black dress and tying the apron round my waist, I wobbled my way into the kitchen to check on the casserole. I'd just finished laying the table when the doorbell rang. "Answer that, would you Petal? I'll be in, in a minute." With a mixture of trepidation and resignation I opened the front door. There was something familiar about the female who walked past me into the lounge room. To my relief, she wasn't one of Tina's regular friends, I knew most of them and at least I didn't have to suffer the humiliation of them knowing me. But whoever this lady was, she seemed to be aware of the situation. She looked me up and down critically as I handed her a drink, and then as Tina came in she spoke for the first time. "He's turned out rather well hasn't he Tina." Tina smiled and nodded her agreement, then turning to me she said, "Petal, I think you've met Angelica."