Note: This story was dynamically reformatted for online reading convenience. Author: Calypso Title: The Transformation of Evelyn Thomas Part: Chapter 4 Summary: The erotic journey of a young man through transgender transformation to a new female self. Keywords: MF, MMF, TG, cons, reluc, oral, anal, rom, 1st Send me your comments at calypso93<at>gmail<dot>com CHAPTER 4 The Sixth Day I must have been more tired than I'd thought. I awoke with Karen shaking my shoulder. "Wake up sleepy head! Rise and shine! It's 9 already and I'm not going to wait all day!" I just mumbled incoherently and tried to pull the covers over my head. Karen yanked them back down. "Come on, baby sis! You have your debutante tonight, or did you forget making a date with the hunky pilot? We have to go shopping and find you something to wear, and then you need some pointers from big sis on date etiquette!" Karen, for all her maddening morning cheer, was as thoughtful as ever. Breakfast and coffee was again waiting. In a matching red silk dressing gown (no slippers, it was the usual sunny warm San Diego morning... and my painted toenails looked cute under the gown) I sat on the terrace with my sister and mentor, snacked on croissants and melon, and listed while she outlined the day... and more. She had been thinking. "Have you thought about how all this is going to turn out?" she asked. I admitted that I hadn't. "I didn't think so. Do you want to go back to being... well... you're old self?" I paused and thought carefully about it. Did I want to? Could I? I imagined myself cutting my hair, discarding the clothes, going back to my old, self-conscious self. I made up my mind. "No. I can't. I don't know how, but I like who I am... now. I can't give that up." I looked up at her. "But how can I stay this way?" "I have a plan. But I need to make some calls and see how I can make it happen. I needed to know what you wanted to do before I started, though... I admit you answered the way I thought you would, but I had to be sure, first. You are really happy like this, aren't you?" "Yes... it's as if I could stop pretending and just be myself. I can't explain it. It just is." I also felt as if a great weight had been lifted from me with this admission of who the real me was. "Okay," she said. "Basically, the way I see it, we have two things to think about. You don't have to make a decision yet... we'll have enough to do today, getting you ready for your big date." She winked broadly with a lascivious grin, which made me giggle. "Number one is your actual physical gender. Are you going to want to change that? How far will you want to go? The whole nine yards or just hormones and implants? Number two is your identity. This wouldn't be so hard except we have to deal with the Army. But I think I know a way out of that trap, but I have to make some phone calls to be certain. But don't worry about that right now until I find out more." I felt relieved that she had this so well in hand. I was such a scatterbrain! She had been thinking about all this and all I had been doing was thinking about having fun! I said as much to her, sheepishly. She just laughed. "Hey, I talked you into it! It's the least I can do for my favorite sister!" Karen's plan for the day sounded like fun. We were going to go shopping for a "date outfit and maybe some other stuff" and then back here in time for a professional hairstyling and relaxing massage and facial before the big night out. I couldn't wait. After a quick shower and some more practice at fixing my hair and donning some simple makeup I dressed in a relaxed and comfortable "shopping outfit" Karen had laid out for me. The best thing to wear for shopping, she informed me, was something that could easily be taken off and put back on again without messing up hair or makeup. Her recommendation was a dark green wool sleeveless sheath dress. It had a high straight neckline, a hem that came to just above my knees, zipped up in the back, and was comfortable lined with satin. It was fitted, with a stylish tailored look. A simple braided silver necklace and matching bracelet set it off nicely, along with silver button earrings. For shoes she suggested a moderate heel again, this time a 2" heel black calf closed-toe pump with a big fake silver buckle, plus a matching clutch handbag. I liked the look. As Karen went to get dressed I donned a neutral flesh-colored high-waisted cincher that smoothly flowed into an open-bottom girdle with attached garters. Plain nude stockings... and plain stretch satin panties in the same flesh color should hold my bothersome little cock in place, I figured. Then I turned to the bra. Wait! There was the new "breasts" to try on! I had completely forgotten. They were worth every dime. They actually looked, felt, and flowed like real breasts! It was amazing. Nipples and all! They were simple to put on, too. The backs had a tacky surface that was protected when not in use by a removable cover. I used the template that came with them to position them exactly on my chest, where they hung just as if they were real... they felt layered, like a real breast, and the backs even had a layer of what felt like muscular tissue. I was a firm and high-breasted C-cup. Not bad, I thought, as I donned a demi-cup balconette bra that displayed my new figure magnificently... too bad I wasn't wearing a form-fitting dress, I thought as I donned the black sheath and awkwardly zipped myself. Hmmm... save that thought for tonight... The rest of the morning and early afternoon was shopping, with occasional breaks for lattes and a light lunch. I had never realized how much fun shopping could be. We went to two malls and went through the high-fashion anchor stores and the smaller boutiques in between. I tried on dozens of outfits, shoes galore, and all manner of lingerie. We window shopped in jewelry stores and I fantasized about tying some man around my little finger so that he would buy me those beautiful things just to see me smile. I laughed and joked with the female store clerks and flirted with a cute young man at a shoe store just to see him blush. It just after 3 pm when we returned to the hotel with four big shopping bags and two garment bags. My calves ached from walking in the heels, but I was walking naturally in them now, having got used to the heels. After depositing the bags in the room, Karen and I went for girl time. The facial treatment and massage were soothing and relaxing to my aching calves, but invigorating as well. The hairstyling was fun, as I chatted with the stylist about the cute guy I was going out with and she promised to make me look "even more beautiful." She was careful to treat the extensions with a delicate conditioner that would keep them shiny and natural looking, and touched up a few spots as well. I left her a nice tip. With my hair styled in a smooth, shimmering wave left me peeking out from behind a deep red cascade we went up to the room for makeup and dressing. Karen helped as I carefully applied the foundation and then an understated but elegant combination of eyeliner and rouge. I thickened my lashes a bit and decided to apply a deep magenta lipstick. I had gone with a deliberately pale foundation, the rouge highlighted just enough of my cheekbones to keep me from looking washed out and the lips stood out boldly in contrast. I highlighted the effect with a light lip gloss to create a shimmering, pouting effect. Finally I darkened my eyebrows just enough to give some arch to my face and forehead. Karen was impressed. "You're learning, Eve," she said, examining the result. "I couldn't have done better myself. Really, that's excellent!" I felt pleased with the praise. I wondered if Pete would like it too. I really hoped he would. My dress was a safe but sure "little black dress," every girl's favorite. With my fake "cleavage" I couldn't wear plunging necklines, so I had passed up quite a few little outfits that I had dearly liked... I thought about Karen's comments that morning about gender change and I wondered how long it would take to grow real breasts... and I realized that I had come to a decision. If I was going to be a woman, I would have to become a woman. But until then, I would be wearing high necklines. The black dress was made of plush velvet and was lined with satin, except for a flirty triangular slash up the front line of my left leg that was filled with sheer black gauze for a daring glimpse of knee and thigh. The velvet was made with a spandex blend and so hugged my body from neck to waist, where the full skirt flared out. The skirt was knee length; the sleeves were three-quarter length. The neckline was a demure scoop, showing my neck and the edge of my collar bone and not much else. It zipped up in back and ended with a hook at the top. First, though, came the lingerie. I chose with care... like the little ant in the song, I had high hopes. I wasn't sure how I would manage revealing myself for sex, but if there was a way I was determined. Somehow I was going to lose my virginity to this man. I started with a red and black brocade corset that cradled my "breasts" in firm shaping cups and gave my waist enough of a tuck that it created a feminine curve with my hips. It was lace trimmed, closed with "hook and eye" in the front, laced up the back, and had attached garter straps. To these I attached real silk stockings, nude, with alluring retro-styled seams up the back. I spent some time making sure my seams were straight; I wanted Pete's eyes to follow them up to where my skirt hid the soft curve of my ass. I liked the idea of him staring at my legs and ass. Over the garter straps I pulled on red sating stretch panties, trimmed with black lace. To be honest, wearing the panties under the garter straps is a bit more comfortable, but I liked the feeling of slightly naughty freedom I got from wearing them on the outside. Plus, it made going to the ladies room a bit easier... and I was still getting used to the idea of sitting down to pee. When I had donned the dress I didn't look in the mirror... I wanted to get the full effect with the shoes I had picked put especially for this evening. These were red leather pumps, with 3 ½" spike heels and a two tone effect: red shoes with black toes and black spike heels. They were surprisingly comfortable, but the added height was a bit dizzying... I was now just under 6 feet tall! It was a good thing Pete was a big guy. I wondered naughtily if he was big in other ways, too... I finally looked in the mirror. The effect was spectacular. My legs seemed to go on forever and my calves were sleek, firm, and the shapely curve of the muscle was shown perfectly by the shimmering silk and the extension of the heel. I pulled my skirt up and admired my firm, full thighs as well. Perfect. I picked out a small black suede handbag and dropped in some basic items... key, handkerchief, some basic makeup items, and (optimistically, I admit) a small tube of the anal lube. Karen came in as I was admiring myself. "Hey, not bad!" she said. "Turn so I can see the whole effect." I pirouetted slowly. Karen nodded. "You'll knock him dead." I certainly hoped so. "Can I ask you a question?" I asked her. "Of course you can, silly!" "When you go out on dates, do you know in advance if you're going to let the guy fuck you?" Karen considered this for a moment. "Sometimes," she admitted. "Other times it just happens... I'll be having what I think is a nice casual meeting and wham! It'll hit me that I really want him." "How do you act?" I asked. "I mean, do you act differently? How do you get the guy to... well... do what you want him to do to you?" Karen grinned. "You're thinking like a girl now," she said. "The trick is... you act the same. Be flirty but coy. Laugh at his jokes. Toss your hair. Nibble on a straw or suck on your thumb. Bite your lip, make frequent eye contact, or rest your head on his shoulder. `Accidentally' touch his leg with yours or brush his leg with your foot under the table. Touch his hand. Hold his arm when you're walking and squeeze his muscle. Lick your lips. Bite your lower lip. Lick your dessert spoon. The key is to touch him in little ways, or give him visual displays that play on his sex fantasies. He's always thinking about sex... you just have to let him know you're thinking about it too. That's a big turn-on for him. Now, if you really want to be a tease, when you already know you're going to let him fuck you, act a little hard to get and let him tie himself in knots trying to `convince' you." "Oooh," I said, "That sounds really bad... and really fun!" "It is," she said with a grin. We laughed and chatted and had a couple of drinks from the mini-bar in her room while we waited. I was feeling really relaxed when the phone rang. Pete was calling from the lobby. My heart leapt into my throat and I felt a sudden feeling of panic. Did I really want to go through with this? How could I? I blurted that I'd be right down and said an inane "Bye bye," as I hung up. Karen saw my nervousness and gave me a long hug. "It'll be OK," she said. You have your cel phone?" I nodded. "Good. Call me if you need me and I'll come and get you. But I don't think you'll need to. I think you'll have a lot of fun. Now go down there and knock him dead!" I had butterflies in my stomach all the way down the hall. I looked at myself in the mirror in the elevator on the way to the lobby. I looked good. And nervous. I felt dizzy, happy, nervous, scared, anticipatory, and excited all at once. I was still trying to sort out my feelings when the door opened. Pete was standing right there with a big grin on his face. As I stepped out he took both my hands, drew me close and, lightly, kissed me on the lips. It was an amazing feeling, that kiss. It was brief, and soft, and tender. His lips were soft and warm and I felt an almost electric thrill at his touch. My lips opened just slightly to him, then he drew back. I realized I had closed my eyes. He was still grinning. "Wow!" He said, appreciatively. "You look absolutely beautiful!" I gave him a toothy grin in return. He looked pretty hot himself, although I didn't say so. He was wearing a charcoal grey suit with a black mock turtleneck and black loafers. He looked simple, masculine, and sexy as hell. I realized with a start that we were still blocking the elevator door. "Are we having our date here in the lobby or were you planning on taking me somewhere," I asked, mock seriously. He laughed. "It's a surprise," he said, taking my hand and leading me through the lobby to the front doors. "I hope you like surprises!" "I am the original surprise girl," I said coyly, grinning at my own private joke. He was a perfect gentleman, holding the door for me as we exited the lobby, and then rushing ahead to hold the car door and hold my hand as I sat primly on the edge of the passenger seat and rotated my legs into the car. I arranged myself to show my knees but nothing else... I didn't want to seem too slutty. He got in, started the car, and off we went on my first date. We chatted noncommittally as he drove and I laughed at a couple of rather corny jokes. I was thoroughly enjoying the attention, plus the effortlessness of being in the dominant role... I was a bit surprised at that at first, but it made sense. I had what he wanted... and I was in a position to make him work for it as hard as I wanted and even to deny it at my whim. My feminine powerlessness, it seemed, was in inverse proportion to the dominance I could exercise in a date. I felt warm, tingly, nervous, and excited. I tried to seem languid and relaxed. The "big surprise" turned out to be a dark and intimate seafood restaurant back in the Old Town. Old Town is a picturesque drive with a mix of gaudy tourist shops and some charmingly quaint out-of-the way shops and art galleries. Some good restaurants there compete with adjacent tourist chains. Pete, nevertheless, had chosen well. I like seafood and I adored the intimate ambience of the restaurant as soon as I saw it. I let Pete hand me out of the car, and I noticed that he "just happened" to let his hand brush across my lower back as we walked through the parking lot. I guess he took my absence of protest as encouragement because his hand returned as we climbed the steps to the entrance, making a gentle, warm, possessive presence just above the curve of my ass. I liked it. I also liked the way he held my chair for me as I sat. I let him order drinks and an appetizer; I had a vodka gimlet while I nibbled at some deviled crabmeat and toast wedges and feigned unfamiliarity with seafood. I actually batted my eyes at him and asked him to order for me! Pete ate it all up eagerly while I sent him smoldering looks from under my bangs. We sipped our drinks, Pete ordered for me (I got a thrill from hearing him say, "...and the lady will have the poached salmon in the white wine sauce...") and we chatted aimlessly while we waited for out food. Dinner was delicious, in more ways than one. I guess we were both feeling a little bold after the drinks. I'd had my vodka gimlet and then two glasses of wine that Pete suggested and ordered for me with the salmon, while Pete had two whiskey sours and three glasses of wine. Given his larger body he was probably feeling as free and flirty as I was, but he did a good job of hiding it. The mood changed started when I stretched my leg, crossed daintily under the table, out just a bit so that the side of my foot brushed Pete's knee. Pete didn't react outwardly, but his conversation became a bit more relaxed and personal... I sensed he was feeling increasingly comfortable with my "signals." So I decided to raise the ante a bit more. I quietly slipped off my pump and, re-crossing my leg, gently ran the sole of my silk-clad foot up his shin to his knee where I reached out my toes to ever-so-lightly touch the inside of his thigh. That got a visible reaction. Pete jerked and almost choked on his mouthful of baked potato. I smiled at him with my eyes from under my bangs and pretended to look out the window as I lightly ran my toes up his thigh. I felt him shiver lightly. As my gaze moved to the dining room I realized that a teenage boy, about 15 or 16, was sitting with his family and could see the whole thing. He looked mesmerized. I gave him a toothy grin too, and let him watch the show. It didn't take long for Pete to shift stiffly in his chair. "Are you uncomfortable?" I asked coyly. He grinned at me. "You know I am. And it's all your fault." "Did you know that I was such a... bad girl?" "No," he said with a grin, "but I like it! You know... I bet that when you're really bad you're really, really good." The rest of the evening went on like that, with increasing innuendo as our flirtation went on. At one point I got up to go to the ladies room to "powder my nose." Actually, I had to go and shift my own little cock, which had swelled and was threatening to escape from between my legs. I couldn't afford the bulge, so I got up to go and fix myself. Pete was the perfect gentleman, jumping up to hold my chair for me... and then he was even more perfect as he "helped" me up from the chair, taking the opportunity to run his hand down my back until he cupped my ass cheek and squeezed it. I pushed back lightly just to let him know I liked it, and then walked off to the ladies room. I made sure to give him a little hip-swinging as wiggling show as I did. I saw the teenage boy out of the corner of my eye as I did, he looked awe-struck. This was probably the first live sex show he had ever seen. I wondered idly as I walked to the ladies room, my heels clicking on the tile, if he would be jerking off later while fantasizing about me. The thought excited me even more. I had to concentrate on other things (income tax forms, political debates, and shoveling snow) in order to get soft enough to force my little member back into its place. When I got back, I found that Pete, the complete dear that he was, had ordered dessert and coffee for me... turtle cheesecake (caramel and pecan topping) and Irish coffee with whipped cream and a hint of chocolate syrup. Now, I have to point out that while I was increasingly thinking like a woman, there are some things that are specifically chemical between male and female reactions. My chemical changes were still in the future. Today chocolate and caramel cheesecake would make me just about orgasm in my seat. Then, as it is for men it was just sweet, but still quite yummy, dessert food. I made sure I put on a show of simulated pleasure, though; since I was pretty sure he was expecting it. The cheesecake was quite good, I spiced it up for Pete with a show of slowly masticating each tiny bite, with audible "mmmmm..." comments. The coffee was a perfect accompaniment, leaving me just slightly tipsy, but not drowsy. Instead I felt energized and excited... the sort of thrill you get from feeling that you are getting away with something self-indulgent and naughty. I had every intention of doing so. To give Pete a hint of what I had planned, I gave him a finale that really got his attention. I had touched up my deep red lipstick in the ladies room, so when I had finished the cheesecake I slowly, suggestively, and terribly lasciviously licked the fork clean of every tiny morsel, emitting little "mmmm..." sounds and wet slurps as I did. Pete's smile looked like that of a boy who had wandered into a candy store that was giving out free samples. I pretended not to notice. Pete seemed to be in a hurry to leave (ha ha!) so he paid the check and held my chair for me as I got up. I took his arm as we walked out, squeezing his rock hard bicep as I did. I had been planning my next move all through dinner, and had finally decided during my little dessert exhibition. As he held the door for me, I could sense his nervousness in his silent awkwardness. I guessed that he was trying to think of a way to come on to me without scaring me off. Well, he didn't have to worry. I had my next moves all worked out in my pretty little red head. I turned with my back to the car, facing him as if I was going to sit down on the edge of the passenger seat. Instead I caught his arm as he began to turn away, running my hand up his shoulder until it was behind his neck. Then, taking his head in my both my hands I pulled his face to mine. He didn't need any more encouragement. His lips were warm, almost hot, and dry and soft and oh so wonderful. He kissed me gently, tiny nibbling kisses that explored my lips, cheeks, and chin. I tried to get his mouth on mine, but maddeningly and teasingly he kept up with his tiny nibbling exploration of my face. I sighed deeply... and then drew in my breath sharply and raggedly as his lips arrived at my neck and began tiny little sucking nibbles that set of explosions of chills and shudders throughout my body. His hands pressed at my back, pulling me against his wide, firm chest. My "breasts" pressed firmly against him, and I made sure to rise a bit on my toes and then settle back down as they made contact so that their weight would be apparent on his chest muscles. I could feel the heat from his groin as it pressed insistently against me and, as my face and neck surrendered to shuddering electric waves of bliss I became aware from a great distance, like a spectator, of the hard rod-like mass that was grinding at my belly from between his firm hard thighs. I knew what I wanted, and I knew how to get it. I brought my hands down, slowly, caressing his firm hard pectoral muscles, their touch wandering lower and lower, past his belt. He sensed my touch but before he could react I had found his bulging fly and deftly unzipped it. He jerked back. "Wait," he started. "Ssshhh," I whispered, touching his lips with my left index finger as my right hand reached inside his trousers, questing. "I've wanted to do this all evening. You wouldn't want o disappoint me, now, would you?" I asked mockingly, softly, as my fingers found a warm hard rod covered with the softest skin I had ever felt. Gently wrapping my fingers around it, and guarding the head from the sharp zipper teeth, I pulled his cock out into the cool night air. It was long, about 9 inches, and thick, too. It was so warm it was almost hot to the touch. As I freed it and it sprang back to its full extended length, I grabbed the back of his head with my left hand, pulled his face to mine, and kissed him savagely and deeply as I slowly and deliberately rang my right hand fingers savagely up the bottom, ridged side of his shaft. He shuddered and moaned into my mouth as my tongue explored his teeth, my right hand fingers massaged his cock shaft, and my left hand twisted his hair in my fingers. He didn't know what to do, so he just put his hands out to steady himself on the car roof. That was the cue for my next step. Releasing his mouth and his head, but not his cock, I simply sat down, and came face to face with his erect, straining cock. Before he could react I pulled it to me (the rest of his body followed, of course) and popped the head of his cock into my mouth. As I savored the feeling of his cock head in my mouth, I reached around and grabbed his hard tight ass cheeks and pulled him to my face. He sighed deeply as I sucked. I skipped the foreplay and went straight to the blowjob: Pete didn't complain. Slowly, deliberately, I sank forward, taking his shaft deeper and deeper into my mouth. He was very big. I had to open my mouth wide. As the head touched the back of my throat I tensed slightly, but remembered to relax my throat muscles and angle my head forward to straighten out my throat passage in order to take more of him in. I maintained a constant pulsing of suction as I did, sucking and swallowing and sucking and swallowing as I salivated on his cock. His precum tasted like my own semen, but a little saltier. I began to rock forward and back, sliding his shaft in and out of my mouth. I caressed the shaft with my tongue and paused at the end to gently hold his cock head in my teeth while I ran my tongue around it. It was a good thing we had parked in a dark corner of the lot. He moaned softly, almost a sigh, and brought his hands down to hold my head, gently. He began to rock his hips in time with my head, thrusting into my mouth so that I was able to simply hold still and let him set the pace, fucking my mouth slowly at first and then faster. My eyes closed as I savored the moment. He was tousling my hair, gripping the back of my head with his fingers massaging my scalp but I didn't care. All I cared about was the firm 9 inches of a man's cock that I was determined to suck off as if my life depended on it. I kneaded his hard ass cheeks as he fucked my face faster and faster. I was making wet slurping sounds and I had simply relaxed my tongue and concentrated on the pressure of my lips, especially along the sensitive underside of his shaft. Suddenly he tensed and I had just enough time to wonder what it would be like before he gave a shuddering jerk and his first warm jet of semen squirted in my mouth... followed by another... and another... and another... it was smooth and thick and salty. The spurts were long and hard at first, splashing at the back of my throat and flowing around my mouth, and then slow and lingering flows that drained on my tongue, and finally slow dribbles between my lips. I sucked and sucked and swallowed and swallowed until it was all gone, Milking his cock and feeling the warm swallows of thick salty semen all the way down into my greedy little tummy. I grinned to myself around his cock, which was just beginning to shrink in my mouth. Pete had collapsed on the roof of the car, his hands steadying him against the car door frame. I let go of his ass and gently pulled him out of my mouth, licking the last droplet of cum off the head as I did. I reached up and gently scratched his hard abs. "Hey baby... you OK up there?" I asked softly. "Oh, God," he groaned softly. He sank suddenly to his knees in front of me, and then as I turned to pull my legs into the car to make room he turned and sat on the edge of the door opening with his back to me. He bent forward and was breathing hard, his hands on his knees. I reached around him and hugged him around his middle with my right hand while I gently rubbed his back with my left. "Ssshhhh," I said, leaning my cheek against his back and hearing his hard pounding. "It's OK, baby." "Oh, God," he repeated. "That was fucking incredible..." "Well, Thanks!" I said brightly, "A girl likes to be appreciated!" "No, I mean really... that was really incredible. Unbelievable!" "Gee," I said, "I'd think you never had a blowjob before." "Not like that I haven't," he said, his breathing returning to normal. Really? I thought to myself... "Oh, I bet you've said that before," I said, in mock admonishment. "No, really," he repeated. "Honest. That was incredible. It was like you could read my mind. I came so hard I almost passed out. I usually have trouble coming for a blowjob... but not this time. That was absolutely, no kidding, honestly the most amazing blowjob I have ever had." I felt good. Was I really that good? I had enjoyed it myself, to be honest. When Pete was feeling a little more normal he came around to the driver's side and got in while I inspected myself in the vanity mirror. Not too bad... I was a little flushed and my lipstick was mostly gone (probably on his cock) and my hair was messy, but no major stains or anything. I touched up my lipstick and patted my hair back into a semblance of normalcy while Pete got himself straightened up. My own little cock was training in my panties, but I knew it had to end here, tonight at least. A plan was starting to take shape in my mind, but there was no way I was going to take things any further on this first date, not until I either had a better idea of how Pete would react to my "surprise" or I had my feminine hooks deep enough into him that he wouldn't be able to back off. When he suggested going back to his place, as I had expected him to, I gently declined. Pete was disappointed but as he drove up to my hotel I left him with some flattering references to "what a good time I had" and how I hoped he would "call me later." He took the hint, relieved at the suggestion of a second date. As he handed me out of the car in front of the lobby I stood and took his head in my hands and drew his face to mine for a long gentle kiss "goodnight" and, without a word, turned and walked into the hotel. I made sure to give my hips a nice swing and pigeon my toes for the best effect. I felt him watching me all the way through the doors. I liked it. A lot. I didn't notice much all the way to the room. My head was swimming with images and sensations and I could still taste the saltiness of his semen on my tongue. I felt so happy I was almost euphoric. I felt like skipping as I walked to the room. When I opened the door and saw Karen I couldn't help but grin at her expectant expression. Karen had been spending a night in, watching old movies from the sofa in her sitting room. She looked comfortable in sweats and an old t-shirt. She grinned back. "You look like the cat that ate the canary," she said slyly... "or maybe the cat that ate... something else?" She arched her eyebrows questioningly. I sat on the sofa next to her, crossed my legs, and leaned back all the way to face the ceiling. I closed my eyes and smiled. "Mmmmmmmm...." I said, suggestively. Karen sat bolt upright and poked me in the shoulder. "You did it!" she said, mock accusingly. "You did it! You had sex with him!" I turned my head lazily toward her and opened my eyes halfway and grinned at her through my lashes and bangs. "Well," I drawled, "didn't President Clinton say that blowjobs don't count as sex? But I will admit to giving Pete the `full Monica'." Karen dissolved into giggles first, followed by snorting laughs that she tried to choke off. I couldn't help teasing her. I joined her and we held each other and laughed and giggled for some time. I was still full (ha ha!) but we sent down for munchies and Irish coffee and stayed up late laughing and giggling as I told the complete details of my Big Date and Karen told me amazingly funny stories of some of her exploits. I felt warm and happy and satisfied. It had been a day (and a night!) to remember. Day Seven We both slept late the next morning. I had left my clothes in a pile next to the bed and had crawled into the sheets bare naked, with my "beasts" still stuck to my chest. I lay there for a time in the soft morning glow, savoring their feel, their weight, on my chest. It felt right and natural. I realized that I had decided. I would go through with Karen's plan. I would become a woman. In my mind, I felt, I already was one... and the change would just be some minor physical modifications. Isn't it amazing what a week can do? I was also feeling horny. I hadn't come last night, despite my long and drawn out excitement from the extended flirtation and cocksucking. My small cock swelled to its full 6 inches. I rolled over on my tummy, squeezing my "breasts" against the mattress, and reached for the dildo and the lubricant from the drawer of the nightstand. I gently lubricated my anus and the dildo and then placed it at the entrance to my ass and pressed it slowly in. It slid in easily through its well greased ring of muscle, with a soft "pop" sensation as it passed into my rectum. It felt oh so good... I pushed it deeper and deeper, imaging Pete's cock pushing slowly up my ass as he held me down with his firm and smoothly muscled arms. I pushed it in to its full length, and then drew it out and pushed it in again... and again... and again... speeding the thrusts as I did. It didn't hurt, but felt incredibly full and stretched, and the length felt as if it was all the way up into my stomach. I masturbated slowly and luxuriously into the sheets, sodomizing myself gently and deeply with the dildo as I did so. As I came in long lingering shuddering spurts I wondered what it would be like to have that semen shot into my ass. I hoped I would find out soon. But how could I manage such a thing and not drive away a man as flagrantly heterosexual as Pete? I didn't see what I had done or wanted to do as gay, but he might see it differently and understandably so. As I lay in a puddle of my own semen, with fake "breasts" stuck to my chest and a plastic cock stuck up my ass I couldn't, honestly, think of a way to be a woman for the man I wanted. I had enjoyed the blowjob and looked forward to giving more, but I wanted satisfaction, too. I decided I would talk to Karen about it. There had to be a way, I thought determinedly. After a luxurious shower and shampoo set off by orange-scented bath oil and rose-scented conditioner, I donned my silk robe and had breakfast with Karen. We talked about my problem and she told me about her plans. She had been busy the previous day and night. She had said she was going to do some "checking" and she had. She had been calling friends, most of whom seemed to be part of this network of guys she had screwed at some point in her early career. That they all seemed more than happy to help her out told me that Karen was apparently a) a hell of a good lay and b) a discrete and loyal lay, since many of these men were married and yet there was no hint of blackmail... just earnest willingness to help out a treasured friend. She had two firm (no pun intended) contacts so far. The first was a doctor who she had met while he was serving in the Army to pay off his medical school loans. Apparently he was now a quite successful plastic surgeon with a lucrative practice in the southern Los Angeles area. He was willing to take me in as a sexual reassignment patient and waive the usual year of psychological counseling on Karen's personal assurance that this was what I really wanted and that I wouldn't change my mind later and try to sue him. Further, he was willing to do it at cost and handle the referrals to the other specialists that would be involved. Karen had made an appointment for me to get started... tomorrow! My sister moves fast. The second was an old (female) friend in the Army personnel system. A former senior non-commissioned officer (she had been a Sergeant Major, if you're familiar with Army ranks), Karen had saved not only her career but also her retirement when Karen had intervened on her behalf in a disciplinary problem. Now a senior civilian employee, she had dug up, at Karen's request, a little-known personnel rule that allowed active duty officers to resign their active status and enter into a personnel pool known as the inactive ready reserve (the IRR) for the purpose of entering the active reserves, which were short officers. Further, Karen went on, her friend had contacts in the other services that would allow me to enter, say, the Navy as the same rank and in the same field (intelligence) based on my prior qualifications. From there I could go back on active duty. This, she explained, would allow me to create a new "paper trail." While there was no legal reason I could not stay in active duty, I would be subject to charges of homosexuality (technically true, to be honest) that would get me thrown out. At the least, attempting to change my sex openly while remaining in the service would require extensive legal battles. It would also, most likely require political and publicity involvement that neither Karen nor I would want. Through "resigning" into the IRR, Karen's friend could arrange to "lose" parts of my record that would then have to be "reconstructed." The new documents would be generated from the genuine legal documents (birth certificate, etc) of my revised female identity. Further, by entering another service I would make it unlikely that I would meet anyone who knew me from my "previous" life as a man, thus avoiding embarrassment. Karen and her friend had thought of everything. I admit I had been worried, but it all came together as Karen explained it. I decided I would do it. There. The die was cast. The next week, to put it mildly, was hectic. There were a thousand and one details to handle for Karen's wedding, since she was putting it on herself. She had arranged for an old commander, now a General, to come out and "give her away," but the arrangements were all on her... and her "kid sister." In addition to that, we had to arrange for Karen's friend in personnel to send us all the forms and document formats that I would have to submit to "resign" into the IRR. And on top of all that I had not one, but three successive appointments with Karen's doctor friend, Dr. Lloyd Snider. It was a whirlwind... Whew! Dr. Snider, despite his slightly geeky sounding name, turned out to be an absolute hunk... tall, solidly muscled, with sandy brown hair and brown eyes and a killer tan that just screamed "golf course." I'd have flirted with him if it wasn't for the fact that Karen and he had been involved... and that he commented several times on his family. I had the impression he was warning Karen off as much as me. Added to that, he treated me politely but slightly impersonally... his bedside manner was OK, but he was always appraising me as a project. I guess that comes with the territory if you're a cosmetic surgeon. After a first day of photos, measurements, X-rays, and tests, we went back for a second day for evaluation.