Cindy's Feminization Of Jim!

"Cindy's Feminization Of Jim" Dedicated To Mrs. Jackoff With Love & Lust
Jim had been a Transvestite since his early teens. It started with him being involved in a play where he had to dress as a girl. His mother helped him assemble the clothes he was to wear. They consisted of black RHT stockings, black garter belt, panties, bra, black spike high heels, skirt, blouse and a wig. Of course when Jim was that age, stuff like garter belts and stockings were the fashion norm. Jim took all the clothes he was to wear and took them to his bedroom. His mother had instructed him in the proper way to put on the stockings, garter belt and bra. Jim now alone in his bedroom, began to get dressed. He was feeling embarrassed and little excited at the same time. After getting the garter belt and stockings on properly, he noticed his cock was getting hard. By the time he had every thing on, including the high heels, his cock was rigid and standing straight out. He had stuffed the bra so the boobs were big. He liked big boobs even then. He combed out the wig the best he could for his first time, and slid it on his head. Jim was excited, and at the same time very confused. There was a mirror on his dresser. It was just big enough for him to see himself from the waist up. He looked at himself in the mirror and then down at his feet and legs in stockings and heels. His heart was pounding. He lifted the skirt up and took his rock hard cock out of the panties and started jacking off. The feel and look of the stockings and heels drove him crazy. He stroked his nylon sheathed legs and savored the way the high heel pumps encased and pushed his toes together. He also loved how they made his legs feel. With in a few minutes his cock exploded shooting cum all over the front of his dresser. He was hooked from that moment on. Jim's desire to dress led him through lots of relationships and three marriages during a lot of his adult life till he met and married Cindy. He was very up front with her about it, and all the other fetishes he had acquired tastes for, along the way. She was very supportive and loved to play games with Jim while he was dressed up. Cindy loved to watch girl on girl porn and cum, so having a girlfriend with a cock made it all the better. Jim had bought several female masks and breast appliances to create a more realistic, feminine look for himself and Cindy. Also a very extensive wardrobe and heel collection for himself. The last three months or so Jim had been feeling kind of strange. He couldn't put his finger on it. Normally he felt great, and his tan and toned body looked good as well. He didn't feel sick, just different. He had noticed he didn't have to shave as much. Along time ago he had removed the hair from most of body because of dressing. It had always needed to be kept up, but he hardly ever had to take care of it now. All these changes were starting to concern him. He had even noticed his breasts were slightly larger and his face looked different, and he was horny and hard all the time. One morning Jim woke up. He was groggy and half asleep cause he and Cindy had fucked each others brains out the night before. His chest felt heavy and his cock was rock hard. So hard it was holding the covers on the bed, up. Jim knew something was wrong. He started to get out of bed and it hit him like a ton of bricks. As he sat up he looked down at his chest and he had huge tits. At least 50 DD's. Jim was flabbergasted and scared. As he stood up he noticed his cock was standing straight out and wasn't going down. He rushed over to the full length mirror in the corner of the bedroom and stood in front of it and looked at himself. His eyes nearly fell out of his head. What he saw in the mirror floored him. As he looked at himself, he saw his hips had widen out, and his waist narrowed. Of course he had already discovered the breasts. It was his face that startled him the most. It was no longer his. It had changed. He knew he had seen it before, but was unclear where, until it dawned on him, it was the face of one of his female masks, he had named Katrina. How did this happen, especially over night? He went running to the living room. Cindy was there sitting on the couch. She was dressed in a black house dress, that outlined her huge tits, and showed her ample cleavage, and black four inch "cum fuck me mules on her beautiful feet. Her hair was done up in a Bee-Hive up-do and she had Jim's favorite make-up and lipstick on. Her fingers and toes were polished his favorite color red, and she was wearing long dangly Rhinestone earrings. She was sitting there smoking a cigarette, drinking coffee, while reading the paper. She looked very Regal and Dominant. When Cindy looked up and saw Jim, a wicked grin appeared on her lips and her eyes sparkled. Jim saw her expression and said "what in God's name has happen to me"? Cindy replied, "I gave you what you and I both wanted my love". "You wanted to be a girl, and I wanted a maid, and a girl with a cock that would be my sex slave". Cindy continued. "To answer your question fully my love. I've been giving you something called Super Fem for the last year". It was designed by a scientist in Sweden. I sent him a sample of your DNA and a picture of your Katrina mask. With those two things he said he could design the drug to my special request, and here you are". Jim, at a lost for words, stammered, "what about this erection that won't go down"? Cindy replied, "You'll always have a constant raging hard on that has to be milked and relieved every two to three hours. Isn't it wonderful my pet". Jim stood there dumb founded. Not knowing what else to do Jim asked the final question, "How long will this last"? Cindy replied "It's permanent you can't go back", and I'll love you forever like this as well". Cindy then said to Jim, "Come here baby, it's time for your first milking". Jim looked down at his huge tits and hard cock and something came over him, he felt very feminine and masculine at the same time. It was like looking at his favorite porn picture. He took both of his hands and grabbed his new, huge tits and pushed them together and reveled in them, massaged them, cherished them, and started to get very excited. His cock and it's constant state of hardness needed release. Jim the man was starting to recede and Katrina the woman was starting to take over. Jim/Katrina did as he was told, he walked over to the couch where Cindy was sitting and stood in front of her. She reached up and took one of his big tits in her left hand and started massaging it. She took her right hand and took Jim's super hard cock in it and started jacking him off. Cindy said" After I finish milking you we have to start completing your transformation". Jim's head rolled back and his eyes closed, he was in heaven. Cindy was getting very, very hot now. Her pussy was wet and her clit was big and super hard. As she was jacking Jim off, she let go of Jim's massive tit and took two fingers of her left hand and put them against the area right above the base of the shaft of Jim's cock. This is area that would have been the top edge of a pussy had he been born a woman. Cindy started slowly, but firmly pushing in and rubbing that spot. Jim started squirming like a girl. It was like rubbing a clit on a woman. The more Cindy pressed and rubbed that spot while jacking Jim off, the more tingly and excited he got. Cindy was so hot she could barely concentrate on what she was doing. Her clit was throbbing and swollen and her pussy was dripping wet. Cindy then said, "my aren't you a naughty girl". Cindy's voice and words rocked him down to the very core of his sexual being. Jim was near the point of no return. Touching and feeling his new tits and Cindy jacking him off were pushing him over the edge. All of a sudden his cock exploded and shot cum all over the front of Cindy's house dress. Jim's head fell backwards and his eyes rolled up in their sockets. Upon seeing Jim shoot his load, Cindy came her brains without touching herself. Cum juice shot out of her pussy and landed on the carpet. After her orgasm subsided, she was trembling and she was visually spent. Jim finally came to his senses and was drained. Cindy let go of his hard cock and it was still standing straight out. Already the urge to to release and cum was building in him. Super Fem sure lived up to it's reputation. Cindy looked down and saw the cum on the front of her house dress. She took the first finger of her right hand and put some on the finger tip. She then told Jim to bend down and open his mouth and lick and suck it off her finger. Jim was hesitant but did as he was told. It tasted a little salty, but not that bad. It was the first cum he had ever tasted. The Super Fem was rewiring his brain as well as it had changed his body. He liked it. Before this day he would have never considered doing this. He was truly becoming a woman. This was not a real milking session, and this will become clear later on. Cindy had plans for Jim the rest of the day. His transformation was to become complete this day. The first step was to not call him Jim anymore. Before starting Jim's total transformation Cindy decided to fix lunch. They were both hungry from the earlier sexual frenzy. Plus Jim had to keep up his strength for all the milking's and sex that was to occur for a long time to cum. After lunch Cindy told Jim to go to the bathroom. She had laid out a bunch of make-up and a bottle of nail polish and base coat. She was going to start his transformation. Jim went into the bathroom followed by Cindy. She had put a chair in the room for Jim to sit on. She was going to apply his make-up. His hair was still short and mannish. That would change as the Super Fem worked its magic. For now wigs would be used till his hair grew out and became fuller. She ordered him to sit down. Cindy started with foundation. She smoothed it on his entire face and it covered nicely. Jim's beard was hardly visible anymore because of the Super Fem. Next she started working on his eyes. She started with blue eye shadow. She applied a liberal coat to each eye lid and smoothed it out perfectly. Next she applied black eye liner to each. Then she applied mascara to his lashes and made them stand out. Cindy was very, very good at making things stand out and up. Last but not least she applied a generous coat of red ruby lipstick to his pouty shaped lips and finished with a thin line of black eye liner around them. Cindy stood back and admired her handy work, Jim was beautiful. His face was now Katrina's face. The scientist in Sweden had done a great job of designing the Super Fem she had given Jim. His real face now looked like the picture of his Katrina mask she had sent him. She told Jim to look at himself in the mirror. He stood and turned towards it and what her saw floored him. Along with his new face and new big tits he was the woman he always wanted to be. The last and final thing was nail polish. She sat Jim back down and applied clear base coat to all his fingers and toes. When that dried she applied a dark red nail polish. Jim had beautiful shapely feet so the polish looked great on his toes. Now it was time to dress. Cindy had laid clothes out for Jim to wear. Funny, she wouldn't be calling him Jim much longer. Laid out on the bed nice and neat, was a black, short, vinyl maids outfit with the bodice cut out to show off her huge tits, and a small white apron bordered with lace. A pair of black, shear, reinforced heel and toe nylons. A black vinyl four strap garter belt. A pair of black, shoulder length opera gloves. And finally, a pair of black, four and a half inch, "Cum Fuck Me" mule high heels. These would show off Jim's beautiful feet and polished toes. Everything was ready. Cindy said to Jim, "now get dressed Katrina, there are plenty of chores you have to do". There would be no more calling him Jim. Katrina did as she was told. She picked up the garter belt first, turned it backwards and fastened the hooks. She then slid it around so it set on her hips forwards. Since her hips had widened out it sat on them perfectly. Next she sat down on the bed, picked up the black, shoulder length gloves and slid them on. She did this so she wouldn't snag the nylons putting them on. Next she picked up the pair of black, reinforced heel and toe nylons. She took one and rolled it up like a condom, lifted her right leg, pointing her polished toes towards the ceiling, placed the black reinforced toe of the nylon on her toes and started rolling the gossamer stocking up her hairless leg till it was fully unrolled. She then stood up and fastened the two garter straps on the right side, front and back, to the top of the stocking. She stood in front of the full length mirror and stared at her handy work. Her hard cock was beginning to beg for release. She sat back down on the bed and repeated the whole process with her left leg. Next she picked up the black vinyl maids outfit, unzipped the zipper in the back, and stepped into it. She then reached around the back and zipped it up as far as she could. She called Cindy to come in and finish zipping it up. Cindy did and then left the bedroom. Katrina then picked up the small, white, lace bordered apron, placed it on the front of the maids dress, pulled the strings behind her and tied them in a nice, neat bow. Once again Katrina stood in front of the full length mirror and stared at herself. She looked at her huge tits framed by the black, vinyl maids dress and marveled at them. She was awe struck at their size and shape. Her hard cock was holding up the front of the short dress. What was left of Jim, stared at himself as a man would, and lusted. The bisexual woman she was becoming, stared at herself and loved what she saw. She wanted both men and women to lust for her. Cindy had a wig cabinet in the bedroom. Katrina finally tore herself away from the mirror, walked over to the cabinet, open it and took out a tall, deep reddish, Auburn colored, Bee-Hive wig with bangs and a wig cap. She took them and walked back to the full length mirror. She stood in front of it, and slid the wig cap on her head. It covered her still, short hair. Then she placed the Bee-hive wig on her head and secured it firmly to her own hair with some bobby pins that were on Cindy's dresser. She then took a wig brush and arranged the bangs, sides and back of the wig till she got it just the way she wanted. Katrina then went back to Cindy's dresser and took a pair of long dangly Rhinestone earrings and slid the hooks into the holes of her ear lobes. Jim the man, had had his ears pierced a few years back. Lastly, Katrina went back to the bed, took the pair of black, "cum fuck me" mule heels, set them on the floor and slid her beautiful feet into them. She then went back to the full length mirror, stood in front of it for final inspection. She was gorgeous, a cock hardening, pussy wetting, vision and delight. Katrina took her gloved hands and ran them over and around her huge tits lasciviously. She then ran them down her now widened out hips, thighs and stocking sheathed legs slowly, her movements were dripping with sexual attitude and she was enjoying every second. She was becumming the slut she had always wanted to be. She lifted the skirt of the maids outfit, which was being pushed out by her constantly hard cock, took it in her gloved hand and started jacking off as she stared at herself. As Jim, he used to do this all the time dressed up. Now as Katrina her cock was becumming her clit stick. She almost fainted as she stared at herself. She was trembling and shaking with excitement because her heart was beating so hard in her chest. Her huge tits were heaving up and down as she slowly slid her gloved hand up and down the shaft of her hard cock. She was in sexual bliss. Cindy had answered, her/Jim's, very wants and prayers. Cindy came into the bedroom, surprising Katrina. She said," well, well my dear, aren't you the naughty little slut, I knew you would be". Cindy said, "Go ahead and finish jacking off. I'll set here and watch my naughty maid enjoy herself". Cindy sat on the edge of the bed, lit up a cigarette, still looking regal and dominant, spread her gorgeous legs and began playing with her wet pussy. Katrina continued stroking her hard cock .Cindy started urging Katrina on. She said, "that's it my dear, stare at yourself in the mirror". "Lust yourself". She urged Katrina on. "Cum my Pet, Cum". "Cum for Cindy, Cum for me". As Cindy urged Katrina on, Katrina shot a huge load of cum all over the mirror and the image of herself in the mirror. She came so hard that she almost fell backwards on her heels. Again Cindy's orgasm was huge and she soaked the carpet on the floor beneath her with cum juice. There will be further adventures of Katrina and Cindy.

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