0 comments/ 69991 views/ 4 favorites Janice Ch. 02 By: kamalw1 Since John and I were best friends since childhood, I was happy when he invited me to go skiing with him and his mother Janice during Christmas vacation. It was the end of my first semester of college, and yet I could not get the previous encounter between Janice and I out of my mind. I would constantly think of her, and the few times I spoke to her on the phone, she told me that she kept thinking about me too. Occasionally, when John wasn't there with her, we would have phone sex, and her moaning would bring back those memories. The week of Christmas, I went over to John's house with my bags. He and Janice met me at the door. John greeted me in our usual friendly way, and Janice stepped up and hugged me. She was wearing a black t-shirt and sweatpants, and her light-brown hair was pulled back. When she pressed into me, I could feel her nipples poking through her shirt. The thought of her not wearing a bra over those 34D breasts made me smile. She kissed me on my cheek and told me that she was happy to see me. That night, the three of us had dinner and talked about what went on in the months since we last saw each other. Janice sat across the table from me and would raise her foot to slide up and down my leg. Once, when John wasn't paying attention, she winked at me, and that made my cock harden really fast. It was difficult maintaining my composure through the conversation. That night, I slept in my usual place, on the sofa bed. I was having pleasant dreams when a sensation awakened me. Through the haze of waking up, I felt something warm and wet working over my cock. I looked down and could see Janice's silhouette in the dark. Her head was over my crotch and her lips were wrapped around my shaft. I moaned and she looked up. Even through the low light I could tell she was smiling. "Hey there, big guy. I figured you might like this." She then continued sucking my cock. Her lips were warm over my rod as her tongue worked over my head. I ran my fingers through her hair as her mouth worked me over. I felt one of her hands begin to play with my balls. She gently massaged them with her fingers, making me moan a little louder. Her mouth engulfed my dick even more, my head reaching the very back of her mouth. My breathing became faster and faster. She started humming, the vibrations sending shivers through my spine. My heart was pounding in my chest as the pressure built up within me. She gripped my shaft with her other hand and worked it. I let out a long grunt as my hot semen shot out of my cock and into her mouth. She kept her lips around my rod, swallowing all the cum that came out of my head. When I was done, she moved up the bed and kissed me deeply, the taste of my cock on her lips. "What about you?" I asked her. "Don't worry, you can make it up to me later," she whispered into my ear. She then left the den and I heard her footsteps as she went back upstairs. I pulled the sheet back over me and fell into a very relaxed sleep. The next morning, it was time for us to leave. We got our bags and drove to the airport. We talked the whole way there, even though I was distracted by my thoughts of last night. The flight to the resort was not that long, and I tried to think of other things, but with Janice sitting next to me on the plane, the only thing on my mind was the fact that her legs were touching mine. The ski resort was very nice. It was a hotel with a lot of activities. There were pools, hot tubs, skiing, ice-skating, a gym, spa, and lots of other stuff. We each had our own room, with Janice's room in between John's and mine. Shortly after we got there, we walked around the hotel, and John was already looking at some of the women there. I pretended to do the same, but Janice was the one I was really thinking of. On Christmas Eve, there was a knock on my hotel room door. I opened it to see Janice was standing there in a bikini. The left cup was red and the right one was white, and the bottoms had the coloring reversed. "Get your swimming trunks on and knock on my door when you are done," she said to me. She then winked at me as I closed the door and got dressed. My heart was racing as I tried to think of what she had planned. Two minutes later I knocked on her door, and she opened it with a smile. "Okay, let's go," she said as she stepped out and closed the door behind her. Janice put her hand on my arm as she led me through the hotel to the lower floors. She stepped up to a door and pulled a key out of her bikini top. "I reserved a hot tub for us," she said as she unlocked the door. She walked in and I watched her ass jiggle in the bikini as I went in behind her. The room was dimly lit and I could see a bottle of champagne on the side of the hot tub with two glasses. Janice took my hand and led me to the hot tub. I helped her as she stepped down into the hot water and then I followed. The heat of the water caused our skin to turn pink. We walked over to the side of the tub with the champagne and she opened it, pouring each of us a glass. We saluted each other and drank it down. She giggled as she sipped, lightly touching her nose. I smiled at her, amazed at how beautiful she looked. Janice and I sat there in the tub for a long time, drinking the champagne and just talking. When the bottle was empty, she smiled at me, a glint in her eyes. "Do you remember what I said that night back in my house?" "Yeah," I replied, my cock starting to twitch in my trunks. Janice reached behind her and pulled the string at the back of her bikini. It fell off into the water, revealing her tits. The top floated away as she moved closer to me, her floating breasts pressing into my chest. Janice wrapped her arms around my neck and leaned up, her lips touching mine. We engaged in a slow, passionate kiss. Her tongue slid out of her mouth and played with mine. I took my hands and placed them on her ass. Janice moaned as my fingers began rubbing and kneading the flesh of her round cheeks. We held each other closely, our kiss lasting for a while. Janice pulled away from the kiss slowly, a wide smile on her face. She then reached down and pulled the elastic of my trunks down. I lifted my legs and let her slide the shorts off of me. She grabbed my hard rod in her hands and looked into my eyes. I put my hands in between the fabric of her bikini bottoms and her skin and slowly peeled it off and down her thighs. I licked her nipple as my body moved down to take the clothes off her. Janice wrapped her arms around my neck again and then, lifting her legs up, put her legs around my waist. I took the head of my cock and placed it at the entrance to her warm pussy. She slowly slid down my shaft, her lips tightly gripping my hard member. She let out a long sigh as her weight pushed her down the length of my rod. I held onto her ass as she began flexing her legs, making her move up and down. I moved my mouth down and started sucking on her erect nipples. Janice's warm breath came out in short intervals on my neck as she began panting. The heat of the water and the sex made our skin glisten from sweat. My tongue flicked across her nipples while they were in my mouth. Janice's nails dug trails into my back. Her soft ass bounced in my hands as she rode my cock. I could feel how deep in her my cock was. We were both moaning louder and louder. Janice pulled my head up and started kissing me again. Her pussy was hot as it slid over my rod. I felt her ass hit my balls every time she slid down. Our tongues began moving in a mad frenzy in each other's mouths. I had never felt so good before in my life. Janice's moans became louder and more passionate as I fucked her closer to orgasm. The waves in the water were getting faster and deeper from our movement. Our groins were grinding against each other, building up the pressure within us. Janice kept telling me how she wanted me to fill her pussy with my cum. I felt my cock get rock hard. Janice's pussy walls started pulsating, her climax sending waves of pleasure through her body. I could feel the muscles of her cunt grip my member as it spit hot cum into her. My entire body shook as I emptied my semen deep into her pussy. As I came down off my high, something came over me. I heard the words escape my lips before I even realized what I said. "I love you Janice." I looked into her eyes as we began kissing again. We stayed in that position for a while, our nude bodies pressed together in celebration. That was a Christmas I will never forget. Janice Ch. 02 We continued to date and were falling in love with each other. I had begun to come to terms with the physical differences, or rather similarities, that we shared knowing that in short order things would rebalance into normalcy. But the ensuing months would bring some confounding events for both of us, confusion and conflict that defied resolution. Janice and I slipped into a comfortable rhythm of intimacy that was both erotic and satisfying. I accepted early on that she was in a state of transformation and was comfortable with the situation. More correctly, I secretly reveled in the knowledge that living this life was a rare and coveted treat. My so called girlfriend was well endowed and I had explored facets of existence of which most men only fantasize. All outward appearances were that I was dating an attractive woman. When we were in social settings people saw a happy couple, maybe man and wife some day. But appearances can be deceiving, and nothing could have been more diametrically opposed to what people thought we were: a loving heterosexual couple. We did love each other, but that's where their knowledge and supposition ended and our secret life began. Her surgery was scheduled for late September, but it was in late July that things changed. Our intimacy up to that point had consisted primarily of us pleasuring each other with oral love. I admit that initially I was so in love with her that it was only peripherally important to me that she had been born as she was. But as time wore on, even knowing that her transformation was on the horizon, I began to wonder about myself. I loved our intimacy; I loved the feeling of her next to me, and did at times fantasize about when she would be changed and how that would affect us. I had assumed the male role exclusively until late July, and enjoyed our intimate encounters entering her and pleasuring her afterwards. We had planned earlier in the week to clean out the dreaded garage on Saturday, so we got up early for a weekend day and got to work. By 3:00 we had finished our daunting task and agreed to get some iced tea and get cleaned up. Saturdays off for Janice were rare because of her job, so having her home all day was a terrific bonus. We went into the master bath and shared our oversized shower. Naturally, and typically, our thoughts turned to intimate encounters as the hot water cleansed away the day's toil and sweat. We sneaked out of the shower and quickly headed for our bed. In true form for any other couple, we had our "normal" things we did which was simultaneous oral pleasure. I had become more than accustomed to accepting her into my mouth I must admit. And that's exactly the way this Saturday interlude began: lovely, warm and wonderful, side by side and planted firmly and gently opposite. Each motion was returned, two eager and willing souls with smiling eyes and lips curled around each other. Our eye contact over a span of months became an accurate and sensitive method of communication during our intimate encounters. Janice would raise her eyebrows when I did something just right, and would scrunch her brow when I thrust into her a little too hard. I'm sure I returned signals in kind, and she became an increasingly wonderful and attentive lover. But that Saturday afternoon as we snaked our way through a wonderful albeit predictable pace, Janice had something else in mind. Without a word, she withdrew from my mouth and reached to the nightstand for a lubrication tube. She motioned me onto my stomach and, as if we had done this many times before, began to lubricate me. The only problem was that we had never done this before, never talked about it, and I certainly never thought it was going to happen. "Janice. What are you doing?" I laughed through my words. "I don't know, honey, I thought we'd spice things up a bit." "OK." I rolled onto my side. "Baby, I thought that things were going, you know, like you're going to be undergoing some changes pretty soon." "Yeah. I think I will. It's just such a big step that I want to make sure I don't make a mistake. I know we need to talk about it but you have to understand this from my perspective. I was born a man and until recently that's what I was. I just want to make absolutely sure that's not what I am. I want to make sure that the change is right because it's so permanent." "What are you saying…exactly? Are you having second thoughts about the surgery?" "I know I should have told you this sooner, but I have already put the surgery on hold. Honey I need to know that it's right for me." I looked at her and just attempted to digest what was going on. I sat up and put my hands on her shoulders. As I looked her straight in the eye I began to share my thoughts and feelings with her. "Janice, you definitely need to do what's right for you. You know how I feel about you, but you must be going through some very hard emotions right now." "You've been supportive, honey, I just want to make the right choices. I've probably made the wrong ones, or at least some wrong ones, up to this point." "Not wrong, baby doll. Different." She flashed that priceless smile. "Will you do something for me?" she asked. "Let me do this. I need to know more about myself. Will you help me?" I kissed her and submitted myself by lying face down and wiggling my legs wide. My arms were above my head and held tightly to the headboard frame pegs. I could feel my hands shaking as they gripped the cylinders, wondering what was going to happen. I could hear her rustling above me. My heart was beating out of my chest because I couldn't see what she was doing above and behind me. My submissive and vulnerable position totally exposed me to her self indulgent experiment of which I was a willing participant. It wasn't long before she made contact with me. Her girth and warmth surprised me, gently resting at my entrance as I had done to her dozens of times. It was so different being in this position, looking down at the sheet, wondering what was next. It was the uncertainty that was so unsettling actually. If she had laid out in detail what she was going to do to me, it probably would have been no great matter. The fact that I was being driven, my bottom raw and open, new, willing, but hesitant…this was the source of my trepidation and fear. I didn't know if she was going to be gentle or rough, fast or slow. I didn't know if I would be filled with her warm flow or if she would abruptly withdraw and spray the small of my back. It was only now that I finally realized what every woman experiences at some point. Those futile rearward glances to determine the direction gain only glimpses into the mind of the man. Tightening and loosening your muscles, I eventually learned, only delays or accelerates the inevitable release. It was erotic, new, and in its own way deliciously different. Once again, it provided me with a chance to experience a fantasy, an opportunity to walk a path that I likely would never again traverse. With my lover, my love, it was a simple and straightforward choice. As she managed herself inside me I made the requisite look back, replete with smile, as she eased deep into me, my first experience as such. The best word I can use to describe the deep pressure that I initially felt is "interesting". It neither hurt nor was pleasurable. I knew she was inside me, I could see her in the dresser mirror moving into and out of my body, but it was only exciting because of the knowledge of what was happening, not because of the event itself. I caught a glance of her with her hands on my bottom, spreading me wide. In the past few minutes I didn't even notice that she had succeeded in gathering me at the waist, turning me into a perfect triangle with the bed. She was up on one knee to provide her with an optimal penetration angle. I could hear her moaning louder as my body provided her with increasing resistance to her motion. She became increasingly aroused and I easily noticed that her thickness increased substantially. In the past few months I became very good at knowing when she was approaching climax based on the diameter of her penis. I thought to myself, at this point if she were in my mouth, I would be sucking her all the way down and resting with my lips at the base of her shaft, hands massaging her scrotum. But, alas, she was lodged deep into my only other opening. In the mirror I could see her mouth open as she approached her peak. For some reason, ostensibly her pleasure, she decided to withdraw completely and poke her head plus about an inch into me in quick thrusts. After 14 rather painful extractions and insertions (that is an exactly count incidentally) she lodged a bit deeper and I felt her pulse inside. Sensations washed over and inside me as I remained with my body totally exposed, deeply penetrated, and now filled with semen. It was a strange and wonderful experience. She kissed the back of my neck and withdrew from inside me. Immediately I was in mild discomfort, primarily a burning sensation, as my opening returned to its resting position. The nerve endings on my opening were rubbed and stretched raw from her little pre-orgasmic playtime with entering and exiting my body. Despite the rather copious amounts of lubrication she applied, my body had never been used and/or abused in such fashion, so it goes without saying that the remainder of the afternoon and evening were uncomfortable. "Oh, baby, I am so glad we did this" she said. I thought to myself, yeah I guess I've been elated when I've captained my ship over someone's bottom. I thought to myself and replied, "I am, too. I know you needed to do this, baby." Actually, I wasn't all that glad. I was burning and spent and beginning to wonder if I had made the biggest mistake of my life.