My Coming Out Plan free porn video

The Coming Out This was going to be the best day or the worst day of my 35 years. If this worked, I could look forward to a very contented life, full of excitement and with a great relationship to Jenny, my wife of ten years. If it failed, I would probably be divorced with a huge burden of guilt for the rest of my life. As always, I was slow to make up my mind, but when I decided, I would not change my mind easily. I had been leading up to this decision for some time now. Some months ago, after much deliberation and heart wrenching, I decided my 35th birthday would be the day that I presented Rachel to the world, and more especially to my wife Jenny. Darren, my male self, would transform. Yes, that is right: present Rachel to Jenny. Rachel was Darren's female persona. If my luck held out, it would be a great weekend as today was Friday. I had enormous guilt that I had not disclosed this side of me to Jenny before. I had been a cross dresser since my teens. Some periods were more intense than others. As I had graduated from college and gone out on my own, I had periods of intense dressing three to four times a week. After I met Jenny and decided that I wanted to be with her for the rest of my life, I changed my habits and suppressed my desire to dress. I dressed occasionally whilst travelling but it was always rushed and not so very satisfying. In some cities there were dressing services, but it was never as good as dressing at home, except for the make-up service where Rachel would really look glamorous. Now after intense reflection, I had decided to go all out and tell Jenny about Rachel. I had decided that rather than just talk, I would dress and introduce Rachel. I had prepared for weeks and arranged for a complete makeover at a specialist salon and also chosen a special outfit and accessories. I wanted Rachel to be the best she could be in front of Jenny. "Hey, come back to me," Amy, the beautician said. "If you do want to do this right, I need to thin out your eyebrows. I'll keep it to a minimum, but it may be noticeable." "OK, do it. I need to look my best for this." I wasn't sure how far Amy would go but I couldn't do things halfway. Earlier, I left the office at lunchtime hoping to have completed my transformation by about 4 pm and get back to the house before Jenny got home around 6 pm. I had told Jenny to plan a quiet celebratory dinner at home and was hoping to introduce Rachel to her in familiar surroundings. I had thought of reserving a table but decided that if Jenny hated Rachel and had a tantrum at home would be a better place. I had rehearsed the speech so many times to get it perfect. Earlier at the salon, Amy had me disrobe totally. She was a longtime pre- op and had undergone a transformation herself with breast augmentation. She had mentioned during my first call that she wasn't ready for the final step. She had a great figure and proud breasts, even if they were the work of surgeons. I could see them as she bent over me and they looked natural, at least as natural as surgery allowed. She spread some stuff over my whole body with a gloved hand, carefully avoiding my pubic area. Her hands reached in between my cheeks and covered the area on my sac and below. Whilst this stuff worked, hair remover I assumed, she trimmed my pubic hair into a neat short patch. Strangely, none of this handling by Amy got a rise out of my limp penis. Next a shower where I saw all my hair disappears. I thought Jenny might like the smooth look. Amy asked me to shave my face closely and twice so I had a smooth face. She applied a lotion all over my body and nether parts making my skin soft and silky smooth. During the several conversations with Amy we had discussed breast forms. Amy wanted to use glue-ons. Much as I would have liked to use my 38C silicone inserts, Amy thought that glue would sit better. I went for it. Amy applied the glue and carefully positioned them over my breasts. They blended perfectly with my skin tone, edges hardly visible. I had to remember the solvent else I would be stuck with them. The dress I had purchased didn't require show of cleavage but would stretch nicely over my breast. I had purchased a mastectomy bra with pockets but today the pockets' would be empty. The glued on forms would fit well on my body size. A lace-up under bust corset with hanging tabs was spread around my waist and cinched tightly. Amy didn't tightened them fully yet. She wanted to wait until I was ready to dress. Fine dernier stockings attached to the six tabs of the corset. Then she put me into a thong, pulling my member between my legs. A lace fringed pink panty came next. "Just keep it down to avoid an unsightly bulge," Amy instructed, patting my smooth front... She sat me down in a styling chair and began on my face. First moisturizer with a faint smell of perfume. She plucked a couple more errant hairs from my brows and felt a pencil darken the brow and set a high arch. Then came several shades of grey eyeshadow with a hint of pink on the upper lid. This was an evening look after all to match my dress. A pencil drew lines around the edges of my eyes, drawing it out at the corners. Some thick lashes with heavy coats of mascara followed. She also added mascara to my lower lashes. Amy applied a foundation at that point, giving me a smooth cover on the chin and upper lip. Powder fixed the foundation all over the naked areas of my face I had always applied foundation first, but apparently there were different styles of makeup application now. I was asked to draw in my cheeks and rouge was applied. "So, finally what color lips do you want?" Amy held out several colors to choose from. I looked at them. I didn't want the dark red, or the plum. Rather I thought that a bright red would be more in keeping with the Rachel I wanted to portray. Amy lined my lips and applied the lipstick. Several layers of color with many layers of gloss. "We should keep them kiss-proof." Amy was smiling. A few more strokes with color and pencil and brushes and she pronounced me finished. But I couldn't look. I stood up and stretched. I had been in that chair for over an hour. Amy brought out the dress and took it out of the garment bag. :"Very nice. Elegant and restrained. Not OTT. I like it." The dress was a red in an organza material with a little stretch. It would hug my shape nicely. Jenny always liked the red on her. "Ok, ready?" Amy had the laces of the corset and tightened, pulling in my stomach even more. I was quite slim, but this corset narrowed my waist by several inches to around 28 inches. It took me a while to breathe comfortably. Amy slipped the dress over my head, careful not to spoil my makeup, and pulled it down. It hugged my curves and my perfect breasts falling to a few inches above my knee. I could see a faint outline of the corset but it didn't seem to have the ridges that I had experienced in other corsets I had tried. It was worth spending the extra money. "Sit down, hun, pull down the dress we don't want creases." Amy helped me to the chair. She pulled out my short brunette wig from the case and brushed it vigorously. I was dying to see how I looked but I had to be patient. A wig cap was drown over my head and pulled into place. Amy settled the wig on my head and pulled and tugged till she was satisfied. Some pins attached the wig firmly in place. A few more brush strokes and I felt like Rachel was almost there. But we were not done yet. Amy had my accessories and attached the long sparkling earrings to my ears. A couple of rings with small stones and thin twisted-strands of faux pearls around my neck completed the accessories. A small gold watch was attached to my left wrist. Amy drew up a small stool and then started to apply nail extensions. These were not too long and made sure that the stick on were firm and covered my own nails. Several coats of paint later I admired the nails. "They are pretty close to your lip color," Amy said. "Ready to see Rachel? But first the shoes." I nodded and stood up. Amy knelt down and inserted my feet into the 3" heels. These were of a simple style and comfortable. I had worn them before and was quite easy to balance on those 3 inch heels. I was ready. Amy led the way to the large floor length mirror. I was stunned. Before me stood a beautiful and well-proportioned lady. Elegant, refined and full of poise. I needed to look like this to overcome my fears in meeting Jenny. I had to be comfortable and convincing. I may not have a beauty contest, but I would pass more than a cursory look. In my years of dressing and visiting the occasional dressing service, I had never had a well-defined look for Rachel. I experimented with different outfits, wigs and make up. Whilst I felt comfortable dressing and doing my own makeup, I wanted this to be perfect. My nervousness should not lead to shaking fingers that couldn't draw a nice line under my eyes. I had experienced this before. Rachel had experienced many looks and outfits, but this had a lot more at stake. I had already prepared a small sequin studded re clutch purse that contained my driver's license, cash and cosmetics. I hoped Jenny would ravish me so I would have to repair my lipstick. But it was a dream I hoped would come true. I made sure that Amy gave me the solvent for the breast forms. I walked a few steps, purse in hand, gaining confidence in my walk, one step in front of the other. I had walked enough when I dressed on my trips and was confident on these heels. I had even tried four inch heels. It was a defining moment for Rachel. Amy approached with a small bottle and sprayed me with perfume in all the right places. Behind the ears, wrists and just above my bra-line. I looked good and more importantly, felt good. We had overrun and it was almost 5 pm. In this traffic it could take me an hour to get home. That was tight. But I couldn't change it and thank God we had only a quiet dinner planned. I was also glad that I had changed at Amy's rather than rush back to change. I gathered my stuff and settled with Amy. This whole exercise was not cheap, but I figured that it was the best investment I could make. Either Jenny would accept it, even over time, or she would reject me. It was a risk but I didn't know how to lead this double life any longer. I had already read many stories where, upon discovery of her spouse as a crossdresser, the biggest complaint was that the partner had lied for so many years and not shared. I was guilty of this but I figured better late than never. As well as I knew Jenny, I didn't think she would accept Rachel, especially in the early days where I looked just OK with inexperience in style and makeup. Today, I looked great and my confidence rose with it. And yes, I was sexy. I hoped Jenny would accept Rachel and that she would tear these expensive clothes off me and have her way. Jenny was a sexy lady but she never made the first move. It was always I. And she didn't much like variations either. Oral, both giving and receiving, was done seldom and reluctantly. I had tried to get her excited over this, but to no avail. I knew her well enough not to push it. So other explorations died. But she was responsive when I wanted sex. I sent Jenny an SMS message that I was en route. I got into the car and headed home. Driving in my heels took a little adjustment and I didn't want to cause an accident. I admired the red nails on the steering wheel. Whilst I gave out a confident aura, internally I was torn. I hoped this wouldn't lead to my worst nightmare. I drove carefully and approached the house. It was just around 6 pm. I saw Jenny's car in the driveway and parked alongside. I went around the vehicle to avoid her seeing me before I was ready. I decided to leave my male stuff in the car because I didn't want Rachel to be carrying numerous bags. Also, if Jenny threw me out, I would have some male clothes to fall back on. I sincerely hoped that would not be the case. Heart beating faster, I opened the front door, There was an eerie silence. Perhaps she was upstairs. Our front doorway led into a small passage. The living room was to the right but the door was closed. The kitchen was the second door and this too was closed. Perhaps Jenny was getting ready. I decided that I would quietly take a drink to fortify myself before the big meeting. I opened the door slowly, grateful that I had this opportunity to fortify myself. "Surprise!" a chorus range out as I opened the door. Jenny was first to face me. Some of our closes friends stood there with mouths wide open. It was indeed a surprise. Astonishment, anger and confusion were clear in her face. "Da...?" Jenny started to say. She was in shock. But to her credit, she didn't shout or yell. Nobody said a word. Everyone was staring at my new female persona. I hadn't expected a surprise party. Jenny turned to our close friends who were looking at me open-mouthed. "Have a drink guys. We'll continue the party in a moment." She dragged me into the corridor and closed the door behind her. "Jenny, I am really sorry. I had no idea you had this planned...." I started to say. "I'll say," she said coldly. "What the hell is going on with you and why are you dressed like this? Some kind of joke?" "Jenny.." I began but she stopped me. "Hold it," she said, "stay right there and don't move." She went back into the room and closed the door behind her. The room was quiet. I couldn't hear a sound. I guess they were still in shock. This was heading for disaster and there was nothing I could do about it. The door opened and Jenny came out, glass in hand. "I need a stiff drink, really stiff," she said taking a sip. It smelled like whisky and the glass was half full. Jenny didn't drink whisky so this too was a surprise. She grabbed my elbow and led me to the kitchen. "OK, I am ready. Make it quick. We have guests and I need to know whether we will have dinner or whether we will all leave you to eat by yourself. " She took another sip of whisky. "Jenny, I am really sorry.... Could I take a sip of that whisky?" I looked at her pleading with my mascara laden eyes. She paused, thought for a moment, looked at me closely and held out the glass. I took a sip and was grateful for the burning sensation going into my stomach. I had not expected this event. "Jenny, I have been dressing for many years - on and off. Much before you and I got together. I thought I could put it behind me, but the desire has grown stronger. I couldn't hide it from you any longer. I wanted you to meet.. R.. Rachel, my other side." "Rachel? Are you gay? Are you looking for male company? Wasn't I enough for you? You have lied to me all these years." Jenny was almost in tears. "Jenny, I love you. Hard as you may find to believe that, I really do. That's why I went to all this trouble to show you Rachel. I really want you to share this part of me. Please, Jenny, I'll do anything ... anything to keep you and build a life together. I really do love you. And I am not gay. You should know that from our frequent ... sexual activities." "Darren or Rachel you are a bastard. This is the first time you have said 'I love you' without prompting. I am angry and upset, and even be a little drunk with this whisky. I am not sure how to react but I do love you and I don't want it to end this way." Jenny sounded sad and took another gulp. "But, I must say you really look hot. I bet the guys are drooling in there. Curious and excited. I thought this would be a nice birthday surprise for Darren. But it seems that Darren and Rachel share the same birthday. So we need to either go in there, deal with it and face our friends and talk later. Or you can walk out of here and I'll never forgive you." Jenny took another gulp of whisky. It seemed to have no effect on her. "By the way Mark is here too, so it's hard to keep to ourselves. He was going to spend the weekend with us." Mark was her younger brother who visited us occasionally as he had a customer in town. "Jenny, once again I am sorry. I was ready to face you. If you are ready to accept Rachel, and stand by me, I'll go in with you and face our friends." In for a penny, in for a pound as they say. If I walked out now, I was pretty sure it would be the end of our relationship. "If you want me to leave and save you embarrassment, I will go." Jenny looked at me intently, felt my face with her fingers and gulped down more whisky. I could see the confusion and uncertainty on her face, may be a tear in her eye. I really wanted to hug her but was worried she wasn't ready for it. "We have lots of talking to do and I want to know how you did your makeup. You look better than me. But, let's go back and show them Rachel." It wasn't easy for Jenny to say this but a great load was lifted from my mind. Jenny kissed me lightly on the lips, with a tight hug. "I hope those aren't real," she said, giving my breasts a soft squeeze. "I don't want to mess up your makeup. Let's go introduce Rachel. Just so you know, I am angry and upset, but I don't want to make a scene in front of our guests. But you do look great." Jenny took my hand, briefly looking at the fire red nails, and led me back into the living room. "Hi everyone, please come and welcome Rachel into our circle." She turned, hugged me tightly and gave me a kiss on the cheek. All our friends rose, came over and hugged and kissed me on the cheek. The ladies in particular gave me tighter hugs pressing my breast to theirs. It seems the ice was broken. Mark, Jenny's younger brother, gave me a long hug and whispered 'lovely' in my ear. Jenny poured champagne and toasted: "Happy birthday to Darren and Rachel. I have a lot to learn about them." They all raised their glasses We drank and chatted easily. I was quiet, answering questions in the shortest sentences in a low voice. It seemed surreal. Nobody questioned me about my dress or sexuality. Some jokes were made. Bob & Marcie, our neighbors and best friends, suggested that they might prefer Rachel as she would bring some class to the area. I smiled in response. But there was no negative response which surprised me. Ken and Suzie, our neighbors on the other side, also agreed with Bob. Had I got them all so wrong? After dinner I helped Jenny clear up. I carried only a few items as I did not want to drop things wearing heels. As I returned to the living room, I encountered Mark in the hallway as he exited the downstairs restroom. He appeared a little worse for wear... He was grinning broadly. "You make a beautiful girl," Mark said. "Wow, who would believe it? Need a boyfriend?" He was single and played around a lot. "No, thanks," I said and tried to go past him. He grabbed me in a tight hug, pinning my hands to my sides. He then planted a huge kiss directly on my lips. I stood there in shock, never expecting to be attacked like this. I struggled, but couldn't manage to escape. He tried to thrust his tongue into my mouth. "L..Let me..." I started to say struggling. Mark had the advantage of height, weight and that my arms were pinned. "Mark," a stern voice called. "Let him...sorry her - go." It was Jenny. How long had she been watching? He released me immediately with a huge grin on his face. "That was nice. Perhaps we can continue later." "Mark, you leave Rachel alone. I'll decide what happens later. Go back and don't make a scene." Mark wiped his mouth with the back of his hand and went back to the other guests. "I saw that," Jenny said. "I am sorry. Mark is a little drunk. Why don't you repair your lipstick and join us. They'll be leaving soon. I'll talk to Mark." She also went back to our guests. I retrieved my purse and refreshed my lipstick. After dinner they needed repair anyway. I returned to our guests who appeared to be ready to leave. Either they noticed nothing or were trying to be polite and say nothing. They did the kiss and hug routine. I felt all of them were hugging me a little harder and kissing me on the cheek. They all wanted to see Rachel again soon. I just muttered a "We'll see." The living room was empty, everything was cleared away. Just Jenny, Mark and I left. We sat on the couch. I was expecting Mark to leave us alone but he didn't seem ready to move. He was staying the night as he lived some hours away. I think he had had a lot to drink. I wasn't close with him at the best of times. And now, dressed as I was, he intimidated me. "So," Jenny started, "I never knew there was a girl inside you. Ten years and I had no clue..." "Jenny, can we talk about this later?" I wanted to talk to Jenny alone. "No, Dar, I means Rachel, let's talk now. Mark is part of the family. I do feel so betrayed, humiliated and all of this in front of our friends." Jenny was at breaking point. "Jen, she looks great. I think this has been going on for some time." Mark was now chipping in, voice a little slurred. "Look how great he looks? And how comfortable he is in heels." Mark continued to describe me as "he". I looked at Jenny. "Jen," I started, "I really am sorry. It's true I have been dressing for some time but I couldn't tell you. I was afraid of your reaction and that you would leave me." "How long?" Jenny asked quietly, staring at me. "Sorry, Jen. I started before I met you. I tried to stop many times. But I can't help it. I decided I had to tell you. So I wanted to introduce Rachel to you quietly and alone. I didn't know you were going to invite our friends." I felt my world about to crumble. "I know these types," Mark chipped in. "He's probably gay. In fact after all these years it would be a big surprise if he hasn't got a boyfriend and had sex whilst dressed." Jenny looked at me silently. "Are you gay?" "Jenny, I swear I never had sex as Rachel. I couldn't. Please believe me." I know that many believed that every cross dresser was gay. I didn't care what others did, I had not felt like it. Although I could have had sex if I sought it out. I had plenty of opportunity. "I saw you kissing Mark," Jenny had a great look of disappointment. "I know he forced you but you didn't seem to resist." "How could I without making a scene? Did you want all our friends to see a fight? I am sorry; Mark was the pig, forcing himself on to me like that." I had to defend myself. Mark just sat there smiling. "Well, I was just testing you." "So, you think of me as a guy, and you kissed me to test me? How nice." I tried to be sarcastic, but it came out tamely. But I had made a point. "Oh, shut up, you fag, you fucking slut Go suck your boyfriend's cock," he spat out and stormed out of the living room. He was sleeping upstairs in the guest room. Our bedroom was separated from his by the common bathroom in between. Jenny and I looked at each other. She was close to tears. It was going to be tough night. "He's drunk and doesn't mean it," she said. "Like me, he is surprised. You make such an attractive woman. It's hard to think of you as my old Darren. I'm sorry, but I am so confused, so upset...." I went to her and tried to hug her. She resisted at first, unyielding. Then she suddenly turned and hugged me tight. "I am so sorry you didn't feel comfortable to share this with me. I 'm sorry...." "Shhh," I said. "Let's go upstairs and talk. OK? I helped her to her feet and with arms around each other's waist we went upstairs. She went first as I was still unsure of climbing carpeted stair in my heels. We entered the bedroom and hugged. Perhaps it would end well. "I'll go and brush my teeth," Jenny said. "Please stay as Rachel a few moments longer as we talk. I still can't believe it's you." I nodded and sat on the bed, hands in lap, wondering how this would end. I had not expected the evening to progress as it did. I had come out to my closes friends and even Mark. He was the last person I wanted to meet as Rachel. But too late. He would remember this all his life. Jenny came back in and rummaged in her dresser. "Why don't you wear this tonight whilst we talk? You can leave your undergarments on; I want to see how you got that shape." She handed me a long silken nightdress. "I'll change too. It has been quite an evening but I need to know all now." "OK," I said softly. "I'll be back soon." I closed the bedroom door and went to the bathroom. I looked in the mirror on the cabinet at the face staring back. In spite of the evening's activity, I did look rather good. My lipstick was still intact and I too wondered at Amy's magic in transforming the nondescript Darren into a sexpot Rachel. I looked and felt the part. I looked at my hands with their red-tipped ends. Just beautiful and still intact. Well, all good things must come to an end, Rachel had to be put away - at least the face - but Jenny wanted to see my corset and bra. It was a shame after all of that effort, but I had an opportunity to talk to Jenny. That was foremost on my mind. I was just unzipping my dress when the door opened. I thought it was Jenny. I never locked the bathroom door out of force of habit. It was Mark. "Hi, gorgeous," he said. "I came to collect on your promise..." "Get out," I said quietly. "Get out now." "Oh come on, I want to see how you perform." He was in a T shirt and boxers. He held me tight not leaving me any ability to move. "Get off me," I cried out a little louder. I didn't want to upset Jenny even more. "Get off me, let me go." Mark held me tight and pushed down on my shoulders hard. I was still in my heels and slid down unable to stop myself. His tented boxers were in front of my face. I tried to bend over so he couldn't access my face but he was strong, and held me on the shoulders. "Open up, bitch," he said freeing his cock through the slit in his boxers "Noooo," I shouted, "No.." but he thrust his cock into my mouth and thrust hard. I tried to keep my mouth closed but his cock was now in my mouth. I could have bitten, I suppose, but that thought didn't come until later. Suddenly, the bathroom door flew open and Jenny stood there. She saw me on my knees, with Mark's cock in my mouth and him pressing down on my shoulders. Oh God, of all the things Jenny had to witness. She saw me struggle and grabbed the nearest item at hand. It was a large bottle of mouthwash. She brought it crashing down on Mark's head. It was a stiff plastic bottle or it would have done some serious damage. Mark let go of my shoulder but came in several thrusts, part of which was in my mouth and most on my face and dress. He kept rubbing the goo all over my face with his cock, as Jenny kept hitting him... He turned to Jenny. "I told you he was a fag, a dirty cocksucker. He liked sucking my cock." "Mark, get out and be gone by the morning. I don't want to see you. Get out!" Jenny was hysterical now, very unlike her cool self. I was still on my knees, cum in my mouth, on my face and now dripping down my expensive dress. I felt awful. I felt even worse that Jenny had seen me like this and with her brother. It was no consolation that Mark had forced me. It was total humiliation. Jenny was crying. What a horrible end to Rachel and my birthday. I struggled to get up, leaning on the edge of the bathtub. Jenny came to me, knelt down and hugged me. She kissed me on my forehead avoiding the cum splattered cheeks. "I am sorry Dar... Rachel," she said in a whisper. "I am really sorry. Will you forgive me?" I held her tight. "It's not your fault. He's just a big bully. I am sorry you had to see that but there was nothing I could do. Please believe me." Jenny nodded, and hugged me tightly. We stayed there for a long moment and then arose. In spite of all that had happened, I was glad deep down that Rachel was now in the open. I had not imagined it to be this way. Jenny hugged me again and unzipped me. The dress fell to the floor. I stood there in heels, bra, corset and panties. Jenny looked down there and saw my smooth crotch. "You still have your cock, don't you?" She patted my smooth front. All of this had still not gotten a raise out of me. I think I was too scared. She pulled down my panties and thong. My cock was now free, happy to be free of its confines. It hung there limply. Jenny stroked it gently. "How long has he been squeezed up like that? I hope it is still working. Let's get cleaned up quickly and go to bed. I would like to kiss Rachel's cock and make her feel better." Jenny was still fondling my cock. "Would Rachel like that?" "Oh yes," I said with a soft sigh as she stroked me. "I would like that very much." I removed my lashes and grabbed the cleaning cream. I applied it to my face and wiped away all the layers of powder and paint. I didn't do a great job. Jenny was now rubbing my breasts from behind. It felt great in spite of the circumstances. I was about to remove the wig. "Keep the wig on, "Jenny said. "I want to make love to Rachel tonight. I might have found a new occasional lover. Would Rachel like that?" I nodded. I would like that a lot.