First Time Out - Ending 1 free porn video

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First Time Out - Ending 1 By: Rachael Free I had dressed all my life but finally got the courage to go out as a girl. How I started and the progress over the years is typical of other girls. You may even think I'm writing about you at times. The fateful day was approaching to come out as I planned the evening for months. My wife went away for the weekend and I would be in heaven becoming Trina. The series of events broadened my experiences but sadly also changed my life forever. If only my wife could have helped, none of this would have happened. zzzzzzzzzzzzzzzzzzz My story begins when I started frequenting all the wonderful TV, shemale and crossdresser sites on the internet. Hi, my name is Jason. Just like all the other girls, it was a new experience for me. Many other girls have had the same things happen to them, grew up dressing in their mothers clothes and their sisters clothes. They may or may not have been caught dressing but for the most part have kept their secret hidden for years. In my case, it was over 40 years of being Trina. The internet has brought so many opportunities, so many places to buy things and so many wonderful girlfriends online. The relationships on-line have given me more confidence in who I am and who I want to be. Of course my wife has no idea that I even dress up. Sure I've tried some games in the bedroom with her with me wearing her pantyhose to bed or wearing a pair of her panties but she would get turned off and push me away. I'm not a big guy and not very built. In fact my wife and I are about the same size. She's sort of big for a real girl at 5'10". She's only 135 pounds while I'm 156 soaking wet. Growing up was easy because my sister and I were twins and grew up at the same rate. My first experience with dressing was when she would play tea party and I would have to wear one of her party dresses. We were very young and my mom didn't really care as long as we got along. Dad was always at work so he didn't even know. My obsession with girl's clothes didn't wane. Our dress up parties faded away but my need to dress just got stronger. I would sneak a pair of her panties from the hamper and put them on when I went to bed. I even went further taking pantyhose, bras, and even slips for my evening escapades. No one ever complained or challenged me. They had to have known. I accumulated over three full sets of fancy under things over a two year period. Maybe she didn't notice because we both were growing and she needed larger bras and stuff. By the time I was 15, I knew everything about women's lingerie, foundations, makeup, shoes, and even clothes. My sister and I would go shopping and she would always buy the trendiest clothes. I would ask all sorts of questions about styles and fabrics and she just blew them off thinking I was interested in how she looked. I was truly interested because I wanted to dress the same way. My dressing continued throughout this period and I loved trying on her newest fashions when she was out and Mom went shopping. There were, of course, a few close calls with either Janey or Mom coming home early but I had developed an elaborate practice of covering my tracks and being able to change back in less than a minute. My hiding places for my accumulated fashions were truly hidden from anyone too. This went on until I went to college. I realized with me being out of the house, someone may find my things and I would have real trouble. I purged everything except for my small stash of makeup, a frilly bra and panty set and a pair of 4 inch heels. My hiding spot could never be found so I felt comfortable that at least I saved something from the past. College flew by and my dressing was reduced to visits home and nightly dressing sessions. I was about the same size as my mom and could nab a dress, or a blouse and skirt and put it back the next day without any attention. Janey had gone to the west coast taking most of her things and I only saw her on holiday for the four years away. We always talked and wrote each other but I knew my dependence on my sisters things were over. Forward a few years............. After college I moved away for my first job. Mom and Dad didn't have too much heartburn because I was only two hours from home and both Janey and I had been away at college anyway. My dressing was really non-existent with me sharing an apartment with a co-worker. I did enjoy the magazines with crossdressing tales and other magazines with pictures of shemales and transvestites. That seemed to keep me secure without dressing up. Manual relief always accompanied my magazine sessions. I met a girl when I was 30 and we fell in love. The courtship lasted over two years. We moved in together the second year and I was completely surrounded by her feminine finery every day. I would try on her panties or a bra or even a dress or skirt when she was shopping or at church or out with the girls but that was about it. Her clothes fit me perfect so I didn't have to buy anything for myself. This stopped though when she complained the waistband on one of her elastic skirt was stretched out. My gut was a little larger than my wife, Melissa's and I guess I did stretch t out over time. I inspected the garment and told her it was just the elastic wearing down. The skirt was over five years old. How did she ever expect it to stay the same after all that time. She believed my story and never discussed it again. Our life grew together and we were deeply in love. My dressing was hit or miss up until the time I retired. Melissa had a great job with the Government and I retired early from my company. This gave me time at home to engage in my hobbies, help with the cleaning and dinner and basically become the house husband. Melissa was gone from 7AM until 6PM leaving me alone five days a week. After a few months I lost interest in my hobbies and lazed around the house more and more. Melissa started complaining about my bad habits and I made a concerted effort to provide her the best home anyone could ever live in. We still loved each other and quite frankly, doing nothing was even more boring than anything. I got into a routine of cleaning all the bathrooms Monday, dusting and waxing on Tuesday, vacuuming everything and doing wash on Wednesday, Mopping and cleaning the kitchen, pantry and laundry room on Thursday and preparing the house for a fine dinner every Friday. Saturday and Sunday found me serving her breakfast in bed and doing whatever she wanted to do that day. Most Saturdays were spent shopping in the women's section of the store. I would browse the aisles while she would choose clothes and try them on. I would fantasize about a particular office suit or a frilly dress or a skirt and blouse set while I browsed myself. She would comment on how she liked me shopping with her and that she didn't feel any pressure to finish. Of course she didn't know I loved it too. Too bad I couldn't pick something out and try it for myself. Our life went on in a normal routine. I found I could get my work done by 11AM and then sit down and watch Jerry. The shows with transvestites, shemales and transsexuals were my favorite and I would always know which days these were playing so I could be done with my work on time. My cleaning became routine and the house looked great. One Wednesday I was doing the laundry when I found a sexy pair of white, silk panties and matching bra. Melissa looked great in it with her cream Sunday dress. I held them in my hand and enjoyed the silky material. Without thinking, I dropped my sweat pant and took of my tee shirt and put on the bra and panties. The cups were filled with a few socks and I rummaged through the laundry basket to see if she had put anything else of her in the basket. Well, Melissa had worn a see through blouse and tight black pencil skirt the day before and it was in the wash. My heart was pounding as I slipped my arms into the blouse and buttoned it up. You could see the outline of the bra through the material. The skirt slid up my legs and I zipped up the back. The fit was perfect. My fake titties filled out the blouse perfectly and I spent the next two hours doing more cleaning while I wore her clothes. The clothes caressed my body and I felt so girly doing the chores. It was a turn on for me remembering my past and how good I felt wearing women's clothes. I was interrupted by the front doorbell and hid in the bathroom. After a few minutes I ventured out and looked out the window. A UPS guy just dropped off a package. That was really close, for sure. Melissa was due home in a few hours so I undressed, put her things back in the hamper and started dinner as if nothing had happened. We ate dinner and Melissa commented on how nice the place looked. I felt proud of the work I had done and thanked her. She went to change and dropped her things in the hamper. She came out and said, "I thought Wednesday was laundry day?" My mind went blank then I spurted out, "I got caught up in a movie and didn't get to it dear. I'll do the laundry tomorrow." She just said OK and let it go. Wow, I would have to do a better job covering my tracks next time. The next few weeks gave me an opportunity to try on more of her things, get dressed further with pantyhose, heels and a wig she had in the back of her closet. I would be showered and shaved every morning before she left and within the hour I became Trina. We lived in the country so we didn't get many unexpected guests. My courage increased and I would wear her jeans or a pair of slacks with a nice blouse to hang the laundry on the line. A skirt would be pushing the envelope a bit. Inside I always wore a dress or skirt. Pants wouldn't do for Trina. The house remained immaculate and I would have everything in place before Melissa would come home. My dressing even expanded to wearing makeup, earrings and jewelry as I flitted around the house doing chores. Voice practice helped me raise the octaves giving me a breathy, feminine quality to my voice. I got so used to being Trina that I would have to remember being Jason when Melissa came home and lower my voice. My little alter ego went on for quite some time before I felt something was missing. Melissa would go beserk if I brought up my new hobby to her but I was also getting settled in being Trina and losing the spark that accompanied me dressing up. The routine was the problem. I needed some other type of outlet. We bought a computer and I would surf the net for hours after I cleaned the house. The TV, transsexual, crossdresser sights caught my eye and I then was obsessed with going on line every day to see new girls, chat with others and get off watching movies and looking at pictures. I would dress quickly in the morning, do my chores very fast and then spend most of the day surfing. It was a new thrill that seemed to satisfy me for now. Purchasing some things I needed for Trina was easy and I now had all the basics for myself including hip pads, breast forms, bras, gaffs, corsets and all sorts of other things. Trina was getting to be a hottie as I perfected my look. I made quite a few friendships with other girls and took the plunge. I put some pictures on the sights and wow did I get even more responses. It took every minute I had to respond and check all my sites. My mannerisms while doing chores and being Trina on line made it difficult for me to break away at night when Melissa came home. She even commented that I was becoming more distant. One day she commented on how I was crossing my legs when we watched a movie. I played it off that I had lost weight and my legs just felts more comfortable. She shrugged her shoulders and I ignored the comment. I'm glad she didn't look too close at my perfectly manicured finger and toe nails with the clear coat of polish I would apply during the day. One Tuesday, I was chatting with a girlfriend when I got an Instant Message. It was from a girl close to me who wanted to meet me. I had never gone out in public except for my forays in the back yard. We chatted for a few weeks and she kept urging me to set some time away so we could meet. I paid more attention to Melissa during this time so I wouldn't cause her to suspect anything. My girlfriend, Belinda, kept asking me and even recommended she would pay for a room for us. I didn't want to say no but I was very intrigued. Belinda was a pre-op and had beautiful breasts. I had always fantasized about pre-ops and chatting with her turned me on. I would find my panties soaked with my cum after our chats. This would turn me on and sex with Melissa would be great that night with me closing my eyes and being Trina. Melissa had planned on going to her mothers during Easter. I told her I wanted to work on the outside that weekend and she could go alone. Without giving it any though, she agreed and the free weekend could be planned. I had two months to make sure everything was covered. Belinda and I would still chat and set our rendezvous. The weekend came and Melissa left after work on Friday night. I spent the entire day primping myself. A long bubble bath prepared my skin. After drying I realized I needed to remove some of my face, chest hair and underarm hair. I had few chest hairs so that was easy. I didn't think Melissa would even notice my underarms so I shaved off all the hair. I felt so cool and weird without the hair. Some Secret underarm deodorant gave me a feminine smell. My legs were sparse with hair so I figured pantyhose would cover the hair enough for the weekend. The scented lotions in Melissa's room made me feel soft and pretty. I used her moisturizing lotions in her makeup drawer and loved the silky feel of my skin. Just a light coat of foundation for today so I wouldn't be noticed when I drove over to our rendezvous. Packing some things was one of the toughest things I did that day. Should I be a sexy vixen, or a straight laced secretary? I couldn't decide so I packed about five sets of clothes with matching lingerie. I know it was only for one night or maybe two but I wanted it to be special. I chose a pair of jeans and mans shirt for the drive in case I was stopped for any reason. No wig for the trip either. We decided to meet at a coffee shop next to the hotel so we could go in together. Belinda was living as a girl 24/7 and passed easily. I didn't believe I could pass so being a guy worked out the best. I walked into the coffee shop and immediately saw Belinda sitting at a table. She looked great in a vee neck top showing off her boobs, a nice short skirt, silky legs with 5" heels and perfectly made up. She was smoking a long feminine cigarette and her long, polished fingers turned me on. I introduced myself, shook her hand and took a seat. She told me to relax. We looked like any other couple in the room. I began to relax as we chatted about ourselves. Belinda lost her parents when she was young and moved from household to household until she was eighteen. She was exposed to all sorts of terrible situations and found herself becoming Belinda to escape from the reality. As she grew older, Belinda became her life and she decided to pursue changing into Belinda permanently. Her story made me feel bad for her but she told me that she was never more grounded. We chatted for another hour and she suggested we go to our room. Belinda had already checked in. She reserved a suite with a fireplace and Jacuzzi tub. This room was great and the company even seemed greater. Belinda had brought some wine and snacks and I poured us two glasses. We clinked and sipped our wine. Belinda reached for my glass and set it down. She wrapped her arms around me and laid a big kiss on my lips. Her lips were soft, puffy and oh so tasty. I responded with me wrapping my arms around her and pulling her in closer. Our lips meshed together and our tongues played with each other not wanting to be too aggressive. Our kiss ended and Belinda told me to undress. My entire body was trembling with excitement as I went into the bedroom with Belinda following. My clothes were off in a matter of second as I stood there in my gaff, panties and pantyhose. My red polished toenails were obvious under my stockinged feet. Belinda slid her hand up and down my legs cooing in my ear. I opened my bag and proceeded to lay out my clothes. Belinda hung up my suits, blouses, dresses and skirts as unpacked my silky lingerie. She held a few things up and complimented me on my tastes. My face got warm and I was blushing. She had me lay on the bed as she helped attach the breast forms to my chest. I usually just put them in the bra cups but she insisted that I feel like a woman, not just look like one. She took out some cream and worked on blending in the seams. She did a great job and unless you looked directly at the seams, no one would ever notice they weren't real. I then put on a molded goddess bra and adjusted the cups over my breast forms. She laughed saying the bra wasn't fitted correctly and should fit better now. It was true. It didn't seem to pinch me under my arms and I felt much better. Belinda had me sit down and she took her makeup and went to work. She sat on my lap at times, facing me as she would use all sorts of things I never used on my face. She even put a pair of false eyelashes on me. That was a first for me. I looked in the mirror and didn't recognize myself. Even without a wig you wouldn't know it was me. I reached for the wig and she slapped my hand lightly. I have one that will work perfect for you my dear. She opened a case and a beautiful mid back length blonde wig emerged from it's cradle. She flipped some hair away as she placed it on my head. She put a few drops of liquid near my ear, my forehead, the back of my neck and on my temple as she held it in place. Once she felt it had set, she fluffed it with a fork and told me to stand up. She looked through my clothes and selected one of my little black dresses. It had a plunging neckline and was six inches above my knee. I put it on and she saw it was a little tight so I removed it and she had me step into a cincher. I had used one before but liked a front laced corset the best. She pulled the cincher up and under my bra and then laced me up, pulling in certain areas to give me some more form. I stepped back into the dress and the zipper just slid up. The dress wasn't tight and hugged my new curves. I felt wonderful too. She selected some clip on earrings, a necklace and matching bracelet and a few fake diamond rings. I brought three pairs of heels and of course she chose the highest. They were black patent leather with 5 inch heels. Perfume was sprayed into my cleavage, behind my ears and on my wrists. Belinda then had me look at the final deal and what I saw staring back took my breath away. I had never been able to accomplish anything like this. I was stunning and looked like a real girl. Belinda had me sit and finish polishing my longish manicured nails in deep red while she fixed herself up. The polish made my fingers look sleek and slender and let them dry. Ending 1 I watched Belinda finish dressing. She gave me my purse and I made sure I had everything inside I would need for going into public. Of course I had some identification if we were stopped for any reason. My purse contained the basics including lipstick, blusher, powder, mascara, eyeliner, perfume, tissues and even two tampons and panty liner. I had to feel like I was a real woman and having a guy see a tampon in my purse would give me thrill. The panty liner was essential if I started leaking in my panties. Belinda then took my hand and she said we were going to a party. If I was here dressing with a shemale, I may as well do enjoy myself and go with the flow. Belinda and I walked out of the hotel arm in arm. I don't think anyone cared seeing two beautiful girls heading out for the evening. Belinda drove as we headed into town. She said the first stop was a local drag bar. I was too excited and nervous to say no and we pulled up in front of the bar. A valet opened my door and helped me out. I tried tipping him but he refused saying ladies are fee tonight. I got goose pimples just thinking about his comment. Belinda took my arm and we walked inside. The placed was absolutely packed. There were girls and guys talking, drinking and even kissing. You could tell some of the girls didn't do a very good job and looked like guys in drag. Other girls were beautiful. I loved the ones with real tits as they showed off to the crowd. This place was wild and I loved it. Belinda and I mingled with a few cocktails as I got more comfortable being here with others like me. Belinda introduced me to so many guys and girls and they all told me I was very pretty. They also said that Belinda chose well. A strange comment to make but I guess it was OK. We closed the place down and one of the girls said to come to her place. Belinda knew where she lived so we got in our car and headed off. We knocked on her door and entered seeing a few of girls from the bar in the room. A drink was handed to me as I talked to them and just chit chatted. Belinda and Vanessa were talking in the corner and then hugged each other. Belinda came up to me and asked me to follow her. I followed without question and we walked into a bedroom. It wasn't a normal bedroom. It had some type of chair hanging in the corner and a metal contraption in the middle of the room. There were shackles, straps, whips, and other things hanging on the wall too. I turned to Belinda and she put her finger up to my lips. "Quiet little one. Tonight is the first for you in so many ways. After tonight, you may never want to, or may never go back to your wife." I got scared thinking that I got myself in some big trouble. She told me to put my arms behind my back as she locked on some handcuffs. "Just something to keep you still my dear." She then had me bend over the metal contraption and secured my ankles to the legs. My ass was poking up and my head was held straight with some kind of prop. The then put a strap over my back and shoulders and buckled it in place. I was basically immobile wondering what was next. The door opened and Vanessa and another girl came in. Vanessa kissed Belinda and the other girl came in front of me, pulled up her skirt and let her big, thick cock flop out and in front of me. "Go ahead Trina, Gina wants you to please her. " Oh no, I'm going to be forced to give this "guy/girl" a blowjob. Gina pushed her cock up to my lips and I tried resisting but she grabbed my hair, lifting my head up and forcing the cock into my mouth. She told me I better not bit her so I tried my best to only use my lips. My wife was an expert at giving me fantastic blowjobs so I just remembered how she would lick me, play with my knob, and suck me off while I felt Gina's thick cock enter my mouth. I strained my neck as she plunged her cock deep into my mouth. I gagged but she pulled back before it caused a problem. She pushed in and out as I clamped down on her cock with my lips to stop me from gagging. Gina then said, "This little cocksucker really knows her stuff." Vanessa and Belinda laughed as I continued sucking her off. Gina kept fucking my mouth as I felt hands on my ass. My skirt was pulled up and my panties and hose were pulled down exposing my ass. I knew immediately what was going to happen and couldn't believe I ever got myself in this position. Belinda was behind me and I felt her fingers play with my anus. She was very slippery and her finger slid into my ass. I had had rectal exams before and knew that is I resisted, it would hurt. I tried to relax as two fingers were inserted and then three. Belinda was slapping my ass with her other hand as I kept blowing Gina. Belinda then removed her fingers and I felt her cock push up against me. Oh no, here it comes. She pushed forward and I felt like I was being torn apart. My mouth was full of cock and I couldn't scream but only moan as loud as I could. She kept pushing and her cock slid in deeper. Once she was totally inside me she began to fuck me like I was a girl. Her thrusts hurt like as she pushed in deeper. Here I was sucking on Gina's cock while being fucked up the ass by my supposed date, Belinda. Vanessa seemed to be enjoying it urging both Gina and Belinda to really fuck her. All three emptied their loads either in my ass or in my mouth. This wasn't what I ever expected when I met Belinda. I was used and abused for the next hour. Belinda changed positions with Gina and I could taste my own shit on her cock. Vanessa even got to fuck me in the ass. Once they had all cum inside me and had me swallow their cum, thy shoved a vibrating butt plug up my ass and told me that I wasn't supposed to remove it unless I was given permission. The handcuffs were removed, the straps removed and I was helped to my feet. I had cum all over my face and believe it or not, the butt plug didn't bother me too much. It seemed to fill the void of the three cocks I just experienced. I pulled my gaff, panties and hose back up, straightened my dress and wiped myself up with some tissue. Vanessa told me to use some of the makeup in the bathroom to fix myself up and I better be quick about it. I waddled into the bathroom and found some powder, blush, mascara and lipstick and did the best job on my face I could do in such a short time. My hair looked OK and I made sure the dress was in place. I was about ready to cry when Belinda came in and told me to come along. I dabbed my eyes and walked into the living room with her. I found two "girls" on their knees in front of two others blowing them. Vanessa and Gina were kissing and feeling each other up. Vanessa faced me and began kissing me, pulling me to the couch and groping me as she invaded my mouth with her tongue. I could feel the butt plug pushing up my ass but I responded to her kisses as I started feeling her up. My hand slid inside her dress and under her bra. Her nipples were hard and I caressed her large tits. Now this is what I had in mind at first. Being raped was not on my agenda. Belinda and I made out as the party slowed down. The girls were done with each other and we all just sat around drinking more cocktails. I clung to Belinda like she was my mother, resting my head on her tits. She told me to get up and get ready to go. I stood up and felt the plug shift in my ass. Walking was difficult and I found I had to wiggle a bit and shift my hips to accommodate the thing in my ass. We left the party and Belinda drove back to the hotel. We walked in and went to our room as she told me to strip down to only my gaff, panties and hose. She unzipped me and I let the dress fall off me. My heels came off and then the bra, leaving me in only my gaff, panties and hose. I felt naked and vulnerable. She had me put my arms into a high collared, leather something that strapped in the back. The front had big, pointy, cone shaped tits. My breast forms fit inside the cones and filled them. Leather straps were tightened in the back and secured. Straps also held my arms next to me, making them impossible to use. She then helped me step into a long, leather hobble skirt and zipped up the back. The skirt was then buckled to the top. Next came leather mittens that strapped on, a leather hood with slits for eyes and a circle cut out for the mouth. My hair was pulled through like a ponytail. Everything was strapped together and I was told to stand there as she inspected me. I was told to sit and found the skirt didn't allow me to take more than six inch steps. I plopped down on the bed as she raised the skirt and slid my feet into 7 inch spiked boots. My foot slid in and I felt it bend forward as it molded t the boot. The other boot was put on and I was told to stand. She had to help me up as my feet hurt tremendously. My feet arched forward making me stand on my toes to balance myself. Belinda set me in front of the mirror and I saw I was completely covered in leather and all you could see were my red lips. I couldn't move or was afraid to because of the extremely high heels and hobble skirt. Belinda put on a leather skirt, leather halter and walked me into the living are of the suite. I could only take short quick steps, wiggling my ass to balance myself and feel the butt plug vibrating inside me. She had me kneel in front of her on the couch as she pulled up her skirt revealing her thick juicy cock. I had already blown her, but she was once again hard. I leaned forward and opened my moth. Her cock slid right through the "O" in the mask and into my mouth. My arms were immobile so I had to bob up and down on her cock to please her. This went on for some time and my back started hurting. Belinda would swat my ass hard with a cane as I sucked on her cock. I just closed my eyes wondering when this would end. Belinda pulled my head forward and shot a huge load into my mouth. I gulped down the first eruption and handled the second one too. After three cocks and now this one, I was getting the hang of it. Belinda sat me up and laid me on the floor. I could only roll around and couldn't sit up by myself. She turned on the TV and used me like a footstool, kicking me, resting her heel on my face, jabbing my ribs with the heel and having me lick her heels. I was hers to use and abuse. Belinda must have gotten tired and helped me up. She had me hobble back into the bedroom and put me in the closet. It was really small and all I could do was stand in a crouched position. She closed the door and I knew I was there for the night. Carefully I slid my ass down, squeezing the butt plug up further in my ass and tightening the skirt around my knees. I made it to the ground but found I couldn't move at all. I really had to pee but tried forgetting the feeling. My eyes were closed and I must have been dozing off when Belinda opened the door. She told me the maids were coming to clean the room and I better be quiet. Belinda was dressed in a spectacular business suit with her tits bursting out of the top. Even I got a tickle down my spine as I looked at her beauty. She closed the door and I sat there as quiet as a mouse until they had finished cleaning. One maid was about to open the closet door when Belinda told her she had some things piled up and there wasn't any need to open it. The maid passed on cleaning the closet. The maids left and Belinda opened the closet again. I was sitting looking up at her as she rolled me out on the floor. My back hurt, my legs were aching and I couldn't stand by myself. Belinda helped me remove my hood, mittens, skirt, heels and top. I was relieved and asked if I could pee. She laughed saying I looked like a little doll and go ahead, but remember to sit and wipe yourself afterwards. I ran to the bathroom and sat while I pee'd my brains out. I could still taste her cum in my mouth and wanted to rinse it out as fast as I could. A quick rinse job and I was told to kneel in front of her. Belinda used a leather strap to hit my now bare ass, my back, my tits and then back to my ass. The slaps weren't very hard but I could feel my skin get sore from the continual abuse. She told me to clean up because we had things to do today. I thought this was only for one night but I guess that wasn't the case. The shower felt great after all the abuse I took. Belinda had me remove the butt plug , clean it and make sure I inserted back in my ass before I got dressed. The cream she used on my tits seemed to mold right to my skin making me look like I had real tits. I wore a shower cap so I wouldn't mess up my hair and cleaned myself out as best as I could. With the butt plug removed, I felt the cum from my invaders seep out of my ass and run down my leg. The water rinsed it off but I spent at least five minutes rinsing more and more of the gooey mess off of me. It finally subsided as I used some soap, inserting my finger up my ass and then use water to rinse it out. It wasn't very hygienic but at least I tried to feel clean. Belinda opened the shower door and told me I better remove my leg hair and make sure I was baby smooth around my crotch. My god, my wife would surely know something was up with me completely smooth. This was getting out of hand. I tried to protest but Belinda said one call to wifey and my life would be over. Instead of shaving, she gave me some nair and told me what to do. I stood there for what seemed like hours while the cream did its job on my hair. The rinse felt great but all my hair was now running down the drain. Once Belinda was satisfied with the job, I was allowed to dry off and put on some cream so my skin would be soft. The cream felt good on my skin and I loved the fresh smell. The butt plug was clean and I used some lotion to lube it up before I put it back inside me. This was tricky as I sat on the edge of the toilet seat and slowly pushed it back up my ass. The switch was turned on and I got a jolt of pleasure as it stroked my prostate. Belinda watched me and giggled as I worked it up in me grunting at times but finally succeeding. Belinda then worked her magic again on my hair and face making me almost recognizable as a man. I took a new, clean gaff and proceed to put on the lingerie and clothes Belinda had laid out on the bed to wear. Today I was to wear my pink lace up front corset. My tits fit right inside the cups and bulged out as I tightened it up. The corset helped somewhat but didn't achieve the looks of a real woman. The matching pink panties were very cute with flowers all over the front. With my dick and balls tucked away and my hair gone, my crotch was smooth and looked almost like a woman's. White pantyhose slid up my now smooth hairless legs. The feeling was totally different than I had ever felt before. My legs were smooth and silky and the hose shimmered in the light. I kept touching my legs and Belinda told me to hurry, we had a date. A short white slip was next followed by a short pink pencil skirt. Belinda had chosen my secretary outfit which I loved. The skirt hugged my body and made me feel how my legs swished against each other as I walked. The suit normally had a white shell but Belinda just had me put on the short top without any cover. My tits were totally exposed to the world as I buttoned the front. I loved how the top would flare out over my hips giving me the illusion of a more shapely body. Without the shell though, the ensemble was very revealing. White 4 inch heels were there and I stepped into them like any girl would. Belinda came in and said she had something special. She told me to sit and pressed something against my ears. I heard a click and winced from the pain. Oh no, she pierced my ears. She did the other side and then had me insert a pair of 4 inch dangly earrings that set off my hair and suit. How would I ever hide pierced ears? Boy was I in trouble. Looking at myself I saw a very smartly dressed secretary. The only problem was that I was showing off my tits to the world. Belinda patted them telling me they were my best asset. We grabbed our purses and were off again, to who knows where. Belinda dove for over an hour into the country. We stopped in a small town and entered an office building. The elevator took us to the fifth floor where we walked down the hall and knocked on door 504. A pretty girl answered the door also dressed like a secretary. We shown in and took a seat in the lobby while the receptionist served us Champagne. Champagne, why champagne? This was getting pretty odd so I just kept quiet and drank up. The receptionist's buzzer rang and Belinda and I stood up and were directed into an office. The office was huge with a big desk, four oversize chairs, a table with chairs and two couches. It didn't look like any office I had ever been to but time would tell. A side door opened and we were greeted by a very tall man and a shorter man, both in their forties or fifties. They asked us to sit as they sat across from us on the couch. I did my best to carry myself as a real woman while Belinda was a natural. The men introduced themselves and I found out they were movie makers. In fact they produced porn films. I also found out that Belinda was one of their scouts looking for new talent. I didn't want to be new talent. I had a home, a wife and a job. Behind the desk, a screen rose up and a video played. Looking closely, it was me and Gina, and Belinda, and Vanessa, fucking and sucking the night away. The movie then fast forwarded to me in the hotel room, dressed in leather and being abused by Belinda. This was too much to absorb. If they had a tape of this, what else did they have? There was a shot of me in the closet on the floor, one clip with me washing myself, a clip with me dressing in this outfit and another of me getting ready for last night. Everything I did in the last two days was caught on tape. Now it all made sense to me with what the girls in the bar meant by Belinda choosing well. It became apparent that I was trapped and I may never return to my old life. The men applauded at the end and Belinda looked at me with a smile on her face. "Now sweetie, you are going to be a star. The request for tapes like this is unbelievable. In fact, we can't keep up on the orders or up on new talent. When I first chatted with you I knew you had the right stuff based on your perversions. Setting the trap was easy and it was even easier setting the hook. You really don't have any choice in the matter. Your car, personal things, wallet, and such were all found in the river last night. You are presumed to be dead. All the hotel knows is that two women were checked in last night and no male was seen. In all accounts, you are now Trina." The words blended together but I did understand the severity of the situation. My wife would think I was dead. I began to cry thinking about how she would handle it. Of course my insurances would take care of her and she would have everything she wanted in life. My thoughts then switched to my life and what was to become of me. The two men outlined my new career, my line up of movies, some including Belinda, and how I would live. They told me I would undergo some surgery to improve my looks and I would get big implants. The guys really loved shemales with huge knockers. I was to be a shemale for the rest of my life. Belinda would be my live in partner and look out for me as I got more comfortable with who I was and what I had to do. My world was over and I was going to be trapped in this bizarre world forever. A Year Later.............. I just finished my shot blowing a guy when a girl came up to me and said the director wanted to see me. I giggled and put on a skimpy robe strutting my way to the office. Inside I found the director, the Vice President of the studio, two gorgeous young men in their twenties with beautiful smiles and finally Belinda. I sat down on a chair and crossed my beautiful legs exposing myself up to my crotch. My body was now 42- 24-38 and my skin was tanned and smooth due to surgery and hormones. My face had been tweaked to give me fuller lips, doe eyes and a perky nose. Even I thought I was hot. So did the people who worked with me. The director said he was interviewing new talent and wanted me to be part of the screen play. There were no objections here. The guys were hunks. A camera was already placed in position with lights and one guy dropped his pants revealing a massive piece of meat. I mean, his cock was beautiful. I licked my lips as he sat on the soft chair. My job was to get suck him off while the other stud fucked me in the ass. I'd done that many times before so I didn't have too much prep work for the shot. He lubed himself up and the director said, "Action" I walked up to guy standing and kissed him making sure he knew I wanted him. I gave a kiss to the other one on the chair too. We then got into position with me on my knees in front of the guy in the chair and the other one directly behind me. My sleek, perfectly manicured hand surrounded his massive tool and I went to work on giving him the best hum job ever. The other guy played with my ass, spit on it, inserted his fingers and then mounted me from behind. I squealed with delight. This felt so good and I was getting so turned on. I saw a door open in the end of the office and didn't really notice who entered. My mind was on getting the shot, fucking these guys and making them cum. The guy on the couch blew his wad all over my face and I acted like I was swallowing it. The guy behind me also was ready and shot his wad in my ass. He withdrew and the camera caught his cum leaking out of my ass. The guy on the couch was still hard so I turned around and lowered my waiting hole over his cock. Slowly I lowered myself down as he pushed back into me. My feet were propped on the edge of the set while I was being fucked up the ass, sitting on his cock. He was playing with my tits, squeezing them, playing with my nipples and making me moan in delight. Just then I heard some clapping and opened my eyes. Standing in front of me was Melissa. My Melissa. But how? What in the earth? Why? My mind was seeing her and raising all sorts of questions but the feeling of being fucked in my ass and having my tits played with gave me so much pleasure that it all became a big blur. I looked at Melissa and she was smiling saying she was proud of me achieving what I always wanted, to be fucked like a girl. How could she have ever known. She went on to say, "Your mother told me about your dressing up and I didn't care much for it. I had cameras installed in the house when you retired because I knew something was strange and your personality had changed. You definitely put on quite a show over those months which infuriated me to no end. I vowed to get back at you someday and figured out how to do it. You seemed to have a talent for being someone's maid and housekeeper. I like this role better though. Oh by the way, Belinda and I go way back. She is an old friend of the family. Her sad story is somewhat embellished but believable, isn't it? This was all a set up. Belinda knew you on line and we discussed how to better serve your fantasy. Of course I cried at the funeral but soon afterwards, no one seemed to miss you. The insurance settlement made me a rich woman too. Thank you for that." All I could do was stare at her in disbelief. The guy was still fucking me while Melissa continued. "Jason, or should I say Trina, you have even made me richer. When we planned this escapade, the owners needed cash infusion. I had the money, the opportunity, the motive and means to take over the studio. Your little films have put me over the top. Isn't that funny though, I used to worship you and now you have to worship me as your new boss? Rather ironic isn't it? Now don't let me stop you from finishing what you started. Soon we'll finish the job and you can fuck guys like a real woman. Wouldn't that make you even happier?" When she finished talking I felt heat rise within me and I let out a scream as I had one of the most intense orgasms I had ever had. My little cock tried to keep hard but the hormones seemed to have damped my male urge. I came again and again and Melissa laughed saying, "Let the little whore finish pleasuring herself. She has a doctor's appointment in a week so let's let her end her life as a male in this room." My climax subsided and Belinda came over to me and helped me up. My ass was sore but fulfilled. The orgasms I felt were incredible. Maybe it was the humiliation or the surprise. Whatever it was it put me over the top. Melissa walked out with the other men and I went back to my dressing room trying to determine the course of my life. Well maybe Melissa has figured that out for me. Until next time............ Trina

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My Happy Ending

Okay, before we got started here, I want to thank everyone who wrote last week to congratulate me about my upcoming wedding. For those of you who were wondering, yes it's true and I think it's right this time. Now this one is a very long story. it's a character study so those of you who hate long stories might want to pass on this one. On the other hand I have been listening to you and I will be alternating shorter stories that will probably be four pages or less, starting with a short one...

3 years ago
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Cheerleader Tryouts

From: [email protected] To: [email protected] Subject: Cheerleading (what else?) Hey Em, it's your very-best-friend-in-the-world, but I guess you knew that when you saw the "from" line, right? Duh, my blond is showing again. Anyway, how are you holding up in godawful Cleveland... I still CANNOT believe that your parents could just up and move from beautiful SoCal to the midwest for gods sake... and break up the dynamic duo of Smithfield High cheereleading... but anyway, I still...

1 year ago
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The Cake An Ending

I read and listen to the words that are written in the reviews that are left after my stories, they are what gives me the incentive to write on. All of you who eave reviews I feel close to and regard you as my friends, but when those reviews diminish and become more critical, then it is time to change, or to stop. In many ways I had wanted to bring the cake story to a conclusion a while ago, but I was persuaded to resurrect it. Recently I wanted to find the best ending and at that time...

2 years ago
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The United Kingdom of Zoo A fake BBC documentary seriesS12 E16 Tamara Cooper 32 from Southampton

We start this week’s show with an establishing shot of St Mary’s Stadium, home of Southampton Football Club ... Then spinning around to look over the River Solent, zooming in on a large, gray-green structure with little round windows ... Then we cut to that building – on a dusty industrial estate - with the river and St Mary’s Stadium in the background. A sign on the front of the building reads “MAIN AGGREGATES”. Our host steps into frame from the side, immediately making the scene better to...

2 years ago
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Bullies Extended Ending

Bullies Extended Ending When I originally wrote the story I ended at the last chapter including the epilogue. I left the gender of the protagonist intentionally blank. I didn't have any greater truths for anyone. In general, after years of these tg sex stories (even those without sex) I didn't see a need for a happy ending nor justice. If you want happy endings and justice go to the real movies where the hero always wins and the villain gets it in the end. But after reading the...

2 years ago
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Wartime

Elizabeth Fleming told me some of this story in the years before she died, aged eighty, in 2010. The more graphic scenes are mine but the emotions and surrounding history are hers. She was my Great Aunt, great in so many ways for she was the third family member I ever revealed my sexuality to, the first two being my parents. I had known since girlhood that she shared a cottage in Hampshire with her friend, Portia, but had never known their relationship was more than sisterly. When I told her...

Lesbian
2 years ago
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For Blood or MoneyChapter 32 My Third Year in Kindergarten I Learned That All Stories Have a Good Ending

BEFORE YOU GO THINKING I was a really dumb little shit, let me set the record straight about why I was three years in kindergarten. Back then, in those olden days fifty plus years ago, there wasn’t an organized nursery school or preschool program, and kindergartens were taught mostly by volunteers in church basements. That was what got my mother into the classroom. She had been a campaigner for teaching the children of Swedish immigrants how to speak proper English and putting them on the...

1 year ago
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The Outlaw and the Innkeepers Daughter

Author’s Note: This story was written at the suggestion of a medieval re-enactor friend who served as the template for the main character. She has recently passed away and this story is now dedicated to her memory. Goodbye Artemas Innkeeper of the Inn of the Drunken Hare, March 5, 2008. * The two forest outlaws watched nervously from the edge of Barnesdale Woods. Well concealed, they took their time to assure themselves that no one along the Nottingham road would see them approach the old...

3 years ago
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The Grim ReaperChapter 37 Outpost Zulu and Other Iraqi Delights

July 2006 - September 2006 Things got back to normal. The next day our families flew back home, and Bravo Three was kicked out of the Al Faw Palace and sent back to Anaconda Three. Riley looked even worse that morning; he was storing up debauchery for the future like a squirrel storing up nuts for the winter. We pretty much had to carry him out of there, and Bixley asked us what he had done to get in his condition. “Sarge, if I told you, you wouldn’t believe us. Riley committed every sin in...

2 years ago
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TangentChapter 10 Outpost

Judy was woken for the second day in a row by a kick on the foot. She cracked an eye and saw Tanda Havra once again standing over her. "Breakfast," Tanda informed Judy. "Then horse or wagon." Judy looked around the tent, empty except for the two of them. She must have been tired to sleep past the others getting up! "Horse," Judy said almost without thinking. She'd seen the wagons yesterday. They bumped and jolted you; there were no springs. "Be ready, be quick!" Tanda told her,...

2 years ago
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Outdoor playtime

True story.We were out on a date in Columbus Ohio, had a few drinks and dinner, I was thinking about fucking Lee all night long, I must have slid my hand up her dress at dinner at least 10 times. It was warm and clear that night (unusual for Columbus) so I suggested we drive over to a local park/lake for a walk over the dam and she agreed. We were both feeling good, the wine and drinks were having the desired affect on her libido . . . we were both feeling very horny. It was really very dark...

3 years ago
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the birthday part 3ending

She takes a moment to enjoy the moment or maybe she was reconsidering what she was going to say but she said anyways,“I I like “ she hesitates,“you like what, tell me, so I can do it” I respond back as I am caught up on the moment myself her skin felt some soft like silk, she was so dedicated so tender. I love the way her body responded to my every touch I felt a raise with everything.“I too like oral, I like to be sucked slowly take your time, suck the tip tease it with the tip of your tongue”...

4 years ago
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CorruptionChapter 4 Prentending

Jenny nodded and Maria showed her where the phone was. Jenny decided to make two calls, her mother, and a friend who would worry. Marie told her one of the men she would meet in two weeks had a sideline business doing radiator repairs. He would pickup her car, clean her radiator and put in new coolant. She could tell her folks that she lost all her coolant, and that the car wouldn't be ready until Sunday. She wouldn't even have to lie if she spoke carefully Jenny was shaking when she got...

2 years ago
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The Adventures of Samanthaalt ending

Earlier this summer, Nostrumo reposted a story that has intrigued me for years - The Adventures of Samantha. In all that time, neither he nor I could find the ending to that story. Anyway, in posting the tale, he issued a challenge to come up with an ending. Just about the time I was finishing up my little sequel, Nostrumo posts the discovered ending. Well, that left me in a bit of a bind. First, I had about fifty pages of text just about ready to post, but the justification, ie,...

3 years ago
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Outpost Hetero EditionChapter 3 Charity

Schaffer dreamed that he was warm, no, hot. Growing hotter. Sweat coated his body, he felt as if he were on fire. Was he in hell? Was that what fate had decreed? His mind was muddled, unfocused. He reached out his hand, feeling downy fur and yielding fat. He opened his eyes with a start, this was not a dream. He was awake, out of the snow and out of his suit, too. It was too dark for him to see anything, and all around him, the same soft fur pressed against his naked skin. There was an odd,...

4 years ago
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Outpost Bisexual EditionChapter 3 Charity

Schaffer dreamed that he was warm, no, hot. Growing hotter. Sweat coated his body, he felt as if he were on fire. Was he in hell? Was that what fate had decreed? His mind was muddled, unfocused. He reached out his hand, feeling downy fur and yielding fat. He opened his eyes with a start, this was not a dream. He was awake, out of the snow and out of his suit, too. It was too dark for him to see anything, and all around him, the same soft fur pressed against his naked skin. There was an odd,...

2 years ago
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Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

3 years ago
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Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

4 years ago
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Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

3 years ago
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ADVENTURES IN THE GREAT OUTDOORS SCOUTINGqu

I DECIDED TO JOIN THE SCOUTS AND GET A TASTE OF THE GREAT OUTDOORS. THE MAN WHO OWNED & RAN THE LOCAL HARDWARE STORE, DOC PIERCE, TOLD ME I NEEDED A PARENT, GUARDIAN, OR SPONSOR INORDER TO JOIN. ALL OUTDOOR ACTIVITIES REQUIRED ADULT SUPERVISION. I TOOK THE ENROLLMENT PAPERSHOME AND TOLD MY MOTHER WHAT "DOC PIERCE" TOLD ME. SINCE I DID NOT HAVE A MALE PARENT,GUARDIAN,OR SPONSOR I NEEDED HER HELP. SHE SAID SHE WOULD TAKE CARE OF IT. A COUPLE OF DAYS LATER SHE TOLDME I NEEDED TO BE HOME...

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