Power of a Smile

By Rianna Olsen

Published on Jul 18, 2005

Transgender

Series Name - The Power of a Smile Part 2 - A New Day Dawns Author - Rianna Olsen Category - Transgender/Control Email - riannao75@msn.com

Chapter III

The sunlight began streaming over the lake and into the bedroom at the top of Hanover Towers. For those first few moments of existence, Jack was a little foggy as to just where he was. That was, until he rubbed his eyes open and smelled breakfast cooking. He started to sit up, and a new sensation between his ass cheeks helped even more to remind him of where he was, and more importantly, where he had been.

"Good morning Sugar," came a voice from beyond the bedroom door. "If you're chilly, there's a robe and slippers for you inside the closet door." said Toni. Jack stood up and took a step towards the closet. He was definitely feeling the afterglow from his introduction to Flirtinis and anal sex. Opening the door to the walk-in closet, Jack lays eyes on an astonishing array of dresses, lingerie and other women's wear. There were hundreds of pairs of shoes encircling the perimeter. Jack felt like he was at an art exhibition. 'Look at that black sequin number over there. Ooh, and that hot red mini-skirt on my right!' His mind was once again spinning like a kid at a candy counter. "Breakfast is getting cold Sugar, and you can't be very warm yourself," said Toni as she smiled at Jack in his current state of undress. Jack turned around and blushed. "Here, this should do for now," said Toni as she placed a pink satin robe on Jack. Jack tightened the belt and then slipped into the matching slippers below. The slippers had a slight lift to the heels, enough to remind him of his fashion show the night before. Jack looked up at Toni and began to speak. "So, last night..." Toni put a finger to his mouth and then embraced him in a long kiss. "You should never have lengthy discussions on an empty stomach. Let's talk over breakfast."

Jack followed Toni into the dining room and sat down at the table. Toni brought out their breakfast and sat it down. She then brought out a pitcher of what appeared to be some sort of strawberry fruit blend and filled her and Jack's glasses. "Well, it's pink," said Jack, "but it looks different then what we had last night." Toni laughed and informed Jack that this was a part of her daily ritual. "This is a health blend that I've drank for years. I'll switch off the flavors from time to time, but strawberry/passion fruit is my favorite." "Now why doesn't that surprise me," replied Jack. He began to take a sip but Toni stopped him and said, "Wait, wait. Let me propose a toast." "A toast over toast?" laughed Jack. "A toast to health and beauty." smiled Toni. Jack smiled back and sipped from his glass. "Delicious, Toni." With that, an awkward silence came over the room.

Soon, Toni broke the silence. "I hope you aren't angry with me," she said with a look out toward the lakeshore. "Well, I must say that it, err, came as a bit of a surprise. And might I add, not a small bit. You could have just told me." "Oh sure, and see that look of shock and disgust on your face right before you turned and head out the door? I know it was sneaky and dishonest, but keeping it a secret was the only way I could make sure that last night would turn out as spectacular as it did." Toni stopped. Turning around and smiling at Jack she said, "You did think it was spectacular, didn't you?"

"Toni, it was incredible!" replied Jack. "I can't explain the multitude of emotions I went through all night. I don't understand what's going on enough to put it into words, but I just felt like something kept pushing me to try things that I've never done before. To take risks. And it all paid off. It certainly helped that such an incredibly attractive woman was leading me down that path. Your beauty is enchanting and so inviting. There were times last night that I almost felt myself being drawn to you by your smile like a puppy on a leash." Toni laughed as she refilled Jack's health shake. "In fact," continued Jack, "I might even go so far as to say I'm a little jealous of your beauty. I've never been what you would call 'handsome', so to see beauty on your level makes me slightly envious."

"What a sweet thing to say," said Toni. "I'm so glad you're not angry with me. So you don't find me any less attractive knowing what's underneath these panties?" smiled Toni. "24 hours ago, I might have felt different, but last night changed everything. Remember, friends for life." said Jack as he felt Toni's foot brushing up against his leg. "Girlfriends for life," said Toni as she stood up and crossed over to Jack. "Just for the record" she said, "I think you're incredibly beautiful. In fact, I think we're both so beautiful that we should treat ourselves to a day out on the town. Hit the spa, do some shopping. You know, girls day away!" "Sounds like a plan, but first I need to get my car and I should probably wear something a little less revealing then this robe and slippers," said Jack.

"Well the car is taken care of. I knew you would be in no shape to drive last night, so I slipped your keys away from you earlier in the evening and gave them to John at the bar. He drove your car to a secured garage on Belden Street then grabbed a cab home." "Remind me in the future to guard my pockets," commented Jack. "Now, as for the choice of couture, that is a little more challenging. Your clothes from last night are still dirty and the pink satin robe would be a little chilly with the lake breeze being as it is this time of day. I have a possible solution if you're open to it," said Toni. "Last night when you walked out in that teddy and those heels, I did a double take. You looked natural and comfortable, had it not been for that blushing boyish face and your raging hard-on, I would have sworn you had been in heels before." Jack turned red in the cheek again and said, "Well, I've put them on once or twice just out of curiosity, but I never walked in then before last night. And I have worn panties before, simply as a turn on for other dates that I've been with."

"I see," said Toni. "Well follow me and lets play dress up. We need to find you something that will at least get us down to the spa." Jack paused after one step. "You mean, go out in public dressed as a woman?" he said with a slight quiver in his voice. Toni turned around, looked at herself and then at Jack. "Is there something wrong with that Sugar?" she said. "Well, no, of course not for you. You look like, well I should say you have the, well...." Toni stopped Jack mid-sentence. "If you don't like the way you look when I'm done with you, then we'll think of another plan. But just allow me to work my magic and then tell me what you think." Toni smiled and grabbed Jack by the hand and led him into the walk-in closet. She turned around to untie the belt on the robe, and noticed that it was sticking out in front. "Well, something tells me that you're not totally opposed to this idea," Toni said as she tickled Jack's hard cock with her index finger. She looked Jack over and then turned her attention to the lingerie and other fashion. She then handed Jack a powder blue satin bra with matching panties and garter belt. After that she gave him a pair of light tan sheer panty hose with straps. "Take these over to the bathroom and put them on. I'll meet you there with the rest. Oh, and be careful with the hose. Roll the on slowly so you don't get a run in them." Jack stared down at the lingerie. "Well, come on, we don't want to miss our appointment at the spa!" Jack looked up at Toni who smiled and blew him a kiss. He was caught up in the wind of the kiss and hurried over to the bathroom. He started with the bra and then the panties and garter belt. He noticed that these panties had the same snap combination as the ones Toni had on the night before. By instinct, he tucked his cock and balls into the satin sack and pulled back on the material until he snapped it into place. He rubbed his right hand down the front of his crotch and looked in amazement at his reflection in the mirror. His cock had magically disappeared. With each additional item, a new feeling of exhilaration and warmth swept over his body. He finished by putting on the hose. He went slowly as instructed by Toni. He couldn't get over the feeling of the nylon rubbing up against his smooth legs. He stood up snapped that straps into place along the garter belt. Just as he snapped the last one, Toni walked in. "Ooh! You look so hot Jack. Maybe we don't need to go to the spa after all," she laughed. "No, you've gone to this much effort, I don't want this beauty just wasted on me." She handed Jack a black leather mini-skirt and an ivory beaded button down blouse. This was topped off with a shiny gold jacket. "Oh wait, you're going to need these first." Toni placed two silicone breast forms inside Jack's bra. "These work great. I used to use them before mine grew in," said Toni. Jack buttoned the blouse over the bra and then stepped into the skirt. Toni placed the gold jacket on Jack and stood back. "Still needs something," she said. "Wait right here." Jack had to laugh at the notion that he might be considering going anywhere but there at this point.

"O.K. Sit down on the stool and turn and face the mirror." As Jack followed Toni's orders, Toni lifted up a knob on the counter edge and transformed the countertop into an instant cosmetics shop. She saw the shock in Jack's eyes and said, "Don't worry, you just need a little bit to make this work. She applied a little powder, a little blusher, a few swipes of the mascara brush and a light pink lip-gloss. Toni then opened up a box and pulled out a blonde wig, brushed it out and placed it on Jack's head. "Sugar! Take a look at yourself and tell me you don't like!" Jack timidly stood up and faced the full-length mirror. "I, I, ..." he stammered for words and his next breath. "I look beautiful!" Jack turned to Toni and hugged her. "You are amazing Toni," Jack said. "What's a girlfriend for?" Toni said with a wink and a smile. "Now step into the shoes and lets get going." Toni handed Jack a pair of 4 inch gold stilettos that matched the jacket. After he put the shoes on she put handed him a matching purse. "Open it up!" Toni said. Inside were a gold necklace and two gold hoop earrings. "You can never have enough accessories Sugar," Toni laughed. Jack clipped on the earrings and Toni helped him with the necklace. "Now we're ready to seize the day!" said Toni. "Carpe Diem!" said Jack. "Carpe Dior!" replied Toni. They giggled as they strolled onto the waiting elevator that would begin their journey into the city. Toni smiled at Jack as the elevator descended downward. Only a few hours ago, she was heading up this elevator with some guy named Jack in a mid-priced suit and virgin Flirtini buzz going on. Now she was heading down the same elevator and into town with her girlfriend who is decked out in gold and black leather. She knew that her smile could work on the occasional waiter or police officer, but this? Toni smiled at Jack who beamed back. She then pushed the stop button on the elevator. In plain view of the early Saturday morning bustle of the city, she pulled down her skirt and pulled down her panties to reveal her throbbing clit. "There used to me running a little late at the spa." she said before kissing Jack on his shiny pink lips. Without hesitation, Jack got down on his knees and put his cute, moist lips on Toni's clit and began to lick at the pre-cum that had gathered at the tip. Soon his lips encompassed her head. Jack had never had his mouth on another cock before, but some force guided him every step of the way. It was like getting back onto a bike, or stepping back into stilettos. Toni thrust her cock into Jack's eager mouth and fucked his face until she was ready to explode. Toni grabbed Jack's golden hair and pulled his face closer until her cock was deep inside Jack's throat. "Ooh baby, I'm going to release it!" and with that, Toni coated Jack's mouth and throat with her seed. Jack swallowed it all and came up for air. He then proceeded to lick off the remaining juice from Toni's clit and pulled her panties and skirt back up. They embraced again tongue-to-tongue. After falling away from the long embrace, Jack opened up his purse and pulled out his compact mirror and pink lip-gloss. After touching up, he smiled at Toni who was doing the same and then pushed the go button. The elevator reached the basement where Toni and Jack stepped out and got into Toni's convertible. Toni put the hood up to protect Jack's golden hair and headed into the city. Jack looked at the clock on the radio and saw that it was only 10:02 am. 'I can't imagine how this day will get any better than this' he thought to himself. Toni took her luscious hand and nails off the gear shift and placed it down Jack's skirt. Seize the day, indeed.

Next: Chapter 3: Urban Renewal


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