Who Am I Now? free porn video

Who Am I Now? By Vivian Bird I had to look perfect tonight. My new boyfriend was coming over shortly to pick me up and I wanted to look both sexy and stunning. We had met earlier today in a coffee shop and hit it off right away. He accepted me as I was immediately and I was mesmerized by his good looks and personality. A couple of hours later, I was sitting on his lap and kissing him, right there in the coffee shop. Tonight we would hopefully wind up in bed together, with him inside me. My hair looked thick, wavy and lustrous. My makeup was impeccable and my fingernails and toenails were both the same bright, red color as my lipstick. Long, sparkly earrings dangled from my ears. My push up bra not only enhanced my 36C bust line, but also created extra cleavage and only covered my breasts from the nipples downward. My black dress had a low, square cut neckline, which showed the top swell of my breasts. It was also quite form fitting, enhancing my derriere and ending three inches above my stocking clad knees. The rest of my underwear included black panties and a black. lacy garter belt to hold up my thigh highs. Dangly bracelets hung from each wrist and red, four inch, heels completed my ensemble. I sprayed Chanel No. 5 on strategic places on my body and declared myself ready for anything. ********************************** Would you believe that less than one year ago, I was a 30 year old male, named Michael Hill, interested only in seducing and bedding females! I was fixated on women who were young, attractive and had large breasts. I had acquired quite a reputation from satisfied females. My specialty was cunnilingus and I must admit, without bragging, that rarely did I fail to bring my partners to multiple orgasms with my tongue and fingers. Once I got their panties off and my tongue inside them, they were lost, totally beholden to my future requests. Once their orgasms subsided, I would tease them with my cock until they frantically grabbed it and put it inside themselves. I loved their softness, their smell, their taste, their femininity. So how did I wind up with breasts of my own, wearing dresses, lingerie, makeup and loving every second of the experiences? How could I change from a virile male to a female seductress in less than a year? I guess that it all started when I met Wendy Bassinger, just about a year ago. Wendy was and is an author of women's romance novels, the last three of which, have become best sellers, This was probably due to the titillating dialogue that Wendy filled her novels with and the fact that all of her main female characters inevitably dominated their male lovers. Sexually explicit encounters, with women controlling the action, filled many of the pages. Loosely constructed plots were included to separate the sexual escapades and add pages to the stories. I wound up meeting Wendy at a book signing, close to my apartment in Chicago. I had gone to the bookstore to purchase gifts for friends and saw Wendy sitting at a table with a line of females waiting for her to sign their books. She was gorgeous. Her long, blond hair cascaded softly over her shoulders. Her blue eyes bore into mine as we made eye contact. I took my place in line, a copy of her book in my hands. Her red lips parted and the tip of her tongue peeked out between her lips. The top two buttons of her blouse were open, allowing me to look down into her deep cleavage as she sat at her signing desk. I could feel my penis hardening as I continued to stare at her. Her eyes drifted down to my crotch and she smiled knowingly. When my turn came, she scribbled something in my book and handed it back to me, still smiling. Later, after I left the bookstore, I noticed what she had written. It was her signature and phone number. I called the number that evening and she invited me over to her hotel room. When I got there, I knocked on her door. She opened it dressed in a filmy peignoir, her bosom literally popping out of the top. I shut the door behind me, pulled her against me ant kissed her deeply. Her tongue pushed into my mouth where it did a dance with mine. I grabbed her ass with my left hand, pulling her even closer, while my right hand was filled with her left breast. I pushed my face into her cleavage, breathing in her perfume. "Mmm, you really dig my big boobs, don't you baby?" she asked. I just nodded my head, which pushed my face even deeper between her breasts. "I'll bet this peignoir gets you excited as well, doesn't it? As soon as I saw you at the bookstore, I knew that you were the one." She reached down and before I knew it she had my pants unbuttoned and unzipped and had my cock in her hands. She dropped to her knees on the carpet and took me deep into her mouth. It felt like I was being sucked by a vacuum. I have been known to hold my climax for some time, however, the boldness of her advances, her intoxicating odor of her perfume, and her masterful blow job, taking me deep into her throat, had me spurting into her mouth in a very short time. She swallowed my load, licked her lips and said, "Nice start, cowboy. I certainly hope that you have a lot more where that came from. We have a long night ahead of us and I plan to wear you out before morning. That OK with you, stud?" "You better believe it, sister," I said as I helped her to her feet and took her into the bedroom. "I want to eat you baby until you cry for mercy," I boasted. She slipped the peignoir off her arms and gave it to me. "See how soft and silky this is, baby? Feel it, smell it. she commanded. I took it from her and held it up to my nose, breathing in more of her fragrance, as she pushed down her silky panties, stepped out of them and handed them to me. "I'll bet this smells the best of all, because that is what you are going to smell and taste for awhile." I took the panties from her, breathed in the odor deeply and sucked on them for a minute. She was right, they were the best. I pushed her back on the bed, spread her legs and dove into her, head first. Her juices were flowing and my tongue lapped up the effects of her excitement. Her taste was as incredible as the rest of her. I pushed my tongue inside her pussy, while my fingers did a number on her clit. Within a couple of minutes, I had her writhing on the bed and screaming "eat me, baby, I love it, make me cum." My tongue was doing a dance in her pussy, while I strummed her clit with my fingers when she came for the first time, crying out like a banshee. Little did she know that was only the beginning. I continued my tongue and finger play for awhile, until she started squirming again. I noticed that her pussy muscles were squeezing my fingers whenever I wiggled them inside her. "Squeeze away, baby," I thought. "Pretty soon you will be squeezing my cock in there." Finally, I thrust a finger of my other hand into her asshole. That sent her over the edge for the second time. By this time, my penis had sufficiently recovered from the blow job to enable me to continue. Wendy was well lubricated from her two orgasms, so once the rest of our clothes were removed, it was quite easy to ram my cock all the way into her in one thrust. Since both of us had already been satisfied, I wanted to make this main event last. Her pussy was hot and wet. The two of us went at it as if we hadn't had sex for months. Wendy grunted "come on, baby, stick that big cock in me and fuck me hard. Give it to me, shove it in, fill me up with your cum." Two additional orgasms later for each of us, and I was totally exhausted. I lay there, sucking on her nipples, too tired to do anything else. She was playing with my nipples as well, pulling them, rubbing them, sucking them. "You have great nipples, Michael. I love playing with them. Too bad, they aren't bigger so I can get a decent mouthful." I finally fell asleep, my head on her chest. When I awoke, Wendy was playing with my nipples again. "Good morning, sweetie," she said. I just showered and I was just waiting for you to wake up so you could eat me for breakfast. My pussy is still purring from last night and it wants to have your talented tongue inside it. If you would like, I could even suck your cock at the same time. How about it lover?" I didn't need a second invitation. This woman was a sexual delight. She was beautiful, obviously was sexually uninhibited, and for whatever reason, really dug me from the time she saw me at the bookstore. Not waiting for her to change her mind, I quickly spread her thighs and started licking her vulva and clitoris, while she twisted around so that she could get my cock in her warm mouth. Afterwards, Wendy told me something startling about herself. "Michael, do you know that I thought of myself as a lesbian for a long time?" I love having my pussy eaten and I have found that women know just how to do it, that is, until you came along. You are better at it than any women I have ever slept with. But I have discovered that I also enjoy a hard cock in my cunt once in a while, so I guess, I'm actually bisexual. You provide me with the best of both worlds. Therefore, I would like to make a proposition to you." "Wendy," I answered, "you don't know anything about me, other than I'm quite good in bed. I'm a pretty nice guy, but I recently lost my job, due to downsizing at my firm. I'm looking for a new position, but I haven't found one yet. So, I can't really afford to start any type of relationship with a woman until I am employed again. "Michael," she answered, I knew all that I had to know about you when I saw you in the bookstore for the first time. Few men go to bookstores on a weekday, if they have a job to go to. You also stood in the middle of the line of women, looking so lovingly at my cleavage. Your tongue was sliding back and forth across your lips. I almost expected you to pull my breasts out of my blouse and suck on them, right there in the bookstore. I realized them that you really loved breasts. Then you looked up into my eyes and I could tell that you were someone who would be perfect for me, someone who would be open to things." "The fact that you are currently unemployed makes my proposition that much easier. You see, I am just starting a two month tour to promote my new book. I will be going from city to city every week or so, giving interviews and signing copies of my book. Usually, I hire a woman to accompany me on these trips to help with the logistics and to keep me sexually satisfied. Unfortunately, the woman who was to accompany me on this tour had to quit due to an emergency at home. So, I am actively looking for another person to fulfill those duties. I think that since you are unemployed and well qualified in the sexually satisfaction category, it makes you the perfect person for the job. I pay well and I would also pay all of your expenses along the way. Do you think that you might be interested?" "Of course I am," I answered. " But what exactly would be expected of me?" "You would be expected to take care of transportation to and from each city, hotels, and accompanying me to each bookstore to iron out any problems, so I can relax and talk to the patrons. Of course, your main job would be keeping my sexual needs well taken care of along the way. We can discuss salary later, but I can assure you that it will meet with your satisfaction. There is one thing however, that I will insist on that might be a turnoff for you. Your whiskers are very harsh on the tender skin between my legs and I want to make sure that I don't get so sore down there, that I get turned off. Also, I know that the body hair you have is thought to be very "manly" to some women, but to me is unsightly. I have a couple of pills that I want you to take each day. One is for the body hair and one is for your beard. They will take a while to work, but I can assure you that eventually, you won't have any hair at all below your eyebrows. Of course, if you stop taking the pills, the hair will return. So, until the pills take effect, I will ask you to shave closely twice a day and use a hair removal cream on the rest of your body. Obviously, I have shaved off all of my pubic hair, so I would also expect you to do the same for me. Are you agreeable to all of that? " I thought about it for a moment or two, and then asked "are those the only requirements, Wendy? "That's it for now," she answered. "Of course as we go along, we have to be adaptable to each others wants and desires." "Then, my answer is yes," I said. "When should I start?" "I tell you what," she answered. "Why don't you get dressed, go home and pack a bag that will be good for a couple of weeks or so. We will buy more clothes for you as they are needed. Then, shave and use the hair removal cream. Here is some money to pay for your apartment for the length of the tour. Tomorrow is the last day in Chicago, then we go to Detroit, so I would like for you to start immediately. Besides, I want you between my legs again tonight. I'll give you the two pills I mentioned right now so the hair removal process will start immediately." I got off the bed and went to the shower. Afterwards, I picked up my jockey shorts from the floor and started to put them on. "Wait a minute," shouted Wendy. "You aren't going to put those soiled jockey shorts on are you ?" "I don't usually wear shorts for two days, but I have nothing else to put on under my pants." Wendy got off the bed and walked over to her dresser. She opened one of the top drawers and picked out a pair of panties. She threw them to me and said "Here, try these. They are very silky to the feel and I am sure that you will enjoy wearing them. Obviously, nobody else will know what you are wearing." I felt them in my hands and they were indeed quite silky to the touch. I hesitantly slipped my feet through the leg holes and pulled them up. I could feel the difference immediately. Instead of the rough cotton of my jockey shorts, the panties enclosed my penis and testicles in a smooth, delicate way that had an immediate effect on me. I walked around in them and felt the panties rub smoothly against my cock, which by now was straining the confines of the panties. It was quite a revelation and I was quite happy to tell Wendy that they felt wonderful and that I would certainly wear them on my trip home. "I figured that you would feel that way Michael. Now those panties are a muted beige color, but I have others just like them in all colors. So, when you return with your suitcase and you are still wearing these panties, I will give you a bunch of others to wear each day. In fact, we can coordinate colors with each other each day so we will have a little, hidden secret from everyone we meet." While I put on the rest of my clothes, Wendy got the two hair removal pills she had told me about, along with a glass of water. She said "remember, you will be taking these each day so that eventually, you will be free of that ugly body hair, without shaving. Also, you will have to be back by 1:00pm this afternoon so that we can get to today's book signing on time. That won't give you much time to shave and use the hair removal cream. So get going Michael. I certainly hope that when you come back, your body will be hairless and you will be wearing your panties. Three hours later, I returned with my suitcase, a hair free body and the silky panties still around my rock hard cock. I realized that I was entering a strange, new experience, but one that was extremely exciting and fascinating. "Wendy," I said, " I just want to let you know that I left all of my jockey shorts in my apartment, so I will be wearing panties as long as I am on the tour with you. I had to wash and dry the pair you gave me, because I wound up masterbating in them on the car ride home. In fact, I had to stop myself from doing the same thing on the way here. At any rate, I am ready and waiting to go on the tour with you." "I'm so glad you feel that way, Michael. It will make things so much easier for me from now on," answered Wendy. "Lets get going to the bookstore. I wish we had more time so I could feel your hairless body, but we don't want to be late. That will have to wait for later this evening." I wound up helping to control the crowd at the bookstore, while Wendy autographed her books. Afterwards, we went out to dinner, where Wendy teased me unmercifully. She took her shoe off and ran her foot up my pants leg under the table. Then, she unbuttoned the top two buttons of her blouse and leaned over so I get a close up look at her cleavage. When she reached over and started to unzip my pants, I excused myself and went to the men's room, before I soiled my panties again. When we got back to the hotel room, we just about tore each others clothes off and my mouth was between her legs in seconds, while she swallowed my cock. After we both had orgasms, we played with each others breasts for awhile, until we fell asleep. We boarded a plane a day later and went to the Detroit. Typically, Wendy traveled on weekends and went to the bookstores during the middle of the week, leaving us ample time to sightsee, or spend as much time in bed as we could take. I started making connections and reservations for the other cities we would be going to, using Wendy's credit card to pay for everything. Wendy went to the store and purchased matching panties of us to wear each day. One evening, after our lovemaking session, I pulled out my pajamas and started to pull them on, when Wendy said "wait a minute, Michael. It is hard for me to get at the parts of you I am interested in when you wear those PJ's. I bought you something else that you might like today, that is made of the same fabric as our panties. It will give me total access to your fun parts and I think that you will really enjoy the feel of them. She walked over to a shopping bag and pulled out an item that was obviously a nightgown. "Here, try this on," she said. "I can't wear that," I replied. "It is a woman's nightgown." "So what," she said. "You didn't want to wear panties either until you realized how sensual they felt on you. This will feel even better, because it will be on your whole body. Besides, I will be the only one who sees you wearing it and I think you would look very sexy in it." I really didn't have any other reason not to wear it. Besides, I was curious as to how it would feel on my hairless body, so I put it on and got an immediate erection. Wendy dove under the nightgown and started kissing, licking and sucking my cock again. After I came in her mouth, she swallowed my load as usual and asked me how everything felt. "Great," I answered. "Your mouth and your tongue were great and the nightgown isn't bad either." Things went wonderfully for the next couple of weeks. In addition to the panties that I wore all day, I now wore a nightgown to bed each evening. I continued to take the two pills on a daily basis. We made love virtually every day, sometimes in the morning as well as in the evening. Wendy would only let me get inside of her once or twice a week, but I could eat her out any time I wanted and she reciprocated with super blow jobs. Whenever I started to lick and suck on her breasts, she would start playing with my nipples until one day, I noticed that they had become very sensitive to the touch and my nipples seemed to be puffy and distended. After another week, I realized that my nipples were downright sore from rubbing against my shirt. I figured that it was because of all the attention Wendy was giving them during our lovemaking sessions. One morning when I asked her to possibly slow down on the rubbing and sucking, Wendy said "are you kidding? You suck mine all the time. I wish that yours were a bit bigger, so that I would have more to suck on. All you have to do is wear something over them that won't rub on them. I have the perfect thing for you to wear." She went over to her suitcase and came over to me carrying a bra. "Now before you start arguing and complaining, the cups of this bra will cover your nipples and won't rub on them at all. You could wear it under your shirts and not feel any discomfort." "But everyone will see the outlines of the bra," I complained. So, you can cover the bra, with this" she said as she pulled another item out of her suitcase. "It is called a camisole and you can wear it just like an undershirt. It will cover up the bra straps and is also made of the same material as your panties and nightgown. Believe me, it will feel great on you. So stop complaining and put them on. I'll help you with the bra." So, she did, by adjusting the straps and helping me put it on. It felt a bit tight, but not too bad. When she slipped the camisole over my head, I shivered as the silk like material covered the upper part of my hairless body. Damn, it felt so sexual, I thought to myself." "I want you to wear both of them all day today and see how they feel. I'll bet that your nipples will be very comfortable with the bra covering them and I know you will like the feel of the camisole on your hairless chest." "But Wendy, I'll be wearing all of this feminine underwear under my clothes, panties, a bra, a camisole. Won't you feel like I'm some sort of sissy?" "Don't be silly, Michael. You are my man now and don't you forget it. What you wear doesn't define you, only what you do to me counts." So, I wound up wearing the bra and camisole all day. Believe it or not, the irritation in my nipples disappeared almost immediately while wearing the bra and the sensual feel of the camisole against my body was very exciting. I kept shifting back and forth much of the day, so that the camisole rubbed against my skin more often. I'll bet that some of the people in the bookstore thought that something was wrong with me. At any rate, as soon as we got back to the hotel, Wendy pulled off my outer clothes, shoved me on the bed and slowly rubbed her hands over my panties, bra and camisole. She teased me unmercifully, until I wound up shooting my load into my panties. She said "you really do like the feel of lingerie against your skin, don't you sweetie? I'm so glad that you do. And your bra keeps your nipples from being irritated by your shirts, doesn't it? I'll see if I can think of some other things that can make you even more comfortable, my love." A week later, Wendy suggested that I wear nylons over my now hairless legs. "Your legs will feel so good with them on," she explained. They feel sexy and when your nylons rub against one another, you can actually feel a jolt of electric energy going between them. Instead of pantyhose, I suggest you wear thigh highs, with a garter belt. Then, you don't have to worry about pulling down your pantyhose when you have to pee and them pull them up again. Besides, a garter belt is just so much sexier." "But Wendy," I exclaimed, "how will I cover up all of that under my clothes? " "Your pants will cover up the garter belt and most of the nylons and you can put your socks and shoes over the remainder. What you have on underneath will be our secret. Nobody has discovered the other girly things you have on under your clothes, have they?" "No," I admitted, "but I'm afraid that I'm getting too used to these things. They are so comfortable that I am really getting addicted to them." So nylons and a frilly garter belt became the next items of attire I wore under my male outerwear. A few days later, Wendy mentioned that she thought that my hair was getting longer and unruly. I told her that I would go and get a haircut. "No you won't, Michael. I like your hair longer. It just needs some styling. I know just the place to take you to. You'll see. You will love it." Two days later, after finishing visiting with her adoring fans, Wendy took me to a stylist, who spent two hours shampooing and styling my hair. At the same time, Wendy insisted that my ears be pierced, "so that you can wear studs in them, like all the handsome guys do nowadays," she said. When I looked in the mirror, I told Wendy that I thought that my hairstyle looked a bit too feminine for my tastes. "Michael, don't you notice what guys are doing today? Many of them are wearing their hair longer and wavier than ever before. It isn't a matter of masculine, or feminine. It is just a matter of looking good, and your hair looks so much better this way." So we left the store with my hair is the new style and with small studs in each earlobe. As time went on and our tour kept moving westward, it got harder and harder for me to me to pretend to be a man, while all of my underclothes were those of a woman. Not only that, my female lingerie felt so much better than my shirts and slacks. One evening, while we were sitting around our hotel room, Wendy mentioned that I seemed to be uncomfortable at the bookstores, almost as if my clothes didn't fit right. "Wendy," I said, actually they don't. My pants seem to be too big in the waist and are getting to be too small in my butt area. My shirts also seem to be irritating and my feet are hot with my socks on over my nylons." "I figured as much," she said. "Now I don't want you to get upset with me, but I would like to suggest that while we are alone, you see what a dress would feel like over your underwear. I think that you would find it much more comfortable. Also, if you would take off your socks, I will give you a pair of women's shoes to wear with your nylons. I'm not suggesting that you wear dresses to the bookstores, at least not until you feel that you might want to." "I guess that it is worth a try," I answered. "But only while we are sitting around together. Do you have a dress that might fit me? I guess that we are about the same height." Wendy left the room and came back with a black dress, with a demure neckline and a knee length hem. She had me remove my shirt, and pants and even my camisole. "You won't be able to see your bra through this dress," she said. Then, she had me put the dress on over my head. She smoothed it out over my body and zipped it up in the back. "How does that feel? Any better? "A lot better," I answered. "This dress feels so soft I don't even miss the camisole on my body. I started to walk over to a mirror, but Wendy stopped me and told me she wasn't nearly finished with me yet. She went back to her closet with a pair of women's shoes and told me to take off my socks and men's shoes, since they look ridiculous with the dress. I did so. Of course, I was still wearing my nylons underneath the socks. When Wendy returned, she was holding a pair of black women's shoes which looked like they were high heels. "Michael, these shoes have a two inch heel and you might have some trouble with them at first, but I think that with a bit of practice you will be able to walk very comfortably in them. Luckily, our feet are about the same size. These shoes are nothing like the four inch stilettos that women are wearing nowadays." I put them on and after a few minutes, found that I could walk in them quite easily, as long as I took smaller steps than I was used to. "Very good," she remarked. "You already have a nice sway to your walk. and you ass looks very inviting." "I notice something else now too," I said as I took a few more steps. "Now that I don't have pants on, my nylons rub against each other as I walk and it really feels erotic, just like you mentioned to me awhile ago." Wendy cautioned "Of course when you are wearing a dress, or skirt, there are certain things you will have to learn about ladies etiquette, such as the way to sit down, or cross your legs. But I can teach you those things easily. It will be a lot harder to show you the way a woman moves, gestures, eats, even talks." "Why do I have to learn all of those things, if I am just going to wear dresses when I am alone with you," I replied, as I started to tear up? "All of this dress up is a lot of fun and I find these things really comfortable to wear, but I think that perhaps we have gone too far already. I am starting to feel like I am losing my male identity altogether. I'm not sure who I am now. I have been looking at women at the bookstores to see what they are wearing, rather than how big their boobs are. And yes, I have been looking at men as well, looking at their buns and muscles." With that, I started to sob uncontrollably. "Wendy, I don't know who I am anymore." She came over and took me in her arms. "Go ahead and cry it out baby." Of course you are confused. You have been making some big changes in the past few weeks and it is no wonder that your world is spinning around in front of you. But you have come so far. It would be a shame for you to backtrack now. Have I ever forced you to do anything you didn't want to do? Have I forced you to wear anything that wasn't comfortable for you to wear? More comfortable than your old clothes?" "That's just it," I said, after I finished crying. "I love wearing panties and bras and nylons and garter belts and now dresses and ladies shoes. But men don't wear those things, unless they are sissies or transvestites. I know what has been happening to me. I've known for some time that the pills you have been giving me are really female hormones. Yes, they do result in a loss of body hair, but they also reshape not only one's body, but to a certain extent one's mind as well. I've continued to take them, because I have enjoyed the effect they have had on me. I know that my breasts aren't just getting bigger because you play with them all the time. I also know that they will continue to grow if I continue taking the pills. They will grow bigger, my butt will grow bigger, my waist will get smaller and many other changes are taking place as well to my psyche. Yet I find myself still wanting to take the pills. Part of me wants to take stronger hormones, to speed up my changes, yet another part of me is fighting to keep my maleness. Do you understand my dilemma Wendy?" "Of course I understand, sweetheart. But just listen to yourself. You really enjoy wearing women's clothes. Now you are looking at women as models of what you want to be. You are starting to look at men as possibly desirable. You are growing breasts voluntarily and you even want to speed up the process. You have taken on many feminine mannerisms as well. Several women at the bookstores have asked me if you are gay, because of your demeanor and the way you hold yourself. I know that you are not gay, nor are you a transvestite. You are a man who is on the way to becoming a woman. You are enjoying the transformation, but remnants of your past maleness pull at you. You know that sooner or later you will have to make the ultimate choice, because it will be too late otherwise to go back to being a man. I know all this and I just want the best for you. When we met, after our first night together, i already felt that you had a strong feminine side. So I gave you the hormones to give you the chance to bring out what was already part of you. The fact that you have continued taking the hormones, even though you know what they are should be proof to you what you really want. Why would a man knowingly take female hormones, unless he wants to become a woman?" Wendy continued. "I think that part of your dilemma is that you are trying to live two lives. One life with your street clothes and another with your lingerie and nightgowns. I feel that if you concentrated on just your female side for awhile, you might be able to determine what you really want. First of all, Michael is not a feminine name, so I would like to call you Michelle for the time being. It seems appropriate since you are now totally in female attire." "I guess that would be alright, at least when I am dressed this way. Michelle is a nice name, but I would have to get used to it. Now is it alright for me to see how I look in the mirror?" "Not quite yet, Michelle. I'm sure that right now you want to see if you want to see if you look at all like a woman, or like a man in a dress. Am I right." "Yes, of course." "Then, at least give me a chance to add some things that will indeed help you to look like a woman. First of all, your breasts have not grown enough yet to make any real bust line in that dress. Let me get some things that will help." Wendy went into one of her suitcases and brought back a pair of items. "These are silicone breast forms that fit inside your bra. My niece was using them, until she didn't need them any more. They aren't large, just a "B" cup, so you don't have to worry that you will look top heavy. Let me unzip your dress and unhook your bra and I can insert them for you." After she finished, she said "There, that looks a lot better. Take a few steps with the forms in your bra. You might feel them jiggle around a bit, just like real breasts do." I did as she suggested. "Wow, that feels strange. I can feel them jiggling. Now can I see myself in the mirror?" "No, not yet. I have a few more things to do. Why don't you sit on the bed and I'll get the rest of the things that I will need." Wendy went into the bathroom and came back with several items. "First of all, you need some makeup. You notice that most women wear some sort of makeup when they are out in public to enhance their appearance." She proceeded to apply the makeup to my face, my neck, and my eyes. "Now sit still. I have to remove some of your eyebrow hairs to give you a more feminine look. Ok, that looks better. Now I'll put some lipstick and lip glass on you. Just a little more now." She sprayed some perfume on my wrists and behind my ears. "While I am brushing your hair, take the studs out of your ears and replace them with these more fashionable earrings. I'll give you a hand if you have trouble with them." I did need her help to find the holes in my ears. When that was finished, she said "there are a few more things that we could do, like a manicure, a pedicure and some jewelry, but I think that you can look in the mirror now. In my impression, you look like a very desirable woman." I stood up from the bed and walked over to the mirror. When I saw my image, I couldn't believe that it was me. I saw a woman with curves standing there. She was good looking and even sexy. With the makeup and all, it was hard to recognize that it was really me. I was stunned. "You see Michelle, you really do look like a woman. You will have no problem passing as one anywhere as long as you talk in a higher range and remember the things that I will be teaching you. Do you believe me now?" "Yes, Wendy. I do. But I know that I have a lot to learn yet." "Great. Now here is what I want to do. Since you are all dressed, made up and perfumed, I want to take you to a restaurant for dinner, dressed as you are. You will be fine. Just don't say anything to anyone and let me order for you. You will have to go to the ladies room with me if necessary, and please remember to sit down to pee. I'll have to give you a purse to carry as well, with things like lipstick, a compact, mascara and some money inside. It is warm enough so that you won't need a coat. I know this will be very scary for you, but trust me that nobody will know that you are anything but a desirable woman. It is even possible that a man might even try to hit on you. Just relax and have fun on your first night as a woman. I also want you to try a pair of four inch heels. You will have to eventually wear them, so tonight will be good practice for you." "I'll try, Wendy, but I feel so nervous. You better drive. My driver's license has a picture of Michael on it, not Michelle." I wound up tottering out of our hotel on my heels with Wendy holding onto my arm and we went to a really nice Italian restaurant for dinner. I was glad that we found a parking space, since I realized getting out of the car, that I had spread my legs wide apart and if we had opted for valet service, I would have given the guy quite a show. One of many lessons I had to learn quickly. I was amazed at the attentiveness of the waiter that we had. He was quite good looking and obviously enjoyed ogling the cleavage that Wendy had on display. I noticed him looking at me quite a bit too, especially at my chest. It was really an eye opener to me to be on the opposite side of the fence so to speak. I found myself enjoying the male attention and I even caught myself once or twice taking a look at the front of our waiter's tight pants. Going to the ladies room was interesting as well. I was surprised to note that it was almost the same as the men's room except it had more stalls and no urinals. It also smelled a lot better. Yes, I did remember to sit down to pee. I even refreshed my lipstick myself, noting how nice lipstick tasted. On the way home, Wendy asked "so how are you feeling about your first outing as Michelle?" "Wendy," I answered, "I really enjoyed it. I was amazed that everyone seemed to think that I was a woman, especially that sexy waiter we had who kept looking at your cleavage." "Yes, I noticed you looking at his crotch quite a bit too, especially when he started to get a hard on. Did you see something you liked?" "I don't know what got into me Wendy, but I really wanted to reach out and touch the bulge in his pants. I guess that I'm really starting to have thoughts a woman would have." From then on, the only time I dressed in men's clothes was when we had to fly to another city and I had to show my driver's license to the security staff. Of course, I still wore my lingerie underneath, hoping that I wouldn't be patted down and the attendant would be able to feel my bra strap. It was quite a revelation to understand how many documents I needed to change to actually become a woman legally. Of course, my final decision on that was still a ways off. When we arrived at our next city, Wendy scheduled me for a complete makeover at a local beauty parlor she had previously frequented. What an experience that was. After four hours, I walked out as a blond, with wavy hair, long, red fingernails, red toenails and more cosmetic tips then I knew existed. I still walked out with my penis attached, but that was the only thing left of my maleness. One night, we went out for dinner at a restaurant that also had a three piece band. As I saw couples get up to dance, I became terrified that a man would ask me to dance as well. When I expressed my fears to Wendy, she said "don't worry so much. Its easy. Just let the man lead you around the floor." Just after she said that, it happened. Two men walked over to our table. One of them asked Wendy to dance and even though I kept hoping she would say no, she accepted. Then the other guy asked me to dance with him, so reluctantly, I got up and followed him to the floor. By that time, I was wearing three inch heels comfortably, but even so, my new dance partner was several inches taller that I was. He was really big all over, with broad shoulders and his after shave lotionsmelled quite nice. Luckily, he knew how to dance very well, so he took hold of me and led me around the floor. His name was Jeff Barnhill and his hand on my back felt quite nice and comforting. The band was playing fairly slow tunes and I gradually noticed that Jeff was holding me closer and closer to himself. For whatever reason, I didn't mind the closeness one bit. Eventually, Jeff put his arms around me and I wound up with both my arms around his neck. We were literally plastered against one another and I started to feel something hard and long pressing into my abdomen. I should have stopped then and there, but I was enamoured with the thought that I had caused this hunk to get an erection. The next thing I realized was that he was nuzzling my neck and ear with his lips. Every so often, the tip of his tongue would touch my neck as well. I actually shivered a couple of time, because I found it so stimulating. He started whispering things in my ear, like "I think that you are beautiful" and "You are so sexy you turn me on, can you feel my erection?' He turned my head to face him and his lips met mine. He kissed me softly and I found myself kissing him back. Then he whispered, "I want to fuck you, baby: and with that, his tongue plunged into my mouth and his hands started to rub my ass. I started feeling extremely week, as his tongue kept exploring my mouth and his hands squeezed and rubbed my ass cheeks. Suddenly, I started to black out. The next think I knew, Jeff was helping me back to the table where Wendy was sitting, with Ralph, the guy she had been dancing with. "She just seemed to pass out," said Jeff. "We were just dancing and making out a little bit. Maybe she has had too much to drink." "I could see what you were doing, Jeff," answered Wendy. "It seemed to be a little more serious that just making out a little bit. Thanks for bringing her back. I'll take care of her now and get her home." Wendy helped me back to the car and once we began driving home, she asked me, "what were you thinking out there on the dance floor, letting him paw you like that? Don't you realize that he thought you were really a woman and if his hands had explored any further, he might have gotten very angry." "I was really enjoying his attention, Wendy, but as soon as we started dancing really close and I could feel his erection against my stomach, I should have stopped things. It was so amazing that I was able to cause a good looking guy to get a major hard on that I just wanted to keep it going. But when he started to kiss me and said that he wanted to fuck me, I just felt numb all over and I guess that I blacked out for a few seconds. The next thing I knew, I was back at this table with you. I hope that I didn't make a fool of myself." "You certainly could have, but, that's in the past now, Michelle. I guess there is much more I have to teach you than I thought there was. Since men are already hitting on you, I will have to let you know what to do in those situations, especially if you don't want things to get out of hand. You have to remember though, that right now you don't really have breasts and you certainly don't have a vagina. You can offer your admirers certain things, like a blow job and anal sex, but you have to learn the proper way to do those things and you also have to learn why and when to tell men who you really are. " "Michelle, I'm beginning to wonder if you aren't the same as I am, a bisexual. Since we still seem to have great sex together, I assume that you still really desire women. Now, however, you seem to have a growing desire towards men.. I'm glad for you if that is the case, because then you can have the best of both worlds. Did you ever desire men before you started dressing as a woman?" "No, not at all," I answered. I wasn't gay, if that is what you are asking. Now, I feel and look like a woman and it just seemed very natural to kiss Jeff. He just took it too far and I didn't stop him in time. But as far as women are concerned, I can assure you, my desire for you is just as strong as ever and I'll prove it to you as soon as we get home." That night, Wendy and Michelle had oral sex, as usual, with Michelle bringing Wendy to several climaxes. While Wendy was sucking on Michelle's cock, she put saliva on one of her fingers, moved it behind Michelle and quickly inserted it into her rear passage. Michelle's eyes, which had been closed, flew open and she said "oh my God." Wendy, taking the remark as positive, started moving the invading finger until Michelle was squirming and moaning. Suddenly, Michelle ejaculated in Wendy's mouth. Wendy was able to swallow most of it, but some of it dribbled out and down her chin. "My God," exclaimed Michelle, "I've never felt anything like that before. It felt wonderful. I don't think that I have ever cum that hard ever." "Great," said Wendy. "Then you really might like anal sex. Tomorrow night, I will try putting a fairly small dildo in you. You might like it even more than my finger. The next evening, Wendy slowly pushed a slim dildo into Michelle's butt, along with a good deal of lubrication. It had a vibrator in it and when Wendy turned it on, Michelle again exploded. As soon as she could, Wendy bought several others, each one a bit bigger than the previous one, as well as several progressively larger butt plugs. "Michelle, anal sex with a man can be very painful, especially if he has a large penis. I think that it would be a good idea if we stretched you out by using these items. Every few days, I'll give you a bigger one. Then, if and when a man fucks you, you will feel pleasure instead of pain. You know the sex act for a woman is much different that for a man. A woman gets fucked, while the man does the fucking. Even if the woman is on top, she is still the one being penetrated." "OK, Wendy. I'm willing to try these toys, especially after how great the first one felt when you put it in me. But what are those smaller things?" "Those are butt plugs. I think that you should wear one each all day for awhile. Every few days, put in a larger one. You will feel funny wearing them at first, but eventually, you will feel empty without one in you. Also, it will give you a very sexy wiggle when you walk around. Just remember, whenever you think that there is a possibility you are going to have anal sex, you have to clean yourself out with an enema or a douche." After I was comfortably able to accommodate the largest dildo and butt plug, Wendy began the next phase of teaching me the ways of a woman. "Michelle, you have come very far in a very short period of time. Now, however, you have to start thinking of how far you want to go. Do you want to stay as you are, with hormones doing a bit more to your body over a few years, or do you want to speed up the process. You must understand that right now, you can still go back to being a man. However, if you decide to continue to take hormones they will eventually stop your ability to have an erection. That means if you have any inkling of returning to your previous life, you had better stop taking hormones now, or in the near future." "There is also the possibility of getting breast implants. The advantage of that is you can have breasts quickly and they will be the size and shape you want them to be. Of course, once you have breasts, your days as a man are over forever. Somewhere along the line, you would also have to determine whether you want to take the final step and replace your penis with a vagina. Before you can do that, you have to live as a woman for at least a year and have psychological counseling for a year as well before the surgery can take place. Now that is a lot to think about Michelle. Just remember that whatever you decide, I will support your decision 100 percent." At breakfast the next morning, I said "Wendy, I was up half the night thinking about what you said. I know one thing for certain. The last few weeks have shown me that I never want to dress as a man again, unless I absolutely have to. So the thought of having bigger breasts doesn't bother me in the least. In fact, I would like to speed up the process. I would love to have beautiful, full breasts like yours and be able to wear low cut dresses and blouses. I really enjoy it when men ogle me and when women eye me with envy." "The thing you said that worries me the most is that eventually hormones will stop my ability to have an erection. That would probably be fine, if I knew that I wanted to have a vagina replace my penis. But, I don't know that yet. Right now, we don't have intercourse more often than once a week or so, but when we do, I really enjoy it. So, until I make a decision about the surgery, I would certainly want to continue to have erections. Who knows, I might just want to be a transsexual with a woman's body and a penis. I think that I should probably visit an endocrinologist to determine the exact hormone dosage I will need going forward so that I don't become medically castrated, at least until I want to be. I think that it would also be good to start psychological testing to get that year's clock started, if in case I do decide to have SRS in the future." "I would also like to schedule breast augmentation surgery for implants as soon as possible. I love my tiny titties, but I don't want to wait any longer to fill out a C cup bra, like you do. These breast forms I wear look good, but I don't feel anything when my breasts gets touched. I want to feel it when someone touches me there. I want to see my nipples get hard under my clothes when I get sexually stimulated." "One more thing as well. I have to find out if I would even enjoy sex with men at all. I think that it would be advantageous for me to have sex with a man who knew who I really am. I mean suck his cock and have him fuck me in the ass. Who knows. I might not like it at all, although I have really enjoyed having the dildos and butt plugs in me. If not, I'd better find out now, so I don't wind up in another encounter with a guy like Jeff. But if I do like it, as much as I suspect I will, I would be more than happy to be seduced by a sexy guy any time, any place." "Wow, you must have stayed up all night to think of that many things, Michelle," said Wendy as she ate a piece of toast. That is a boatload of changes that you want to make. Luckily, our book tour will be ending shortly, so you can certainly stay with me in my house for as long as you wish. You will need multiple appointments with many of the types of doctors you mentioned, which would be quite impossible if we were still travelling around the country." "I think that you have to prioritize what you want to do, because you can't do all of the things you mentioned at one time. It sounds like the first thing that you want to experience is having sex with a man. After the tour is over in a couple of weeks, I know a guy who would be perfect for you. He really digs transsexuals and is a gentle and kind person. I'll give him a call and set it up for you. Once you see how you react to sex with a man, then you can decide how you want to proceed with hormones and/or SRS. If you see that you don't like sex with men, then you might want to seriously consider stopping your hormones. Since you seem to be really anxious to have bigger breasts, I will make an appointment with the same doctor who did mine several years ago. Dr. Norman Granger is very good and he will show you the different sizes and shapes to choose from." "Wendy, I can't believe that you have implants. They look beautiful and so natural. I always heard that implants are really firm, but yours are soft and very pliable. I just love to play with them." "I just felt that my breasts were too small for my overall body size, so I got them custom made. I have been very happy with the results for years now and I hope that you will be too. I will be looking forward to playing with them." "Do you think that I should wait to have sex with your friend, until after I get my breasts done? He might find them more attractive than the tiny pair that I have now." Michelle, you don't recover from breast augmentation surgery overnight. If I remember correctly, mine took at least a month to become comfortable. You are covered with bandages immediately after the surgery. Then it seems like your breasts are raised higher than they should be. You have to wait for them to drop into their normal position, but that takes awhile. So. I think that I should call my friend and set up a date for you with him, just as soon as the tour is over. I'm sure that he will not be turned off by the size of your breasts. In fact, I'm positive that he prefers small breasts. Besides, your decisions on hormones and SRS will be drastically influenced by whether or not you enjoy sex with men. If you decide that you really enjoy it, then we will have plenty of time to set up appointments for you with an endocrinologist and a psychiatrist." "Alright, Wendy. I understand what you are saying about whether or not I wind up enjoying sex with men. I can only tell you that I certainly enjoyed my brief encounter with Jeff until he went too far. As far as my breast surgery is concerned, as I mentioned, I never want to dress in men's clothes again. So in either case, I still want larger boobs, as soon as possible, whether or not I wind up having SRS." Two weeks later, we wound up the tour. I went back to my apartment in Chicago, gave my notice and moved everything I still wanted to Wendy's home in Phoenix. By the time I got to Arizona, Wendy had already set up an appointment for me with Mark Watson, my soon to be male lover. The day I arrived in Phoenix, Wendy was overjoyed to see that I was still dressed in women's clothes inside and out. "I meant what I said, Wendy. I got rid of all the men's clothes that I still had in my apartment. I'm wearing bras and panties full time from now on." She told me that Mark was more than happy to be my sex surrogate and was scheduled to come over on Sunday afternoon. "I told him all about you, Michelle and he seemed to be anxious to meet you. I think that you will be impressed by him. He is about 6 foot 1 and has an athletic build, with wavy black hair and a handsome face. In short, he is quite a hunk. We have made love occasionally and I have found him to be kind and considerate. He knows that it will be your first time and I'm sure that he will make it something to remember forever." Since Mark would be here on Sunday, Saturday was very busy, getting a new dress for me and getting last minute pointers from Wendy. Since I was still taking the hormone pills every day, my breasts now almost filled an A cup bra. I had still been wearing breast forms on a daily basis, but since Wendy had assured my that Mark preferred small breasts, I decided not to wear the forms on Sunday. Instead, I chose an A cup pushup bra that showed a bit of cleavage in the deep v-neck of the little black dress I was going to wear to meet Mark. I imagined that I would not be in it for long, but I wanted to impress him with my femininity as much as possible. In addition, I spent two hours in a beauty parlor getting my hair styled and a manicure and pedicure that left my fingernails and toenails the same shade of red as my lipstick. Of course I made sure that no stray hairs were on my body, below my arched eyebrows. Mark was to arrive after lunch, so the morning was spent taking two enemas and with Wendy helping me with my makeup, my hair, which jewelry to wear and where to dab my perfume. Of course I was wearing thigh high stockings, attached to a filmy garter belt, instead of panty hose. When I looked in the mirror, I must admit that I looked almost beautiful. My decolletage even made my tiny breasts look good. Of course I was extremely nervous, not about the sex, but would Mark really see and treat me as a woman. I so wanted to be a woman in his eyes and hopefully sexually excite him. I didn't want for him to just put his penis in me because he was supposed to, but because he couldn't help himself. Right on the appointed hour Mark arrived at the door. As we previously arranged, Wendy met him at the door and then left for the afternoon. Before she left, she walked over to the hallway to tell me that my date had arrived. Then she left and teetering a bit on my four inch heels, I walked into the living room. When I saw Mark, I was amazed. He was as handsome as a movie star and looked so masculine and sexy that I became a bit flustered. "H-hello Mark. I'm glad to meet you. Wendy has told me so much about you and .." I paused because Mark was just standing there, staring at me. "My goodness," he said. "Wendy told me how feminine you were, but I didn't expect you to be so beautiful." He walked over to me, took my hands in his and asked me to turn around. I did so and he said "Incredible. You look so good, and you smell so good. Just looking at you is making me excited." With that, he took my hands in his, leaned into me and softly kissed me on my lips. "You taste just as good as you smell," he remarked. Then he kissed me again, a bit harder and put his arms around me and drew me closer to him. I kissed him back, pleased that I had impressed him so much. His tongue slid across my lips but never tried to invade my mouth, although he could have done so if he wanted to. There we were passionately kissing each other, just after having met each other minutes earlier. I could feel him swelling against my stomach. Then I felt Mark move his hands from my back to my ass, where he started to knead my cheeks. I could feel myself getting warmer and warmer, so I started taking things into my own hands. I got a hand between us and found the bulge in his pants and started to rub it up and down. That brought a slight moan from Mark, so I decided to go a little further and unzip his pants. Surprise, he wasn't wearing any underpants and when I got my hand inside, all I felt was warm, stiff human flesh. I had obviously felt my own cock, but Mark's seemed so different somehow. The head was spongy, but underneath it was smooth, except for the bulging veins. I ran my hand up and down several times, and received additional moans from Mark. Then, I decided the time had come for me to taste my first cock. I knelt on the living room floor and undid his belt and pants clasp and he helped me tug his pants down until they pooled at his feet. There it was, his beautiful cock standing straight outwards, just inches from my eager mouth. A small drop of precum had formed on the opening and my tongue quickly licked it off. What a turn on this was for me. I was actually shaking when I took his cock in my hands and guided it to my open mouth. I had sucked on many a dildo in practice for this, but the real thing was quite different. It was warm, it had texture and it moved as it slid into my mouth. The taste of the dildos were like sucking plastic, but Mark's taste was warm, musky and a bit salty, not bad at all. I sucked on the head for a bit, but that didn't last long as Mark started to push his cock in deeper. Since my hands were still on the outside of his prodigious member, I could tell that I had taken about half of him into my mouth. I would have liked to get all of him in, but as soon as Mark started to push again, it hit the back of my throat and I felt myself starting to gag. Rather than making a fool of myself, I leaned back so that a couple of inches slid out of my mouth. Then I started to do what I had been practicing with dildos, sucking and moving back and forth. I think that Mark got the idea and started to coordinate his moves with mine, until he was actually fucking my face. It suddenly hit me that I had now passed a significant threshold and I was now a legitimate cock sucker. So far, so good. My next job was to get Mark to cum in my mouth and to try to swallow his load. I kept on sucking and Mark kept moving back and forth. Then I took my long, red fingernails and started to lightly scratch and rub Mark's balls, teasing rather that trying to hurt him. It just took a short while before I could feel Mark tense up and suddenly my mouth was filled to capacity with his seed. I swallowed as quickly as I could, but his first ejaculation was followed quickly by another and then a smaller third one. I got a lot of it down my throat, without gagging, I might add, but some of it oozed out of my mouth and I could feel it on my chin. It had a slimy feel to it, but the taste was surprisingly pleasant, a mixture of salty, creamy and a bit bitter. The experience, however, was wonderful. I had been excited, thrilled and satisfied, all at the same time. I knew that I would be sucking cocks again and again. Mark helped me to my feet and I realized that some of Mark's deposit had dribbled out of my mouth and onto my new dress. I excused myself and raced to the bathroom, where I removed the dress and spotted it as best I could. Then I cleaned my face, brushed my teeth and rinsed with mouthwash as quickly as possible. After refreshing my lipstick, I walked back into the living room and found Mark there with his pants back on, sitting on the couch. When he saw me he jumped up and grabbed my hands in his. "I'm so sorry, Michelle. I hope that I didn't ruin your dress, or give you a bad experience." "Mark," I answered, " that was one of the greatest experiences of my life and I loved every bit of it. Don't worry about the dress. I already spotted it and I'm sure that it will come clean in the wash." As I said this, I could see his eyes roaming over me again and I realized I was standing there in my push up bra, lacy panties, garter belt, nylons and four inch heels. I asked him "Could you please kiss me again?" Not only did he kiss me, but at the same time, he picked me up in his arms and carried me into the bedroom. "You were wonderful, baby." he said. "Now it is my turn to make you happy." With that, he gently laid me down on the bed, joined me and started kissing and licking my ears, my neck and on my chest above my bra. As he did so, I reached up and unbuttoned his shirt. He took it off and said "I really want to see and touch your breasts, Michelle," and helped me take off my bra. "They are beautiful, just the way I like them, small and pointy." While he played with one nipple, he began licking and sucking the other one. I couldn't believe the feelings surging through me as he did this. "This beautiful man really has feelings for me as a woman," I thought to myself. "I have never felt anything so delicious." I put one hand on his muscular chest and rubbed it, as he continued working on my breasts. Then he started working on my arms, starting with his tongue licking one of my shaven armpits. Then he kissed his way done my arm and put his lips into my hand and licked there as well. I felt shivers and goose bumps as he did so. After a like treatment of my other arm, he started kissing his way down my lower chest. When he got to my panties, he pulled them down over my garter belt and nylons, exposing my penis. "Oh my god," I thought. "This is where it ends. He will be totally turned off now." But it was not to be. Instead, he gently put his hand around my cock, and lifted it to his mouth. Although I was semi erect, he was still able to take the entire thing into his mouth and begin sucking on it. I was almost delirious with joy. He kept it up until I was totally erect, then stopped, saying "that's enough of that Michelle. I don't want you to have an orgasm until I fuck you properly. I want your first one to be out of this world." With that, he unclasped my stockings from my garter belt and slowly pulled them off me. Then, he started kissing the inside of my thighs and down my legs. He even kissed my feet and sucked on each of my painted toes. Then, he took off his pants, socks and shoes. "Please get on your hands and knees, Michelle, It is time to make a woman out of you." I did his bidding gladly and he spread my ass cheeks apart and started to lick my opening and put his tongue inside me. I had never even thought of doing this to any woman, so when Mark started doing this to me, I was pleasantly shocked. Shocked because I had never dreamed he would do this. Pleasantly because it felt so wonderfully erotic and naughty. Then, he slipped off my shoes, and pulled off my garter belt. Wendy had conveniently left a box of condoms and a jar of lubricant on the night table next to the bed. Mark opened the jar, put two fingers inside and liberally coated his fingers with the lubricant. He inserted one and then both fingers into my anal opening and swi