Shipwrecked 2, Rescued free porn video

1. WAITING TO BE RESCUED! As the boat came towards our island to rescue us, I gathered a few items quickly that I thought I might need. I had no idea what the ship was that we were going to be taken to. I rushed around the shelter and threw some underwear, panties and bras, a few skirts and tops and a couple of pairs of shoes quickly into a bag. I put some makeup into a hand bag and then at the last moment, I grabbed a packet of the contraceptive pills I had been taking for so long and put them into the bag, checked how I looked in the mirror and re-joined Henry on the sea shore and waited for the rescue boat to reach us. Henry looked a little nervous, as I was, waiting for our rescuers to come ashore. After all, it had been just under three years that we had been together on the island, the last nine months as lovers. Hardly a day had gone past that we hadn't made love and I physically ached for Henry if, for some reason, we weren't able to show our love for each other. However, I quickly realised that it wasn't just meeting other people that was making Henry nervous. "Penny, before we are taken aboard the ship, I have to confess to giving you contraceptive pills from the first day that we landed on this island. I just didn't think I could have survived without having a woman with me. I'm sorry," he said sadly. 'What? From the first day? I knew you had been giving hormone pills but not from the very first day? I had no idea that you have been giving them to me all that time. I don't understand why you would do that? Why? How could you try and turn me into a woman without telling me? Having to wear the clothes because mine were all lost was one thing, but to be given hormones too ...." And then I stopped in my tracks! "My clothes weren't lost, were they? You just wanted me to wear women's clothes!" I said accusingly. I felt that he was going to ask me not to tell anyone but we weren't able to discuss the situation anymore as the recue party landed and approached us. I could see that they looked like naval officers. I shyly stayed in the background, but my mind was in a whirl, as Henry welcomed them and thanked them for rescuing us. I looked back at the island and thought, 'maybe it would be nice to stay here', but that wasn't practical at all and at that moment, I wasn't sure if I could trust Henry? Henry introduced me to the officer as Penny and I shyly shook his hand. This was the first time I had been seen by anyone, other than Henry, dressed as a woman and I suddenly felt very self-conscious and shy. The officer held my hand as he helped me board the boat, not portraying if he knew I was a woman or not. I began to question myself, 'was I really a woman?' as we sped back to the ship. 2. DOUBTING MYSELF! We were soon on board and taken to a cabin, offered food and refreshments and asked to wait until we could be checked medically and questioned about how we had come to be stranded on a remote island in the 'middle of nowhere'! A female naval officer sat in our cabin with us. She was very pretty and I felt a pang of jealousy as Henry chatted easily with her. Although we had only just been rescued, my mind had conflicting thoughts, 'how can I compete with natural born women like this officer who just oozes femininity' and 'how am I going to be able to keep Henry?' Even though Henry had done this behind my back, I still felt tremendous feelings for him and hated how he was able to laugh and chat to the pretty female officer. I on the other hand barely spoke. I knew she knew I was a man dressed as a woman and felt incredibly inadequate. I was looking for some reassurance from Henry but he seemed oblivious to my situation until I heard him "and of course, I wouldn't have survived if it hadn't been for Penny. She saved my life and was the most wonderful and beautiful companion." My heart melted when I heard him say that and I smiled over at him. He smiled back momentarily, a little shyly I thought, which was understandable as we weren't alone. His compliment made me feel a lot better and then a nurse came into our cabin and asked if I would accompany her to see the doctor. She was dressed in a traditional nurse's uniform, which I hadn't seen for a few years when I worked in a hospital, prior to our holiday. I thought it was refreshing seeing a nurse in traditional uniform but my biggest thought was of jealousy and inadequacy again. 3. MEDICAL ORDEAL! The nurse knocked on a door and I followed her into the small consulting room where the doctor was sitting. I sighed with relieve when I saw that the doctor was a woman. I sat down and she started asking me a few questions. "What was my name?" I had to tell her that it was officially Peter Diamond but I liked to be called Penny now. "How did you get stranded on the island, miles from anywhere?" and I told her briefly of our holiday with our wives and the terrible storm. She was taking notes as we spoke. "That must have been awful losing your wife" which I nodded to agree, "so, when or why did you start dressing as a woman?" Ah, that question I was dreading! Again I had to tell her the story of Henry rescuing as much clothes and equipment from the yacht as he could, but unfortunately not being able to find any of mine. I hesitated a little, thinking about what Henry had said on the beach about feeding me female hormones from the first day, and was unsure how truthful to be with my answers. I wanted to teach Henry a lesson for being so mean to me but then I saw myself in the mirror and liked how I had become. I enjoyed being a woman. So I answered her, hopefully convincingly, that I had started dressing because of the clothes situation but after discovering I liked wearing them and carrying out traditional female tasks, I started taking female contraceptive pills after chatting with Henry. She raised her eyebrow briefly at this disclosure. I didn't want to get Henry into any trouble but I knew under examination I couldn't hide the effect of the hormones! "When did you start taking hormones and how did you come to have a supply of them. How long did you take them for?" The questions, though politely asked were firm and to the point. I wasn't sure how to answer them correctly without implicating Henry. I know I voluntarily took them but that was over 2 years after first been given them unknowingly. So I just shrugged and said, 'fairly soon after discovering I enjoyed wearing the clothes'. I said I didn't know why there was such a large supply of them. "Do you remember what the contraceptive pill was called Penny?" she asked kindly. I almost blurted out, innocently, before thinking, 'Oh, I have some in my handbag Doctor' and opening my bag, picked them out and handed them to her to examine. "Gosh, these are quite a strong dose Penny. Ok, have you taken one today?" I nodded that I had. The doctor didn't comment or probe anymore but instead said, "that's ok Penny, no more questions for now. Let's get you up on the table so I can give you an examination. If you would just take off your skirt and blouse... you can leave on your bra and panties for now." I shyly unbuttoned my blouse and handed it to the nurse, followed by my skirt. I stood before both the doctor and nurse only in my matching lilac bra and panties. "Hop onto the bed Penny" said the doctor which I did. She then proceeded to take my blood pressure, temperature and pulse and heart rate. She looked into my eyes, ears and throat. Then the words I had been dreading, "Can you take your bra off please Penny?" I reached behind me and unclipped it and gently and slowly pulled the cups away from my breasts and set my bra down beside me. I could sense the shock from the two ladies as they saw me braless for the first time. My breasts were rather prominent by this time, overflowing in my 36B cup bras, which were all I had, as both our wives had been the same size. She measured me, under my breasts first of all and then across the fullest point. Then she said, "you don't mind if I examine you?" holding up her hands. I shook my head and felt her warm hands pressing and squeezing my full breasts. She nodded and shrugged a few times, taking notes as she examined my breasts. She asked me to raise my arms and again she felt my breasts and armpits. "That's ok Penny, Nothing to worry about, you seem to be in fine health though these contraceptive pills are quite strong. I'll get a clearer picture when the blood tests are done. You can put your bra on again if you like." I was relieved and hurriedly put my bra back on. The doctor kindly said with a smile, "You are going to have to get yourself measured for new bras when you get home as I reckon your breasts are too big for the bra you're wearing! You are at least a 'C' cup!" I looked all embarrassed but managed a smile. Then she said, "Ok Penny, the examination all us women hate the most now! Panties off please and just put your feet in these stirrups please. I need to examine you 'down below'. Is that ok?" Again, all I could do was nod in agreement as I slowly slipped my lilac panties off and set them on the bed beside me, exposing my rather tiny 'manhood', a rather pathetic term for what it was. I slowly put my feet into the stirrups, which opened my legs naturally and closed my eyes, in embarrassment and shame, as I felt the doctor touching and squeezing my tiny testicles and penis. I was praying that they wouldn't respond to her touch and of course they didn't. It rarely did at that time, having being on the hormones for so long. The doctor asked, "Penny, do you still get erections?" I shook my head slowly looking down a little embarrassed, 'not really doctor. A little bit but nothing like before.' "What about ejaculating?" Again, I shrugged. 'Well, now and again doctor but not very often and not very much.' "Does that bother you Penny?" she asked. I didn't really know how to answer her this time. 'I haven't really thought about it for a while doctor to be honest. It is just something I have got used to. At first when I noticed it happening, or not happening,' I said light heartedly, 'I was concerned and didn't understand the cause.' I realised my mistake straight away so said, 'of course, then I knew it must be the hormones.' The doctor noted this down. 'One last question, can I assume that you have been having sexual relations with Mr. Henry?" I blushed again and nodded. "I assume you had anal intercourse?" I nodded. " And did he use condoms?" Strangely I had never thought of condoms, but shyly shook my head to indicate that we hadn't used condoms while making love. Just when I thought that things couldn't get much worse, I felt a cool gel being applied to my bottom and a finger being gently eased into me! This was so awful! A tear fell from my closed eyes which the doctor must have seen as she quickly said, "oh, don't worry Penny, this will nearly be over. You aren't the first woman to be embarrassed by having an internal examination and you won't be the last! That is if you do want to be a woman, now that you will have a life back in civilisation?" she said questioningly. I just got the feeling that she didn't believe my story about starting the hormones voluntarily. However, with that, she seemed satisfied with her examination as she withdrew her finger and wiped the excess gel from my bottom before giving me some tissues and telling me I could put my panties back on again. I gave myself a wipe and gladly put my panties back on and sat up. So much had happened in the last 30 minutes that I should have known my trials were not yet over! "Just two more things I need you to do Penny, and then you can go and re-join Mr. James. Just hearing his name made my heart leap and smile, which I think the doctor noticed. I was thinking of Henry when she said, "I need a urine sample and, if possible, a semen sample Penny. Do you think you can do that for me?" 4. HELP NEEDED AND ACCEPTED! The urine sample would be no problem but I wasn't sure if I'd be able to give a semen sample. It had been a few weeks since I had ejaculated, even during sex with Henry. The nurse noticed my concern and cheerfully asked, "Boys or girls?" holding up two magazines of pinups! I just blushed and gave a slight shrug so she held out both to take and in I went to the side room. The urine sample taken care of, I settled into the comfy seat and opened the first magazine with pictures of scantily clad and naked women. I found myself admiring their lingerie and thinking how their breasts looked in comparison to mine. I looked at their vaginas and wondered if I wanted to be like that? This felt so strange as I was convinced I was completely hetero, and indeed married to a beautiful woman, before that fateful holiday. However the pictures in that magazine were definitely not making me tingle between my legs so I dropped it onto the floor and opened the second magazine. The first photo I saw was of a huge man, naked with only a towel around his shoulders, obviously having just finished some sport as he was sweating somewhat. What really caught my eye though was his huge cock, which was poking straight out! I immediately felt a stirring in my panties and I instinctively opened my legs a little and put my hand between my thighs and touched myself gently, rubbing my clit through the silk of my panties. I rubbed myself while looking at his cock, imagining he was with me, what he would do to me! I couldn't understand this. Was I really attracted to men more than to women now? Had the hormones altered my mind as well as my body? I flicked through the magazine, looking at all the hunky guys. I then thought of Henry and felt a bit awful thinking such naughty thoughts looking at these pictures. However, no harm was being done and surely it was ok to look, right girls? Soon my hand was inside my panties, rubbing my clit as I looked at the photos. Although I didn't stiffen too much, the sensations felt really nice and after a while, I felt my body convulse as I climaxed. Luckily, just in time, I remembered I was doing this for a sample, so quickly positioned the wide test tube to collect the specimen, though probably inadequate so little as there was, as required. I refreshed myself down below, replaced my panties and returned to the doctor and nurse, a little flushed but with the samples. The doctor thanked me and said I could return to my cabin. 5. RETURNING TO HENRY! I was happy to leave the doctor's room, but a little part of me felt pride that I had been treated and examined as a woman. Also, the knowledge that the doctor thought I was probably a 'C' cup made me smile! I was still smiling when I returned to the cabin and opened the door and was overjoyed that Henry was there and on his own! I immediately went over to him and he took me in his arms and we hugged lovingly. I broke our hug and gave him a kiss on the lips. Then we spent the next while recounting what had happened. By all accounts his medical wasn't as trying as mine but he said he was questioned very carefully about the circumstances of the shipwreck and the situation regarding me! He asked me what I had told them regarding my becoming a woman. I told him what I had said to the doctor and he sighed with relief and seemed pleased that I had backed up his story. "Good girl," he said hugging me, "You are most beautiful little creature!" and he hugged and kissed me again. I was so pleased on being complimented that I never realised he hadn't said he loved me. It also seems I had forgiven him for giving me female hormones without my knowledge. Henry just looked like a relieved man! After this conversation, we both felt exhausted after the extraordinary day so we lay down together and fell asleep to be wakened by a naval officer, asking us if we would like to have dinner with some of the officers. We were both starving so we readily agreed. We showered quickly. I wore a grey skirt and black blouse over black bra, knickers and hold-up stockings and a pair of 4" heeled court shoes. I made sure my makeup was looking as perfect as I could achieve, plenty of eyeliner and mascara, and ruby red lips! 6. LAST NIGHT ON BOARD ... ONE TO REMEMBER! The dinner was fantastic. There were 8 of us around the table, a mixture of men and women. There wasn't any questioning other than requests for tales of our time on the island. I sat and listened in awe as Henry recounted stories of our everyday life making them sound ever so exciting, wild and romantic! I think the others knew he was slightly embellishing the tales but with the wine flowing during the meal, no one minded. After the meal came to an end, Henry and I wandered back to the cabin after a brief walk on deck to get some fresh air. We were both slightly tipsy but happy that we would be airlifted back to dry land the next day. We got back to our cabin and brushed our teeth. I put on a black 'shortie' nightie and slipped into the single bunk bed beside Henry who was naked. He held me close to him. We kissed tenderly as he caressed me gently, his hand stroking my back under my nightie, my arms around his neck. I eased onto my back, caressing his broad shoulders as his free hand roamed over my body under my nightie. He caressed my tummy, my legs, my thighs, kissing me. My breasts were aching for his touch, my nipples so pointed and sore, so I moaned in ecstasy when he finally put his firm hand on first my right breast, gently squeezing the smooth hot flesh and then the left breast. He continued to fondle my breasts while we kissed, our passion growing. He pulled at my nipples so I almost cried in pain. As we kissed, he manoeuvred himself until he was lying on top of me between my parted legs. I reach down between our bodies and felt for his cock. He was already stiff with anticipation so I merely guided it to my special place. I yelped a little as he pushed against my opening and then moaned as he entered me. We moved slowly together, kissing and caressing. It had been a momentous day for us and this was the perfect ending. I wrapped my legs around Henry's waist as I felt his increasing the speed of his thrusts, taking him deeper into my body. My orgasm was building inside my body when I felt him harden even more, tensing and twitching and then the sudden release for his seed deep inside me as he thrust in and out of my pussy. I climaxed just as he finished emptying his semen in me and was grateful that Henry realised this and kept fucking me gently until my orgasm abated and he softened. We kissed again, as his cock slipped out. I turned onto my side and let him cuddle me as we fell into a deep sleep though I was aware of the dampness forming between my legs. 7. RETURNING HOME! The next morning was a hive of activity as we showered, packed and had breakfast before readying ourselves to be airlifted, by helicopter, to the mainland. The helicopter landed on the ship so thankfully we weren't winched up! After re-fueling, we took off. I was wearing the same outfit I wore the previous night ... the grey skirt and black blouse. As we left the ship behind, my mind turned to the future and what it would hold?! The journey back to the mainland took several hours and it was getting dark when we landed. We were both exhausted and hungry as we left the helicopter and were taken to a nearby hotel. We were shown to our room where we ordered room service. In the meantime I relaxed in a lovely hot bubble bath, something I rarely did as 'Peter' when I was last in my hometown! I only got out, dried and slipped into the complimentary white towel dressing gown to join Henry when I heard that the food had arrived! We ate hungrily in silence and then Henry announced he was taking a shower. I took off my robe and slipped, naked, into the cool crisp white sheets of the large king size bed and .... fell asleep! I didn't even hear or feel Henry get in beside me but woke next morning to discover that Henry was already up and making phone calls! I tried to entice him back into bed for a cuddle but he was a hive of activity calling his old friends and colleagues, making appointments at his old hospital. I just stared blankly. I didn't know what to do? I couldn't just ring up work and say I'm coming back. I was a different person! I was now presenting as a woman! How could I tell my family and friends? Why was life so difficult? At that moment I would have given anything to be back on the island with Henry again! 8. HEARTBREAK! The next couple of weeks were a whirlwind of activity and emotions. I had no family other than my wife's so I tried to meet them to tell them what had happened. Of course I had to go as Penny. They were aghast when they saw me and after a brief meeting when I told them of the storm on our holiday and how Sally had perished, they basically shunned me, and let it be known I wasn't welcome in the family circle as Penny. Henry thought it best if we lived apart to stop the gossiping from society. I agreed and managed to find a small apartment which was reasonably priced. My finances were in a terrible state as the house I lived in with Sally had been rented and I hadn't had any income and only a small amount of savings. Thus we slowly drifted apart. I rang him at first hoping he would ask me out on a date but he always seemed so busy and said he would ring me. Days turned into weeks without hearing from Henry and I, although not giving up totally, realised that maybe he didn't want me. After about a month, I was returning from shopping at a local grocery store when I encountered Henry leaving a posh restaurant with ... a beautiful young brunette woman! I was devastated! He looked a bit shocked when he saw me but the young woman, sensing who I was, just held him closer to her and forcefully smiled at me, as if to say, 'he is mine now!' Henry looked sadly at me but didn't say anything as I walked past them, tears welling up in my eyes. I don't know how I got home but as soon as I closed the door to my apartment behind, I dropped my shopping bags and burst into floods of tears! How could he? I thought he loved me and we would be together once we had sorted ourselves out! I stayed around the apartment for a few days, in a daze, crying my eyes out every time I thought of Henry and how horrid he had been going out with 'that girl'! How could he do this to me after all we had been through? After a few days, I looked at myself in the mirror and said to myself, "if he can get a girl, I surely can get myself a man!" Determined, I decided to go out that weekend and prove that I was still attractive and could get a man! 9. ON THE RE-BOUND! I went shopping next day and bought myself a tiny sequin mini skirt which rested about mid thigh, a camisole top with a plunging neckline and wrap and pair of 4" heeled black sandels. That afternoon, I bathed in a perfumed bubble bath, shaved my legs and, underarms before concentrating on the little triangle of hair above my clit. Satisfied that it looked neat and tidy, I showered and washed and conditioned my long blonde hair. Stepping out of the shower, I patted myself dry and walked naked into my bedroom. I rubbed perfumed body lotion on my smooth skin and sat down to do my make up. I was feeling ever so horny that night thinking about getting a man so I used lots of blusher, lots of eyeliner and mascara and lots of bright red long lasting lipstick! Satisfied with my makeup, I picked out the new black silk bra, panties and suspender belt that I had bought especially for the night. Letting my breasts fall into the cups of my bra still gave me a thrill and tonight was no different. Rather the feelings were enhanced somewhat wondering what was in store for me and whose hands would be exploring my breasts inside my bra! I tucked my clit in between my legs and pulled up the silk thong, slipping the garters from the suspender belt inside the waist band. Next I rolled the sheer black stockings up my smooth legs and clipped them to the suspenders. I stood up and looked at myself in the full length mirror. I pulled my thong up just a little more ensuring the string from my thong was nestled comfortably between my plump creamy buttocks. I was satisfied that my figure looked nice and slim. I stepped into my sequin skirt, pulling it up around my waist and zipping it in place, happy that my stocking tops weren't visible. I may have been going out to get a man but didn't want to be thought of as a tart or too easy! Then I pulled on my camisole and tied my wrap just under my breasts, creating a lovely deep cleavage. I finished the large glass of white wine I had been drinking while getting ready and waited for the taxi to arrive to take me to the club, which I had heard was something of a pick-up joint. As I waited for the taxi, I checked that I had everything I need in my little clutch bag ... purse with money, mobile, keys, powder compact, lipstick and condoms! Well, a girl has to be prepared! The taxi arrived and I sat in the back seat. I knew the driver had his eyes on me more than on the road but I reached the club safely. I paid the taxi driver and made my way to the entrance of the club, my 4" heels click clacking on the pavement announcing my arrival. Both of the doormen looked me up and down and let me in. Now in the club, my confidence left me a little as I looked at all the people dancing and chatting. The club was just a normal club though some gay, lesbian and trans people went to it on occasion so I wouldn't feel too out of place hopefully. It felt strange now having to think of other people perceiving me as a 'tgirl' or 'tranny' and not as ordinary woman, which is how I thought of myself. I thought I looked quite convincing with my slight figure but with largish full breasts and my now long and dyed blonde hair, but realised that natural born didn't have to try to act feminine. They just were and I felt another pang of inadequacy! I was on my own and it was obvious! I bought myself a large glass of wine, followed by another one, to calm my nerves. The music was loud but good and soon I relaxed a little and stopped moving around and managed to find a high stool were I could sit and set down my drink ... my third glass of wine! I was glad to get off my feet as my heels were beginning to hurt a bit, so I crossed my legs, took a sip of wine and viewed everyone having fun. Oh, how I wished I could have come here with Henry. It was a really good club and this was my first time in a club as a woman. I was dreaming a little of Henry when I sensed someone standing beside me. Startled, I looked up a little too quickly and saw a tall rugged man who looked to be in early 40s, several years younger than me as I was approaching my late 40s. 10. PICKED UP! He looked confident and smiled, though it was rather a forced smile I felt. He asked if he could sit down beside me so I smiled and gestured that he could. We introduced ourselves as best we could as the music was loud but I learnt that his name was John and he was in the city for business. We had to lean in close to hear each other and now and again I felt his strong rough hand on my legs as we spoke. He asked me if I wanted another drink. I was beginning to enjoy myself so accepted with a smile. I saw him looking over while waiting at the bar. He looked at least 6' 3" tall, thin and rugged if a bit menacing looking. I took the opportunity to check my makeup in my compact mirror and was happy that my everlasting lipstick was still as fresh as when I applied it. I flicked at my blonde hair before putting my compact back in my clutch bag knowing that I was being watched. John came back with the drinks and I took a long sip of the cold white wine. He took a sip of his drink, which looked like something and coke. I noticed he was wearing a wedding ring, so he was obviously married. I wondered briefly what his wife was like and if she knew that her husband came out to clubs while he was away on business. But I quickly put those thoughts out of my head as I didn't want to put him off so I smiled sweetly at him. We tried chatting but it was difficult with the music being so loud so in the end, he asked me if I would like to dance, standing up and offering me his hand so that I was unable to refuse. I finished my glass of wine and stood up a little wobbly and was led by the hand to the dance floor. I swayed to the music letting myself go, shaking my hips and swinging my arms as we danced. John grabbed my hands and pulled me close to him before twirling me around. This was the first time I had danced with a man, the first time I had danced as a woman! The music slowed and John immediately pulled me close, not giving me the chance to get away from the dance floor. I didn't mind as I was enjoying myself and it felt good to have a man hold me tight. Mind you, his hands were all over me! He had his arms around my waist and was fondling my bottom through my sequin skirt as I wrapped my arms around his neck. I felt quite vulnerable as I guess most women do as his arms were free to roam! He kneaded my bottom with his powerful hands and then I felt him sliding a hand up my skirt! I didn't want to cause a scene so I let him fondle me, his huge hand on my bare bottom as I was wearing a thong. He was nuzzling at my neck while he caressed me and I was powerless to stop him. However, I wasn't sure I wanted to stop him. He took his face away from my neck and looked at me. It was rather a cold look but I could see the longing in his eyes. He bent down to kiss me and I responded! It must have been the wine! Our lips touched, gently at first and then forcefully. My breasts crushed against his hard chest and I could feel how much he wanted me as he pulled me by my bottom against his groin! The slow song ended and he grunted in my ear, "I want you so badly Penny. My car is outside in the car park. Will you come with me?" I was shocked but so turned on and rather tipsy by this stage that I bit my bottom lip as I looked up at him and nodded. He smiled, a cold smile I thought, and took my hand and led me out of the club. My skimpy skirt and top were no comfort against the cold night air so I slipped an arm around John's waist and stayed close to him. He put his arm around my shoulder and we walked like this to his car, a rather nice saloon car. 11. BACK SEAT OF HIS CAR! He unlocked and opened the door to the back seat of his car and motioned for me to get in. This was so new to me and there was no going back now! Here I was meeting a strange man, going back to his car with him. I knew he would want sex with me. I was feeling quite drunk after all the wine but knew what I was doing as I bent down to climb into the back seat of his car. I felt happy that I was able to attract a man and happy that a man wanted me physically! I knew that my skirt had ridden up while getting into the car, exposing my stocking tops and thong but I didn't case. I was horny too and wanted this man! No sooner had I sat on the seat than John was on the seat beside me, He took no time before his hands were once again all over me, pawing at my tits through my camisole. My nipples were stiff, from the touch and also the cold air. He opened my wrap and pulled my camisole up over my breasts exposing my black bra. He motioned for me to take my bra off. I was excited but also a little bit frightened, He seemed to be the kind of man who always got his way with women, so I reached behind my back and unfastened my bra freeing my full tits. Immediately he fondled them before replacing his hand with his mouth, taking my engorged nipple between his lips. That felt nice and then I felt a hand disappearing under my skirt. Although I was shocked at the suddenness, I knew what he wanted but so did I. My skirt had ridden up while sitting on the cold leather upholstery of the car seat and my panties were exposed, so it was easy for me to open my legs. I felt rather trashy as I did but was so turned on and horny as his hand went to my girlie clit and rubbed it through the silk of my thong. It stiffened a little to his touch but was still tiny. I moaned as he nuzzled my neck, "it doesn't get too hard, I'm on hormones, sorry" I whimpered apologetically, but he muttered, "it is perfect Penny" and continued to caress me. My legs were wide open and I was totally exposed as he touched me, his fingers seeking my moist private place. I gasped as his rough finger touched my pussy, easing aside the string of my thong, but was so horny that I began rubbing his manhood through his trousers. He was hard already and I could tell he was big! While John fingered me, I opened his trousers, unzipped them and reached my tiny hand into his pants and grabbed his hard hot cock! It was huge and so hard. I barely was able to wrap my hand around it. He wiggled until his trousers and pants were by his knees as he pushed first, one, then two fingers in and out of my bottom. Thankfully I had lubed my pussy before I left my apartment so his fingers slipped in and out easily. I was moaning as he fingered me but kept on stroking his huge cock. Then he slid off the seat and positioned himself between my legs! I was scared but excited! I had never been with any man other than Henry so this was so new to me. John lifted my ankles in his strong hands and put them over his shoulders and pulled me over to him so my bottom was on the edge of the seat. I was pinned against the leather seat my pussy exposed to his cock. I felt him position his prick against my opening and before I remembered and could squeak, "wait John, I've got condoms," he had pushed his cock deep into me in one swift movement. He barely waited before beginning to thrust into me. I was crushed against the leather seat in the back of his car as he fucked me. He was so strong and fit that he was able to keep pumping in and out of my bottom without pausing. My legs were over his shoulders and in my fairly drunken state, I remembered thinking how pretty my painted toenails looked in my stocking clad feet in my 4" heeled sandals, while being fucked by a man I didn't even know! I could do nothing but take what he was giving me, which was a really good fucking! It was so hot in the car now, the windows steamed up. I just hoped no one would come out and see me with my legs in the air on the back seat of a family car with a man on top of me! I couldn't move, other than little movements of my bottom to meet John's thrusts and to use my anal muscles to squeeze him while he was inside me. I could hear him beginning to breather quicker and miraculously, could feel his cock grow even more, inside me so I wasn't surprised when I felt his urgency and he quickened his pace and rammed into my pussy really forcefully, hurting me, as he exploded his hot cum deep inside me! I had an orgasm without ejaculating, but coming down from my orgasm, I felt very cheap at that moment as he withdrew his cock and lifted my ankles off his shoulders. My legs were still splayed apart either side of him and he reached into his pocket and gave me some tissues. "Here, use these! I don't want to get my seat stained!" he ordered. I took the tissues and held them against my swollen pussy as his seed began to flow out. He did up his trousers and sat in the seat beside me, I felt impatiently, waiting for me to get dressed. I put the tissues against my sore bottom and did up my bra then pulled down my camisole top and tied my wrap. I tidied myself up, down below, as best I could in the dark, keeping the tissues in place and held against my pussy by the string of my thong. "I'm surprised you don't carry a tampon Penny" John said coldly, "all the girls like you use tampons or pads after fucking!" I felt really bad now and just wanted to get out of the car. 'Girls like me!' I was upset but didn't want to let him see so I just smiled and said, "I'll have to remember for next time." He looked at his watch and said he had better get going as his wife was expecting him home that night! I couldn't believe what I was hearing. Of course he only used me for sex but it would have been nice to have a bit of comforting afterwards but it was not to be! I found my bag and stepped out of the car into the cold night air again and, immediately without saying 'goodbye', off he sped into the darkness. I was really upset that I decided not to go back into the club. Also, I knew that I smelt of sex as I could begin to feel his semen trickling down my leg. I reached under my skirt and wiped myself before heading out into the town to try and find a taxi to take me home. I was still upset that John had been so cold towards me, but on reflection, didn't I get what I'd been looking for? I wasn't looking for love. I just wanted to prove that I was attractive to men. I was just looking for sex! I just wanted a man for his cock! 12. SINKING! Having realised that, I frequented the club quite regularly letting myself get picked up by men. Sometimes they would take me outside and I would give them a 'blowjob' before returning to the club to dance the night away, and, if I was lucky, I'd get taken home by a man. They never stayed the night though, always getting dressed once they had had their fun! My most depraved night, I had much too much to drink and was picked up by two men who took me to a cheap hotel. The hotel manager obviously thought I was a prostitute but didn't care so long as he was paid for his room. Thankfully one of the men paid and the three of us ascended the creaky stairs. Once in the room, the two men started stripping until they were naked. They were both really well hung and my little clit twitched in my panties thinking of what was to come, or should I say 'cum'! It didn't take long for the two men, I can't remember their names, to undress me and soon I was standing naked in front of them. We all got on the bed together and soon I had a cock in my mouth while I felt a hot tongue licking my pussy hole and a hand stroking my girlie clit, though it only went a little stiff. Through the paper thin walls, I could hear the moans and shrieks of a woman obviously being well fucked and I thought, 'God, I'm just like that!' I didn't like myself at that moment but there was nothing I could do as one man continued to fuck my face with his meaty cock while I felt the other man manoeuvre me onto my hands and knees. Then I felt his cock against my opening before experiencing the familiar feeling of being penetrated. They were both so big that soon I was moaning, panting and screaming just like the woman in the room next door! I could hear their bed creak and sure enough, our bed was creaking too! Suddenly both men came at the same time and I got a mouthful and a pussy full of cum. I had long given up trying to get the men to wear condoms and though I knew it was very risky, I enjoyed the feeling of them cumming inside me. I thought that it was finished but the men told me to just sit up. They then both came round the side of the bed and holding their cocks, pointed them towards my face. I was still feeling horny as I hadn't climaxed and still feeling a bit drunk, so I willingly took their cocks, one in each hand, and turning my head one way, then the next, took them into my mouth in turn until they were hard again. The man who hadn't fucked me lay me on my back with my head over the end of the bed and opening my legs easily pushed his cock into me while I continued to suck his friend! Soon they both came again and without talking, they both got dressed and left leaving me lying on the bed with semen dribbling from my bottom and down my chin. All I could taste and smell was semen. I could hear the couple next door approaching their orgasm, the woman screaming, the man grunting and calling her 'a bitch' and 'a whore'. I again felt so bad. How had it come to this, lying in a strange bed in a seedy hotel after having sex with two men? I was at my lowest ebb but vowed then to tidy up my life and try and make the best of it that I could. I didn't want to stay in the hotel a moment longer so I quickly washed my face and dressed, remembering to put in a tampon to stem the flow of semen until I got home. Then I left the room. The woman next door was leaving her room at just the same time. She looked like a prostitute, but then, I probably did too! "You must have cleaned up with those guys hunni," she said, "Two guys at once! I hope they paid you well!!" and then she linked arms with me and we walked together slowly, in our high heels, down the creaky stairs past the hotel manager. "Goodnight ladies," he sneered, "hope to see you both again soon!" I couldn't get out of the hotel and back to my apartment fast enough and put this part of my life behind me. 13. REDEMPTION! I never went back to the night club as I knew I had a reputation. Instead, I managed to find work as a librarian and through that made some good friends. The other librarians accepted me as a woman and never thought of me as anything other than 'one of the girls', for which was so happy and grateful. I also started going to church and was accepted there too. I slowly but surely left my old seedy life behind. A couple of years passed and life was now good. I had a steady job, some good friends though no boyfriend. There was a man who seemed to like me but I just wasn't looking for a boyfriend. Truth be told, I still thought of Henry and didn't feel that it would be fair to have a relationship with anyone else while I still had feelings for him. 14. REMEMBER HENRY! Imagine my surprise and shock, therefore, when I was contacted by the police, who informed me that Henry was being charged with giving me medication, without my knowledge, during our time together on the island. Apparently the medical people had spent a long time analysing my blood samples and hormone level and realised that my story was just not the truth! They wanted me to give evidence against him. I didn't know what to think! I couldn't give evidence against him. I still loved him! There, I had said it! I really did even though I knew he had done wrong in feminising me. However, I really enjoyed my life as a woman and so had forgiven him. I told the police that I didn't want to give evidence but they said that as Mr. James was pleading 'not guilty', the court would insist that I give evidence. Then they left. After having had a normal life for a couple of years, my life was now in turmoil once again. I was given a solicitor to represent me. Somehow he let it be known to James's solicitor that I didn't want to testify against him but was being forced to against my will. The result of that was that James changed his plea to 'guilty' because, as he told his solicitor, 'he had put me through enough and didn't want me to have to go through the whole experience again and that he wished he hadn't been such a fool.' I was so happy he had done this for me, as I now wouldn't have to go to court. I was intrigued by what he meant, 'wishing he hadn't been such a fool'. Did this mean he wished he hadn't feminised me, or wished he had stayed with me after our rescue? I wanted to think the latter naturally! Of course, I didn't know what would happen to Henry. I hoped he would be treated leniently and it was with a heavy heart that I heard he had been given a two-year jail sentence. 15. VISITING HENRY! I don't know why, but one day I was thinking of Henry and the times we had on the island. This led to me deciding to visit him in prison so I could see how he was and to tell him that I forgave him and actually, to thank him for feminising me as I much preferred my life as a woman than as a man. Of course I missed my wife and thought of her often but my life was as a woman now. I found out the visiting times and drove over to the prison on my next day off work. I was a bit nervous walking in the prison gates. There were a lot of women going in with me, obviously visiting their boyfriends or husbands. How awful must that be! Some were dressed quite sexily, wearing short skirts, high heels and low necklines. I assumed their husbands and boyfriends liked them to dress like this when visiting them but it must have been very frustrating for them! I was dressed much more conservatively in a green pencil skirt and black silk blouse with a modest neckline revealing a hint of my cleavage. I wore 3" heeled court shoes, which were so comfortable and easy to walk in. Underneath, I wore matching white bra, panties and suspender belt with nude stockings. Although, I knew no one would see them, they made me feel so feminine and more confident. I went into the waiting room with all the other women and then we were allowed to go into the meeting room to see 'our men'. Henry knew I was coming to visit him as I had contacted the prison beforehand and I was glad to see him sitting at a table as I walked through the door. He smiled when he saw me which was nice. I waved over to him, returned his smile and within seconds I was in his arms as we hugged and embraced before sitting down at the table. The next hour flew by as I enquired how he was, he asked what I was up to and just general chit chat and a reliving a few reminisces. He was just like the old Henry that I knew and fell in love with on the island. I even made a little joke of how he came to be in prison, "I'm sure it must be hard not being able to compare crimes Henry as I'm sure there aren't too many in jail for turning their best friends into women!" and smiled warmly. Henry saw that I held no malice against him and relaxed. I knew he was worried that I was still angry after all this time. The bell went for the visiting time to end and immediately Henry's face fell. That nearly broke my heart as I saw him sadly push back his chair and stand up to be led back to his prison cell. I stood up too and gave him a hug and a little peck on the cheek and asked, "Henry, would you like me to visit you next week again?" He smiled, nodded and said he would really like that. I didn't know, at the time, that I was the only visitor that he had during his stay in prison. That was how I started to visit Henry regularly in prison. It wasn't the same day each week but it was whichever day I had off work. We slowly became really close again, back to where we were when on the island. I couldn't wait until the next week after my visit had come to an end and I'm sure Henry felt the same way. 16. LIFE GOES ON! Of course, I still had my life outside of Henry and work. I was very involved in my local church, sitting in a few committees and taking a Sunday school class of young teenagers, Everyone knew that I was a transgendered woman and no one within my group of friends and colleagues minded. Happily, all they saw was a friendly woman nearing 50 years old, who tried to help others as much as possible. Every so often, a newspaper would discover that I was trans and tried to make mischief with bold alarming headlines but they soon disappeared when my friends and colleagues rallied round and told them of the respect and love they had for me. That made me feel so special. My visits to see Henry were also special to me. I soon found myself falling in love with the handsome charming man again. I didn't want to let him know though as I felt it wasn't fair on him. If I told him I loved him while he was in prison, what could he do? He was vulnerable. He could say he loved me, but was he saying it because he was in prison? If he said he didn't have the same feelings for me, would I still want to visit him? I think I still would have. My big concern was that he was only being so nice and friendly to me as he was in prison and I was 'all he had', rather like it was when we were trapped on the island all those years ago. 17. WONDERFUL NEWS! I had been visiting him for just over a year when I arrived again as usual. It was a lovely day and I was wearing a thin floaty pink sundress with white 3" heeled sandals. I had spent a long time on my makeup finishing off with a luscious pink lipstick. I hoped Henry would like it! I couldn't believe I was dressing again to try and please a man but I just felt so good that day. Walking into the meeting room, I noticed Henry right away and he was beaming too! Was it because of my sundress? I hugged him and he gave me a mischievous kiss on the lips before we sat down. He looked excited and said, "Penny, I was going to tell you my news first, but seeing you come in this morning, I have to say, 'you look beautiful in that dress.'" I blushed, smiled and thanked him and then scolded him for keeping me waiting on his important news. My jaw dropped and then we both broke into the biggest smiles as he said, "because of exemplary behaviour Penny, the prison are letting me out early. I'm getting out next Saturday!" I blurted out before thinking, "I'm off work that day, I can come and collect you!" and then thought quickly that maybe, this was only a 'prison romance' and he wouldn't want me to collect him? And what was I thinking? A 'prison romance'? It was only me thinking such a thing surely! He beamed though and said "I would like that very much Penny! I was hoping you would offer" The rest of the visit was a blur as we excitedly spoke of things we could do when Henry was released from prison and once again the hour was up far too early. The difference this time was I was able to say, "I'll pick you up at 10am next Saturday Henry .... Maybe we can try that new coffee shop that's just opened?" and we smiled and kissed before I had to leave, looking back and waving to him as I left. 18. DECISIONS! The next week went in so slowly. I hadn't told anyone about Henry being released from jail apart from my best friend, a woman called Marie, who also worked in the library. I think it was because I wasn't totally sure of Henry's feelings towards me and wouldn't until he had been out of prison for a while. Marie was excited for me but also cautioned not to do anything I might regret! I had been thinking of that too and told her so! We could talk about anything together. I knew it would be the easiest thing for me to jump into bed with Henry as soon as I got him home from prison, but I wanted to be sure of his feelings before getting physical with him again as he had hurt me badly when he abandoned me before. The other reason was that I had not slept with a man for a few years, and wanted the next time to be special. 19. HENRY AND I TOGETHER AGAIN! Thus, I collected Henry from prison on time. I was wearing a figure hugging skirt that rested just above my knee, a beautiful silk blouse with a plunging neckline which emphasised my wonderful cleavage, especially as I was wearing a rather daring push-up bra! The guards all wished him well and I'm sure they thought he would be in bed with me as soon as we got home! Henry held my hand as we walked out of the prison together. It was a beautiful sunny day and I was the happiest woman alive. When we got back to Henry's house I felt the situation get a little tense. I tried to make a joke by saying it was a shame he had got out of jail as I was quite enjoying being a 'gangster's moll'. He laughed briefly but I could see he had something on his mind. He took my hands in his and said, "Penny, I am truly sorry for the way I have treated you over the last 10 years. It is unforgiveable. I know I tricked you on the island and then I was a bastard after we were rescued, but I now know what a beautiful, wonderful woman you have become. You really have blossomed as a woman and a human being and I am so very lucky to call you 'a friend'." He was holding my hands tighter as he continued, "I would love to try and prove to you that I am worthy of your affections Penny and I hope you will let me see you now that I am out of prison." Tears were flowing down my face as I just hugged him and cried before sobbing, "I would like that very much Henry!" and kissed him, pressing my tear stained face against his! Thus we started 'courting', slowly at first. He was no longer working so had a lot of time on his hands but respected the fact that I had to work. He would call into the library now and again to see me and all my colleagues got to know him and like him. Rather old fashionedly, we went on dates, either just the two of us or as a foursome with Marie and her husband, Dan. I continued to live in my wee apartment which I loved but sometimes I would 'stay over' at Henry's after a night out and of course sleep in his bed with him. His big king size bed was so comfortable and luxurious but my mind regularly went back to the tiny bed he made from the sticks and branches and wood we collected on the island. 20. PLEASING EACH OTHER! Although we regularly shared a bed, we hadn't had intercourse. Indeed, it had been nearly 3 years since I last had sex with a man. However we did pleasure ourselves. I just told Henry that I didn't want intercourse until I felt it was the right occasion. He respected my decision and was happy with that. What he was also happy with is that I did continue to relieve him sexually when we were together. Lying in bed kissing, I would gently stroke his cock, re-acquainting myself with it and thinking how beautiful and powerful it was! He was approaching his 60th birthday but still had a wonderful body. It was lean and trim and muscular. He had obviously worked out quite a bit in the prison gym and I knew he had joined a local gym since his release. I loved playing with his cock, seeing it harden in my tiny hand, my fingers, with polished and colours nails, just about closing around its girth. Then I would slowly stroke up and down feeling the heat in his groin as he would pull me to him and kiss me while caressing my breasts, bottom and clit. I would then wank his lovely cock while he pleasured me, sometimes rubbing my clit, sometimes pushing finger inside me, sometimes sucking and nibbling my breasts, or sometimes just kissing me, until he came in a torrent of cum all over my hand. Sometimes, I sucked his cock. I also liked him ejaculating in my mouth or on my breasts or even on my face, though that was so very messy! I would orgasm from him rubbing my clit or fingering me in my pussy though I rarely ejaculated except maybe a little flow of weak 'girlie juice'. 21. PREPARATIONS FOR HENRY'S 60TH BIRTHDAY! Thus we satisfied each other physically without actually having intercourse. However, Henry's 60th birthday was approaching and I was thinking of relenting for this special occasion. I had asked him if he would like a party but he replied that he just wanted to go out to a nice restaurant with me, and only me! I thought that was very romantic so I book a table for two in one of the nicest restaurants for his birthday night. That day, I left work early to prepare for our special date. I went to my beautician and had a lovely facial. Then I had my legs, underarms and bikini line waxed. I also had a manicure and pedicure. Finally, I had my eyebrows shaped into fine feminine arches and dyed to make them stand out. After the beautician, I went to my hairdresser to have my blonde hair washed, dyed and styled. When I got home, I ran a hot bath with lots of perfumed bubble bath and making sure I didn't wet my hair, I lay and soaked for a while in the hot bath. Getting out, I patted myself dry with a large fluffy towel and then walked naked into my bedroom to get dressed and make myself beautiful. Sitting at my dressing table, I rubbed body lotion all over and then set about doing my makeup. I wanted dramatic but not tarty. After all, I was now nearly 50 years old and going to dinner in an exclusive restaurant with my 60 year old boyfriend. I took great care with my makeup finishing with a deep red lipstick matching my finger and toenails that I had done earlier that day. I chose my lingerie, black matching bra, panties and suspender belt and black stockings. My dress was hanging up in my wardrobe, a beautiful satin black dress with a plunging neckline and a hem that rested just above my knee, my favourite length. I stepped into it and zipped myself into it with a little difficulty. How I hoped Henry would be unzipping me out of it later that night! I slipped on my 4" heeled peep toe court shoes, put on my long dangly earrings, chose a matching set of bracelet and necklace and I was ready! 22. HENRY SURPRISES ME! I sat and waited for Henry to call and wasn't disappointed. He arrived on time and after kissing him and giving him his birthday present. I grabbed my coat and bag and walked arm in arm with him to the waiting taxi. On the journey to the restaurant, Henry told me how beautiful I was and how I had made him so happy! The restaurant was wonderful, the meal was delicious, the wine was very fine and very expensive and we had the most wonderful time. As we were waiting for a final liqueur, I noticed Henry become a little nervous and wondered what the matter was, when he stood up and came round to my side of the table, in front of the pack restaurant, and dropping to his knee, held my hand in his and said, "Penny, you are the most beautiful woman and I love you so very dearly and more than I can express in words." Then holding out the biggest diamond engagement ring I had ever seen, he continued, "Penny darling, will you marry me?" THE END ....?