11 comments/ 12300 views/ 14 favorites Jimmy By: Jimmy "Almost finished, why don't you dry off and we will go to the last station," the return of the oriental woman brought him out of his daydreams. "Mmmmm, done already?" he exited the tub. She laughed lightly. "Already? We have been at this for almost two hours, silly!" Jimmy was stunned. Had that much time really gone by without his notice? Well, no matter, he thought, if nothing else, he had a very relaxing time. He toweled off and followed her into a small ante room. There was soft inset lighting and a large full-length mirror. That was when he caught his reflection. He stopped in his tracks. Staring back at him was a stunning vision. His skin was glowing, not a hair to be seen. His nails had been painted a soft pink, with white tip extensions glued into place. He had received expert hair extensions, blonde matching his natural color. One side was pulled back and clipped into place with a white lotus flower. The right side of his hair hung down, covering his eye and one side of his face completely. The soft silk ends cascaded to his shoulders, straight as a waterfall. His eyes had been lined with a smoky blue shadow. His lips bore a pale pink hue, outlined with a sharp dark red. No longer was he square-jawed. Blush and base had been worked to remove the contours of his cheeks, replacing them with a smooth oval appearance. His mind whirled as his hands reached to his face to gently touch the female version of himself. He was beautiful! It was the most remarkable transformation he had ever seen. "Now we have to match the woman within, to the clothes," the oriental's voice floated through his self-evaluation. "Huh?" he was too shocked to comprehend what was being said. "I think, we should try yellow first," he was handed a soft canary thong. Reflexively, he stepped into it. His package snugged up tightly in the front while the string pulled invitingly into the crack of his ass. This felt good! "Now, until you make the choice to either go further or not, we will need to do something about this," the woman rubbed his chest, "let's go with something conservative shall we? How about 34 B?" she held up a pair of silicon breasts and placed them over his own. "Yup, that looks right." She pulled out a tube and slathered a sticky substance over the interior of the fake boobs and then placed them on his chest. "Hold those for a moment, please." Jimmy's mind was in complete shock. He simply could not analyze or digest what he saw, what he felt. So, he followed instructions. "I think a simple top will work and we will finish it off with a sundress and a modest heel. Anything more than that requires practice." She fitted him with a matching canary bra and then slipped a while flowered dress over his head. It fell into place, ending a few inches above his knee. She held out a pair of bright yellow shoes. He placed them on the floor and stepped into them. "So? What do you think?" She stood next to him and reviewed the image in the mirror with approval. "Mmmmm, you look good! And I mean VERY good." She stated after her gaze wondered up and down his reflection. "Impressive, if I do say so myself." Jimmy reviewed himself. He turned slightly from side to side. He drank in the sight. The way the dress hugged his chest and torso then billowed slightly into pleats that fell to the hem at the middle of his thighs. He saw the nice rounded form of his ass gently nudging the rear of his new outfit. He tried to drink it all in. It felt right. It looked right. For the first time, he smiled. The woman next to him nodded and smiled back. "We have one more thing to do before you see the doctor," the woman turned and led him back to the original exam room. When they arrived, she instructed him to bend over the table. He heard her rummaging through the counter drawer. Then she flipped his dress up. He felt her fingers pull the throng's string out from his crack. "Alright, please grab your cheeks and spread." Jimmy obeyed. He felt a slight smooth rounded pressure on his asshole. Slowly, it pushed forward. "Just relax, this will only take a moment," the oriental woman's voice was back to its gentle purring. The intruder moved forward into him, it was tapered and began to spread him further open as it was pushed in. He anticipated pain, instead he felt tingles. Without knowing it, his instincts seemed to open his rosebud and he pushed backwards onto the device. It swiftly spread his hole wide for a good four inches before his ass suddenly clamped down as the widest part of it came to a ridge and quickly shrunk to a small rod. He felt a circular shape held snug against his hole. The yellow panty string was replaced over the top of this circular portion. "And there we go. Plugged! Now if you will follow me to the waiting room, the doctor will see you shortly." Jimmy was led back to the waiting room. His inner walls grabbed onto the plug with every step he took, sending sharp tingles of excitement to the base of his balls. As he took a seat in the waiting room, the oriental woman handed the receptionist his file. The receptionist barely caught it as she stared at the woman who emerged from the hallway. "Oh, wow. I mean, uh, well just wow. Honey, you are GORGEOUS!" the receptionist couldn't take her eyes off the sight of the tall blonde woman now seated in front of her. Jimmy felt the blush rise in his cheeks. Sheepishly, he looked down at his hands. Instinctively, he crossed his legs, looked up and smiled. The phone on the desk rang. "Yes?" the receptionist answered, "Um, yeah. Right. Ok." She hung up the receiver and came back from around the desk. She walked over to Jimmy. "I see you have an appointment. I am supposed to ask you, who should I say is here to see the doctor?" Jimmy was a bit confused. He had been here all day. Then it dawned on him and a smile crossed his face. "Yes, would you let the doctor know that Jennifer Riley is waiting?" did his voice just come out softer and higher pitched? The receptionist smiled and placed a reassuring hand on the new woman's shoulder. "You got it, won't be a moment," she absolutely beamed. As Jennifer waited, a couple came in and signed the register. They spoke briefly with the receptionist and then took their seats across the waiting room. Jennifer picked up the old copy of People Magazine and started leafing through it. She felt the man's gaze and looked up. He was trying to eye her without his wife noticing it. Jennifer gave him a small smile. Then, as an afterthought, she winked and went back to perusing the magazine. She heard him shift slightly in his seat. "Miss Riley?" "Yes?" "The doctor will see you now." Jennifer stood, straightened her dress, and followed the receptionist into the office. She made sure to sway her hips as she walked. A smile played on her lips as she heard the man in the waiting room shift in his seat again. She knew his eyes were on her ass and the thought gave her small tingles of excitement. "Hello, Jennifer, and might I say hubba-hubba," Dr. Grindle looked her up and down with short nods of appreciation, "please, have a seat." Jennifer sat and immediately tilted her knees to the side, crossing her legs at the feet. Dr. Grindle noticed the movement with satisfaction. "Ok, now we have to conduct a test," the doctor sat, "we have to find out if you are truly a transsexual or a cross dresser." Jennifer's eyebrows raised. "There's a difference?" "Oh most definitely. You see, cross dressing is about power and control. Straight men, bisexuals, even gay men will cross dress in order to be dominated. It's not about gender identity. Instead, their minds have simply latched onto something where they can attract someone who will take control over them. A T-Girl, is a woman. She thinks like a woman. Acts like a woman. And most importantly FEELS like a woman. Sex is not the primary focus of her life. I know many T-Girls who you would classify as conservative, if not downright prudish. I also know a few who you would probably consider sluts, and most who have normal sex lives. They come in as many varieties as everyone else. Their issue is on their gender identification, not on their sex life." "Oh," now Jennifer felt confused. She thought she had worked this out only to find another issue staring at her. "That's nothing to be scared of, we just have to find out whether you truly are a T-Girl or not. You sexuality is as individual to you as everyone else's," the doctor gave her a reassuring smile. "Now, let me ask you, are you still plugged?" Jennifer's face burnt bright red and she looked down. "Uh, um, uh," she stammered. "Not to worry," the doctor reached over and patted her knee, "I have them do that for a reason. Once someone goes through my little transformation, often there are urges that come out. Dealing with those now is premature, so I provide a little relief until you make your own choices." Dr. Grindle noted the reaction. "So, what is this test?" Jennifer asked. "It's actually very simple. For the rest of the day, Jennifer will remain in public. I want you to go shopping, go out to eat, see a movie, whatever you would normally do on vacation. Keeping the plug in is your business, but I would recommend it. It will help keep any urges temporarily satisfied and allow you to concentrate on seeing the world as a woman. Or, it will tell you that perhaps, this is a sexual game and not really a gender issue." "I can do that," Jennifer perked up. Wandering a big city and enjoying the sites sounded pleasant. And the opportunity to see the world as a woman, gave her a little flutter in her chest. This sounded like fun! "Good. I will have another outfit sent over for you tonight. I then plan on taking you out for a nice dinner and perhaps drinks and dancing afterwards. I will also send over another team to begin teaching you the art of your appearance. Whether you are a cross dresser or a T-Girl, you will want those skills. And no matter which one you discover to be your true self, we will deal with in time. How's that sound?" Jennifer leaped out of the chair, "I can't believe this! It really sounds like I might be able to get a handle on this, thank you so much," she gave the doctor a big hug and began to leave. "Just please be in your hotel room by 7pm for my team, ok?" "Wouldn't miss it!" Jennifer flipped her hair over her back and left with a cheery wave and a confident walk. She spent the rest of the day downtown. She visited the Aquarium, did some window shopping, and had an outdoor lunch at a quaint sidewalk café. She began to realize that she wasn't receiving an odd looks or judgmental stares. Guys opened doors for her, clerks called her 'ma'am.' By the time she visited the museum, all thoughts or concerns of her being 'outed' had vanished. She was like every other woman out for the day. She spent a considerable amount of time in the museum, studying the art. In fact, she became so caught up in it, it completely slipped her mind that this was supposed to be some kind of an experiment. She simply enjoyed her day. She made it back to her room by 6:45, flushed with the experience. She laid on the bed and reflected on her last few hours. She hugged herself tightly with joy. The phone rang. "Miss Riley? This is Ming from Dr. Grindle's office. Can we come up?" Jennifer looked at the clock, she had almost forgotten. "Of course, I'll come get you." She went to the lobby to find the same oriental woman from earlier along with three other ladies. She escorted them to her room, chatting the entire way about the fabulous day she had just had. "Ok, Miss Riley, if you don't mind, we must get to business. Dr. Grindle will be calling for you in an hour." Jennifer nodded her understanding and the team went to work. They talked to her about hair, make up, lipstick, eyeliner, eye shadow, mascara, and hair removal techniques. Ming hung up a garment bag as the team walked Jennifer through the subtle differences between the 'Daytime' woman and the 'Evening' lady. The entire time, they altered her appearance. When they were done, Jennifer admired her nighttime look. Her blonde hair was now neatly pulled back and piled atop her head. Her eyelashes were long and dark, her eye shadow a bright blue. The base make-up was a much darker tan than earlier and her lips were now deep red. Her finger nails matched the hue perfectly. "Miss, I must ask, but are you still plugged?" Jennifer's eyes widened in embarrassment. She had completely forgotten. "Uh, um, uh," she stammered looking around the room as the women waited patiently. "Oh, no worries. But Dr. Grindle has asked that it be removed for this evening and there is a procedure that must be followed," Ming led her into the bathroom and had her sit over the edge of the tub. The woman set up a pair of mirrors so that the Jennifer could see her own behind without turning. The base of the plug was clearly visible. Ming went through the procedure as clinically as possible, explaining the biological facts of the anus and proper hygiene methods. She then pulled out a bag and tube and performed an enema. Jennifer watched with curiosity. Once that was complete, a small soft brush was used to clean and polish the rosebud that remained half-opened, thanks to a complete day with the plug in place. She felt an uneasy emptiness now that the plug was removed. And a small itch seemed to radiate from inside her. She didn't like it and suddenly wished the plug was back in. "There, now that is finished, we have one last thing to do. Time for your evening wear." The garment bag was presented and a small black dress was produced, along with a pair of lacey see-through panties, a dark black bra, and matching black pumps. A set of diamond earrings, a tennis bracelet and a black cloth choker with a flowered diamond and ruby broach, and a small black leather handbag with silver edging completed the ensemble. Jennifer stared at her reflection. Wow, she thought, Dr. Grindle sure knew how to do things the right way. "And one final thing, Miss Riley. Your arm, please?" Ming stood with another syringe and cotton ball in her hands. Jennifer extended her arm as the oriental woman injected her. "And the other arm," she produced a second syringe. This time, Jennifer felt a very warm sensation travel through her arm and into her chest. It didn't stop there, it seemed to flow down through her stomach and then suddenly the itch in her ass had become a series of tingles. Ming smiled as she watched Jennifer's face flush slightly. "Perfect! Dr. Grindle should be here momentarily. Please enjoy your evening," Ming bowed slightly and the women packed up their stuff and left. As the door clicked shut, Jennifer immediately began looking for the plug. She knew she had to get it back in to satisfy the little electric shocks firing from inside her. They were now shooting into her belly. She looked everywhere and started to get a bit panicked when she realized that Ming must have taken it. The phone rang. "Hello, Jennifer? It's Dr. Grindle. I have my car waiting, if you would like to come down we can go have a nice dinner." "Hey, doctor, uh, um, I think I might have to take a rain check tonight," Jennifer spoke in a rush as she peered around the room for anything that she could use to relieve the itch. She didn't even notice that her voice had raised in pitch even more. "Oh, really? Is everything ok?" Dr. Grindle's voice sounded concerned. "Well, kind of, I mean, I don't know, it's just that I feel a bit out of sorts," Jennifer's eyes latched onto a hairbrush. Would it work in a pinch? It would have to. "That's totally normal immediately after the medication. You just need some fresh air, trust me. Come on down." The line went dead. Damn! Jennifer thought. This was troubling, but if other women could deal with this so could she. She grabbed the handbag that had been left for her and stormed determinedly down to the lobby to meet Dr. Grindle. "Well, if someone doesn't look the picture of beauty!" Dr. Grindle beamed with satisfaction as Jennifer approached. "We need to talk!" Jennifer hissed and pulled the doctor to a vacant corner. "Whatever Ming gave me has me really uncomfortable. I looked for the, the, you know, 'thingy,' thinking it might provide some relief, but she took it!" "Of course, she did. I told her to. Tonight, you are experiencing a full load of hormones and a special blend of my own creation to allow you to actually sense yourself, and not just your surroundings, as a woman. The initial effects can be somewhat disturbing as your body wakes to the sensations, but it will fade to normal shortly. Now, let's get on with the night!" True to her word, the sensations did taper off. Gradually they moved from the surprisingly desperate electric feelings to a gentle warmth located in Jennifer's lower belly. It became more than comfortable, it became reassuring. They ate dinner at a very upscale restaurant near the Performing Arts Center. They chatted about everything, except Jennifer's situation. The latest fashion lines, celebrities, upcoming plays, and Jennifer even described the art she had seen. That took them both into a very long discussion and through a bottle of wine. Dr. Grindle took notice of every mannerism. The giggles instead of the guffaws, the blushes instead of bellicosity, the way Jennifer sat, her hand gestures as she spoke, everything was ringing true. Jennifer truly was a T-Girl. And it all seemed to flow so naturally. "Now, Jennifer, I see that it is almost midnight and I am in the mood to kick up my heels. The test is over and it is my learned opinion that you are, in fact, a woman. And a striking one at that. So, how about we forget our work, or rather the work you have done, and go have ourselves some fun." Jennifer's face lit up with a mixture of relief, anticipation and excitement. "Really? Do you really mean that? Than count me in! Let's celebrate, doctor!" "Well, first, let's get rid of the whole 'doctor' thing shall we? I mean, that's a bit too stuffy for both me and this occasion. Call me Stephanie," she reached her hand across the table. Jennifer grabbed the tips of her fingers and exaggeratedly bowed her head. "It is nice to finally meet you, Stephanie. Now let's party!" both women giggled, paid the check and left. Stephanie drove them to an upscale club. The parking lot was already crowded, and the bass from the techno music could be felt as they got out of the car. They spent the next hour drinking, and dancing and immersed themselves in the party atmosphere. They laughed, they shouted, and they sang. Near the 1:00 hour, the inevitable happened. As they danced, a song designed for 'grinding' came on. Jennifer watched as Stephanie quickly attracted a rather handsome man who placed his knee between her legs and they commenced to get 'nasty.' Jennifer just smiled and started to leave the dance floor when two strong hands gripped her hips from behind. This was almost immediately followed by a heated body being pressed against her back and a crotch grinding against her ass. Her first instinct was to spin around and tell the bastard off, but once he began rubbing her ass, the warmth that had died down suddenly ignited. Instinctively, she swayed her hips and her arms reached back over her head to grip the stranger. She ran her fingers through his hair as he pressed against her harder. She could feel a hardening from him where they made contact, she leaned back and pressed her back into his chest and closed her eyes. His hands began wandering down the sides of her hips and onto her thighs, then retraced their path up to her torso and came to rest just below her breasts. She felt him squeeze and then let out a satisfying groan as he felt her rippled muscles. A small shudder ran through her body. They swayed through the music until the beat began to change. She stepped forward, opened her eyes and turned around. She stared into a pair of clear blue pools. The flutter within her grew, the flame altered to the familiar sparks.