Third Time - Part Four free porn video

Things moved very quickly for the new couple once Janet broke down William's defenses. That night at William's house was an epiphany for William and Janet. Once Janet experienced William in female form, she could not get enough of him - or her? Janet took the alpha role in the relationship and William was grateful to be free from making those difficult decisions. He was incapable of moving ahead without Janet's encouragement and reassurance. Realizing that she may have found what she needed, Janet was only too happy to oblige. On those few occasions when his past reared its ugly head and became an impediment, Janet quickly persevered and things continued moving forward as she wanted them to. Janet soon had her own key to William's house. She made quick use of this opportunity relieving him of all his male underwear and replacing it with a complete collection of lingerie of her choosing. His Johnston & Murphy and Cole-Haan loafers were replaced with Blahnik and Dolce & Gabbana versions. She was delighted that William offered no objection to this, that in fact, he reveled in it. And even with Janet's very obvious steps to get him into women's clothes at every possible opportunity, William worried about going too far and scaring Janet away. Janet made him feel secure in the knowledge that he was the object of her affections and desires and that his desire to dress and assume a feminine role only enhanced those feelings. Janet coaxed and taught William how to make love like a woman. Each time she made love to William it was softer and more sensuous, more and more like being intimate with a woman. He was a very dedicated student and it was obvious that the changes Janet introduced were both welcome and exciting to William. Janet was delighted that William was only too happy to do without his penis and use his other considerable talents to please her. And while William adjusted to what he initially rationalized as his "bisexual" lifestyle, Janet's desire continued to grow beyond just seeing him in feminine finery and initial explorations into lesbian lovemaking. Originally thinking that the passion that first night at William's home might have been an aberration brought on by the energy and anxiety of dressing for her for the first time, Janet soon realized that it was only a small taste of what he had been hiding. William's lovemaking prowess while in female persona improved as he became more comfortable with his alter ego. Janet was determined to foster and nurture that persona and reap the rewards of its growth. With William very accepting of these initial expressions of femininity, Janet began to research the phenomenon of crossdressers, transsexuals and transgender people. It was a delightfully enticing pursuit, at once combining her considerable academic skills with her boundless and insatiable libido. The more knowledgeable she became, the better she understood her lover. It helped her to temper her passion and bring William along carefully to make him more accepting and at ease with himself. Janet's boundless sexual energy wanted more and more of William and she was never one to be denied. With as much patience, tenderness and caution as she could muster, Janet encouraged and guided William along. Each step forward pushed him to tear down the emotional barriers that had trapped him in a mental purgatory his whole life. Janet's rewards came in the form of unabashed affection, devotion and limitless passion unlike anything she had ever experienced. She simply could not get enough of him. Shopping for clothes took on a whole new dimension as she was constantly adding to William's new wardrobe. As William continued to feed and satisfy Janet's enormous sex drive, her desire only grew to take him further and further. She had no idea how far this would go, but knew wherever it was, she would take William there and he would gladly follow her. Once he accepted his new wardrobe, William enthusiastically wore lingerie at all times, whether he was with Janet or not. He also became accustomed to wearing such things to bed, adding another dimension to their already very passionate love life. Once forbidden thoughts were now so commonplace they were barely noticed. With each threshold crossed, there were three more steps in place that Janet wished to begin. Janet had become an excellent read of William's thoughts and as a result she was able to sense when he was ready for each successive step, many times before William himself was aware. Janet was careful never to give him too much to handle at any one time. Instead, she fed him in baby steps. It was a challenge to her patience unlike any she had faced before, but the rewards more than justified the effort. With William happily in lingerie and other items 24-7, Janet began to work on his outward appearance. Janet had long been able to get her lovers to abide by her wishes and William would be no different, even though those wishes were so far beyond any previous requests Janet had ever made. In a well-planned afternoon in Janet's luxurious bathroom, Janet relieved William of his moustache and body hair. As tedious as it was to shave the large areas of his chest and back, Janet knew that in just a short time the itching would become unbearable and once subjected to that discomfort, it would be much easier to convince William to make the bold step of body waxing. Janet loved the feel of William's smooth skin and her attraction to him only grew as a result. She had convinced William to let his hair grow and timed an appointment with her stylist to coincide with the requisite session of body waxing. Smooth and soft and hair taking on a very androgynous appearance, William had taken on the appearance of a metro sexual in public and a quite enticing female in private. Each step was presented to William in such a way that they soon became routine. Janet was so pleased to see him adjusting to these rituals that were a regular part of being a woman. His hair was filling out very nicely and his hands and feet were always perfectly manicured with a very subtle clear satin finish only noticeable to those who were looking for it. While she wanted to keep going further and further, Janet had to remember that William was still a teacher and negative comments or actions there could have a devastating effect on William and her plans for him. No one man or woman had ever been able to satisfy Janet. And while Willie was becoming an increasingly skilled lesbian lover, Janet's occasional need for a big hard cock never diminished. There were two options available to her; either an occasional visit with a male lover or, much more acceptable, teach Willie to accept using a strap-on cock to make love to her. It would be something terribly emasculating for a normal male, but Janet knew she could convince William to accept this. He had to. If William was to meet all of Janet's needs, it was something she had to have. Janet was become increasingly frustrated as she struggled to find a way to add this dimension to their lovemaking without scaring her lover away. Sometimes solutions come out of the strangest places. Janet had been trying to figure out how to get William to go farther to add this dimension to their lovemaking. Taking William's feminine persona public was one thing, but learning and taking on more of a lesbian role in their lovemaking was just as important. As happened occasionally, Janet found herself simmering with lust. There was no specific catalyst for these episodes, they just happened. And since beginning her relationship with William, they seemed to be coming more frequently. Now she had to come up with an idea as to how her new "girlfriend" could best satisfy her desires. William had sensed the tension in Janet's voice when she called from the office; so he went to great lengths to make a nice dinner, dress for her and to be particularly attentive when she came home. Janet adored the way William pampered her and she knew that tonight she was going to put him to the test once again. After a wonderful dinner enhanced by William's warm attention, Janet felt like she was going to explode if she did not attend to her lust. As Janet undressed her lover and brought him to bed with her, she was devastated to see his already diminutive penis failing to reach its usual size. As much as Janet enjoyed and adored William's very talented tongue there were times when she needed to feel filled, she needed to be fucked. Janet was never one to mince words, particularly when it came to feeding her overpowering libido. Seeing William's penis peaked her frustration and she knew that she would have to take other steps to satisfy her needs. Unlike William, Janet never accepted not being sexually satisfied and tonight was no exception. "William darling, I love you." Holding his penis in her hands, she continued, "But I'm afraid this is not going to be enough for me tonight." Janet's lust was so strong that she did not consider the implications of her comments on her lover. William immediately became defensive. "Janet? I'm sorry. I only have what God gave me." Janet realized her error and immediately became very conciliatory to reassure William. "Oh sweetheart, that is not what I meant. I was not suggesting that you are lacking in any way. You are the most wonderful lover. You have been so willing to do anything and everything to please me." Like a bolt of lightning, the solution and a lot more came to Janet. She apologized to William and offered something in a very sexy and conciliatory tone. "Darling, I know how you can take care of me. It may be something difficult for you to do at first, but I know how much you want to please me." "Yes, Janet. Of course I do." "Good." She curled up into his arms and treaded very carefully. As much as William was following Janet's direction into forsaking any vestiges of his male appearance, she knew that emasculating him could be very damaging to his libido and not done delicately could backfire for her. What she was about to suggest to William would be extraordinarily emasculating for him, but it could have the most positive and powerful effect on their relationship as she wanted it to be. "William, you have done the most wonderful things to my body. I adore the way you make love to me." William sunk into Janet's embrace and his response encouraged her. Dotting her words with soft kisses, Janet continued. "You've been such a wonderful lover. You are more of a man or woman than anyone I've been with because there is nothing you won't do to please me." William returned her kisses and it emboldened her to continue. "And you have always pleased me. Always. And if you were not such a thoughtful lover, I would never even think to bring this up." For coming up with this plan on the fly, Janet was progressing beautifully. She was counting on William's sexual excitement and devotion for her to overcome the significant obstacles for what she was about to ask of him. "Bring what up Janet?" A little delay would allow Janet to pull William in even further. She cupped William's head gently between her hands and kissed him tenderly, then embraced him. "Oh, my darling. I feel so selfish." The hook planted, William bit and bit hard. "What, Janet? Please. What can I do here? Please tell me." Janet straightened up and looked William right in the eye. He always felt weakened by her beautiful deep blue eyes. Like many other times when Janet had used her beauty and guile to her advantage, Janet knew she had William where she wanted him. She reached into the nightstand and pulled out one of her dildos. It was only the first step, the easy one. She held if up to William, then lowered it down to her very hungry cunt and began to move it gently against her. In a very soft voice, almost gasping, she brought William further into her world. "This, William. I want you to please me with this." Temporarily relieved by Janet's request, William took the dildo that she placed in his hand. With Janet's hand in his, he began to massage her with the dildo. He thought this was what Janet wanted and was not at all put off by her request, particularly in light of his admitted shortcomings. In fact, William was pleased to have this option of pleasing Janet rather than feel inadequate. William had no way of knowing that this was only the first step. Janet was very wise to bring it to him one step at a time fearing that presenting all of her wish at once might scare William off. She allowed him to continue and watched as he became comfortable holding the red dildo in his hand. "Yes, that's it. Ohh, that is so good, William. Hmmmm." Janet's expressions of delight reassured William as he focused on making proper use of the dildo. With his attention elsewhere, Janet reached back into the drawer and came out with a leather harness for the dildo. Not hers, but one in a larger size, a leftover from a former lover, a female lover. Janet had put it in her nightstand for just this occasion. She didn't want to leave anything to chance. As William continued to manipulate the dildo with increasing dexterity and skill on Janet, she sprung the second half of her plan. "Oh William, that feels so good. But I want it in me. No, no, not with your hand. Here, I want you to put this on. I want you to put this on and make love to me. I want you to fuck me!" "What is that, Janet?" "A harness. Something that will allow you to attach this to your body so you can make love to me." "You want me to wear this?" If this was the sum total of William's protest, Janet at once knew that she would get everything she wanted from him. But she still realized that as bad as she wanted that cock inside her, she needed to be patient and reassuring with William to make certain her needs would be attended to not just now, but from now on. "Darling, you said you wanted to please me, right." "Yes, of course." Taking hold of William's hand holding the dildo to her, Janet continued doing her best to keep her lust in control. "Well, right now, I want to feel you inside me. And while we both know that this isn't you, with this harness, it will become you. Oh William, I need you in me, now!" She had pulled the trigger. William responded just as she hoped he would. Seeing him reach for the harness, she immediately offered to help. "Here darling, let me help you." They got up off the bed and Janet had the harness in her hand. "Here sweetheart, just step in here, like you're putting on a pair of panties." "Like this?" "Yes, that's perfect." Janet went to extremes to comfort and reassure William as she guided the harness up his legs and into position over his penis. She reached under the harness and pulled his penis backwards to accommodate the leather device. Even though there was some discomfort associated with having his penis contorted like this, William did not protest. It was a position that Janet planned on getting William used to. Her research into transsexuals had revealed to her that it was a very common trait of people like William was to diminish their penis. They simply wanted it to go away. Janet was more than happy to oblige and this was just the start. "Is that OK? Does that hurt?" "No, Janet, it is fine." She had him. His willingness and desire to please her was overpowering any issues that a man should have had at the notion of having an artificial cock strapped on to his body as a replacement for the one he was born with. William might not have realized the significance of what he was doing, but Janet certainly did. She needed to make sure that he became very accustomed to wearing her cock before any issues of masculinity - or lack thereof - reared their ugly head. "Good. Now just stand still for a minute while I tighten these straps." Working with all haste, fearful that William might rebel at any moment, Janet quickly pulled the straps tight on each of his hips. When those were done, she reached up onto the bed and retrieved the dildo. "Now, my dear, help me slip this into place." "What do you want me to do, Janet?" "Just put your hand here like this - good - and hold it there while I slip this in, there perfect!" "This feels kid of odd." "Oh no, not at all my darling. Look at you - you're hung like a bear!" Janet felt totally empowered. She grabbed William and threw him down on the bed on his back. She jumped up on him, straddling his body. Her long red nails raked his hairless chest as she maneuvered into place above him. "Now, my darling. There are no limits to the ways you can please me. Show me now, William. Show me, my darling!" Janet reached beneath her and guided the red cock into place as she lowered herself onto it. Her head swung backwards as she felt it fill her. "Ohh my god that feels wonderful!" Awkwardly at first, William reached up and held Janet by her hips as she began to ride "his" cock. Reveling in the pleasure and delight in taking William so far, Janet came on the first thrust. She held nothing back as she wanted to show her lover just how good he could make her feel. Janet was normally very sensitive of William's masculine ego, allowing him to take the dominant role when they made love. But realizing she had gotten him to forsake his manhood for her empowered Janet and she took charge. She rode her lover hard and took advantage of his larger size to enjoy new positions that they had not been able to do in the past. William fucked Janet from behind doggie style, he lay behind her and finally Janet lay on her back on the bed and William stood next to the bed and fucked her from that position. At each stage, Janet praised her lover and urged him to continue harder and deeper. Before long, William had almost forgotten that the cock bringing Janet so much pleasure was not his own. The feeling of love and contentment filled him as he brought so much pleasure to this fantastic woman. Beyond Janet's wildest hopes, William was more interested in giving Janet everything and anything she wanted than in his own pleasure. With the only limitation being his own physical stamina and not his erection, William gave Janet everything she desired and more. It was Janet who finally slowed things down. From her position lying on her back, she reached up and took William by the arms and pulled him down on top of her. She rolled him over on his back and smothered him with kisses. "Oh William! You are incredible!" William smiled a very contented smile. It was apparent to Janet that his lack of participation did not interfere with his passion and delight. Janet rolled off of William and lay next to him, holding him tightly. She rested her head on his chest as the two of them both relaxed and digested the very unusual but incredibly satisfying intimacy. This was nothing new for Janet; she had often utilized the strap on both giving and receiving when making love to her women lovers, but never with a man. There had certainly been times when male lovers were not up to the task to satisfy her, but she could never have gotten any of those men to accept what William had done. As Janet lay next to William, feeling his smooth skin and lovely scent, her thoughts immediately wandered to the next step. As she lay there radiating the lust and passion of this incredible evening, Janet was already thinking of what was to come. Now that she had William wearing the strap-on, next was her wearing it and fucking him with it. Her body shook at the thought. "All in good time, my darling William. All in good time." Janet sighed as she drifted off to sleep. Janet woke up during the night and once more straddled her lover and pleasured herself. William was not at all distressed by Janet's desires, but rather relieved that he no longer would have to deny Janet at any time. It was a huge weight off of his shoulders. Rather than wake Janet, William slept with the harness and cock still attached. Janet was satiated and exhausted by her latest adventure with William and fell into a deep sleep after her second taste of her lover's new "talent". William wanted to please her and as Janet had hoped, he was willing to do just about anything. She would soon find out just how willing he would be. When Janet woke up in the morning and saw the harness and cock still in place on her lover, she became determined that it was time for her to wear the harness and give him the same pleasure that she had just enjoyed. Janet knew the time had come to fuck William. Her plan would have to wait because her lover was off to Boulder for some education conference for a week. William had asked Janet to come along, but she had things to attend to in Seattle that required her presence. She was going to make the most of her time away from William. In the few days that William had been away at the conference, Janet had spent a great deal of time reading and studying anal sex for men. She learned how to prepare him knowing that he had not been penetrated before. "Always more enjoyable to fuck a virgin." Janet smiled to herself. She even visited with a friend that she met at the Gallery. Mat was a very talented artist but he was also a very good lover - but unfortunately for Janet - only of men. Mat was more than happy to share some tips with Janet that would best prepare her for taking William when he got home. The conversation fed Janet's lust and had she not done something to relieve some of her anxiety, she was bound to rape William when he got back. Janet picked William up at the airport and brought him right to her house. She had no trouble getting William out of his clothes and into the bathtub with her. When Janet finished the now routine act of shaving William's body, it wasn't hard to convince him to allow her to shave his ass. As usual Janet left nothing to chance taking every opportunity to massage and tease the ultra-sensitive skin around William's ass as she shaved him. Mat was so right when he shared this male weakness with Janet. William gladly maneuvered himself in the tub so that his ass was exposed to Janet. She stroked his ass and went about her task with nothing but complete cooperation and soft moans of encouragement from William. Janet took her time shaving William, taking every opportunity to slip a finger or two into him. Janet knew she had to make sure his muscles were stretched and relaxed. Without sufficient stretching, her first penetration of William would bring about so much pain that it might prevent her from going further with him. She smiled as his back arched in delight as each finger slid inside him. She knew William well enough to realize that being fucked was something he wanted badly, but it was one of those things that came with a lot of baggage. She needed to be careful with him to make sure to avoid any of the emotional roadblocks that might prevent her from enjoying fucking him at her leisure. She pulled his cheeks apart and ran her nail from top to bottom, softly scraping his skin. She paused and made small gentle circles around his puckered opening with her nails and smiled as William responded to her with growing excitement. "William already has a clit, maybe my sweet William really does have a cunt?" Janet smiled to herself. With William still in a euphoric haze from Janet's attention, he was ready to be taken. Janet figured to take him quickly and leave the seduction and tease for another time. She wanted to get her cock inside him and have him begin getting used to it before he had time to think about it and resist. This was an important expression of Janet's passion and she had no intention of denying herself anything. Janet brought William back into the bedroom and laid him on his back on her bed. She normally preferred fucking her lovers doggie-style, but she wanted to look into William's soft brown eyes as her cock pressed into him for the first time. Janet moved quickly for fear of losing the mood. With William's attention elsewhere, she slipped the harness on and slid her cock in place. She had bought this particular cock just for this occasion. It was somewhat longer and narrower than her others. The length would be more forgiving in terms of positions and the narrow gauge would minimize his pain without diminishing the significance of the act. William's eyes were closed as his head rocked slowly from side to side as he still reveled from Janet's attention in the bath. Janet would have her way with him, just as she planned. Janet walked over to William and coaxed him to get into position. She took hold of his ankles, and then enlisted William's support to get him into position. "Come on honey. Help me here. Move down the bed so your legs are off the edge. Yes, that's it." William lifted himself on his elbows and slid down the bed until his legs dangled off the side. He raised his ass off the bed so Janet could slip the pillow under his waist exposing him even more. With William in place, Janet walked to her dresser to retrieve a small bottle with a pump applicator and squeezed a few drops of white fluid into her left hand. Still holding the bottle in her right hand, she took hold of her cock and began stroking it, giving the solid silicone a shiny appearance. Her heart was racing as she approached her lover holding her cock. She moved up to the side of the bed where her cock was below William's field of vision. She placed the bottle down and ran her hands up William's chest; her perfectly manicured nails leaving small red traces as they crossed his tender and hairless skin. "Darling, I need you tonight. I need you to concentrate and help me." William's eyes opened and focused on Janet standing between his legs. Before he had a chance to speak, Janet once more found that very sensitive and wonderful spot surrounding his anal opening. His response to her touch was rapture. Janet wanted to ram her cock into him right then and there, but she knew that she needed to be patient, especially with a virgin. "Oh Janet, that feels so good!" "I can see that it does, my darling." "Oh, please don't stop." "I don't plan to." Janet knew exactly where she was. Everyone had barriers and she had found that the more aroused a person became, the easier those barriers were to breach. This was particularly useful with the women she seduced. The rich powerful women who worked so hard to be the perfect trophy wives or the successful executives built these impenetrable walls around them. Janet would entice and excite them to the point where they would be almost begging her to make love to them. It was a very fulfilling experience to seduce and make love to a woman who never dreamed of being with another woman; the ones who fought so hard saying no when their bodies screamed yes. The passion and lust that was unleashed when they let go of their inhibitions was more than worth the effort and pursuit. William was such a case. Janet had been right about his dressing and she had been right about his acceptance of his emasculation when she got him to wear and use her strap-on. And she knew she was right about this as well, but this was the act that brought with it the greatest risks as well as rewards. Janet kept rubbing William's "cunt" as she lifted his left leg on her right shoulder and then his right leg on her left shoulder. William offered no resistance to this very exposed position, in fact he held his legs up long enough for Janet to get comfortable. He wouldn't dare do anything that might suggest to Janet that she stop. Janet knew this and exploited it. William didn't even notice when Janet began spreading the lotion around his opening and inside, he was totally consumed by the sensations, just as Janet hoped he would be. Giving him a few minutes for the lotion to warm to his body temperature, she added some more. She wanted to take every precaution to minimize William's anxiety and pain. Janet moved into position. William was zoned out and exactly where she needed him to be. Janet took the cock in her right hand and maneuvered it in place and pressed it against William's very vulnerable and well- prepared opening. William's legs stayed in position as Janet slowly increased the pressure, pressing the cock against William's well-prepared "cunt". The moment would come soon enough, and Janet continued all the time knowing that William would soon become aware of what was happening when the searing pain woke him out of his sexual daze. "Feeling good, darling? Do you like the way I touch you?" "Ohh, yes, Janet. Yes." Janet was patient and loving. She kept William in a sexual daze stroking his smooth chest and tweaking his hardening nipples, all the time pressing her cock harder and harder against his ass. "OOWWWWWWWWWWWWWWWWW!!!!!!!!!!!!!!!!!!!!!!!!!!!" Janet was expecting this. Mat had warned her that it was a natural reaction for the muscle surrounding - or protecting - the anal opening to constrict when attempting to open it from the outside. It was kind of a gag reflex. The only way to overcome this was to get William to relax and not fear the implications of relaxing the muscle. It was imperative he do this otherwise this would be an unpleasant and painful experience he would not wish to repeat as opposed to something he loved and craved and became addicted to - which was Janet's obvious choice. "Shhhh, baby. Just relax. Relax, my darling." "What are you doing Janet?" "I'm giving you what you want my darling. I'm giving you the chance to feel those same wonderful sensations and pleasures that you gave me the other night." "Owwwwwwww!!!!!!" "You want it, don't you darling?" "I don't know. It hurts. It really hurts." "Darling, you have to let go. You have to relax. Once I am inside you, the pleasure will be beyond your wildest dreams." "Janet, it really hurts." Janet is undaunted. Her manipulation continues, she pulled the cock away and began rubbing it against William. "But this feels good doesn't it?" Janet smiled as she saw the positive effect the special massage was having on her lover. "Doesn't this feel good, darling?" "Oh yes, Janet. It does. It feels so good." "Well if you relax and let me inside you, it will only make you feel even better. Will you try? Will you try for me, darling?" "Yes, of course I will Janet. I will do anything for you." "I was hoping you would say that. Now lie back and relax, darling." Janet guided William back down on the bed and holding the cock in her left hand, once more pressed it against William's opening. This time she pushed harder and did not relent. She could see that William was trying hard not to fight the insertion. Janet held a cheek in each hand, pressed her thumbs at either side of William's "cunt" and pushed them apart hoping to engage William to relax and allow her to stretch him open to accommodate her cock. Once she got the head into him, she knew the rest would slide in easily. Her nails dug into William as she became more determined to fuck her lover. "Come on baby. I can feel you letting go. Yes, that's it. Just relax darling." Suddenly, the head of the cock passed into William and at that instant, William was no longer a man, he was at once a woman, Janet's woman. Janet's responses from this point were completely instinctive. She pushed her cock all the way in and pressed herself against the base of the cock until she came. She looked down at William with a look of amazement as the flood of emotions and lust consumed her. "Ahhhhhhh...owwwww...ahhhhhh." She again put her thumbs on either side of William's cunt and her long nails dug into his soft skin opening him up to her. She commenced long slow strokes in and out hoping to get William's used to the violation and soon to lust for it. The pattern of his breathing and the distant look in his eyes told Janet that this is exactly what was happening. Seeing that William had slid deeply into lust, she no longer needed the reinforcement of seeing his face and sought a position that would facilitate the deeper penetration into his no longer virgin "cunt". "Baby, are you OK?" "Ahhhhhh, ahhhhhh." "I'll take that as a big yes. Darling, I need you to roll over for me. I want you on your stomach. Can you do that for me baby?" "Ahhhhhhh." Much to William's dismay and to Janet's shrieking delight, she pulled her cock from him as he moved around. He was so deeply into a funk that any movement came with some difficulty, but soon he was on his stomach once again with his legs dangling over the edge of the bed. Janet pulled her lover's cheeks apart and smiled as her cock slid back into him without any hesitation. The highest of William's defensive walls had been breached. Now being in a better position, Janet proceeded to fuck William, to reinforce and build on what she had begun. Starting slowly at first to make sure his muscles would not tear, she picked up the pace as her wetness began to trace a line down the inside of William's legs. Janet was no stranger to this unique expression of lust, but there was something so different, so much more powerful about doing this with William. What other discoveries lay in store for her with this man? After she had allowed herself ample opportunities to satiate her lust, Janet slowed her pace until she simply held her cock inside William and collapsed onto his back. As Janet composed herself, she pondered what had just transpired. Were there no limits to the pleasure she could derive from this wonderful man? As good as it felt for Janet, she had to force herself to slow down her pace and stop before too long. As she had learned from Mat, there were dangers associated with anal sex and even though it was obvious that they were both enjoying this, Janet knew she could not go too long. She was comforted by the reality that this was only the first of what would become a very commonplace event in their relationship. Janet adored the act of fucking her lovers. It was such a rush emotionally and sexually. And here she was with William, her no longer virgin "girlfriend". After fucking William for the first time, Janet could not get enough of it. But like she had with her other wishes and desires she tempered her lust with an eye on the future. If she were to unleash herself on William completely, she could break him physically or emotionally, or both. But once more, she had read him very well. After that first time, William made it clear to Janet - if not by words, by actions - that he loved being fucked by her. Janet coached him, trained him so soon he was able to take the cock without any pain at all. Once accustomed to his "training cock, Janet stepped up her training by introducing larger cocks. It was merely a matter of patience. William was clearly determined to please Janet in any way possible. And with new cocks larger and so much more lifelike, Janet pushed William's limits even further. Blinding him once more with passion, Janet got William to take her cock in his mouth. She taught her lovely apprentice the art of being a cocksucker. And much like his addiction to being fucked, William soon became very comfortable with the notion of having his mouth filled with Janet's cock. The thought came to Janet when she chose to use a new, more lifelike cock to fuck William one afternoon. As she exited her dressing room and approached him, she adored the look of passion filling his face as he stared at the cock bobbing from her tightly fitted harness. The image of William waiting and wanting inspired her. William lay on his back on the bed watching Janet as she climbed up to join him. Rather than curl up next to him as she normally did in advance of fucking him, Janet instead straddled him at his waist and moved up his body until the cock stood just a few inches from William's mouth. Janet addressed his look of confusion. "Don't just look at it, darling. Kiss it." "Kiss it? "Yes, sweetheart. Kiss it. Just give it a little peck on the tip." Janet thought it best to start him slowly rather than to just push the cock down his throat. But even with the innocent beginnings, William was still reluctant. Not that he wished in any way to deny or annoy Janet, this was a very significant act. "Janet, I, I've never done anything like this before." Bingo. Tenderly holding his head in her hands, Janet leaned over and placing a gentle kiss on William's forehead, Janet helped guide her lover through this latest wall. "But my dear William, think of all the many things you've never done before that are now so routine and so delightful for you and for me. Isn't that true?" Sheepishly looking up at Janet, William began to acquiesce. "I understand, Janet. But I may need a little help." Smiling the smile of success, Janet encouraged her lover. "Of course I will help William. Now start with a little peck at the tip." With a gentle nod of acceptance, William leaned forward and placed a soft kiss on the very tip of the cock. Janet took the cock in her hand and pressed it a bit more firmly against William's lips as he leaned forward once more to kiss it. "Come on Honey. Kiss it like you kiss me. You know very well that this cock is a part of me." William held his position as his lips locked on the tip. "William, don't be such a prude. Perhaps if you pondered where this cock will go in a few minutes if you are good enough to it with your mouth, you might not be so hesitant." Sensing his anxiety, Janet sensed that a little incentive would motivate William. He had become so enamored with Janet fucking him that this was indeed a very powerful inducement. When Janet saw his tongue slip out of his mouth, she seized the opportunity and William suddenly found his mouth full of Janet's cock. With one hand holding the cock and the other tenderly stroking William's head, Janet guided him further. "Easy darling. Don't gag on it. I know that is the natural reaction. Breathe through your nose. Yes, that's it. You're doing wonderfully, darling." Janet did her best to keep her delight in check as she began to pump her cock into William's mouth. "Are you OK, darling?" A mumbling nod from William urged Janet to continue. "Wonderful! Now baby, tighten your lips around it and suck on it like a big popsicle." The unmistakable slurping noises confirmed to Janet that William was learning quickly. And with his acceptance, Janet's passion quickly built. "Oh, yes my darling! That's it. Suck my cock!" With one hand behind his head and the other holding the cock, Janet began to fuck William's mouth. His gagging subsided as he became accustomed to the sensation of having his mouth filled with the cock and Janet's expert pumping motion. "Oh yes, my darling. You're doing so well. Yes, that's it. Cover it with your saliva. Saliva makes an excellent lubricant as you will soon find out." And Janet kept her promise to William. After giving him ample time for his initial lesson in cocksucking, Janet gave him the fucking she promised and he craved. With haste and dexterity, Janet pulled her cock from William's mouth, spun him over onto his stomach and in one swift motion pushed her cock into him - the cock that scant moments before had been filling his mouth. William's acceptance of yet another significant step in his transformation left Janet gasping and seeking relief; relief that came very quickly as her cock plunged into him. Her release was massive, being driven by images of William's mouth filled with her cock. But this was still not enough for this insatiable and beautiful woman. After pleasing herself fucking William, she withdrew from him and once more guided him on to his back. While he lay there watching, Janet slid the harness and cock down her legs and onto the floor. With the look of a hungry lioness consuming her face, Janet turned her attention back to William as she straddled his body. In one swift motion, she lunged forward and planted her cunt firmly over his face. She reached down and grabbled William's hair and pulled his head up roughly against her. She screamed in ecstasy as William's tongue slid deeply inside her. Her body became hypersensitive to any touch as William made love to her with his very talented tongue. Janet was beside herself with delight. It was as though William had been delivered to her for the sole purpose of fulfilling her every want and need - without any regard to gender. William was perfect! - almost. There was always more that Janet wanted. She was never completely satisfied. It scared her to ponder the thought of what exactly would satisfy her? But those thoughts were for another time, she was enjoying herself far too much to labor her mind with such concerns. With this new and very powerful dimension added to their love life, Janet's next step for William was to get him more comfortable with his female persona. Janet began occasionally referring to him as "her girl" and calling him "Willie" instead of "William". But these were just small steps. The next challenge was to get Willie to go out in public dressed and then for it to become just another routine part of his life. She had discovered that getting the crossdresser to go out in public was a huge obstacle. But Janet knew this was something William had to do to continue to satisfy her growing desire. Janet also realized the complete fear and panic associated with taking such a step. Once more, Janet exploited Willie's weaknesses. She knew that going public en-femme was a huge step and that many never went that far. Realizing this, Janet started slowly with Willie first taking him on a couple of late night runs to the 24-hour supermarket. She took the precaution of traveling to stores in Ballard and Green Lake to keep Willie's obvious anxiety to a minimum. For the first adventure, Janet felt the best time to begin was late at night, after a very pleasant and erotic evening at home. "Willie darling, I'm just famished. I have the biggest urge for some double chocolate Haagen Daz." Janet specifically asked for something she knew was not in the fridge. She had thrown out two pints of ice cream "accidentally" earlier that day. "I'll go check the fridge." "Thank you, Willie." Janet smiled as she listened to Willie go through the freezer in a futile attempt to find the desired ice cream. He returned in a few minutes. "I'm sorry Janet, I couldn't find any in the freezer." Janet produced her best pout and set up her lovely Willie. "Oh, I suppose I'll do without it. I should have thought to have Sylvia pick it up when she went shopping." Willie took the bait just like he always had. "Don't be silly Janet, I'll run to the store and get it for you." Perfect. "You are such a doll, Willie. Thank you." "I'll just slip out of these things and..." "Why?" Willie was quickly back on his heels - literally and figuratively. "But... you mean?" "Yes, of course that is what I mean Willie. Why do you need to change?" "Janet, I can't go out like this." "Of course you can, my darling." Sensing Willie's apprehension, Janet got up from the bed and went to Willie and held him. "You are quite lovely. Your only concern will be to avoid the lecherous stares." Willie was hesitating. He was trying desperately and uselessly to rationalize what was happening. "You can't be serious Janet. I can go out like this. I'd get arrested for indecent exposure." A soft kiss on the cheek to encouraged her lover. "Of course not, darling. Put on one of my coats. Let me get you my camel hair coat. All anyone will see are your gorgeous legs and pretty shoes. Turn around, my dear." Without delay, Willie spun and Janet smiled as she helped him into her long coat. Once she reached around him and buttoned the coat closed and tied the belt, everything was concealed except for Willie's calves and stilettos. But even covered as he was, Janet could feel his anxiety building. To make sure he wouldn't back down, Janet quickly improvised. "You look so pretty that I do not trust you going out alone, my darling. You might get snatched up. Give me just a minute to find another coat and we'll go together. OK?" Willie's relief was palpable. Janet was very wise to accompany him and keep his anxiety to a minimum. This was only the first step in getting Willie to go public and she wanted to make certain it went smoothly with no undo panic on his part. She took Willie's hand and walked out of the bedroom and down the stairs. She retrieved a Burberry coat from the hall closet and put it on. "Come on you slow poke. I want my Haagen Daz!" "I'm coming Janet. I'm coming" As Janet drove along Queen Anne Avenue, she could hear Willie sigh in relief when she drove past the Metropolitan Market and Safeway. Janet continued north on onto the Aurora Highway. She pulled off at Green Lake and into the lot at the local Albertsons. "I knew you might be a little anxious about going into a store near the house, my love. This should make you a little more comfortable." "Thank you, Janet. I think my heart rate has dropped below 150 since you crossed the Ship Canal Bridge." "I could tell. I want you to be comfortable and relaxed with who you are. I love you the way you are and I want you to as well." Janet brought the car to a stop and looked over at Willie deeply into his soft brown eyes. "Get used to this my darling. This is not just a late night lark. You will get used to going out in public as Willie. This is only the beginning. I know you don't want to let me down." "No, of course not, Janet. Please just be patient with me. I will do my best." Janet leaned over and kissed Willie softly on the cheek. "I know you will, my darling Willie. I know you will." The two "women" headed into the market. Willie handled it well, pulling it off without a hitch. Janet was almost in awe of Willie as she admired how he negotiated the linoleum aisles in the supermarket in his stilettos. It worked wonders for him. Janet could feel his confidence building with every aisle they traveled. After taking her time walking through the store, Janet felt she had accomplished what she came for. Almost as an afterthought, she had Willie retrieve the ice cream. As they walked across the parking lot to the car, Janet was thrilled not to hear a single missed step by Willie in his high heels. Janet was very pleased that her training and coaxing of this lovely man was progressing so well. When they returned home, they were both so sexually charged from their latest adventure that the ice cream sat unopened on the counter while Janet brought Willie into the den, sat back in a chair and pushed his head and very eager tongue between her legs. Janet was overwhelmed with the energy and excitement that her lover expressed to her as a result of his exposure and it encouraged her to move more quickly to get Willie accustomed to being her woman at home and in public. Their initial late-night foray to the supermarket was quickly expanded to include a visit to the Woodland Park Zoo, Pike's Market, a few more supermarkets, the Seattle library and University Mall. With the extended time walking in high heels, it became unusual and maybe even uncomfortable for Willie to revert to masculine footwear. Even the long afternoon at the zoo was handled well. Janet was amazed. Even her feet hurt after that adventure. A sunset round-trip ferry ride was an extraordinary evening. It was trying for Willie to negotiate the rolling deck of the ferry in his stilettos, but more so for Janet who was simply overcome with passion and lust for Willie in such a romantic setting. On the return leg from Winslow, with the city skyline lit in the distance to the east, Janet could not help herself. As they walked around the top level of the ferry, only one or two other people beside themselves dared brave the chilly wind. As their heels clicked on the steel deck, Janet held Willie tightly. Looking around and seeing no one in view, Janet pushed Willie up against the bulkhead and kissed him powerfully. Willie responded in kind and for most of their return voyage to Seattle, they were locked in an incredible passionate embrace. The wind whistled through their hair and chilled whatever skin was exposed. They had to scurry down the stairs to get off the boat. They were both silent on the short cab ride home in anxious anticipation of continuing to enjoy the heat of passion that had been lit so powerfully on that cold windswept deck of the ferry. Janet and Willie were very much in love. Janet made a point of rewarding each of Willie's efforts with some very special attention that he was becoming very addicted to. His confidence building, Janet began to send him out on errands alone - although she could not get him to drive for fear of being pulled over. Instead, he would venture out from the house and walk the few blocks to downtown Queen Anne. He was becoming more and more used to the idea of being a woman. Further and further, his male personality was being quietly eliminated. Things were going very well! But Janet still wanted more. Once more, Janet found that it was the unplanned events that provided her the best opportunities to advance her plan. Another opportunity presented itself when Janet and Willie were at the market and the clerk referred to Willie as "Sir". Even at times when Willie was not fully dressed, his overall appearance at this stage was at very least androgynous. At first Willie appeared amused, but it was obvious as they drove home that the conflict was rising within him. Janet needed to reassure him. "Are you alright, Willie? You haven't said a thing since we left the store." "Oh, I'm OK." "No you're not sweetheart, I can tell. It's what that man said, isn't it?" "Well, I just feel confused sometimes. I don't know who I am." "I know who you are darling. You're a wonderful man and I love you." "I don't feel like a man. Hearing that guy call me sir sounded so silly." Janet deferred the conversation until they got home and she could give Willie all her attention. After they put away the groceries, Janet took Willie up to her bedroom and sat down next to him on the sofa opposite her bed. She was prepared for some serious reassurance of her lover given how upset he appeared to be. Softly stroking his cheek, she began, "Darling, are you still upset about what that man said?" "Well, it has made me pretty anxious, yes. I'm sorry. I need to get over this." "No, wait, Willie. You need to get over it yes, but you also need to get past it so it won't bother you if it happens again." "Yes, Janet. I suppose you're right. It just caught me off guard. Sometimes, I feel like I don't know who I am." "Oh really? I seem to recall someone saying that for the first time in their life, they know who they really are. Did anyone you know say that?" She got a smile out of Willie. It was working. "You're right, Janet. You are so right. But sometimes I feel in- between. I feel like I am neither a man nor a woman. Sometimes I don't know who I am." Janet ran her hand over Willie's soft blouse, then slipped it underneath and stroked the lace of his bra. "Are these the kind of pretty and wonderful things that men wear?" "No, of course not, Janet. They are beautiful clothes, and they are definitely not men's clothes." Perfect. Janet could not have planned this any better if she had written the words herself. She chose her words carefully, making sure to be reassuring, loving and patient. The result of her efforts would be well worth it for her and for her sweet Willie. She moved closer to Willie and held him tenderly, whispering in his ear, punctuating her sentences with soft kisses. "Darling, you are who you are. There is no need to be classified as one or the other. How happy were you pretending to yourself and those around you that you were a complete male?" A gentle sigh from Willie was the answer Janet wanted to hear and it emboldened her to continue. "Isn't the fact that you have made me so happy enough proof to you that you don't need a label? That what is important is that you have finally been able to live your life as who you really are and have found someone who loves you so much?" Janet began to punctuate her words sliding her fingers under Willie's bra allowing for soft caresses of his nipple. She smiled to herself when she felt the soft nub grow firm to her touch. Willie turned to Janet, looking almost embarrassed. "I'm sorry Janet. I can never overestimate how fortunate I am to have met you. You are right. This is who I am, label or no label. It is just hard for me to accept at times that this is all real, that it is not a dream " "It is no dream, my darling." Janet squeezed Willie's nipple firmly causing his eyelids to flutter. "And I love you for that, my sweet darling." Janet embraced Willie and their lips met in a passionate kiss. She needed to punctuate her comments in a way that would reassure her very fragile lover. The best way to do that was to seduce him, allow his growing female libido to overpower his doubts and concerns. She knew just how to do that. The kissing increased in passion and soon Janet was slipping off Willie's blouse and slacks. Down to his very pretty lingerie, she continued feeding his own sexual desire and led him over to the bed and onto his stomach. Not so delicately, she pulled off his panties and pulled his cheeks open exposing his most vulnerable spot. It was a wonderful discovery for Janet and a tremendous exposure of Willie. Once uncovered, she exploited it often, particularly at times like this when Willie was suffering from pangs of doubt and indecision. Janet found that nothing overcame such episodes better than a good fucking and that is exactly what she had in mind for her sweet lover - a good fucking. Assaulting Willie's "cunt" with her tongue, she quickly removed any emotional boundaries that Willie might have raised to her. It did not take long. Janet had learned Willie's vulnerabilities so well. It was such an empowering feeling for Janet to realize how easily she could impose her will on Willie. He was the perfect lover. And now, Janet was going to give him yet another chance to prove that to her. After a short time, Janet ceased her oral assault of Willie just long enough to get out of her clothes and into the now-familiar harness and cock. Looking down at Willie and seeing how completely detached he was, she decided to have him enjoy her cock in his mouth before fucking him. She coaxed Willie over onto his back and straddled his chest. She just needed to dangle her cock near his mouth for Willie to get the hint and take it. "Come now, my love. You know what I want. Yes, that's it, take it in your mouth; take all of it. Oh yes, my darling. That is just perfect." Janet loved watching Willie make love to her cock with his mouth. She liked it so much that she could not wait for her own relief. Janet pulled her cock from Willie's mouth and rolled him over onto his stomach and onto all fours. She quickly maneuvered between his legs and after a quick massage and careful application of lubricant, was sliding her cock deeply into him. On this occasion as it had been on many others, it was such a source of relief and delight for her as she came on the first thrust. She grabbed the back of Willie's hair and pulled it for leverage as she rode her cock into and out of him. Just as her lovers would venture into sexual abandon when so erotically charged, Janet let go of her own emotions as her cock pressed against her swollen clit at the end of each thrust. "You are so beautiful, my darling. How I adore making love to you; fucking you!" "Ahhh, Janet. Don't stop." "Oh I don't intend to, my dear. Now tell me who is the sir in this room? Do you see a man in here?" Janet had dropped her guard. She was challenging Willie in a manner that she never would have done under normal circumstances. She had fallen prey to the same weakness that she so often exploited in her lovers. "Tell me, Willie. Do you see a man in here?" "No Janet! There is no man in here. Just two women; two beautiful women!" Willie's voice was choppy as his body was being rocked by Janet's forceful thrusts. "My darling, you are a woman, aren't you? You are not a man, are you? A man does not take a cock like you are taking, do they? Only women can make love as beautifully as we do." "You're right Janet. Only women can make love as wonderfully as this." "Of course I'm right, my darling. You have taken to my cock so well. I love you so much, my darling woman, Willie. You are no longer William, you are Willie, my darling Willie." She said it. Janet had been thinking it for weeks but had avoided actually saying that Willie was a woman, her woman. She knew it and he knew it, but neither of them would dare say the words. Now they were out there. What was Janet going to do now? Final Steps to the Change With almost all the boundaries gone, the couple grew closer and closer. When the lease expired on Willie's apartment, Janet insisted he move in with her. Now Willie was living as a female at all times except those brief times when he had to go to work. Going out in public completely dressed was no longer an obstacle. As Willie's comfort level grew, Janet and Willie became a common sight on the streets, shops and restaurants on Queen Anne hill. But as before, Janet was not satisfied, she still wanted more. What was different now is that she knew what she wanted. She wanted Willie to become a complete female, emotionally and physically. Taking Willie's virginity proved to be a seminal event. Over the next few weeks, their love life continued to grow and expand. As their relationship and bond to one another grew, Willie's masculinity continued to diminish. His feminine traits grew a good bit physically, but much more so emotionally. The most obvious evidence of this was the complete elimination of Willie's penis as an element of their sex life. It had been some time since Janet had even touched Willie's penis. The focus of Willie's libido moved from his penis to areas more associated with women like his breasts, neck and ears and that very vulnerable area surrounding his ass. It delighted Janet no end to see no sense of loss on Willie's part to the elimination of his penis. Any and all penetration of either of them was done by any one of several dildos from Janet's growing collection. But as Willie continued to become more at ease with his feminine persona in and out of their bedroom, Janet pondered what the next step would be. Among Janet's options was beginning Willie on a regimen of estrogen, but seeing how things were progressing so well without them, she felt they were not necessary - especially since she had discovered another way to achieve her goal. Janet redoubled her efforts researching and exploring the ways of SRS - sexual reassignment surgery. But each of them led to the inevitable conclusion of unacceptable risk. While Willie was in excellent health - Janet had even convinced Willie to visit her Ob/Gyn disguised as a checkup for sexually transmitted diseases - the kind of surgery required for a complete sex change was very prolonged and dangerous - even for someone much younger than Willie. Janet continued looking, hoping to find something that would help her achieve this goal. Then she found out about Dr. Thomas Adams of MIT. Reading his article in the New England Journal of Medicine, she learned about his remarkable research into a cure for certain forms of cancer associated with males and at once believed she had found the answer she was looking for. While the potential success rate for this medication was spectacular, so were the after effects. As best as Janet could understand - the New England Journal does not publish articles geared towards the general public - Dr. Adams' medication was very successful in treating and holding off prostate cancer because it made the patient less susceptible to the disease. Dr. Adams had discovered that the way to prevent men from dying as a result of prostate cancer was to make them women! The rationale for the significant after effect is that it is better to be a live woman than a dead man. The problem, however, was that the treatment was irreversible unless the patient wished to expose themselves to the prolonged and painful process of sexual reassignment surgery - the very surgery that Janet knew Willie could not handle, they would be forced to live their lives as women. Even though the gender switch as described by Dr, Adams was not the total transformation Janet had in mind for Willie, she considered that once Willie was biologically female, some modest cosmetic surgery would complete the process and give her the exact result she desired. Janet consulted with a friend at the Mayo Clinic in Minnesota who helped her understand Dr. Adams' work in greater detail. Under the guise of researching possible grant recipients; Janet was able to have this old college friend translate the research for her. Everything Janet heard built the case for moving forward. She would give the drug to Willie and in a remarkable process that took place over a short period of time, his male organs would in effect dissolve and female organs would replace them. Following this process, only a small dose of estrogen and associated medication would be necessary to maintain a completely healthy female metabolism. This was simply too good to be true. There was no misconception that merely by taking this drug Willie would become a gorgeous female, but it did provide the alternate to the reassignment surgery that Janet had found was life-threatening to Willie at his age. Janet would get her woman. Any medical intervention beyond this transformation did not carry with it the significant risk of the previously contemplated SRS. The challenge facing Janet was how to convince Dr. Adams that Willie would be an excellent test subject and then how to give Willie this life-altering drug without his knowledge? The first problem was Dr, Adams. Being a specialist at mergers and acquisitions, Janet went to work on the foundation that financed his research. A few calls to some well-placed colleagues in the medical field gave Janet all the information she needed. It seemed that Dr. Adams' research had been funded by one of the major pharmaceutical companies. Recently, that company had come under the scrutiny of the Food and Drug Administration and had been forced to suspend several of its outside projects, including the work by Dr. Adams. Simply put, he was out of money and his work had been suspended until such time that he was able to secure additional funding. The article in the New England Journal of Medicine that brought his work to Janet's attention was placed there as a desperate effort by Dr. Adams to raise the visibility of his work and hopefully a grant to sustain it. The timing could not have been more perfect for Janet. She pulled up the financials of the Foundation and was able to determine how much capitol was needed to restart the program. Janet was delighted to see that the funds necessary were well within her means and she would even get a much needed tax break from her contribution. An introduction was made to Dr. Adams and an offer letter submitted to him detailing Janet's financial bail out of his program. Janet was intentionally vague about her motivations, feeling that she could be much more persuasive in a face-to-face meeting with the Doctor. When Dr. Adams called Janet the next day, she realized at once that her research and discovery were correct. Not only was the entire program about to be cancelled, but Dr. Adams was on the verge of losing his appointment to the faculty at MIT as well. After Janet put Dr. Adams on his heels with her well-versed recital of the principles of his research, he was more than happy to grant her request for a personal meeting. He even offered to come to Seattle, but Janet preferred to meet him instead at his